NOTE: This is a work of fiction. It contains sex between older women and of age teen boys, as well as lesbian sex. If these subject matters offend you, please stop reading now.
“So, what do you think?” Asked Sharon, my long time friend.
“I think you’re crazy. I mean, how could you even ask?” I replied.
“Come on Eve, at least think about it.”
Sharon and I became friends the day she started working where I worked. We had lunch that first day and sealed our friendship. Our lives were similar. Both married, both with two children, and both marriages struggling. Few years later I divorced my husband after catching him with an intern at his company. Shortly after, Sharons husband was always coming around to see if I needed anything. At first I thought he was just being nice, but it quickly became obvious, he just wanted to score with the new divorcee. I never told Sharon at the time. I didn’t want to be part of their problem.
At 54, I’ve had a couple flings since the divorce, nothing serious. I guess part of the reason I’ve stayed off the market is my weight. I kind of let myself go when I was married and never bothered trying to get back to my old sexy self. I was fine with a couple extra pounds. Not really fat, but well past my model figure days. What the hell, I’m past my prime, if men can’t handle a fuller figured woman, I don’t need them. Since I hate the bar scene, that also limits the opportunity to find companionship. I tried a few of the dating sites, nothing but meat markets. They were just like the bar scene, but without the alcohol.
Sharons marriage dissolved a shortly after mine. She did a much better job of losing the married weight and happily jumped back into the dating scene. I’ll give her credit, she tried several times to get me to join her on double dates. Where she is outgoing and carefree, I’m introverted and much more reserved. I really think the only thing that holds her back from really enjoying single life is her youngest son, Ben. He is still at home and shows no interest in moving out. This limits Sharon from bringing the guys home and her overnight stays.
Sharon and I try to get together once a week for girl time and a gab session. Tonight we are sitting nude in the hot tub at my house. We have long since lost the pretense of modesty around one another during these visits. Having an empty nest and a private yard, afforded us the ability to swim and sun ourselves in the nude.
Spending time together in the nude and drinking, has on more than one occasion led to more between us. Sharon was always the more outgoing between the two of us. It was a warm evening like tonight when she kissed me out of the blue. What started as a little friendly peck, led to a night of wild girl on girl sex. Something we repeated often since then.
“Okay Sharon, I’ll think about it. Another glass of wine?” I offered, as I poured us both another.
“Thanks Eve. You would be perfect for this. You would really be helping us out. I know it sounds insane, but when you think about it, you’ll see it’s perfect.”
“Yeah I agree, it’s insane. Here is my best friend, drinking wine naked in my hot tub on a Friday evening. What does she blurt out? She wants me to seduce her youngest son and spend a night or two fucking him. Honestly Sharon, I don’t even know how to wrap my head around it.” I said as I sat next to my friend.
“Eve, You’re the only one I know and trust. Ben is a good boy, but horribly shy. He’s only had one girlfriend that I know of, and their relationship was so brief. All he does is go to work, come home and play video games all night. He has no confidence when it comes to girls, and gaming wont help that. You would be perfect to help him out. Teach him that women are more fun than a night of video games. Maybe I am crazy, but I don’t know what else to do.”
“Ever think, maybe it’s not girls he’s into?” I asked.
“Not with his porn stash I found. And for a healthy young man without allergies, he does go through a lot of tissues. No Eve, he’s straight. He just needs a helpful push and you would be perfect. Actually it might be good for both of you, since you rarely date.” She said as she dropped her free hand and caressed my leg under the bubbling water.
“Yeah, because that’s what every woman wants, a weekend in bed with someone inexperienced.”
“Inexperienced, yes. But you do remember what nineteen year old guys were like. They are ready to fuck again ten minutes after they cum. Besides, having a young guy banging away sure does wonders for our older egos.”
“You’re telling me you’ve had a teenager since being divorced?” I asked, now with my hand also caressing her smooth leg under water.
“Two actually. The first time, Ben was at his fathers for the weekend. I was having some work done around the house. Anyway, the apprentice was cute, I was horny and flirty. After the work was done, and the boss left, well that evening I enjoyed my first teenager since high school.”
“Do tell.” I said as my fingers were now on her inner thighs.
