*** As Karen’s rideshare “service” becomes more popular, she can’t keep up with demand, and discovers a solution to her problems. Karen the Rideshare Whore, becomes Karen the Rideshare Madam. I hope you enjoy, and as always, I appreciate your thoughts and comments. ***
Chapter 1
As I pull up to the gym, I peg her right away. As my fare raises her hand to get my attention, I notice her beautiful French manicure. This is a greater feat than you would think, because most people looking at her, would never have seen more of her, than her chest. I am not saying it is big. I am saying it is fucking HUGE. I am a healthy 36DD, but she has to be a damn G cup or better. Obviously fake, but as the boys say, “Who fucking cares?” Those titties are like an amusement park ride. I have done my share of licking pussy, so I am immediately interested in taking a ride on the Magic Mountains.
As she gets in and confirms her destination, I waste no time, getting inside her head. I ask her, “So, where do you dance at?”
I love how flustered she gets. She stammers, “Wwwwhat do you mean? Why would you ask me a thing like that? Why do you think I dance?”
I look back at her in the mirror, and give her a knowing smile. “Come on hunny… The nails, those tits, and who else is coming out of the gym at two in the afternoon? Especially dressed like THAT…”
I see how see looks down at her huge, gravity defying tits, in the tight as a second skin, tank top. I am pleased to see her nipples hardening as she does this. Then I see her look farther down, at her form fitting, lycra shorts, that are so tight, I not only can clearly see her pussy lips, but I can also tell that she is shaved. I am joking of course. You can’t actually tell that, no matter how tight the shorts are. However, they are tight enough to nicely spread her lips, and give her a very enticing camel toe.
I love the way she blushes as she realizes that she must look like sex on heels, to anyone that sees her. I tell her, “Don’t worry Sweetie. You look amazing and I always say, if you got, flaunt it. I used to dance myself, back in the day. It becomes second nature, dressing to get attention. I know it was for me. I used to LOVE the way people looked at me. I loved knowing that every guy and girl that saw me, was undressing me with their eyes. I loved knowing that they all wanted to fuck me… My GOD… even now, thinking about it, has my pussy gushing. How about you? Do you feel like that too? Do you get excited knowing that I wanted to bury my face in your pussy, as soon as I saw that camel toe you’re sporting?”
My GOD, a rush of excitement SHOOTS through me as I see her blush BRIGHT red, as she covers her spread open pussy lips with both hands. I also love how her nipples harden even more. I mean those things are poking through her sports bra and tank top, like two good sized pencil erasers. She could put an eye out with those puppies.
She is so shocked by my boldness, that she doesn’t say a word. I keep pushing her, “What’s the matter? Cat got your tongue? I know for sure that my tongue DEFINITELY wants to get your cat…”
She laughs and gives me a wicked smile, as she finally says, “You are SOOO bad… You really want to make my kitty purr?”
“Oooooh yes,” I tell her as I quickly divert to an alley not far away, that will give us a little privacy. As I drive, I notice that her hands are not so much covering her pussy, but more pressing and rubbing in small circles. I give her a BIG smile in the mirror, as I put the SUV in park. Now I can really enjoy the show.
She spreads her legs, and starts to press one finger along the prominent groove in her lycra shorts. I tilt my mirror down, so I can enjoy the show better. She validates everything I suspected about her, when she starts to really give me a show. I can see her chest rising and falling, faster and more erratically, as she presses her fingers harder between her swollen, gaping lips. She raises the other hand and cups her huge round tit. She grabs that big nipple between her thumb and finger, and pinches it, and twists it, and pulls it. The whole time watching my face, enjoying how excited, she is making me.
“You want to come back here and help me?” she asks me, as she gives me a playful wink.
