I opened my eyes Tuesday morning feeling excited about the upcoming changes in my life, and to be honest, very horny. Rolling over to one side, I reached for my nightstand drawer and retrieved my favorite vibrator. It began humming when I pressed the switch, and I first moved it to my big DD tits, concentrating on my sensitive nipples and sliding it through the soft flesh of my cleavage.
I could feel the moisture begin to flow in my loins and imagined my humming sex toy was a client’s rock-hard cock fucking my healthy chest. With one hand caressing my tits, I lowered the vibrator through the fluffy triangle of pubic hair just above my clit. Once again, my imaginary lover had moved down and began gently sucking and nibbling on my quivering clit. The tip of my toy was the tip of his tongue as he pressed his fingers to the hood of flesh surrounding my erect nub, and it popped out so he could circle it with the end of his tongue.
I moved the vibrator in tune with his tongue, and sure enough, I quickly climaxed, my hips heaving up against the end of my sex toy. Awake for less than ten minutes, I was already panting and moaning with sexual pleasure. My loins had flooded with juices, and as I plunged the vibrating dildo deep inside, I clamped my thighs together to hold it firmly embedded in my throbbing cunt. This freed both hands to move up and pleasure my clit even more.
Another orgasm, even stronger than the first, crashed into me; as it built, I moaned over and over again. I moved one hand down, spread my thighs a little, and began pounding that humming cock repeatedly into the deepest parts of my sexual core. I came again, and the sounds of wet sex resounded throughout my bedroom. I could have laid there for hours pleasuring myself, but today I was a woman on a mission, and that mission was to begin the transformation into a sophisticated, classy whore.
I was sopping wet, sweaty and for the moment sexually satisfied, so I tossed the toy aside and slipped out of bed.
The first order of business was to trim my fluffy patch of pubic hair. Using a trimmer, I removed the thick patch of hair, leaving a wispy coating, and then lathered my loins with shaving cream and removed all but a half-inch strip extending up from my clit. It felt refreshing having my smooth flesh exposed above my clit and, as I examined my loins in the vanity mirror, admitted that this look was incredibly sexy.
I took a quick shower, patted myself dry and slipped on my favorite robe then headed to the kitchen for a cup of tea. Since I was alone, I didn’t bother to tie my robe closed, and as I moved about the kitchen, the garment would open, exposing my big tits and freshly shaved pubic mound. As I sipped my tea, I looked at the pile of bills at the center of my kitchen table. I hoped that I’d begin paying off my debts within a few months, earning the cash to do so as a classy prostitute.
It had been several months since I last visited my stylist and had my hair trimmed, but I hoped Julie could fit me in today. Calling her cell number, she answered on the second ring.
“Julie speaking,” she said.
“It’s Penny; can you fit me in today?” I asked.
“Hey Penny, I haven’t heard from you for a long time.”
“I need a dye job and a perm, Julie. I’m starting a new job soon and want to change my looks some.” I mentioned.
“Penny, I had to close the salon, fucking lockdown; I guess hair styling isn’t an essential business.”
“Oh shit,” I said and then added, “are there any open salons?”
“I’m afraid not, hun, but I can sneak you in at my place this afternoon.”
“You’re a lifesaver, Julie,” I replied.
“See you around one,” Julie suggested.
“I’ll be there,” I answered before disconnecting our call.
Since I had a few hours to kill, I decided to look through my lingerie to see if any might fit the bill Katie wanted for her girls. The bra I’d worn to my interview was, in my mind, very sexy. The almost transparent fabric highlighted my DD’s and allowed my dark areolas to show perfectly. The bra supported my chest enough that a sexy amount of cleavage showed above the flimsy garment. I tossed that bra on one side of my bed. Digging deeper into my drawer, I threw several options on a second pile that wouldn’t do much to enhance my appearance to potential tricks. They included several sports bras, don’t ask me why I own this kind of bra because I’m not into jogging or any other sports, except for an occasional round of mattress tag.
Buried near the bottom, I found a bra I recall wearing for Hugh several times when we were lovers. I hadn’t worn it for twenty years, but I remember how much it turned him on. It is a white lacy number that clasps between the cups, which were trimmed with a narrow sliver of sexy white satin. I decided to try it on and slipped out of my robe. Stretching the fabric around my body, I struggled a little to get the clasp closed. It was then that I remembered why Hugh loved this bra so much. It was probably one cup size too small, and once I’d stuffed my big 36 DD tits into the cups, an ample amount of flesh oozed out above the satin trim. The shoulder straps dug into my flesh, and the deep vee between the cups revealed nearly all of my soft, smooth cleavage. I’d have to find something alluring to wear below, but I was confident this bra would be an attention grabber as I lounged in the family room waiting for a client to select me. I removed the bra and tossed it on the acceptable pile.
I didn’t waste any time going through my panties since I’d worn what I considered my sexiest pair to the interview, and Katie immediately nixed those full-fashion panties. I’ve seen some cute cheeky styles on websites that seemed to accentuate the butt of a more robust woman, so I made a mental note that when Gwen and I went shopping Wednesday, I’d consider those styles.
I’ve never worn a thong because I always felt that having that thin sliver of material pressing against my sphincter would be uncomfortable. Still, in my new line of work, comfort isn’t the most crucial feature of any garment. I can understand that when a man views the behind of a woman wearing a thong, the fact that her entire butt seems naked would be a turn-on. I decided I would forgo comfort for the alluring image of my healthy ass wearing a thong.
It was probably a good thing that Katie had given me such a sizable advance because what I found in my lingerie draw didn’t seem to fit my new position. There was an assortment of styles, from black satin chemise, which I especially like wearing, a couple of baby dolls, and a few mesh bodysuits. The problem with most was that they looked like they’d been worn thousands of times. Hemlines were frayed, shoulder straps torn, and some had stains that didn’t come clean after I last wore them. I dropped some in the trash can and a couple of others in my laundry basket to see if they would freshen up with a good washing. Before leaving to meet Julie, I tossed those items I’d try to bring back to life in the washing machine.
“Julie, how have you been,” I said as she opened the door of her home and I removed my mask.
“I’m trying to get by, but this God damn pandemic is killing my business. I had to lay off my staff at the salon, and other than an occasional appointment I sneak in here, I’m pretty strapped for money,” she admitted.
“I know what you mean, I’ve been off work for several months, and it doesn’t look like I’ll be going back even after the lockdown is lifted,” I replied.
“Follow me, let’s see what we can do with your hair,” she said as she led me to a small room that had everything she’d need.
As Julie surveyed my hair, she said, “You’ve been neglecting your hair, Penny.”
“Didn’t see much reason to spend a lot of time on it since I stay at home all the time,” I admitted.
Julie started playing with my hair as she said, “So, Penny, tell me what you’ve envisioned?”
“First, I’d like to change my color to red, not a brash fire engine red, but something sensual and alluring. I’m tired of the tight curls and would like to see something wavy,” I explained.
“You’re on the right path; fiery red hair looks exceptional when styled with waves. The natural part for the side-swept fringe will give you a look on the wild side that can be tamed depending on your outfit and make-up,” she explained.
“I put myself in your capable hands,” I said.
“Okay, let’s begin by trimming up this bird’s nest, then we’ll dive into an alluring shade of red and finish up with a perm that’ll give you those sexy waves,” Julie explained.
As she began cutting my hair, she asked, “So what kind of job did you land under these trying times?”
I know that many women think they can share their most intimate of secrets with their hairstylist, but somehow, I didn’t think it best to tell Julie that I would be selling my body to anonymous men, so I simply offered, “It’s a sales job.”
She didn’t ask what I’d be selling.
The whole process took about ninety minutes, and as Julie brushed my hair out said, “I think you’re going to be very happy.”
Usually, I’d have watched each step in the large mirror at her salon, but in this make-do setting, I had to wait for her to hold up a mirror to see the results.
Happy was putting it mildly. The color she’d mixed was perfect, a deep rich shade of red that gave me a sensuous look. She’d parted it perfectly off-center, and the waves cascaded around my face. “I love it!” I exclaimed.
Julie toyed with my waves as she explained, “If you like, you can draw some down across your forehead like this, or for a more casual look, part it in the middle and have the waves evenly spaced on either side.”
“If I had drawn a picture of what I wanted, this would be exactly how I’d like it to look,” I remarked.
She smiled and then said, “You’re going to need to let me touch up the color every few months, don’t want to spoil the effect with dark roots showing.”