“Well Josh, the apprentice, actually left with his boss. But he came back a little while later, telling me he thought he left his tape measure in the bathroom. He did, but I think it was on purpose. Anyway he started to chat me up a bit, sure did make this old girl feel good. I don’t even recall the lines he was trying to feed me, not that it mattered much. The lines were bad, but I was horny. Before long, Josh was getting more and more bold with his innuendos.” Sharon said then she closed her eyes as my fingers now teased her clit.
“And? What happened next?”
“Mmmmm. Eve. That’s nice. Don’t stop Eve.”
I instantly pulled my hand back. “No more. Not unless you tell me about this hot encounter with Josh the handyman.”
“Handyman apprentice. Okay, I’ll tell but you get your finger back on my button. Well Josh was big on the innuendos, but not making a move. So, I stepped close and kissed this teen boy. Soon I had my tongue in his mouth. He followed my lead, but never pushed further. I was groping his ass before he grabbed mine. Ohh Eve, it was nice to hold and squeeze his hard teen ass as we French kissed.”
“Did he kiss you like this?” I said as I maneuvered myself into her lap and kissed her hard. Our tongues intertwining and dancing.
Sharon kissed like no other. Her lips are soft and smooth, always wet. Once you got Sharon kissing, she was yours to have.
“Ohh Fuck Eve, forget Josh, lets go to the bedroom.” Sharon said as she kissed and fondled my tits.
“We have all night baby, I want to hear how you corrupted this young boy. Besides I might need ideas if I decide to seduce your son.” I remarked as I got off of her lap.
“Ugh. You’re bad Eve. Naughty tease. I knew if anything was going to happen, I had to lead. I asked him how often he puts the moves on clients. Josh confessed, in fantasies, a lot, but I was the first in real life. I dropped to my knees right there in the kitchen as pulled his cock out. I’ll tell you Eve, for a teen, he had a nice cock, bigger and thicker than Mikes (her ex-husband). I only planned to suck on him for a few minutes then take him to the sofa. However before I could get us to the sofa, his cock exploded in my mouth with a huge load. I swallowed as fast and as much as I could, but some still wound up dribbling to my chest.
Eve, I’m getting heated in the hot water, hot story and your dancing fingers.” Sharon said as she moved to the side of the tub to cool off in the evening air.
“Keep going Sharon. Did you get to fuck him?”
“Oh yes! When he finally stopped pumping cum in my mouth, I led him to the sofa, and told him to wait. I returned with a wash cloth and a towel. I told him he got his cum all over my tits, he had to clean them off. I laughed when he tried to dab the cum off my tits. I told him, ‘ You know Josh, that will probably be easier if you were to undress me.’ He was very nervous, taking my blouse and bra off. For me, it was really exciting having him undress me.” Sharon continued as she lazily fingered herself now. Under the water I had my fingers on my clit. Above the water, I was now kissing and licking her thighs.
“When he was done he said something like, ‘I think I got it all off.’ I told him he should taste and make sure. He was hesitant, until I guided his lips to my very hard nipples. That’s all it took, his hands were grabbing and squeezing my tits as his mouth went from nipple to nipple. Josh was in MILF tit heaven. I let him enjoy my tits for a little while, then had him stand up so I could undress him. Let me tell you Eve, I felt like a dirty old cougar standing there topless undressing this teen boy. Ohh Fuck!”
Sharon had a small orgasm on her fingers. She clamped her legs closed trapping her own hand. I’m sure she had at least one finger deep in her pussy when she came. The story and the sight caused my orgasm to hit me.
“You dirty bitch, Ohh Fuck Sharon. Your a dirty slut.” I said as I rode my long fingers to my own orgasm.
She recovered first, grabbing a handful of my hair, she pulled and encouraged me out of the hot water.
“I’ll finish the story, in your bed Eve.” Sharon said as she pulled me by my hair to my bedroom. Once there she pushed my back onto the bed. I was still dripping wet from the tub, but didn’t care.