I throw the door open, fumble with her door, and then and almost dive into her lap. She turns sideways on the seat and leans back, to make my access easier. I press my face HARD against her thick, swollen pussy lips. I grind my face in her prominent groove, enjoying the feel of the lycra encased pussy, molding to my face. I press my lips on those thick lips and start to suck and chew on them, through the tight, thin shorts. I start to feel and taste her juices. I suck them through the slick material. She GRABS my head and presses me HARD into her sensitive pussy. Then she almost begs me, “Take them off… PLEASE take them off NOW… I need to feel your mouth on my pussy… I need your tongue STABBING into me…”
I reach up, grab the waist band of her shorts, and YANK them down fast and rough. I need that pussy in my mouth, just as bad as she needs it in my mouth. When her tight stretchy shorts hang up on her sneakers, we both start desperately trying to free them, and her legs. She actually kicks one of the shoes off so hard, that it slaps up against the brick wall, of the building that forms the alley. We both giggle like school girls. Then I launch myself back up her long sexy legs, and land tongue first in her VERY wet and VERY willing pussy.
“Mmmm,” I moan out as I enjoy the taste of her pussy. She is musky from excitement and still salty from sweating at the gym. I love eating another girl just after she finishes at the gym or just after she has finished a number at the strip club. Call me crazy, but the taste of sweaty arousal, is like catnip for me. And by the way this girl has my head in a death grip, I can tell that her kitty, is loving my nips… See, I can’t stop myself, even in the middle of eating another girl out.
Before I can crack myself up again, she surprises me with a gush of fluids so strong, that she sprays my face and and hair. I lurch up, couching and sputtering. I look up at her face, and she looks shocked and embarrassed. She sees that I look like a drowned rat, and apologizes, telling me, “I’m sorry… I’m so sorry… It just happens sometimes… you know… when I am REALLY excited…”
I start laughing hysterically and assure her, “Sweetie, it’s fine. I fucking LOVE that you are a squirter. I love even more, that I could make you squirt like THAT… Of course, now you have to clean me off,” I tell her, as I work my way up her body.
Just before my lips can meet hers, I feel my tits sort of catch on hers. I look down and see my big tits are caught under her even bigger tits. I laugh as I have to lift my body up, so that I can get past her tits. My laughter catches in my throat, as I feel my tits slide over hers. They are so full and firm, they feel fucking amazing pressed against mine. Then I feel her hard nipples dragging against my tits, like they are carving a groove in me. I feel my own nipples get rock hard in response. Maybe they feel jealous, and want to show off too? I can’t be sure, but I am sure of one thing. They DEFINITELY rise to the occasion.
I feel her lips meet mine and she kisses me, and licks my face. I can tell that she is enjoying the taste of her pussy on my face. Well, there is a LOT of it for her to like… and to lick, LOL. See, there I go again…
Her hand finds one of my tits and she cups it… SQUEEZES it… I GASP into her mouth as we continue kissing passionately. She breaks the kiss just long enough to moan out, “I love your tits. They are so soft and supple.” She SQUEEZES it again, for emphasis.
I tell her, “Are you kidding me? Yours are WAY bigger. They should have their own zip code.” As I say this I reach my hand to one of her huge tits and try to get one of my small hands around it. “See, I can barely get my hand around it. And these nipples,” I say as I pull one with my fingers, “are fucking amazing.”
She moans loudly in response to my pulling her nipple, and tells me, “They are my weakness… If you stimulate them, you can OWN my ass… I literally lose all control.” I abuse this knowledge, by doing just that.. I love the way she GASPS and moans, and her whole body responds. I pull up her tank top and then YANK the cups of her bra up and over her big full tits. Then I latch my mouth onto one of her big hard nipples. I suck… I lick… I BITE it… She actually SCREAMS out, “FUCK YESSSSSS,” as she tries to rip my ears off, pulling my mouth harder onto her nipple. I give it one last VERY hard bite, as she rides another strong orgasm.
As she gets control of herself, I lay on top of her, cradling my face against her big full tits. I could REALLY get used to sleeping here, I think to myself. She finally rouses me and says, ” I hate to break the mood, but I really have to get to the cub now.”
As we get dressed, she asks me, “So, do you do THAT with all your customers?”
I tell her honestly, “I do it with a lot of them, but I usually charge for it.”
“Seriously? You are a prostitute? You drive people around AND fuck them? That is so fucking hot. I have actually been thinking a lot about making a little extra money on the side… you know, other than just private dances.”
