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Jen's 1st time with a girl and her 1st 3Way. [25M, 23F, and 42F] | 2016
Hello, it’s me again, the 25 year old bisexual man-whore that is fucking his 42 year old MILF employee! I have 5 regular FWBs, including the aforementioned employee. I have a secretary that I hook up with on Mondays, but only when she isn’t seeing someone. Then there’s Megan who I dated for a while, but we’re better at fucking than being in a relationship. Samantha lives a few doors down from me, athletic and muscular, and she’s very much into exploring her own bisexuality and how it mixes with my bisexuality. Last, the beautiful Brian. My age, gorgeous, gay with bi tendencies, and the best bottom I’ve ever enjoyed.
Let’s go back to Sunday afternoon. Samantha was over at my place sharing a joint and playing with me. I get a text from the MILF employee. She wants another go. We both know that we need to stop fucking each other and go back to having just a work relationship, but she’s fine as fuck and has a lot of pent up sexual repression. Against my better judgment, I sent a text back that Sam was here, but she could come over too if she wants.
20 minutes later, she’s at my door. Sam and I are little high and Jen’s tank top was showing just enough cleavage for both of us to want to motor boat the fuck out of her tits. She gave me a kiss and asked Sam, a stranger, if she was leaving or wanted to watch. This bitch was horny and ready for action regardless if there was audience or not.
“Can I join?” Sam giggled. Jen had never been with a woman before.
“Give me a hit from that J,” she said. She took a long puff, exhaled it, and got close to Sam. I blinked and then they were kissing. Jen looked at me and said “You’re going to sit and watch.”
We went to bedroom, Jen lead the way, and they undressed each other down to their underwear. Sam was wearing a black sports bra to hold in her massive tits and black bikini style panties covering her well-muscled ass. Jen had on a light blue bralette and was commando down below. I got a glimpse of bald pussy. She had shaved since I last enjoyed her on Friday. I instantly grew erect watching them undress and embrace and exploring each other’s mouths. Jen wasn’t showing any hesitation or trepidation. Apparently, her sexual reeducation was leading to a new found sexual discovery.
They pulled me close while they made out. Sam tugged down my pants and briefs, while Jen reached over and began to stroke my cock. She broke away from Sam’s lips and got on her knees. She took me into her mouth and very methodically began sucking and licking. With one hand holding my junk to her face, she reached over with the other and started rubbing Sam’s mound through her panties. Sam slid them off and guided Jen’s fingers to her labia and clit while kissing me. I pulled Jen’s wet fingers away from Sam’s crotch and tasted them. Sam got down and joined in with Jen blowing me.
They both stopped just as I was ready to cum. “Sit,” Sam told me. I sat in my chair as they climbed onto my bed, my cocking sticky with their salvia. They took off their bras and intertwined on my mattress, kissing and touching and squeezing and rubbing.
Sam got her back and Jen twisted around on top of her into the 69. I stroked my cock watching two of my favorites fuck explore and taste each other. Jen looked up at me, Sam’s swollen and dripping labia below her chin, “Fuck her,” she commanded. Jen pushed herself up and off as I pulled Sam by the hips to the end of the bed. She remounted Sam’s face and went back down. My erection near her face, she gave me a suck before rubbing my head over Sam’s clit and lips. I slid my cock into the warm and wet pussy in front of me, entered all the way in and pulled almost all the way out slowly a few times. Sam moaned into Jen’s pussy with each entry.
Jen’s tongue was maneuvered to swirl Sam’s clit each time my shaft passed it. Jen pulled me out of Sam and sucked the sex juices off of my dong before smiling and guiding me back in.
I pulled out and turned Jen around, pulling her ass close enough that my cock was riding between her legs. I pushed her down on top of Sam and made out and fingered each other with Jen’s ass up in the air over Sam’s twat. I spread her open and entered her from behind, slam fucking her as I held her hip with one hand. I pulled out and went into Sam for a go. After a few minutes, I started fucking Jen again. I was precariously close to cumming. I pulled out and rolled Jen over before exploding my load over each of their bellies. I then dove in, taking turns eating out their freshly fucked holes and fingering whoever wasn’t being licked.
Jen came first while I had two fingers up in her and her clit on my tongue. Sam was close behind, orgasming from having her clit rubbed by Jen and me. Worn out and spent, we all collapsed together on the bed, kissing and holding each other.
We eventually smoked another joint and watched Fear the Walking Dead together naked on the couch…
That, my friends, is the tale of the Sunday 3Way and Jen’s 1st time with another woman!
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