“Where was I? Oh yeah, I pulled his pants and underwear off him. His cock was hard and ready again. I swear it couldn’t have been ten minutes since he came. Didn’t matter, here was his cock in all its raging glory. I finally told him, ‘You know Josh, this will be a lot more fun if I was wearing less too.’ His nervous hands unbuttoned and unzipped my pants. I swayed my hips sensually to help him pull my pants down. Then came the panties, young nervous hands again, I even swayed my hips to help, even though it wasn’t necessary for the panties. Finally we were standing there together naked. I laid back on the sofa, one leg over the back of the sofa the other on the floor. Josh moved between my legs as he was ready to sink his cock into me. I stopped him, ‘don’t you want to taste first?’ He looked at me almost confused. ‘You know honey, eat my pussy before you fuck me.’
That sounded like a wonderful idea to me, as I got between Sharon’s legs. I started by lightly kissing her thighs, I didn’t want to distract her from the story too much.
“Ohh that’s nice Eve. I had to teach the boy how to properly eat a woman’s pussy. He was eager, and only experimented with his girlfriend a couple time. After he ate me to a couple orgasms, I let him climb up and fuck me. Let me tell you Eve, what that boy lacked in technique, he made up for in power. He really slammed my pussy hard. Again, he didn’t last long before he pumped a load into my pussy. When he calmed back down, we kissed for a while. After he finally got off me, I leaned over to suck his semi hard cock clean. I swear he never went soft. Try as I did, I could not get him to lick my pussy again after he fucked me. When he was fully hard, I had him fuck me doggy style. Took him a little longer to cum the third time, but still not too long.”
“Sounds like you had a energetic afternoon with that young man.” I said before moving my lips to her pussy.
“Mmmm, it sure was. I laid there nude and freshly fucked as he dressed. I kissed him goodbye at the door, still nude. Then I grabbed Charlie (the name she gave her big black dildo) and went out to the patio. I chuckled thinking how much Josh would probably have enjoyed seeing that show.”
With my fingers joining my tongue on her pussy, Sharon lost the ability to continue talking about her adventure.
“Ohhh Fuck Eve. Don’t stop, make my pussy cum Honey. Right there lick me, Ohhh Fuck Yessss!”
I spun around so Sharon could join in and bring my pussy some pleasure. She was quick to lick my pussy lips. We were soon grinding our pussys in each other’s face. Sharon rolled us over so she was on top of me now. After Sharon came on my lips and tongue, she reached for Marvelous Mel (my favorite vibrating dildo). Sharon started to run the tip of Mel around my clit.
“Mmmmm. Yeah use Mel on me Baby. I’m ready.”
Sharon just teased me, I felt the tip of Mel, then she would stop stimulating me, before flicking my clit with her tongue. She was driving me crazy with my building lust. I was so close and ready.
“Come on Sharon, let me cum baby. I want to fucking cum for you.”
“Maybe in a minute Eve. First I want you to agree to an evening of sex with Kenny. Please Honey he needs this pussy of yours to help him. Just say you’ll help guide my son into manhood, and I’ll make you cum so good.”
I would have reached down and fingered myself, but she was on top and had me pinned. My brain was in a fog of lust. Cumming was my only thought. Sharon keep toying with me, just enough to make me ride the edge of the climax I so desperately needed.
“Fucking tease. Let me cum then we’ll talk about it more”
“It’s not that easy Eve. I’ll make you cum so hard and so good, but first you need to promise to get my son to fuck you. You want to be fucked, don’t you? I’m ready to push Mel deep into you and clamp my lips on your clit till you quiver so hard. You need to cum Eve, and Kenny needs to be fucked. You get to cum, you get to fuck a teen boy and you get your own cougar story. What do you say Eve? Ready to cum? Ready to become a cougar with my son?”
“Ahh. Fuck. Anything. Fuck. Just make me cum.”
“You agree to bedding my boy? You’ll help Kenny?”
“Yes. Damn it YES!”
That’s all Sharon needed to hear. Good to her word, she locked her lips over my clit and sucked on the throbbing bud. Slowly pushing Mel deep into my pussy. When she pushed the button making the vibrator come to life, I completely lost control of everything. I came so hard and screamed out with my orgasm. I must have blacked out when I regained some of senses, Sharon was over me rubbing her pussy back and forth on mine. Sharon was holding my leg as she scissored me. I grabbed her ass and guided her motions till we both came again. Pussy to pussy, clit to clit, wet and dripping girl sex. So much different than a hard cock, but just as incredible.