“Oh I know exactly what you mean? How do you think I started hooking? I found out that guys will pay a LOT more for me to suck their cocks, than to grind on them. If you are interested in making some extra money, maybe we can work together?” I suggest to her. “I am Karen by the way. We sort of jumped past introductions and straight to pussy munching,” I say laughing.
She laughs with me and says, “I’m Jenn. It is VERY nice to meet you. I think we will become VERY close friends… I mean closer than even before, when you had your face deep in my pussy, LOL.”
A thought occurs to me, so I bounce it off of Jenn. I ask her, “How would you like to turn your first trick tonight? I could hang out at the club, and you could bring guys out and use the Rover, for some alone time. You can give me a cut of what you make. Hell, if you find some guys who are interested in a tag team, you and I would really rock their world.”
I see the wicked smile that spreads across her face, and I know her answer before she even says it. She does surprise me with what she says next though. She agrees, and offers, “You know, there are a couple more of the girls that are talking about similar stuff. Does that same cut go for them, if they want to bring guys out to your car?”
“Hell, YES,” I tell her, and I pull into a spot, way in the back of the employee parking lot. It is perfect, the overhead light is broken and it is far enough from the stage door, that we won’t be surprised by anyone coming out of it. I send her off to get ready for her shift, and I walk down the street to an all night market, to get more wipes… LOTS of wipes.
Chapter 2
Shivers of excitement started running down my spine, as I hear the music start thumping, and I see more girls showing up, and entering through the stage door. I am immediately overwhelmed with nostalgia, for when I was dancing. Some of the most exciting nights of my life, happened in clubs just like this. Even this many years later, I can feel electric thrills racing through my chest and exploding in my pussy. There is no more exciting feeling in the word, than looking out at a crowd of hungry, lust filled men, all cheering and making it crystal clear how much they want to fuck me. The feeling is like a drug to me and even this many years later, I still feel the desperate need for it.
My reminiscing is suddenly disturbed by Jenn’s laughter and slurred speech as she is leading a big burly looking guy through the parking lot. I can see from how Jenn is swaying, that she has been indulging in some alcohol or drug induced courage. It is a VERY good thing I am here or she would probably have ended up raped or dead or both. As they approach the SUV, I open the door and step out to meet them. “Hey Jenn, who is your friend here? Is he looking to party?”
She confirms my suspicion that she is stoned, when she slurs, “He’sh Brick… and he definitely wants to party… He’sh a party boy.. and I am gonna suck his dick sooo good…” As she says this I realize that she is leaning on him with one hand and her other hand is locked in a death grip on the guys crotch. He doesn’t seem to mind because he has a VERY large hand groping one of Jenn’s big ass tits.
I intervene to make sure Jenn is not taken advantage of. I tell the guy, “So here’s the deal Brick… It is 100 for a blow job, 200 for a fuck, 250 for the combo meal… Feeling up her tits is free… As long as you purchase something off the menu… So, what’s your pleasure, big boy?”
He tells me, “HELL, I am gonna tear this bitch up. I am definitely down for the combo meal. How much for the two of you though?”
“You want little old me Brick? You sure you can handle me? I am a grown ass woman and I will make your hair curl. If you think you can handle the two of us, that is going to cost at least 500, more if you want anal.”
I see that I caught him by surprise. He asks me, “So anal is on the table? With you or her?”
“Hey, it’s your dick, where do you want it?” I ask him.
He answers, “No offense to you, but ever since I saw her shaking her ass on that stage, I been thinking about how it would feel to split that ass wide open with my cock.”
Jenn is clearly on autopilot and is going to suck his cock whether he is paying or not. Even as Brick and I are still negotiating the deal, she is on her knees, and pulling his cock from his pants. I snatch the floor mat from the floor of the back seat, and pull her off her knees, as I put it down under her. As I do it, I tell her, “You will thank me tomorrow, when you come down from your high. You were just about to tear the shit out of your knees on that gravel. She giggles in response and just takes his cock into her mouth. I lean back against the SUV and enjoy the show.