“I promise I won’t let it go too long,” I replied.
“Well, Penny, I hope this new look helps with your sales,” she commented.
I knew that Katie would be pleased, and I was sure my new sexy alluring look would cause her clients to select me.
“What do I owe you, Julie,” I asked.
“A hundred should cover it,” she replied.
I smiled and handed her eight crisp twenty-dollar bills, “There’s something extra for taking care of me on such short notice,” I said.
I gave Julie a warm hug and kissed her cheek before donning my mask and heading for my car.
I was feeling sexier than I could recall, and since it was only a little after three, I decided to stop at a drug store to pick up some new lipstick colors and investigate what kinds of condoms were available. I pulled into my local Guardian Pharmacy, grabbed a shopping basket just inside the door, and headed for the make-up aisle. After viewing hundreds of shades, I settled on a pale pink, a darker, almost umber color, and even though I was concerned about it clashing with my hair, a vibrant red color. I dropped the tubes in my basket and went off searching for adult items.
I was amazed that their offering of condoms was nearly as vast as their lipstick colors. Every box I picked up extolled why their product was best. Some claimed to be ultra-smooth, while others offered ultra-thin. There were flavored brands, colored brands, and one that featured a ribbed design. I passed on the ultra-thin figuring a torn condom wouldn’t offer much protection, and since I wasn’t planning on using condoms while pleasuring a man with my mouth, the flavored type held no interest to me. I settled on two, the ultra-smooth and the ribbed, and tossed three boxes of each in my basket. Since I was already there, I purchased a small tube of warming anal lube too.
“Somebody is gonna have a good time tonight,” the elderly cashier joked as I placed my purchases on the counter.
I just smiled at her and dropped five twenty-dollar bills beside my items. She gave me a dollar forty-nine in change.
It had been a rather productive Tuesday, I got my new hairstyle and purchased items I’d use while I was with clients; except for updating my wardrobe, I was ready to jump in with both feet.
I took a selfie of my new look and texted it to Gwen with a message that said, “I’m looking the part,”
She replied, “You sure as hell are; I’m loving the new you, Penny.”
I ended my day the way it started, a humming vibrator buried in my wet cunt and fingers teasing my clit through multiple orgasms.
Wednesday turned out to be a damp, dreary day. A light rain was falling when I first woke, so I pulled my comforter up and got a couple of extra hours of sleep. Around eleven, I crawled out of bed went to the bathroom to splash some water on my face and brush my teeth. I’d have to make another stop at Guardian to buy an extra toothbrush and paste to keep in my dresser at work, and figured a bottle of mouth wash might also be a good thing, so I’d taste good if I had more than one trick at some time.
I again looked over my new style and noticed my hair no longer matched the wispy landing strip above my clit, but dyeing my pubic hair seemed like a real pain in the butt. Besides, my brown eyebrows were a dead give-a-way that my fiery red locks are not natural.
As I had a bite to eat, I thought about Gwen and me going shopping tonight. If it turned into a successful trip, I’d have everything I needed to get started in my new profession. The problem was that I wouldn’t be able to start for another four days, and I knew that waiting until Sunday would drive me insane.
Maybe Katie could move that day up a few, I thought. I decided to send that sexy selfie to her and suggested I could work Friday evening. My text message read, “Hiya Katie, just wanted to give you and Peter a preview of my new look.”
She replied a few minutes later, “Oh my gosh, what a difference, you’re going to be very popular here.”
“Thanks so much; I really like the new me.” I replied, she didn’t answer, so after a couple of minutes, I sent her another text, “Should have my wardrobe updated later tonight, so if you want, I could start Friday evening instead of Sunday.”
Apparently, Katie isn’t into texting because after a minute, or so she called my cell. “Hey Penelope,” she said after I answered her call.
“I’m anxious about getting started. If you need me, I could work Friday night,” I explained.
She answered, “I already have a full slate of girls scheduled for Friday, but if you want to come in and see how things work around here, feel free. I just can’t guarantee you’ll be getting a chance to make some cash.”
“That sounds like a good idea. I’m looking forward to meeting the other girls,” I answered.
“Okay, we’ll see you around seven,” Katie suggested and then disconnected our call.
Gwen called me about three, “I’m getting off at three-thirty. Are you ready to find some sexy things to wear,” she said.
“I can hardly wait,” I replied.
“I’ll pick you up at four,” she said.
“Great, I’ll be waiting,” I answered.
I dressed rather casually, opting for a near floor-length cream-colored tiered skirt and a baggy pullover sweater. I didn’t see a need to wear a bra since I’d most likely try several different kinds. I thought about heels but decided on flat sandals.
Gwen tooted her horn when she arrived, and I immediately scampered out and jumped in her car.
“Hey, girl,” I said as I buckled my seat belt.
“I love the new hair color and style; very sexy, Penny,” Gwen said.
“Me too.” I replied and then asked, “So where are we going?”
Gwen smiled at me and answered, “My favorite lingerie shop, IM Lingerie on Botany Rd.”
As she weaved in and out of traffic, Gwen asked, “So, have you thought about colors?”
“I have; I’m thinking of white, black, and emerald green. Do you think green will accent my hair?” I asked.
“Absolutely, but almost any color will enhance those gorgeous locks,” she replied.
Gwen found a parking space a half block from the shop, and as we walked toward the entrance, I said, “This is so exciting.”
We were greeted at the door by a young salesgirl, but Gwen quickly dispatched her saying, “We’d like to look around; if there are any questions, I’ll wave for you.”
“Let’s start with the basics, stockings, panties, and most importantly, thongs,” Gwen suggested.
We began looking at stockings, “I think dark colors are best,” I mentioned.
“Yes, except for white lingerie, you’ll need white hose for those outfits,” Gwen remarked.
“I like seams,” I offered.
“Then you’ll want silk instead of nylon,” she replied and then added, “if you go with silk, you’ll want garter belts to match.”
All the stockings were in heavy paper envelopes with a window that allowed you to see the top hem. So in relatively short order, we’d added two pairs of white silk stockings, five pairs of dark silk, and two pairs of dark nylon stay-up stockings for those times I wouldn’t need a garter belt to my shopping cart.
“That’ll get you started, but you will quickly discover that replenishing your stockings will happen fairly often,” Gwen remarked.
“Okay, what’s next?” I asked.
“Think about the order you’ll slip into these items; first on is last off,” she said.
“So, garter belts are next,” I offered.
“Yep,” she answered.
We moved to the rack holding IM Lingerie’s offerings. Most were very frilly and almost exclusively had four straps to hold your stockings in place. I seem to recall that at one time, these garters could be clasped together in the back, but the new style is to stretch them up over your hips. I first looked at the white ones and found one with a very lacy panel in front with a smoother satin back panel.
“I like this one,” I said, holding it up for Gwen to see.
She smiled and, as she took it from me, said, “This calls for a lacy thong,” I was amazed that the lace on the front panel matched perfectly to the lace top hem of one pair of silk stockings I’d already placed in our cart and expected we’d find a matching thong.
I found a fully satin garter that I instantly fell in love with, and without even asking Gwen, tossed it in the cart.
As we thumbed through the black garters, I noticed a section of lingerie sets in the next aisle. What caught my eye was the section of green.
“I wanna go there next,” I said, pointing to the lovely green lingerie sets.
I found the same satin garter as the white one in black, and since they had two dropped them both in the cart.
“Four garter belts should be enough,” I said.
“For now,” Gwen replied.
I scooted past her and headed for the green sets in the next aisle. It wasn’t a huge selection, but I instantly fell in love with a teal-colored baby doll set that had a halter style top and featured a keyhole opening in front. To my delight, the set included a pair of sheer cheeky bikini panties. “I love this,” I remarked to Gwen holding it up for her to see.
At the end of the section, I found an emerald green lounging set that featured a belt to close the jacket. I imagined this would be perfect to wear on those days that I worked in the afternoon and would be spending more time in the family room waiting for clients to arrive. I’d need a matching thong or panties to go with the set.
I returned to where Gwen was going through IM Lingerie’s selection of panties and thongs.
“I found these sexy white cheeky panties to go with the white garter,” Gwen said.
“This one nearly matches the lacy garter you selected earlier,” she said, holding up a very sexy black lacy thong.
It was lovely, but I replied, “I’m not fond of the feeling that these skinny straps give me when they are pulled tightly between my cheeks.”