That is how the next hour went. Just two horny middle age women pleasuring one another.
******* Sitting back on the patio *******
“You do know that was blackmail. Holding me on the edge, not giving me any release until I agreed to your crazy plan.” I told Sharon.
“I know. So what? You got to cum, and now you have to pay up.”
“So how do we pull this off?” I asked.
Over the next bottle of wine, Sharon and I plotted, laughed and plotted some more. In the end, drunk and horny, I agreed to the crazy plan. Sharon gave me a soft kiss on my lips to ‘seal the deal’. Next Friday was the agreed upon day. Sharon would set everything up on her end. I was to just show up for our weekly girls night at her place.
All week I thought up reasons and ways to cancel. The thoughts of sex with a young man, always made me horny and removed the thoughts of canceling.
******* The Night Arrives *******
While I was getting ready to head across town to visit and eventually seduces my best friends son, Sharon was putting the plan into action.
******* At Sharon and Bens House *******
“Come on Benny, help me out. I never asked for anything like this, I really need your help.” Sharon said.
“But mom she’s your friend, I don’t see why you just don’t call and cancel.” Ben replied.
“Please, Mrs. Hill doesn’t get out much. She really enjoys our visits. I made the dinner and everything is set. Getting called away on business wasn’t my idea. Just have dinner with her and make some small talk. It’ll be over in a couple hours and then you have the weekend to yourself. Be a good sport and do this for me please.”
“Okay, but only dinner and a couple hours.” Ben finally said.
******* The Time Is Now *******
Sharon opened the door as soon as I rang the bell. I noticed Ben sitting in the living room, looking a bit grumpy.
“I’m here, with wine and a swimsuit for the hot tub later.” I said kissing Sharon on the cheek.
“I’m so sorry Eve, but there has been a change of plans. I have to go out of town on business tonight. But please stay and join Ben for dinner at least. I cooked a pot roast, which will go great with that wine. Have dinner with Ben and keep him company for a little bit. I promised him no more than a couple hours.” Sharon said laying the groundwork.
“When do you have to leave?”
“Now actually. I’m so sorry, I’ll make it up next week.” And with that Sharon kissed my cheek again, kissed her son and walked out with an overnight bag.
“Are you okay with this Ben?” I asked.
“Sure.” He really wasn’t okay at all with it, but his mom gave him very stern warnings. He was told in no uncertain terms to make Mrs. Hill feel at home and be sure she enjoys herself.
Talk through dinner was strained. Ben was not very comfortable with small talk. So I carried much of the conversation. I excused myself to get more wine. Returning from the kitchen after refilling my wine glass, I brought a glass for him.
“Mrs. Hill, I’m still underage. I shouldn’t have this.”
“I’m not going to tell, besides, you seem like you could use some loosening up. A young man like you, starting the weekend, should relax. Please have it for me.”
After dinner, I helped to clear the table. I poured more wine for myself and asked, “What would you like to do now?”
“Well, you mentioned the hot tub. Let me get my trunks on and we can chat there some if you’d like” Ben responded.
“Great I’ll change and join you.” I replied.
Ben was in the water by the time I finished getting my one piece on. Looking in the mirror, I really didn’t look that bad for my age. My tit’s were not sagging too terrible for my age, and while the few extra pounds showed, I’m still sexy. My legs have always been a great male attention grabber.
I stopped by the kitchen to grab another glass of wine and actually poured the rest of the bottle down the drain to make it look like we drank more than we actually did. Part of the plan was to appear to be to drunk to drive home. I opened a second bottle and poured another drink for both of us.
Before the evening would be over, we would have drank a bottle and a half, with Ben having two glasses.
I appreciate Bens stares on my legs and ass as I lowered myself into the tub.
“Thank you for spending your evening with one of your moms friends Ben. I know you would rather be out picking up girls your own age.”
“I don’t mind Mrs. Hill. I didn’t really have any plans for tonight anyway.”
“No plans, that’s silly. I remember being your age. Friday and Saturday’s were for dating. Those dates always wound up being very sexy. Always kissing and groping in the boys car. Sometimes more, sometimes a lot more. You know.” I said.
“I don’t date much.”