Brick apparently has low standards for blow jobs, because I am almost embarrassed at how Jenn slobbers and gums that poor cock. I smile to myself thinking how I can really rock this guy’s world with my mouth. Maybe I will before I let him go… I lift my skirt and tease my now rather moist pussy, as I watch the show and think about how I am going to show her how it is really done after…
I can’t wait. I tap on Jenn’s head and when she releases is poor cock, I lift her up. I tell her, “Girl, play to your strengths, let him play with your tits, while I show you how to suck a cock.” Without waiting for her response, I get on my knees and take his cock into my mouth. He is not big, but not small either. Maybe he is close to 7 inches. I lick around his smooth bulbous cock head… I suck enough for him to feel the pressure and enhance the sensation of my tongue swirling around the head. I flick my tongue along the pee slit and I feel his whole body jerk with pleasure.
I look up to see the look on his face, but Jenn’s tits are so big, they literally block my view of his whole head. At least I can see his big rough hands groping and squeezing her tits. I push my head forward and slide his cock past the opening to my throat. His hips BUCK against my face, as he is clearly surprised to feel his cock all the way in my throat. As I continue to suck his cock, I reach up and start to finger fuck Jenn. Her pussy is so fucking wet, I feel her juices running down my wrist and onto my arm. I start to push her wetness around her tight butt hole. I feel her JUMP and reach back to swat my hand away from her tender butt.
I stop sucking Brick’s cock just long enough, to tell Jenn, “Trust me, you want me to get your butt lubed and opened up some. This guy ain’t huge, but you definitely don’t want to take his cock in your ass dry.” Then I move my wet fingers back to her tight butt hole, and push a finger inside. I swirl my finger and spread her open slowly as I continue to suck Brick’s cock. I want to keep him on edge, but not make him cum. I want him to be able to enjoy his fuck or momma doesn’t get paid. I push a second slick finger into Jenn’s butt hole. I spread them apart, as I twist them in circles.
When I feel that Jenn is ready, I grab her hips and turn her toward the SUV, as I take Brick’s cock out of my mouth. I take it in my hand and guide it between Jenn’s firm full butt cheeks. I rub his saliva covered cock, along her slick pussy slit, and then push it up to her waiting butt hole. I feel him trying to JAM his cock into her, but I am still holding it tightly, so I force him to enter her slowly. I can’t have him hurting my girl. If she is going to be one of my working girls, I got to make sure she stays healthy enough to stay in the game.
As I am basically fucking Jenn with Brick’s cock. I am on my knees still, and I have a front row seat to her anal fucking. I have never had this view before, and I have to admit, it is making me horny as FUCK. I release his cock as he gets past her tight ring, and he is able to enter her more easily. I stay there on my knees, watching his cock disappear inch by inch into her ass. I start to rub my pussy, as I watch. I see him bottom out in her, and I hear her YELP. I start to finger fuck myself faster and harder. As if he is on the same plan, I see his cock pull out and push back in faster and harder. I keep pace with his cock, fucking my pussy with my fingers, as he fucks her ass. Neither of us lasts very long. I see his balls clench together and I realize that he is cumming into Jenn. I slam my fingers into my pussy, as I press my thumb on my clit. I push myself over the edge.
After Brick hands over the 500 dollars agreed upon, I give him my rideshare card, and tell him, Spread the word, Karen will get you where you want to go… And if my plans work out, you will have your selection of “rides”. So, please consider us, when you absolutely need to get there…” He walks away laughing and telling me, that he is sure he will be in need of my services again.
When he is out of sight, I send Jenn on her way. I am sure someone will miss her soon, if she doesn’t get back to work. As I watch her waddling back into the club, I think, “Yes, she is definitely walking like she was just fucked in the ass.” I wonder if it was wrong for me to negotiate for the sale of her ass, without even asking her? As I count the money, I realize, I don’t care, LOL.