“Maybe not, but I guarantee you’ll love the reaction a man has seeing you’re sexy ass nearly naked,” Gwen remarked and then added, “In time, you’ll get used to the feeling.”
“I’m gonna need a thong to match this lounging set,” I said, holding up the emerald green set.
Gwen flipped through the rack and found a perfect match.
“That’ll do,” I said.
“Let’s look at something more risqué,” Gwen suggested.
As we began browsing the kinkier styles, I remarked, “I’m not into all this kinky stuff; leather, latex, and spandex aren’t my style.
They have an excellent selection of body stockings, and Gwen found a lacy mesh red body stocking that stretches across your chest and features long sleeves with a small loop for your finger.
“I thought we were going to avoid red,” I commented.
She held it up in front of me and said, “I think the red compliments your sexy red hair, and the bonus is that it has an open crotch.”
“Okay, but I’d rather it was black,” I replied.
We couldn’t find the same sexy bodystocking in black, so I agreed to buy the red one.
I found sheer robes and picked out one floor length and one mid-thigh length to wear over the assorted garters, thongs, stockings, and one lovely satin robe in white.
“We haven’t looked at bras,” Gwen remarked.
IM’s selection of bras is very extensive, and in no time, I’d added four new ones to my cart. I love sheer bras that show off my dark areolas and bought two that would do just that. Gwen found a sexy white lace bra that would go very nicely with the white garter and cheeky panties, and I found one in emerald green satin that I will be able to wear under my new lounging set.
“I think we’re about done,” I mentioned.
“You still need shoes, but they do sell shoes,” Gwen answered.
We carried our purchases to the sales counter, and after everything was rung up, the cashier said, “You qualify for a fifteen percent discount. Your total will be five hundred eighty-five dollars.”
I peeled off six one-hundred-dollar bills and handed them to her.
I still had a little over two hundred and fifty dollars to spend and knew a lot of that would go for shoes.
As we drove back to my place, Gwen mentioned I should consider a manicure, but I replied, “I think I’ll hold off on that for now; I can color my nails with a subtle shade of pink. Eventually, I want to get my nails done in a sexy French manicure.”
“Wanna come in for a while,” I asked as Gwen parked outside my place.
“Sure,” she answered.
For the next hour, we removed store tags from my lingerie and spread everything out on my bed. I wound up with six different outfits to begin my job as a classy prostitute.
“You’re gonna knock em’ dead,” Gwen remarked.
“I hope so,” I answered.
Gwen and I shared a bite to eat and talked about her experiences working at the Farm.
“How did you feel having sex with someone you didn’t know?” I asked.
“At first, it was hard to deal with, being with a man that you’ve never met and knowing he was about to slip his hard cock inside my body created some emotional conflicts,” she admitted.
“I know what you mean; I’m having the same feelings,” I answered.
Gwen smiled and then continued, “After a few men, I came to realize I was serving as a release for them. They had needs that for one reason or another weren’t being met, and being with a whore was the best way for them to address those needs.”
“So, you didn’t have any feelings for them?” I asked.
“I suppose the only feeling I had at first was pity, but as time went on, I began feeling compassionate and wanted to satisfy their needs as best I could,” she explained.
“Did you regularly climax while fucking your tricks?” I asked.
“That’s the funny thing about being a prostitute, whether or not I reached an orgasm while fucking a man, I almost always acted like I had. Some men feel it is vital that they can get you off, and others couldn’t give a rat’s ass,” she said.
“Faking an orgasm isn’t all that difficult; hell, I’ve done it many times,” I replied.
“We all have,” Gwen admitted.
I just smiled.
“Penny, you’re going to quickly realize that being a whore isn’t much different than being some man’s girlfriend; they all want the same thing,” she remarked.
“What about oral sex?” I asked.
Gwen giggled and then explained, “If I had to estimate it, I’d say that ninety percent of the men you’ll be with will want you to give them head, you know from experience how much a man enjoys watching a woman suck his cock.”
“I sure do,” I responded.
“And I already know how much you enjoy the taste of a man’s cum, and I’d suggest that you offer to have them cum in your mouth even if they paid to fuck your pussy.”
“Pretty good tips to start, be compassionate, and ask them if they want to blow their load in my mouth,” I said.
“One other thing, get used to being spoken of in demeaning terms, they will call you a whore, slut, bitch, or a cum bucket just to mention a few, keep in mind that you are their prostitute, there to service their needs, and those needs might very well include speaking to you in that way,” Gwen explained.
“I just have to remember that they don’t mean it,” I replied.
“Oh, they mean it, trust me, they mean every word,” she answered.
Gwen left me with one final thought, “Enjoy it, have fun with them, and always keep in mind that you want to be a classy whore.”
Thursday, I tried to do some mundane housework, cleaning up dirty dishes, vacuuming the carpets, the things that I’ve been putting off since I was alone in the house. But my mind was nearly always focused on being a classy prostitute. How would I react to the first trick that selected me? Would I be able to act as if I couldn’t wait to get him alone even if I wasn’t attracted to him? How would I feel when he first touched me or told me to drop to my knees before him? Could I willingly spread my legs so he could slip his cock inside me? Could I convince him that my moans or screams of pleasure were real even if I was faking? All those thoughts would be answered Friday night, hopefully.
I woke up Friday morning with those same butterflies of anticipation in the pit of my stomach that I’d felt as I prepared for my interview with Katie and Peter. The hours lagged, and it seemed like the time for me to prepare to leave for the Farm would never come. I spent some time packing my lingerie in a suitcase along with my supply of condoms.
About three, I showered, dried my new red locks, and after blow-drying, did my best to style it as close to how Julie had earlier in the week.
Since I wasn’t sure Katie would allow me to change into lingerie, I decided to wear the same sexy skirt I’d worn to the interview, but instead of the button-up sweater, I chose a sheer blouse that allowed my lacy black bra to show through. I applied light make-up, knowing that if allowed, I could spice my lips up later.
There were a half dozen cars parked in the lot when I arrived. I parked at the end of one row, grabbed my suitcase from the back seat, and slowly walked toward the back door of the Farm. My fingers trembled as I reached for the doorknob, but I was instantly put at ease when I opened the door and stepped into the kitchen.
“Penelope is this your first night,” Peter exclaimed as he poured himself a cup of coffee.
I walked over to him and gave him a friendly kiss on the cheek before saying, “Katie suggested I just observe tonight unless it gets hectic,” I replied.
“Is this your wardrobe?” he asked as he took the suitcase from my hand.
“Yes, I hope you’ll like what I bought,” I answered.
“Well, if your wardrobe is anything like this sexy new hairstyle, I’m sure every guy here will love it,” Peter replied.
I just smiled, realizing that Katie hadn’t shown him the selfie I’d sent her.
“Let me show you your room,” Peter suggested.
I followed Peter into what appeared to be a family room, nicely appointed with two sofas and a couple of overstuffed chairs. Three girls were sitting there; all dressed in sexy lingerie. They were chatting when I walked in but paused to check me out. As Peter and I crossed the room, one of them remarked, “Fresh meat,”
I followed Peter into a short hallway, one door on either side and one at the end. He knocked lightly on the left side door and then opened it. Inside, a voluptuous thirty-something girl was applying make-up to her eyes. “Laura, meet Penelope; she’s starting tonight,” he said.
Laura turned toward me and said, “Nice to meet you Penelope, hope you’re ready cause Friday nights are busier than hell around here.”
“Will all your stuff fit in one drawer?” Peter asked.
“It should,” I answered.
“Okay, you can take this one,” he said as he pulled one dresser drawer open and placed my suitcase on top.
He left me alone with Laura, so I figured I’d strike up a friendly conversation. “I’m completely new to the business,” I admitted.
Laura was probably five feet six inches tall, with long straight blonde hair that she had pulled back into a ponytail. Her Victorian figure enhanced by what I estimated were “C” cups and a slim waistline with full wider hips. Thigh-high seamed stockings covered her long sleek legs, and she wore a pair of black five-inch stilettos. Beneath her see-through black robe, she wore a black lacy thong and matching bra that lifted and pressed her breasts together. I was reasonably sure she didn’t spend a lot of time waiting for tricks to select her.
“So, you’re a virgin,” she said.
It took me a moment to understand that she meant I was a virgin to prostitution, and I answered, “Yes, I suppose I am.”
“That’ll change tonight,” she answered.
“Katie told me that I’d just be observing tonight to get a feel of how things are done,” I replied.