“That’s crazy Ben. You’re a good looking young man with the house to himself this weekend. You should be sitting here with a cute you girl, giving her some wine, kissing on her neck. Your yard is pretty private like mine. You could peel away her bikini top and play with her young tit’s. Bet she would be groping you while you did.”
“Yeah like I said, I don’t date much.”
“I don’t know why, like I said you’re nice and all. Stand up, let me see your body.”
“I don’t think so, Mrs Hill.”
“Call me Eve, and I insist. I want to know why the girls aren’t all over you.”
Ben stood up as I demanded. It was clear our evil plan was working by the sight of his hard cock in his trunks. When he noticed my eyes on his crotch, he sank back in the water.
“Sorry Ben. I didn’t mean to embarrass you. Drinking always gets me a bit more amorous. I really didn’t mean to stare, but DAMN. You shouldn’t be entertaining this old broad, you should be holding some young slut, getting her hot and horny.”
“Thanks Mrs Hill. Maybe we should call it an evening.”
“Okay you’re right. Come help me out of here. The hot water has me feeling the wine.” In reality, I may have a slight buzz, but I was far from drunk.
As Ben helped me out of the tub, I stared at his hardon again. If I could get him into bed, this would be fun. I made a show out of stumbling into his arms. Ben caught me and held me while I pretended to have difficulty standing without swaying.
“Benny, I’m not sure I should be driving. Since your mom is gone, do you think I could crash in her bed?”
“Sure Mrs. Hill.”
“Eve. Please call me Eve. Can you help me to her room.”
With his arm around me, Ben helped me up the stairs to Sharons room. His arm was around me, but his hand was carefully placed under my right tit. He was taking advantage to gently feel up his moms drunk friend. Standing besides the bed, Ben discovered a problem. He couldn’t very well put me in his moms bed dripping wet from the hot tub. I wasn’t helping as I pretended to be too intoxicated to do much on my own.
“Mrs. Hill, you need to get changed, can’t really sleep in a wet bathing suit.”
“Right.” I said as I started to strip off my bathing suit right in front of him. As soon as I lowered the top to free my tit’s, I faked another stumble so he would have to grab me.
“Thanks Ben. You know, I don’t think I can pull the suit off without falling over. I will need you to help hold me up. This will need to be our secret okay Ben?”
Ben put his arms around me to hold me up. He also took the opportunity to touch my tits again. I’m sure if I didn’t get him in bed with me, he would probably use a box of tissues over all this. That would be a waste. I struggled to pull off the wet one piece. I made sure to make every motion I could to either move my tits around in his hands, or to grind against his hard cock. When I was finally nude, I spun around in his arms and gave him a kiss.
“I don’t think we should do this Mrs. Hill.” Ben said when we broke the kiss.
“Your right Ben, you shouldn’t be kissing Mrs Hill. However, Eve is here, naked and horny. So Ben. Who do you want to be with? Mrs. Hill, who you will tuck into bed? Or, Eve, who is available to you for some sexy fun?” I said as I pulled him in for another lingering kiss. This time I dropped my hand to fondle his cock through the wet trunks he wore.
“Hmmm Ben, is it going to be Mrs. Hill, or Eve? I’ve been telling you to call me Eve all night.”
Again I planted another deep kiss on his lips before he could answer. With my free hand I moved one of his hands to my naked tits and made him squeeze my flesh.
“You are making this difficult for me.” Ben said with a quiet breath.
“Actually, I’m making ‘THIS’ hard for me.” I replied stroking his cock to emphasize my meaning.
“Mom would kill us if she found out.”
“You planning on telling her?” I replied knowing Sharon was the real reason this was happening.
“Eve, I’m not.” His voice trailed off.
“Finally, you called me Eve. I like that Ben. Now, honey, you’re not… what?”
“I’m pretty inexperienced. It’s embarrassing.”
“Everyone is inexperienced, until they aren’t. It’s okay, if you want to gain some experience with me, I would be honored. Honestly Ben, right now, I want you baby.” I said as I dropped to my knees and pulled his trunks down.
Bens cock sprang free right in front of my face. He stepped out of his swim trunks and I tossed them to the side to join mine on the floor. His cock was beautiful. At lease seven inch long and thick.
“Mmmm. Ben. I’m a lucky woman right now. Such a nice hard cock right in front of me. What do you want baby. What should I do? You need to tell me, you need to show me.”