Chapter 3
I realize that I fell asleep in the car, when someone knocks on the window, and I jump up and freak the FUCK out, as I try to figure out what is going on. I see a pretty Blonde looking in at me. I lower the window and see that she is wearing a plaid school girl skirt and a white blouse with the tails tied under her tits, exposing her flat stomach. I am immediately realize that she is obviously another dancer. I also realize immediately, that I am VERY attracted to her. The obvious question, is why the fuck is she knocking on my window? So, I ask her, “Why the fuck are you knowing on my window?”
“Oh, I am sorry… I didn’t mean to disturb you… It is just that… well Jenn said that… well, you know… that you are helping her make extra money… and I want that too. Is that OK?” She blurts out.
To make sure she knows what she is getting into, I ask her, “Do you understand what you will be doing? Are you prepared to do what ever I tell you to? Can you do that?”
“Yeah… I mean why not? It is not like I have never fucked dudes before or sucked their cocks. What’s the big deal? If I can get paid for doing it, why shouldn’t I?” she responds.
“What about other girls?” I ask her. Then I tell her, “Many of my clients are women, and they enjoy the company of other women. Are you comfortable with that?”
I see her blush, she is obviously not prepared for this. Not wanting to show any hesitance though, she tells me, “Sure… Why not? I mean it’s not like we will be dating… It is just sex, right?”
Seeing a golden opportunity, I get out of the car and stand in front of her. I get in her personal space, so that I can feel her tits almost touching mine, our faces are very close. I tell her, “Show me. Show me that it is just sex, and you are comfortable with it.” Then I lean in and kiss her. I feel her flinch back slightly because I surprised her, but she recovers quickly. I feel her lips press against mine. I slip my tongue between her lips and roll it around hers. I suck her tongue into my mouth.
I touch the bare skin of her tight stomach, and I feel her GASP into my mouth. I trace my fingers up her stomach and under her blouse. She is not wearing a bra and her tits are small, but very perky. I squeeze her tits, and pinch her nipples. I feel them harden between my fingers. With my other hand, I touch her bare thigh between her thigh high stockings and her short skirt. I feel her JUMP. I kiss her harder. I feel her heart racing and her breathing become a rasping pant. I slide my fingers up under her skirt. I feel the heat, and to my great satisfaction, wetness, of her pussy. I feel her whole body slump against me as her legs get weak. I love breaking in a new girl. I love knowing that point where they actually let themselves go and start to enjoy lesbian sex.
To seal the deal, I take her hand in mine, and guide it to my VERY wet and VERY willing pussy. I slide her fingers in the slick groove between my swollen lips. I press her fingers against me HARD. I press one of her fingers into me. I use her hand to fuck it in and out of me. I push a second of her fingers into me. I guide her thumb to my clit, and rub and PRESS it. When her fingers are coated with my juices, I lift her hand. I guide it to her mouth. I tell her, “Taste me… Taste my pussy on your fingers.” Before she can resist, I push her fingers into her mouth.
I see the look of shock and surprise on her face. Then I see the look on her face, as she is deciding that it isn’t as bad as she thought it would be. Then I see the grin form on her face, that tells me that she is curious, and wants to know more…
I slide back onto the back seat and pull her with me. I lift my skirt and she comes face to face… well face to gash, with my soaking wet and spread open pussy. “Kiss it,” I tell her, as I pull her face into my pussy. I am not giving her any chance to back out. I want this pretty blonde’s face DEEP in my pussy. I can feel her breathing, deeply. I can tell that she is smelling my scent and deciding that she likes it. I feel her lips press against my swollen, sensitive pussy lips. I feel her tongue explore my wet slit. I feel her push it inside me. I encourage her, “Mmmm, that’s right… lick my pussy… fuck me with your tongue… make me cum with your mouth.”
She is a very eager student, and a natural pussy eater, because she is bringing me to orgasm VERY fast. Maybe it is the thrill of turning this very pretty and naïve girl. It doesn’t really matter. All that really matters, is that I am on the edge of an explosive orgasm. When I feel her nose press against and rub my clit, I have such a strong orgasm, that I gush all over the poor girl’s face. She has no idea what is happening, and bolts up from my pussy, like it bit her. I laugh hysterically, and ask her, “You’ve never seen another woman squirt before?”