Laura giggled and then said, “Katie is so full of shit; if you here, you’re gonna get laid.”
“I’m ready to jump in,” I answered.
“What’s your specialty?” Laura asked.
“I’m not sure,” I said.
Laura laughed again and then said, “Come on, Penelope, what do you do best?”
I thought for a moment then answered, “I guess I’m an oral specialist,”
“Another cock sucker, there’s two of them in the waiting room,” Laura replied.
“What’s yours?” I asked.
She turned around and bent at the waist; while she pulled the thin strap of her thong aside, she said, “I’m the best ass fuck in the place,”
I got a good look at her puckered sphincter; from the appearance, her ass has been fucked hundreds of times, the flesh seemed relaxed and ready for any size cock to penetrate it.
I was just about finished storing my stuff in the dresser when Laura said, “I’m gonna go see who’s first tonight.”
She left me alone to finish my task. I had time to look around the room; other than two dressers, there was a queen-sized bed with twin nightstands on either side and one large overstuffed chair in one corner. Everything a girl would need to pleasure her tricks. Just as I was about to open the door and find Katie, someone knocked lightly on the door. Katie had found me, and as she stepped inside, she said, “I know I’d suggested you could observe tonight, but it seems like we have several clients who want oral sex. You game to suck some cock tonight?”
I just smiled and replied, “That’s why I’m here.”
“Okay, why don’t you change into something sexy and join me in the lounge,” Katie suggested.
“Give me five minutes,” I replied.
I stripped out of my skirt and blouse and removed my bra and panties. What to wear, I thought as I pulled my dresser draw open.
I was dying to see men’s reaction to my green lounging set, so I put on the satin bra and thong, then slipped my legs into the pants. The jacket used a narrow belt to tie it closed. I felt very sexy wearing this outfit, and after slipping my heels on, I stared at my reflection in the mirror. I need to show off more cleavage, I thought, and loosened the belt enough, so the jacket opened, revealing some of my soft, smooth cleavage.
As I stepped into the lounge, all eyes turned to check out the new girl. I smiled politely at them all, and from across the room, I heard Peter remark, “Oh yeah.”
Laura was sitting on the sofa, waiting to provide some nameless gentleman with her specialty, and gave me a thumbs up when she saw how I had dressed.
Katie motioned for me to join her, and as I walked toward her small desk, my first trick turned slightly toward me, a huge smile on his face. “Penelope, this is Frank; he’s interested in a slow sensual blowjob,” she said rather matter-of-factly.
“It would be my pleasure Sir,” I said as I took Frank’s hand in mine. He stood up, only slightly taller than me, and like a little puppy dog, followed me to my room.
Frank was in his mid to late fifties, rather portly with a predominate beer belly. His balding head was completely gray, as was his bushy mustache. I opened the door and ushered him inside with a slow way of my hand. I closed and locked the door, then turned and leaned against it.
I smiled at him before asking, “So you like slow and sensuous?”
He just shook his head, his eyes moving from my wavy red locks, down to the luscious glimpse of cleavage, and finally down my satin pants to my black stilettos.
“I love taking my time arousing my men,” I remarked as I strolled toward him.
“Do you want me to undress?” Frank asked.
I grinned at him and then said, “Why don’t you let me take care of that.”
I came to a stop within inches of him, and his eyes instantly dropped to my big soft tits. “You can touch them if you like,” I said as I hooked one finger behind my belt and pulled it. My lounge jacket fell open, and Frank’s hands quickly moved up to lightly caress my tits through the satin fabric of my sexy bra.
“Now, let’s see about this shirt,” I remarked as I began unbuttoning it from the top down. I pulled the shirttails from beneath his slacks and finished with the final couple of buttons at the bottom. His chest was covered with the same gray hair he sported on his head, and his pouchy belly seemed more accentuated once I’d exposed it. I didn’t comment on his shape but slowly moved my hands over every part, smiling when my fingernails scratched through his chest hair.
Frank was enamored with my big soft double D tits and continued slowly caressing not only their fullness beneath my cups but the silky smooth flesh above. I knew that if I offered, he’d jump at the chance to tit fuck me.
I undid his belt, let it dangle off the loops at his sides, and opened his slacks using both hands.
“I’m gonna need to kneel, Frank,” I said, letting him know he’d have to release my big tits.
As I crouched before him, I drew his pants down, exposing his white cotton briefs and the slight bulge of his cock.
He was watching intently as I began fondling his cock through his underwear and then said, “My wife, God rest her soul, never sucked my cock, even though I begged her to. She always said doing that was morally wrong.”
I smiled at him and replied, “Pleasuring a man with your mouth isn’t wrong; in fact, I can’t think of anything I enjoy more.”
His cock began to stiffen as I slowly caressed it. “I want to feel it grow hard in my mouth,” I said.
His broad smile confirmed he wanted the same thing.
Ever so slowly, I stretched the elastic waistband of his jockeys away from his body and drew them down, allowing me to view the first of what I suspected would be hundreds of cocks I’d pleasure orally while working at the Farm.
Frank’s cock wasn’t fully erect, standing away from his loins about three inches, and as I circled the shaft with my delicate hand, he softly moaned. I pressed my hand toward the base pulling his flesh tight and fully exposing the head. His glans were smooth, and the corona had a distinct flair. I moistened my lips and leaned forward, taking the head between my soft lips.
He moaned again, but this time a more guttural sound escaped his mouth.
I pleasured his cock head for several minutes, licking the corona, lightly sucking the glans, and letting him slip across my moist tongue. I hadn’t asked him how often he visits the Farm to have one of the girls suck his cock, but I wanted this blowjob to be one that he’d remember for a very long time.
“I love how you tease me,” he remarked.
I just smiled at him with my eyes.
His cock responded to my oral talent and grew in girth and length; now fully erect, it was at least five inches and, while not huge, stretched my lips some as I took more of it inside my sexy mouth.
Katie had made a point that Frank wanted a slow sensual blowjob. So I moved my mouth back and forth almost in slow motion, caressing his urethra with my slippery tongue, massaging his corona with both my lips and tongue and letting his cock slip from my mouth occasionally so I could smile at him.
His eyes never left mine, and I knew he was thoroughly enjoying watching my mouth pleasure his now rock-hard cock.
It was during one of those pauses that I smiled and asked, “Frank, do you want to fuck my big soft tits?”
“Oh my god, yes,” he exclaimed.
“Why don’t you have a seat,” I suggested pointing toward the comfy chair behind him.
Frank instantly moved backward and sat down, resting his hands over the arms of the chair.
As I slowly crawled toward him, I slipped my lounge jacket off my shoulders and let it fall behind me. Frank smiled seeing my luscious 36 double D tits for the first time. Moving even slower, I reached up and drew the straps off my shoulders, letting them dangle along my arms. He smiled once again. Just before reaching him, I reached behind and undid the two clasps that held the emerald green bra tightly around my body, then brought my hands in front to hold the cups against my big soft tits.
“Let me see them, please, Penelope,” he urged.
I smiled and allowed the cups to fall off my tits.
“OH YEAH!” he exclaimed, seeing the fullness of my tits, the dark two-inch-wide areola, and the slightly erect nipples at their centers.
Before moving closer, I reminded my trick, “You paid to have me suck your cock and swallow your cum load, so when you’re ready, I want you to let me taste that creamy treat.”
Frank eagerly shook his head yes, and grasped his rock-hard cock in one fist.
I thought about asking if his dead wife had allowed him to fuck her chest but decided better, just smiling as I moved forward and pressed his cock between my big soft, luscious tits spitting into my cleavage just as his cock disappeared.
I moved up and down, but his cock never popped out from between my tits, its smaller size remaining in constant contact with the silky-smooth flesh of my cleavage.
“Does that feel good?” I asked.
“It feels fuckin’ incredible,” he replied.
Frank’s hands were resting on my shoulders while I titty fucked him, but after only a few minutes of having his cock buried in my cleavage, he slid his hands to my head.
“I’m gonna cum!” he exclaimed.
He forced my head down, and as I opened my mouth to take him inside, it exploded, sending a forceful wad of thick creamy cum across my tongue. I closed my lips around his surging cock shaft and accepted every drop his balls provided.
His lava-hot cum tasted incredible, a mix of sweet and sour at the same time, and I held it in my mouth until his flow diminished.
I swished it around on my tongue, letting a little ooze out over my lips, but slurped it back inside just before I tilted my head back a little and opened my mouth to show him just how much he’d given me.