Ben was really shy and inexperienced. Too shy to tell me to suck his cock. Maybe having an older woman on her knees in front of him was intimidating. But for this to work, he had to take some control.
“Huh Ben? What do you want?” I said with my mouth so close to his throbbing cock. I’m positive he could feel my hot breath on his very hard and veiny cock.
Ben only groaned. Of course he wanted me to grab his cock and suck it into my mouth. But this young man just couldn’t bring himself to tell me. I took his hand in mine and placed it on the back of my head. With my hand on the back of his, I helped him push my mouth over his cock. I sucked Bens length into my mouth till the head touched the back of my throat. I caressed his balls while I sucked on him. Since he wasn’t moving my head back and forth, I just sucked on him as long as I could in that position.
Slowly I pulled my head back off his throbbing cock.
“Ahh Fuck.” Was all Ben said.
“Is that all you wanted baby? Just sucking on you? You have your hands on my head, show me what you want, move my head honey. Show Eve what to do for you.”
Ben got the message and pulled my mouth back over his cock. This time he moved my head back and forth, fucking my mouth with long strokes, all the while I sucked on him. As he pulled my head back I would swirl my tongue around the fat head of his cock. Feeling his balls pulling back, I knew he was going to cum very soon. I briefly wondered if he was going to pull me off him or not.
“Gonna Cum Mrs…. Eve. FUCK!!!”
Ben may have given me warning but he held my head tightly as his young cock throbbed and flooded my throat. Grabbing his ass, I pulled him even deeper into my throat. My tongue slipped beneath his cock and tickled his balls.
When he was spent, Ben collapsed on the bed, satisfied and breathing hard.
Sharon was right, my ego soared as I gave her nineteen year old son a blowjob. My 54 year old mouth satisfied this young man, and I was proud of myself. I got on the bed, gave him a quick kiss, then laid next to him.
“Ben, I have a confession. I’m not really drunk honey. I just figured if I acted like I was, I could get you to help me undress. Hope you’re not mad at me.”
“How could I be mad? That was amazing. Thank you, Eve. Really amazing.”
“Good. I’m going to get another glass of wine, and soak a bit more in the hot tub. You are more than welcome to join me.”
I was soaking in the water a few minutes later, this time in the nude. Wondering if the young man was going to join me or not, when I heard the house door open behind me. Ben walked out and took his seat across from me, again wearing his swim trunks.
“Now Ben, what’s with the swim suit? I’ve seen what you have under there honey. Have you ever relaxed in here in the buff?”
“Once or twice when moms out, but always alone.”
“Ditch them Ben.” I said standing up to show him my nude wet body. “Ditch the trunks, or don’t but I’ll bet you enjoy it more without them.”
He was cute, carefully stripping the trunks off under the water so I couldn’t see. At least he took them off and tossed them over to the table.
“Good, only one more thing to fix now.” I said as I got up with my drink and walked over to where he was. I was planning on sitting next to him, but instead choose sit on his lap.
“Isn’t this better Ben?” I asked as I kissed his lips again.
For the next hour we talked about his lack of experience. He really started to open up. We would talk for a while, then we would kiss and he would grope my tits for a while. And so it went, conversation between kisses and touching. Ben had a couple dates with a girl in high school. She wouldn’t go beyond kissing and light touching, but never beneath her cloths. He found another girl who at first impressions, appeared to be more willing to explore sex with him. He soon learned that she was all talk and no action. To make matters worst, she barely kissed him. Very frustrated he looked at online dating sites. That resulted in one hookup. That was another kind of disaster. There was no emotion, just quick sex. The girl humiliated him about about being so fast. The callous bitch I thought.
“Ben, if you will let me, I’d love to make up for the bad hookup. Would you like me to spend the night with you?”
“I already told you Eve, I’m not that good at sex. You saw how fast I came when you sucked on me.”
“The choice is yours Ben. I can spend the night with you and we can play with each other, or I can dress and go home. Earlier was fun, and I’d very much like to continue. Just sexy adult fun. No commitments. I get sex, you get to learn a thing or two from an older woman. Next time your mom is out of town, you can have a young hot gal spend the weekend.”
