It all started when friends of my wife and I needed a place to stay while looking for a new rental in the city we’re in. My wife and I(Becca(29) and Issac(29) just has some flat mates move out so we offered our friends Darren(27) and Jen(26) a room to help out. We had been friends for a few years at this point and there had never been any sort of indication that either Jen or I was capable of straying from their partner or how wild we both were behind closed doors but we would soon find out. About Jen, she is petite, pretty, burnette, blue eyes, small ass and tits but still enough to grab and have fun with. Me, I’m handsome, blue eyes, slim build, 6inch cock but still enough to grab and have fun with.
At the time I was occasionally working from home a few times a week while Becca and Darren didn’t have that luxury, naturally this led to Jen and I hanging out and talking a lot. It started off so innocently with general chit chat and some jokes here and there but it wasn’t long before Jen and I got on the topic her being bisexual.
Me: “You’re bisexual?”
Her: “You didn’t know? I’ve actually been with more girls than guys!
“Me: “oh wow, I would of never guessed, have you always known?
“Her: “Pretty much, I came out during high school where I was at a slumber party and 2 girls were making out and then next thing you know all the girls were making out, fingering each other and giving head. I’ve even had one girl shove a giant dildo inside me too! she laughed while sharing
“Me: “whaaat?” I laughed back while being a little shocked
Jen began to describe the time one of her first fuck buddies(fb) shoved a 9inch dildo inside her, Jen didn’t believe it would fit but her fb said she’d make it fit as she proceeded to spread Jen’s legs and shove this huge thing inside her as Jen screamed and adjusted to it. I got instantly hard as she told me these details(much like I got hard again writing them), I had to hide it so I leaned forward to cover my bulge. This conversation definitely opened the floor for us to share these kind of stories and was the start of when boundaries were crossed.
Over the next week or so Jen and I shared countless sexual stories in great detail, sexual preferences, positions, best fuck and kinks. Kinks was a tipping point as we both shared we liked the Dom/sub style in the bedroom, I shared stories of a previously relationship where my gf at the time was happy to be pushed to her safe limits and do anything I asked, ass to mouth, throat fucking, anal, bondage, orgasm denial. Jen loved the latter one and started sharing her own Dom/sub stories from her past, one particular hot one where she was DP’d by 2 guys for her Dom and was begging to cum as he told her “no, not yet baby girl”, Jen said it was so intense but so much fun. After hearing that and realizing how hard my cock was I fully knew that what we were doing was wrong but yet the conversation continued.
Me: “Jen, these stories are pretty… well, pretty fucking hot!
“Her: “yeah, so are yours!.” as she stared into my eyes
Me: “well, I’m getting hard hearing these stories and can’t help but think we’re going to do something
“Her: “what do you want do to about it?” as she smiled at me
My answer and I’m surprised it even came out of my mouth “I think we should fuck!” I blurted out!
Her: “I think we should as well, text me tomorrow when your at work and we’ll plan something”
So the scene was set, we texted and I was heading home to fuck Jen. My cock was throbbing and rock hard the entire drive home but as soon as I entered the front door nerves kicked in..Jen was waiting on the couch for me looking cute and while I tried to stay confident with my now flaccid penis I told Jen to come with me as I lead her to her bedroom. There was a brief moment of awkward tension but as we looked at each other we smiled and both knew we still wanted this. I leaned in and we started kissing passionately while my hands explored her body, her neck, her collarbone, my hands slid over her erect nipples as she let out a brief moan so I lightly pinched them through her top which she enjoyed. I was growing a semi but still nerves remained and I couldn’t get fully hard!
Jen and I undressed each other and I got behind her while kissing her neck and sliding my hand to her now wet pussy, my fingers parting her labia as I slide one finger in and out then using her grool to rub over her clit. I was semi hard and had Jen get onto her hands and knees while I tried to shove my cock in but it was unfortunately too soft, thankfully Jen understood and I playfully pulled her up by her hair and gripped my left hand on her throat as I reached around to her pussy with my right hand finger fucking her. I was biting on her back as I fingered Jen with my 2 middle fingers faster and faster with her soaking my hand with her wet pussy, I used her grool to spread it around her labia and clit and then began the come hither motion on her g spot, it wasn’t long before she was panting and began shaking while screaming “I’m cummming!!!” I kept up my pace and felt Jen gush all over my hand, I distinctly remember the change in texture and temperature from grool to a colder wetness as she came.
Jen was panting and smiling while coming down from her orgasm high and said to me “I haven’t had an orgasm like that in a loooong time, like nearly a year!”, I was flattered and couldn’t believe it and said I’d be happy to try this again and give you another one. After this we planned our next session where I actually got to fuck her and we began to fuck at every moment we could. We also planned a night away in a hotel where we got up to some very naughty fun! I can write about these other experiences if people enjoyed this one.