For an old dude, he certainly packed one hell of a cum load, I thought.
Frank’s cock instantly shriveled back to its pre-arousal size, and after swallowing his oral reward, I dropped my mouth to his cock to suck any remnants of sticky cum that remained.
Frank was all eyes, and they widened as I straightened and said, “Kiss me, baby.”
Since his dearly departed wife had never sucked his cock, I had to assume she’d never shared the taste of his cock sauce with him. But as I moved my open mouth toward his lips, he kind of grinned and accepted my cum coated tongue between his lips.
It was at first a somewhat tentative kiss, but once he’d gotten a taste, he kissed me more profoundly.
He gave my big tits one final squeeze before I began to move away; okay, Penelope, now what, I thought. Neither Gwen nor Katie had told me what to do after I’d finished with my trick, no words of wisdom on how to let them know they could leave. I backed up, grabbed my bra and lounging jacket then stood up. Frank understood because he began collecting his clothes. I tossed my bra on the bed and slipped the jacket on, tying it loosely, so my incredible big tits were almost completely exposed.
As Frank dressed, I sat down on the chair, letting my jacket fall open, giving him something to remember. He walked to where I was seated, removed his wallet from his hip pocket, and pulled a twenty out. “I don’t normally tip, but you earned a little something extra, Penelope,” he remarked.
I smiled and took the extra cash from him. “Next time, I want you to mount my chest, and when you cum I want you to paint my face with your sticky hot load,” I said.
Frank just smiled at me.
He left the room without saying another word, leaving me alone with my thoughts. As I critiqued my actions, it became abundantly clear that my concerns about selling myself for sex were unfounded. I enjoyed being with Frank. His gentle demeanor helped me alleviate my idea that being a whore was something negative. It was the exact opposite now that I’d taken the first baby steps to being a classy prostitute.
I went to the tiny powder room, brushed my teeth, and used some mouthwash so I’d taste nice and fresh should I be selected again this evening. As I walked toward the waiting room, Laura approached, a stud of a man in tow. “I’m gonna have the room tied up for quite a while,” she remarked as she and her trick slipped by.
I entered the lounge and discovered that only Katie and one other girl were there. I walked over to Katie, who was seated behind her small desk and talking on the phone. She held up on finger, indicating that she’d be finished shortly. While she spoke, she checked out my naked chest, exposed between the lapels of my lounging jacket. Her smile seemed to approve of my effort to show off my big soft tits.
“How did it go?” she asked.
I smiled and replied, “I think Frank enjoyed himself. What do I do with this?” I asked, holding the twenty-dollar tip he’d given me.
“I handle tips the same as up sales, a seventy-five twenty-five split,” she answered.
“Okay,” I replied.
“So, what now?” I asked.
“Now you wait,” Katie answered, then added, “By the way, let’s not flaunt those girls too much, have to give them something to fantasize about.”
I just smiled and pulled my belt a little tighter.
I walked across the room, took a seat at the opposite end of the sofa from where the other girl was waiting.
“I’m Penelope,” I said as I crossed my legs.
“Sarah,” she replied.
Sarah was a very youthful-looking brunette; in fact, I estimated her to be about the same age as my daughter Connie. Her short spikey hairstyle was accented by the dark eye make-up, along with the bright red lip gloss. She wore a sheer red shorty robe that did nothing to hide her perky tiny tits and erect pink nipples. Since she was seated with her legs crossed, I couldn’t detect what she wore to cover her loins, but judging from the ultra-slim strip of fabric riding over her hips, I assumed it left little to the imagination. Her shapely legs were covered with dark silk, and of course, she sported a pair of shiny red stilettos.
“So, you’ve met Frank?” she asked.
“Yes, he’s a nice guy,” I answered.
“Judging from the amount of time you were with him, you must have treated him well,” she remarked.
“He did pay for an hour,” I answered.
She laughed and then said, “Frank is a regular. He comes in every other Friday to get his cock sucked. Most of us dispatch him in less than a half-hour.”
“That’s not fair,” I answered.
“Sweetheart Frank only wants one thing, get him hard, suck his cock and swallow his load. If it takes twenty minutes, he’s happy.” Sarah remarked.
“How long have you worked here?” I asked.
“Almost a year, why?” Sarah answered.
“Do you mind if I ask how much you’ve made,” I said.
“A little over thirty-five,” she said.
“Hundred?” I asked.
Sarah laughed loudly and replied, “Thousand.”
“Wow,” I exclaimed, realizing this young woman had cleared thirty-five-thousand selling her sexy body to countless men.
I was about to ask her how long she expected to continue when Katie called Sarah to her desk. I overheard their conversation, “William just called. He’d like you for a two-hour visit.” Katie said.
“His usual?” Sarah asked.
“Yes,” Katie answered.
Sarah came back to where I was seated and said, “I’ve got to get ready for William; he’s my favorite submissive. I need to change into something more domineering; let’s talk later.”
I just smiled and answered, “For sure, hun.”
A few minutes later, Katie’s phone rang again, “Hello, this is Katie, how can I help you?” she answered the call. She listened for a moment, then said, “Hey Tyrone, what’s up?” Again, she listened and then replied, “We can do that, give me an hour,” she said.
Katie looked toward me and, as she stood up, sheepishly grinned at me.
“What’s up Katie,” I asked as she sat down beside me.
She paused for a moment, then said, “This must be our night for crazies.”
I just grinned at her.
“Tyrone is a wealthy black man. He’s into role-playing and is an excellent client. Money is no problem with him,” she explained.
“What kind of role play?” I asked.
“Tonight, he’d like a girl to act like she’s applying for a modeling job with him,” Katie explained.
“That doesn’t sound all that difficult,” I answered.
“It’s not, but what could be is the size of his cock. He’s enormous, at least ten inches, and will want to fuck you, doggie.” Katie said.
“Anything else,” I asked, knowing I could undoubtedly handle ten inches of rock-hard black cock.
“He might want to ass fuck you, Penelope,” she explained.
My first night on the job, and I already had to decide about taking it in the ass. The idea of my first anal fuck coming from a ten-inch rock-hard black cock worried me some.
“What does it pay?” I asked.
“Tyrone pays a premium; he wants no time constraints and demands the girl is good with the role play. Your cut would be five hundred.” Katie said.
Before I could reply, the door opened; Katie glanced that way and said, “William, Sarah is prepared; you can just go back to her room.” Katie said.
William looked like a shy nineteen-year-old; his thick glasses and pale complexion certainly gave him away as the submissive type. He scurried off and disappeared into the hall leading to Sarah’s room.
Our conversation returned to Tyrone and his massive ten-inch black cock. “If I choose not to take him anally, is that going to cause a problem?” I asked. Katie smiled at me and then replied, “He doesn’t like being told he can do something with one of my girls.”
I thought for a moment, if I decided not to ass fuck him, it could cost Katie in the future, but on the other hand, letting him take me that way could be a bonus. Not only would I erase the one thing I’m hesitant about, but I would be able to tell him that he’d be enjoying taking my anal virginity.
“Does he always want anal sex?” I asked.
Katie grinned at me and then answered, “Not one hundred percent of the time, but you need to be prepared if he wants your ass.”
“I guess I’ll cross that bridge if it happens,” I answered.
“It’s your call, Penelope,” she said.
I would have liked to change into street clothes since part of his role-play is to interview me for a modeling job, but I couldn’t walk in on Laura while she’s with a trick. I’d just have to wing it, I thought.
About a half-hour later, Tyrone arrived. He is in his early thirties, very handsome, and was wearing a tailored suit, a brilliant white long-sleeved shirt, and a colorful striped tie. I couldn’t tell exactly, but from his appearance, I believed he was in excellent shape.
“Penelope, can you join us,” Katie said after finishing a short discussion with him.
As I walked toward them, Tyrone let his eyes roam over my body; with a curt smile on his lips, he remarked, “She’ll do just fine.”
I extended my hand and said, “Nice to meet you, Sir,”
He didn’t take my hand, smile, or say a word.
Katie laid out the ground rules for me, “Mr. Smith has paid our premium amount, he is permitted to ask for anything that pleases him, there is no time limit for his visit. You can use the room at the end of the hall.”
“I understand completely,” I replied as I reached for his hand.
Since I was taking him to another room, and I wouldn’t have access to my supply of condoms, I assumed that I’d be fucking him bareback, which was fine with me.