“Really, you want to stay with me… you know in bed?”
“Yes, but you need to start expressing what you want. Ben, we are going to spend the night together. Before this is over, we will be having sex. You need to get over the shyness and just tell me what you like. Trust me honey, girls like men in control.”
“Eve, I’d really love to have you suck on me again. You gave me an amazing blowjob, I want that again.”
With Ben sitting on the edge of the hot tub, I took him back into my mouth. This time he wasn’t holding my head. Ben told me what he wanted and I was happy to have his nineteen year old cock back in my mouth. I swallowed the head and deep throated his young meat. My free hand was between my legs with a finger up my hungry pussy. I used my thumb to run my clit while I sucked on him. I was moaning and sucking, getting lost in the erotic nature of the evening.
“Fuck Eve, I’m close again. I’m gonna cum again. Your fucking mouth is so hot.”
Pulling back I held just the head of his cock in my mouth as I looked into his eyes. Swirling my tongue around his cock head pushed him over.
“FUCK!” Ben yelled as his young cock exploded in my mouth for the second time tonight.
I kept sucking on his cock head as his strong spurts began to subside.
“Ben baby. I need to get off too. I’m going back to bed for the night. I would really like you to join me, otherwise I’ll just have to finger myself all night long.”
I’m sure Ben watched as I stood, my fingers still in my cunt. Pulling them out I licked my fingers and walked to the house. I went straight to the bedroom. Sharon had a couple towels waiting on the far side night stand. I put one beneath my ass. I was strumming my clit when Ben walked into the room. He stood there watching this mature woman lewdly fingering herself on his moms bed. Our eye’s locked, my fingers slowed but never stopped.
“Damn Mrs. Hill, you’re amazing. Sorry, I mean Eve.”
Ben got in bed beside me and kissed me as an orgasm washed over me. It was all too surreal. I’m in my best friends bed seducing her son, with her blessing. I already gave him two blowjobs and now he’s kissing me and groping my tits as I cum on my own fingers like some wanton slut. And I was cumming hard.
“Can I finger you Eve?”
“Not if you’re going to ask. Ben, tonight if you want, take it. I’m here all night baby, just do what you want with me. I’ll object if I don’t like something.”
There was his answer. Suddenly he had my nipple in his mouth and a finger in my pussy.
“Gawd Mrs. Hill, you are so wet.”
“Eve, it’s Eve.”
“Not right now. Mrs. Hill is dirtier. I want my moms friend. You can be Eve later.”
“Ahh Fuck. I like that Ben.” The dirty boy was playing into the dirty thoughts running through my head. He was playing on some old MILF fantasy of his.
“Lick my pussy Ben. Eat Mrs Hills cunt baby. Come on Ben, time to please Mrs Hill with your tongue. Get down there, I’ll teach you how to treat a pussy.”
Ben was an eager lover. Quickly doing anything I suggested. It was when he had two fingers in my pussy and his tongue all over my clit, that I exploded again. This time soaking the towel under my ass.
“FUUUUCK. BEN! OOOOHHH. FUCK. I’M CUMMMING SO HARD. FINGER MY PUSSSY. AHHHH.”
Bens fingers were really working me over until I had to grab his hand to stop him. Such intensity. I was still breathing hard, eye’s closed recovering from my hard orgasm when Ben moved between my legs and rubbed the head of his cock over my quivering clit. My eyes shot wide open as Ben slowly pushed all the way into my cunt.
“Oh Fuck.” We both groaned in unison when he was balls deep into me.
Ben kissed me as he stared to fuck me.
“This is already better than when I fucked Angie. Fuck Mrs. Hill, I can’t believe I am really fucking my moms friend.”
“You like fucking your moms friends old pussy?”
“Fuck yes.” Ben said as he picked up his pace. He fucked me for about five minutes before driving deep and cumming inside me.
“Sorry Eve. I didn’t even think of a condom. I should have pulled out.”
“Don’t you dare pull out this weekend. One of the benefits of an older woman, that plumbing no longer works. Save the rubbers for your girlfriends. So Ben, are you enjoying the evening?”
“Very much so Eve. Hope you do spend the rest of the night.”
“I’m on a quest to completely drain them young balls. Already have three loads.”
