So I had an affair with a woman a few years ago. We had dated as teenagers, then reconnected at a high school reunion. The affair lasted for quite a while, about a year, until I wanted more. I started talking about getting a divorce and being with her, and that was the end of it. She was not going to do that to her family, and looking back, I might not have been able to do it either. But in the heat of it, all I could see was the fantasy – how we would live happily ever after, and just shut out the reality of the damage we would have been causing. Still… the sex was incredible. Affairs are so arousing. The danger of it just makes it so much more exciting. Her name was Jennifer. Jenn had two kids – a son, Jordan, and a daughter, Katie. Jordan was probably seventeen or eighteen at the time and Katie was sixteen.
I was at her house one day – Jenn didn’t work and I have been able to work from home for years, so our encounters were really convenient for us. When I got there, instead of us heading to her bedroom, Jenn led me to Katie’s room. I didn’t question it, just figured maybe she had some qualms about using her bed – maybe she and her husband had just had sex in it or who knows… Didn’t matter. Wasn’t thinking about where we were going to fuck. Jenn laid down on Katie’s bed and started taking her jeans off while I stood next to the bed, doing the same. Jenn’s tits were not the perkiest things, so I always encouraged her to leave her bra on, telling her how sexy it looked. But her legs were spectacular. Jenn had been a cheerleader in high school and all that jumping, tumbling, etc created fine, muscular legs that she had maintained over the years. Just incredible.
It only took seconds for us to get undressed. Affairs don’t involve a significant amount of foreplay, so I was on top of her and inside her within moments. I had to be a bit disciplined to go slow at first. I feared the excitement of it all could cause me to finish too quickly. I knew I was going to cum twice, but I didn’t want to blow it as soon as I got in her. After a few minutes of kissing and fucking, she broke our kiss and started kissing and sucking on my earlobe. Hearing her breathing in my ear was such a hot thing.
But then Jenn whispered something to me. “Do you want to fuck Katie?” I stopped thrusting, raised up and looked in her eyes – my eyes must have been huge, as I just looked at her like, “WHAT?”
I didn’t say anything. Just looked at her with some shocked look on my face. Then Jenn said, “Just say it. It turns me on.”
A million things went through my mind in a split second – “Was she testing me? Was this a trap? What the fuck? Oh my God, yes I want to fuck that girl.”
After I didn’t respond, she said again, “Just say it.”
So… looking right in her eyes, I said out loud, “I want to fuck Katie.”
Jenn drove her hips up into me and just moaned. “Say it again,” she urged. I no longer cared if this was a test or a trap or anything. I was so turned on by it.
I drove my dick into her hard and said, “I want to fuck Katie. I want to stick my cock in her tight, little pussy.” Jenn was driving her hips up to me so hard, I was riding a wave.
“Oh yeah? You like my daughter’s little pussy?” Jenn asked.
“Oooh yeah. Love her wet, little pussy so much. And her tight little ass. And those perfect little tits,” I whispered back.
Jenn pulled me to her and bucked me up into her every time I said Katie’s name. There was no way to keep it slow and easy, so I emptied myself completely in her. Cumming so hard, I felt like passing out. Panting and shaking from the hard orgasm, I collapsed, all my body completely covering Jenn’s. I couldn’t look at her face, afraid I would see a shocked, horrified mother of a sixteen-year-old girl staring back at me.
Jenn, panting, whispered, “Never gonna happen,” then giggled. I was so relieved that she broke the tension that way. But all I had the strength (and mindset) to do was moan in her ear. She followed up by saying, “It was hot, though. And I will probably want to do it again.”
“Okay,” I whispered, as I pulled out of her. I moved off of Jenn and laid down on my back next to her, exhausted, mind still reeling from what we just did, and still not sure if I could look her in the eye.
She turned on her side to face me and said, “Hey,” wanting me to look at her. “It was just for fun, alright?” Jenn’s expression gave me the reassurance I needed to not get completely weirded out and ruin our encounter. I tried to give her a cool “Yeah”, but she knew it turned me on too.
“I don’t think I have ever felt you cum that hard,” she said, and giggled.
The tension level fell to zero as I smiled and said, “Uh, I think you are right.”
Jenn rubbed her leg against me and said, “I’m gonna get a drink.” Then she rolled over and got off the bed. I watched as my lover casually walked out of the bedroom, completely naked.
I immediately put my hand to myself, feeling the wet of her and stroking to get hard again. When she came back into Katie’s room, Jenn had a glass of water in one hand, and the other hand was behind her back. Jenn just stood there sipping the water for a few seconds, watching me stroke my cock as I lay there looking her up and down. I was curious to know what Jenn was hiding behind her back, but I didn’t want to give her the satisfaction of asking. I just let the little flirt run its own course.
Jenn set the glass on the nightstand and crawled over to me. “I have something for you,” she said. Jenn took her hand from behind her back and held up a pair of lace panties. She raised her eyebrows. “Katie’s,” Jenn said out loud. Hearing it that way instead of a whisper completed the task of getting me hard again. I watched as Jenn put them up to her face and inhaled, closing her eyes.
Then she held them out to me. “Wanna smell?” Jenn teasingly asked. I was so turned on all I could say was “Fuuuuuuuck.” Jenn leaned down and rubbed them on my face, covering my nose with the crotch. I reached up and took them out of her hand, inhaling as deeply as I could, moving them all over my face to smell her daughter’s pussy. Jenn moaned and bent down, grabbed my dick out of my hand and started deep throating me while I breathed hard in Katie’s panties. I started sucking on the crotch of them, tasting Katie’s pussy, wanting to eat her and fuck her so hard.
“Ooooo, Jenn. Her pussy tastes so fucking good,” I whispered.
Jenn stopped sucking me and said, “No more whispering. Katie is going to suck your cock while I watch.” Then Jenn went back down on me, slurping and sucking me hard and fast.
“Oooo yes, Katie. Suck me. Suck my cock,” I moaned loudly. Jenn began rubbing her pussy as I continued. “I think about you when I fuck your mom. I want your tits in my face when I stick my dick in your smooth pussy.” I felt a wave of orgasm building inside me. “Ooooo fuck, Katie. 69 me. I want to taste your hot, little cunt,” I moaned. Jenn moved into position over me. “Ooooo yes, Katie,” I said, as I plunged my tongue into Jenn’s pussy. So wet. I was licking and sucking Jenn’s clit and pussy lips, while completely imagining her teenage daughter. Katie’s lace panties were rubbing against my face and her mom’s ass. Hearing Jenn moan got me ready to explode again. “Ooooo God, Jenn. I’m gonna cum in Katie’s mouth,” I panted. I reached the point of no return and moaned out loud, “Ooooo fuck, Katie. Yes. Suck it! Suck my dick, Katie! Suck me!” Both of us climaxed at the same time. I was drinking so much wet, it was soaking my face. My cock was pulsing and twitching as I came again, as hard as I did less than half an hour before.
“Ooooo fuck, baby,” was all I could seem to say. Getting intoxicated by the smell of her young daughter’s pussy numbed my brain so much, it limited my vocabulary. Jenn turned herself around to face me, laying down next to me. This time I had no reservations about looking at her face. As both of us were breathing hard, she just smiled and said, “Never gonna happen.”