“Would you like me to refer to you as Tyrone, Mr. Smith, or just Sir?” I asked as we walked toward the bedroom.
“Sir will be fine to start,” he answered.
I opened the door, stepped inside, and turned, waiting for Tyrone to enter. Once inside, I closed, locked, and leaned against the door, watching him as he walked across the room and sat down on the overstuffed chair.
This room was larger than the others, it had a king-sized bed, and in addition to the oversized chair, there was a love seat angled toward the chair. Tyrone again gave me that curt smile and then said, “Come sit with me.”
I slowly walked across the room, giving him time to study my body, and then sat down on the end of the love seat closest to him. Once I crossed my legs, he began his role-play.
“Penelope, you’re applying for the modeling job I advertised,” he said.
“Yes, Sir,” I answered.
He continued, “I’m about to launch a line of plus-sized women’s clothing. The job will entail modeling the line for photos as well as doing runway work when we introduce the line.”
“Very good, Sir, I have done both,” I answered.
“The line includes casual wear, a few items of formal wear, and lingerie,” he explained.
“I’m very interested,” I replied.
He sat front in his chair, looked directly at me, and said, “Some of the lingerie is rather risqué. Modeling these items would involve exposing your breasts and loins.”
I smiled and then said, “As long as my face wouldn’t show in these photos, I’m good with having my naughty bits exposed.”
“Judging from what I’ve seen so far, I think you’d be perfect for the job, Penelope,” Tyrone said.
“What does the job pay?” I asked.
“If you agree to model for photos, including the risqué pictures, and the runway modeling, the job will pay two thousand,” he said.
“That’s very reasonable,” I replied.
His smile seemed broader as he sat back in the chair and said, “There’s one other thing that could result in a substantial bonus.”
“And what would that be, Mr. Smith?” I asked.
“You could fuck the boss,” he bluntly replied.
I smiled at him and then said, “I love earning bonuses.”
His hand dropped into his lap, and he seemed to be adjusting his growing erection.
“Perhaps you’d like to see my naughty bits?” I suggested.
“I believe I would,” he answered.
I stood up and moved directly in front of him, noticing the growing bulge in his pants. With the flip of a finger, I undid my belt and let my lounging jacket fall open, exposing my cleavage but not the entirety of my thirty-six double D tits.
“Would you like to slide your hard cock here?” I said as I ran my fingers between my tits.
He just smiled.
I pulled my jacket open more and suggested, “Or perhaps you’d like to mount my chest, and tit fuck me.”
His smile became more profound.
I bent a little at the waist, pursed my shimmering red lips, and asked, “I’m sure you’d love to feel these soft lips wrapped around your hard cock.”
“I’m certain I would,” he answered.
I wasn’t letting on that I knew he sported a ten-inch cock when I asked, “And would you like to feel the soft, moist flesh of my throat?”
He hinted at his size when he remarked, “I’d love to have you take as much as you’re able to.”
I straightened up and slipped my jacket off, letting it dangle from one index finger; I reached toward him and then let it flutter into his lap, which was now showing a huge bulge.
His eyes were glued to my chest, and when I placed my hands on my hips and slowly began swaying side to side, my tits moved in the opposite direction. His hand moved beneath my jacket, and judging from how my jacket moved, he had begun stroking his hard cock through his slacks.
“Let me show you what else I can offer to earn that bonus,” I said as I slowly slid my satin pants down.
I watched his eyes move down to the emerald green triangle of fabric covering my loins as I slipped off my heels, stepped out of my pants, and then put my heels back on.
“That’s very sexy, Penelope,” he remarked as I drew the spaghetti thin straps of my thong higher on my hips.
I pirouetted on my heels, giving him the first glimpse of my ripe, full ass, and then slowly bent at the waist until my hands reached my ankles.
I heard him gasp slightly.
Very slowly, I traced one hand up my leg until I reached the fabric of my thong. “Perhaps you’d like to fuck me from behind?” I asked as I drew the material aside and showed him the lips of my labia. “I love being taken, doggie,” I remarked as I slid my middle finger through those lips.
“You’re driving me insane, Penelope,” he said.
I had one more offering to make, and I hesitated for a moment to convince myself that I could actually follow through with that offering.
I slid my other hand up and grasped my ass cheeks, spreading them open to expose the tight puckered flesh of my sphincter and, as I circled my asshole with my index finger, said, “If it pleases you, Sir, I’d be willing to offer my virgin asshole.”
“Oh my god,” Tyrone exclaimed.
I straightened up and turned to face him, my lounging jacket had been tossed aside, and he was actively stroking his cock. His slacks now tented, outlining the length of his mammoth hard cock.
As I stepped toward him, I said, “Now, Mr. Smith, can I please discover what it is you can offer me?”
I reached out with both hands, capturing his, and then pulled him up. Using both hands, I slipped his suit coat off and tossed it on the chair behind. I undid his necktie and slowly pulled it from around his neck. His eyes were fixed on mine as I began the slow process of unbuttoning his shirt, cuffs first, then starting at the top down until his dark skin hairless chest was exposed. I yanked his shirttails from his waistband and finished loosening his shirt. As I slid my hands up, I touched every cut in his abdomen muscles, the rock-hard pectorals, pausing for a moment to softly caress his hard bud-like nipples, and finally his broad shoulders and down each muscular bicep.
“Mr. Smith works out regularly,” I remarked in the third person.
I was about to retrace my way down his body and discover the cause of his tented slacks, but Tyrone circled my body and pulled me tightly against his. The bulge in his slacks pressed firmly against my body. I looked up into his eyes and then offered my stunning lips. While not as full as most black men, his lips captured my lower lips and sucked lightly on mine. I darted my tongue toward him, pressing it between his. As we kissed passionately, Tyrone explored every part of my back and then slid down to grasp my full ass cheeks and draw my loins tighter against his throbbing manhood.
God, I wanted to touch it, feel its blistering heat burn my palms, run my fingertips along the length and caress his black cock head. Somehow, I resisted the urge to expose his rock-hard cock; instead, I continued our passionate oral foreplay, rejoicing in the sensation of having his tongue probing my mouth and his soft lips suckling mine.
I finally gave in to my urge and placed my hands on his chest, covering his hard nipples with my palms. I pressed against him separating our bodies, but Tyrone stretched his neck forward, trying to keep contact with my mouth. As our kiss broke, I moaned and then said, “I need to touch you.”
As I slid my hands down toward his manhood, Tyrone moved one of his huge hands between us and found the tiny triangle of satin covering my wet cunt. He used one digit to stretch the fabric aside and then ran his middle finger through the swollen lips of my labia, finally curling that long finger into the folds of my sopping wet cunt. I shivered involuntarily as he probed my depths and reached up with one arm to steady myself on his broad, muscular black shoulder.
It seemed as if I’d never reach my goal, but somehow, I found the strength to move my hand down and finally touch his incredible rock-hard black cock. My fingertips traced the length to his cock head and then down the vast length to its base. Katie had warned me that his cock is ten inches, but I suspect she may have underestimated that number.
We stood there for several minutes, Tyrone probing my quivering cunt with his middle finger and I slowly stroking his fabric hidden cock.
After what seemed like hours, I finally looked up into his passionate eyes and said, “I need to see it, touch it, taste it.”
Tyrone just smiled, flashing his brilliant white teeth between dark lips.
As I crouched before him, his finger slipped from my throbbing pussy, slid up through the thin wispy hair of my pubic landing strip, finally reaching the soft fleshy orbs of my monster tits. He played with my tits as I unbuckled his belt, opened the clasp of his slacks, and drew them down around his ankles.
The image that came into view is something that will forever be burned into my memory. Tyrone wore bright white silk boxer shorts. The contrast between those shorts and his dark African flesh was something dreams are made of. Adding to the incredible image was the sight of his enormous rock-hard cock stretching the silk away from his loins.
Typically, at this point, I would stretch the elastic waistband away from his hips and slowly peel his underwear down his thighs. But this incredibly sexy image was something I wanted to enjoy longer. Instead, I slipped one delicate hand through the opening of his boxers, circled his searing hot cock shaft with my fingers, and pulled his cock head back through. It sprang up pointing skyward, proud, rock-hard, and as dark as the flesh above and below his boxers. With one hand circling him mid-shaft, I slipped the other back inside and drew his mammoth balls out. The silk stretched below his scrotum, pulling his balls tight against the fabric.