We laid together and chatted for a bit about the evenings events so far. Before long, we both drifted off to sleep, me first I think.
I have no idea what time it was when I felt a very hard cock being pushed back into me from behind. Ben woke with a hard cock and a warm woman beside him. Since I told him over and over to be more confident and in control, he just grabbed my hip and pushed his cock back into me. Ben slowly fucked me this way for maybe ten minutes. We were both moaning and groaning through this lazy fuck, before his fourth load spilled into me.
Still laying on our sides with his cock in me, I drifted back to sleep.
The same thing happened one more time before morning. Not bad for an old lady, two blowjobs and three fucks before morning I thought, as I stumbled my way to the bathroom. When I got back to bed, Ben was on his back, still sleeping. Well, most of him was sleeping, his cock was semi hard.
‘Well, Eve, he woke you twice, now it’s your turn.’ I thought to myself.
I took his semi hard in my hands and started to lick his cock. I could taste my pussy and dried cum on his cock. Before Ben could stir, I spun around and placed my pussy right above his face. I was licking and gently sucking on him when he woke. I’m positive this is the first time he ever woke with his cock in a woman’s mouth and her pussy in his face.
Ben was groaning and his hands grabbing my ass. He worked a finger into me and was also rubbing my clit, but avoided licking my pussy.
“What’s the matter Ben? Don’t you like breakfast in bed? My hot pussy is right there for you to eat baby.”
“Yeah, but. What I mean is, I came in you a couple times.”
“So, I came all over your cock, and I’m still sucking you.”
“Well, yeah but.”
“Give me your hands Ben.” I said in a demanding tone.
He reached down and I grabbed them with my hands.
“You wanted Mrs. Hill to teach you yesterday. Well the lesson continues young man. Used pussy has a different taste, but it’s not poison. My body absorbed most of it over night, any cum left in me, is yours anyway.” I said before shifting my body and pushing my pussy lips against his face.
“Come on Ben, lick my old pussy and I’ll spend all day with you. Imagine how many times and places you can fuck me today. In the shower, backyard, the sofa, maybe your bed.”
He was tentative at first, but soon got back into eating me out.
“That’s it Benny. You are eating out your moms best friend. I bet you will be plowing her later. Bet you have a bunch of dirty thoughts. Things you may have seen on the internet and now want to try. Eat my pussy Ben.”
I went back to work on his cock. He was fully hard now and thrusting his hips up to meet my sucking mouth. I wet a finger in my mouth and pushed it against his asshole. I’m sure that was a new feeling for him, but his young hips continued to buck his cock into my mouth.
“FUUUCK BEN. YEEESSSSS!” I cried out as he made me cum on his tongue again.
My orgasm set his off. Being lost in my bliss, he wasn’t in my mouth, but his cum sprayed all over my face and the bed. I was a mess when I rolled off of Ben.
“Mrs Hill, you are fucking incredible. Amazing. To think I was not happy when mom asked me to keep you company. I just wanted a quiet gaming weekend. But last night, what we did together, wow!”
“You’re pretty wow also Ben. Go get a shower and I’ll make some breakfast for us.”
I watched this young man almost a third of my age, walk off to the bathroom nude. He walked with more confidence than I ever recall him having. Perhaps Sharons crazy plan wasn’t so crazy after all. I get to help his self confidence, while getting fucked all weekend. Sharon gets to spend the weekend with a guy from the office that she has been putting out for. As long as Ben doesn’t catch any feelings this might work.
Today’s task will be to instill in Ben more confidence to be with girls his age, teach him more about sex and making sure he knows there is nothing emotional between us.
Ben and I talked through breakfast. It was much less one sided than the night before. We discussed the other girls around him. Those more his age, what he likes and doesn’t like. I gave him some pointers on how to talk with them, ask them out and most importantly, how to get to the sex over time. Most women in that age group don’t just want to just in bed. So we talked about the art of seduction.
By the time I left later that afternoon, Ben had me walking funny from all the sex. He fucked me everywhere he could. By the end, his cock was hard, but his balls pretty empty. There wasn’t much cum the last time he came in my mouth.
I recalled Sharons story of how she stood in the doorway nude kissing her young man goodbye, while I kissed a nude Ben in the doorway as I left.