Her eyes are wide in surprise and wonder, as she tells me, “No never… I have seen stuff like that in porn, but I thought it was bullshit. I thought it was something they made up to sell videos. I have NEVER seen… FELT anything like THAT before.”
I tell her, “Well, it doesn’t always happens and for me, it only happens when someone REALLY gets me going. And YOU… You were amazing. Don’t tell me that was your first time eating pussy… You are fucking amazing. You are a natural cunt muncher.”
I love the way she blushes as I say that. I see embarrassment, but I also see pride on her face. I grab her and pull her to me. I kiss her lips and suck on her tongue. I moan as I tell her, “I love the way my pussy tastes on your lips and tongue. So, tell me honestly, what did you think about eating my pussy? What do you think of the taste of pussy? Do you think you can do that again? Do you want to?”
She looks at me with a look of wild lust and just says, “Yes, I fucking LOVED it all. I want MORE. I want to taste my pussy on your lips… Can we do THAT?”
I smile at her and say, “Oh YES,” as I flip her over and crawl down her body. Kissing my way down to her perky tits and tiny nipples… I suck… lick.. BITE them… I feel her whole body react. I kiss down her smooth tight belly… I lick and kiss her sexy belly button… I kiss down to her finely trimmed landing strip. I kiss down to her pussy lips. Just like every other part of her, they are small and cute. I nibble her lips. I lick lightly along her sensitive groove. I flick my tongue on her exposed clit. She GRABS my head and holds me TIGHT to her pussy, as she is surprised by the unfamiliar and overwhelming new sensations. I take advantage of her already overstimulated state, and really start to stab my tongue into her, tongue fucking her as I suck on her sensitive lips. To really push her over the edge, I push my finger into her tight butt hole. I feel her clench around my finger and then BAM, she cums like a bomb, and gushes her juices on my face.
As she lays there stunned, I crawl back up her body and kiss her. I slide my tongue in her mouth and give her a good taste of her pussy on my mouth. I break our kiss, to ask her, “So, how do you taste? Does your pussy taste as good on my mouth, as mine tasted on yours? And how about that squirting? I guess we proved that, THAT is not a myth or something made up for porn. I guess you didn’t realize that you are a squirter, eh?”
I see her blush and smile, trying to get her thoughts unscrambled. I can tell that she is experiencing sex induced brain damage, LOL. Finally she says, “My God… just my GOD… What the fuck WAS that??? What did you DO to me??? I have NEVER, felt an orgasm like THAT. You are like some kind of witch… a sex witch… You did some kind of magic on my pussy THAT’S for sure.”
I tease her, “So, I guess you liked it? Does this mean that you want to work for me? I can’t promise that you will get rich, but you will have some amazing sex, and you will get paid to do it. Are you in?”
“FUCK yes,” She answers. I would do it for free, just to feel you do THAT to me again.
“Oh, I will DEFINITELY do that to you again. But I also will need to to use that sexy body of yours, and that talented mouth, to make us some money. You are definitely on the team. Jenn is already on Team Karen, so see if any of the other girls are interested. Oh and I forgot to ask, do you have a drivers license and car? Also, what is your name? We kind of just jumped into the sex and skipped the introductions.”
“I’m Beth, and yes I know a few of the girls who will be VERY interested in joining us.”
“That is great Beth. If you want, you can interview them, like I did to you…”
I love the devilish grin she flashes, as she tells me, “Oh it will be my pleasure to make sure they have the spirit and skills to join Team Karen. I hope I can “interview” them half as good as you did me.”
As she is walking away, to return to the club, she turns and tells me, “One thing though. I am not sure about Team Karen. I was thinking more like Karen’s Angels. What do you think?”
“I like it. I like it a LOT. Now, get that sexy ass back in there, and find me some Angels…
*** I hope you enjoyed Karen’s journey of discovery, as she stumbles upon a business model, that will make sure her rideshare service REALLY rises above the rest. As Always, I appreciate your thought and ideas regarding where I take this series. ***