I looked up at him and smiled.
Tyrone replied, saying, Worship my cock, Penelope.”
I leaned back to study his cock, beginning my extolment by uttering, “It’s the most beautiful cock I’ve ever seen.”
He smiled and then said, “Touch it.”
My fingers trembled a little as I reached for the head, most likely a nervous twitch in anticipation of feeling it for the first time. My delicate fingers wrapped around, and I instantly realized that Katie was right; his cock head felt harder than any I’d touched before. That rock-hard feeling continued as I slowly moved my hand down, sliding over his flaring corona and along the eight or nine inches of thick, solid cock shaft.
“It’s so fuckin’ hard,” I managed to say as my fingers slid over his tight balls.
I stroked him for a few moments more, imagining how it would feel when he finally thrust his awesome big black cock to the pit of my loins.
It became apparent that Tyrone was enjoying my gentle foreplay because on one slow sensual stroke up his cock shaft, a tiny squirt of pre-cum escaped his urethra. It oozed from the tip and then ran down to where my hand circled his cock. I used that soft hand to smear his fluid evenly over the top third of his cock.
Not only was the image of his big black cock against his silk boxers incredible, but I now enjoyed seeing the top shimmering with his seminal fluids.
I pulled his cock away from his loins, then released it, allowing the head to slap against his boxers. I glanced up at him, smiled, and with an urgent tone in my voice, asked, “Can I taste it?”
Tyrone smiled and replied, “I thought you’d never ask.”
He released one tit and circled his shaft at the base, pressing it down, so the very tip was poised inches from my lips.
I leaned forward and kissed it lightly, then parted my lips and ran the tip of my tongue around his glans, tasting his salty pre-cum for the first time.
This magnificent specimen of African manhood was created to be worshiped, teased, and pleasured with every fiber of my being.
I reached up and circled his rock-hard shaft just above his hand, which he instantly removed, returning it to play with my big soft tits again.
Finally, after being with this inspiring black hulk for nearly an hour, I was about to take his giant black cock inside my mouth. I parted my lips, extended my tongue, and moved forward. His cock head slipped between my soft, moist lips and guided across my tongue.
His thick, rock-hard cock inched toward my throat, and when it wedged against the opening, I gagged, my stomach muscles lurching and my mouth instantly filled with saliva. I knew that this monster would be impossible to deep throat, so I concentrated on just the first five or six inches of his big black cock.
His moans of pleasure signaled that I was providing him with what he expected.
I sucked him for several minutes, drawing my cheeks in tight around his rock-hard shaft and cock head. Occasionally I’d press him deeper and allow myself to gag each time.
He rewarded my oral efforts with a second squirt of salty pre-cum, which mixed with the saliva in my mouth.
I let his cock slip from my slippery mouth, glanced up at him, and pleaded, “Fuck me, Sir.”
Tyrone reached down and lifted me to my feet. After a short but passionate kiss, he asked, “Do you wanna ride my cock?”
“Oh yes, please, let me sit on it,” I answered.
He moved past me, but before he reclined in the middle of the king-sized bed, he removed his silk boxers.
I stood at the foot of the bed for a moment studying his body; every muscle seemed to be as solid as his cock, which he slowly stroked with one enormous fist. The image mesmerized me. “Do you have condoms?” Tyrone asked, apparently knowing the rules of the Farm.
His question brought me back from my hypnotized state, and I replied, “Of course.”
I moved to one of the dressers and pulled the top drawer open, it was filled with sex toys of every shape and size, but at one end, I found a stack of condoms and a bullet-shaped tube of anal lube. I smiled to myself, knowing that if he wanted my virgin ass, I’d have the necessary lubricant to allow his substantial black cock to slip through my sphincter.
His eyes followed me as I stepped to the foot of the bed; placing the anal lube near the edge, I lifted the foil packet to my lips and held it there as I bent and slipped my sexy green thong down my legs. As I straightened up, I pulled the condom from my lips and asked, “Do you want me to leave my stilettos on?”
“I want you completely naked,” he replied.
I slipped my heels off and mounted the bed. Tyrone continued watching me intently as I slowly crawled forward between his outstretched legs.
I could see his eyes moving from my face and then down to my big soft tits. His hand still slowly stroking the entire length of his beautiful ten-inch rock-hard black cock.
I tore the foil packet open and squeezed its contents in my hand. As I reached for his cock, Tyrone removed his hand and placed it flat on the mattress beside his hip.
With one hand holding his throbbing cock firmly, I placed the condom on the rock-hard tip of his incredible cock, and then slowly rolled it down over his glans, corona, and along the black shaft. It wasn’t nearly long enough to completely cover the ten inches of pulsing shaft, leaving about three inches of black flesh exposed.
I smiled at him and remarked, “I should have found an extra-large.”
Tyrone just smiled at me.
I paused for a moment while stroking his cock, thinking to myself, “This is it, Penelope, your first fuck as a classy prostitute.” The thought excited me.
I slowly crawled along his fit body, first lifting one leg over his and then the other. As I raised my hips above his loins, I reached between my thighs and grasped his raging hard-on with one hand, guiding the tip to my soaking wet swollen cunt.
I began a first tentative slide down, first feeling the sensation of his rock-hard cock head spreading my lips apart, and then my quivering flesh grasping his cock as I sank over him.
Tyrone closed his eyes and said, “Fuck me whore.”
His words excited me; I was his whore, his concubine, his cum slut.
As I reached maximum penetration, his solid corona slid over my g-spot and then pressed firmly against my cervix. The feeling of being filled so completely caused me to shiver involuntarily.
Tyrone opened his eyes, lifted his hands from the bed, and slid them up to cup my lush mounds. I smiled and again reminded him, “I love having my tits played with.”
I began lifting my cunt off him until only his cock head remained in my slippery tight slit, and then slowly plunged, wanting to feel his cock caress my g-spot and stretch my cervix.
“God, I love this big beautiful rock-hard black cock,” I said as my fucking took on a more meaningful pace.
He continued exploring my chest with his massive hands, squeezing both, lifting them higher, and occasionally pinching my sensitive nipples.
Tyrone remained still, other than the movement of his hands, his hips never lifted to meet my sexy plunges over his cock. He wanted me to control the pace of our fucking, wanted me to enjoy the ride on his long, thick, rock-hard cock.
We fucked like that for what seemed an eternity, but with each plunge, I made my cunt began to tingle more and more. I knew what came next. That tingling would turn to numbness, followed by a mind-bending climax.
With each plunge, the sensations grew, and I warned my black lover, “You’re gonna make me cum.”
He grinned and answered, “I wanna feel your whore cunt bathe me with juices.”
“Oh, my fuckin’ god!” I exclaimed as my loins went numb. I slammed my quivering cunt down on him and began grinding my clit against his pubic bone as it washed over me. I leaned forward and placed my hands on his muscular chest as wave after wave of ecstatic bliss carried me to the peak of orgasm.
My brain filled with endorphins, and my cunt flooded with climatic juices as I rode his beautiful black cock across the plateau of sexual paradise.
“I can feel your hot cum,” Tyrone acknowledged.
As I began the slide down from sexual heaven, I continued grinding my clit against him, hoping to extend one of the most insane climaxes of my life.
I was coated with perspiration, and my sopping wet cunt leaked fluids covering his balls with my juice.
My body quivered for the longest time, and I finally collapsed against his chest rubbing my sweaty tits and belly against him.
He reached for my head and drew my mouth to his. I accepted his probing tongue as my breathing returned to normal, and my body began the slow recovery from an inspiring climax.
“That was fucking amazing,” I said once we broke our passionate kiss.
He smiled and replied, “You are one amazing whore.”
Tyrone shoved me sideways with one strong arm, his cock slipped from my dripping cunt, and I collapsed on the bed lying on my back. One hand moved to my tits, and the other found and began stroking his fully erect cock.
As we rested, I recalled Katie’s comment that Tyrone loves the doggie position. I turned toward him, supported my head in one hand, and said, “Can you fuck me from behind? I want to feel your big beautiful black cock slamming into me like a stallion breeds his mare.”
“I’d love to fuck you like my bitch,” he responded.
I couldn’t wait to feel him pound me from behind; after all, it’s my favorite position too.
Tyrone sat up and slipped off the bed; his mammoth black cock covered with smooth latex stood proudly from his loins. As he stepped to the foot of the bed, he said, “Get on all fours and show me that fat whore ass.”
I smiled at him, turned over, and rose to my hands and knees. As I crawled back toward him, he exclaimed, “That’s one very fuckable ass.”
Once my feet were draped over the edge, Tyrone slapped one ass cheek hard, giving me a stinging tattoo of his handprint.
I expected him to grasp my hips and charge full speed into my dripping wet cunt, but he had other plans. Yes, his hands gripped my hips, but only for a moment. Slowly he moved them down across my butt and onto my thighs. I turned my head to plead with him to fuck me, but his head disappeared below my ass as he bent down and knelt behind me.
“Let’s have a taste of this sweet slippery whore cunt,” he said just before spitting at my loins. The heat of his saliva spread over my puckered sphincter ran down to mix with the warm flow leaking from my cunt.
I closed my eyes and buried my face into the bedding in anticipation of him using his thick lips and broad tongue to pleasure me orally.
His first touch was the tip of his tongue, pressing against my sphincter and then rimming the puckered flesh. I moaned sinfully, knowing that sooner or later, his rock-hard cock head would be pressed against that same sensitive spot.
His fingers were already exploring my labia, sliding along the outside, pinching the loose flesh, and pulling me open.
I turned my head to the side of I could implore him, “Eat your whore’s tasty cunt.”
His tongue moved down and, for a moment, caressed my perineum before moving down to lick the swollen lips of my vulva, spreading them so he could dip his talented tongue deeper inside my quivering cunt.
“You’re as tasty as I imagined,” he remarked before invading my loins deeper.
I was approaching sexual heaven once again, and as he continued tongue fucking me, his fingers moved to my erect clit, causing my body to tremble slightly.
“I don’t deserve to be pleasured this way. I’m your whore; I shouldn’t be allowed to enjoy sex this much.” I lied.
He lifted his mouth from my quaking loins and spoke, “You are my fuckin’ whore; I’ll choose how much pleasure you’re entitled to.”
I just moaned as his mouth and fingers returned to their incredible mission.
I’m not sure how long he tongue fucked me, and I can’t remember how often I climaxed, but one thing I was absolutely sure of is that my orgasms were some of the most intense I’ve ever experienced.
Eventually, Tyrone pulled back, leaning on his haunches, and said, “I think this sweet wet whore cunt is ready to be fucked hard and fast.”
“Oh my god, yes,” I exclaimed, knowing his mammoth ten-inch cock would reach far deeper than his talented tongue had.
I felt his hands on my ass again as he rose to stand behind me.
“Fuck you whore cunt,” I pleaded.
I expected him to plow into me, but moments passed, and when I turned and glanced at him, Tyrone was squirting a line of anal lube along the top of his latex-covered cock.
I turned my head forward and again buried my face in the comforter, fully expecting him to pierce my tight virgin ass with his big black cock. I waited for the pain, but it never came. Instead, he squirted a stream of lube at my sphincter, then pressed the tip of the tube against my puckered flesh, spreading it slightly and squirting more inside.
“Please, dear god, fuck me,” I said, wanting to get losing my anal virginity over with.
I’m not sure if, in a moment of mercy, he decided not to impale my ass, but I loudly groaned as he entered me, his giant cock stretching my swollen, searing hot, tight wet cunt open in one deep thrust.
As his rock-hard black piston slammed into me, I felt a fingertip touch my sphincter.
“I’m going to finger your ass, deep and hard,” he remarked.
“Do it!” I exclaimed, wanting at least to feel something thick and hard inside my ass.
His fucking took on a regular pace; when he thrust his cock in, he pressed his finger in.
“That feels so fuckin’ good,” I said.
His staying power was incredible, matched only by his ability to pleasure my throbbing flesh with every part of his cock.
I began feeling those all too familiar sensations of an approaching climax, my loins no longer tingled; I was beyond the tingling phase of orgasm. They went numb in an instant, and I came hard and fast, my body quivering, my legs weak, and my cunt flooded with juices.
“You’re cumming?” he asked.
I could only deeply moan to signal my climax.
“I can feel your heat through the latex,” he commented.
Once I was able to speak, I begged him, “Cum for me, baby, let me feel the heat of your cum load.”
He withdrew his finger from my ass and grasped my hips firmly, and I felt his fingers dig into my flesh as his pace quickened to orgasmic speed.
“YES, SHOOT THAT BIG HOT LOAD!” I screamed.
His cock slammed into me repeatedly, and the sound of his balls slapping against my loins filled the room.
And then it happened, with a snort of a stallion, his balls released their torrid of hot cum.
“I FEEL IT!” I screamed.
I clenched my internal muscles wanting to draw every drop of his reward from his balls.
“God damn it, bitch,” he remarked as his senses returned.
He pulled back, and I felt an emptiness I’d not felt before. Turning to sit on the edge of the bed, I surveyed my spent lover’s body. He was covered with sweat; it dripped from his chin onto his chest. Below his latex cum catcher was bulged at the tip, holding its creamy contents within the first couple of inches.
I smiled at him as I slipped to my knees and pleaded, “Feed me,”
Tyrone smiled and began the task of removing the condom from his amazing ten-inch black cock. Once it was ready to slip off, he pressed his cock down so none of its thick contents would be lost.
Before opening my mouth wide, I grinned and said, “I want every fuckin’ drop.”
As he turned it up, the wad at the tip oozed down to where his fingers pinched the open end closed.
With a sexy grin on his lips, he released my reward. A thick salty load of cum poured from the opening and coated my tongue and upper lip. It nearly filled my mouth, and as I swirled his creamy cum load around in my mouth, Tyrone moved his fingers back up to the tip. Like someone squeezing the last of a tube of toothpaste from its container, his fingers moved down, forcing the rest of my prize onto my tongue.
“Show me,” he said.
I tilted my head back, opened my lips wide, and showed him my mouthful of his wonderful seed.
“Swallow it whore,” he commended.
His load slipped down my throat in several gulps.
“God, I love the taste of your load,” I commented.
I noticed that his cock had begun to shrink, and I seized the opportunity to show him my oral talent once more. I leaned forward, opened my mouth wide, and took him. The head easily slipped through and into the warm moist confines of my throat. His eyes grew wider as I swallowed, providing his cock head with a luscious sexy massage.
I held him deep as his cock shrank, finally slipping out of my throat and eventually my sexy smooth lips.
“Fuck,” he remarked.
I smiled at him and suggested, “The next time I want to reverse the process, I’ll deepthroat your limp cock, and you can feel it get rock-hard while I throat it.” I knew that thought would ensure I’d be spending another night with this incredible black stud.
Tyrone dressed quickly, no after play, no gentle caresses, something I’d be dealing with often going forward.
He left me alone, kneeling with my legs bent below me. I climbed up onto the bed and tried to relax; some muscles ached, I felt totally spent.
A few minutes later, I heard a light knock on the door. “Come in,” I said.
Katie opened the door and stuck her head inside, “Are you okay?” she asked.
I just smiled and replied, “I love this job.”
Epilogue
I settled into a schedule that had me at the Farm Wednesday through Saturday, and over the next twelve months, honed my skills for the World’s Oldest Profession. I’m now able to understand what men want from a woman like me. I provide a service that, for one reason or another, they can’t find anywhere else. I discovered the joy of anal sex soon after my encounter with Tyrone. My first trick, Frank continued visiting the Farm regularly, enjoying my oral talents, but when he missed a month, I asked Katie if she knew why. Katie explained that he’d contracted Covid, was hospitalized for many weeks but didn’t survive. Katie began offering me out service jobs which I always agreed to since they pay the most in my profession. I earned enough to reimburse Katie for her advance, and pay off all my overdue bills, and can now make payments when they come due. The Covid restrictions were lifted some.
When my former employer contacted me about returning to my production manager position, I politely declined, knowing that I’d enjoy working as a classy prostitute much more than recording the products being produced. Gwen refused a mandatory vaccination and was promptly fired from her job at the hospital, but within a week had joined me as one of Katie’s most valued girls. Our friendship grew, and on those days when we weren’t scheduled to work at the Farm, we shared many intense lesbian experiences. It didn’t take long for my daughter Connie to figure out what I was doing, and after several long conversations, she finally said she was okay with me being a prostitute. Jack never found out that I was selling my body to any man willing to pay for it. Yes, I’d joined the ranks of countless women who work in the World’s Oldest Profession, but I survived the pandemic and will continue until men no longer want me. Hopefully, that won’t happen for many, many years.