Stroking [M]y Cock for a [F]WB and Her [F]riend/Roommate

While this happened years ago it’s a very sexy story that I often return to in times of, shall we say, need. I had been hanging out with this particular FWB for a few months and the chemistry was great. We were both after low-key, physical fun and our sexual chemistry was outstanding.

As such whenever we weren’t in the same area for a few days there would be always be a flurry of sexts over Snapchat. Her driving, pulling her beautiful breasts out, asking me how much I missed cumming all over them. Me shooting her shots of my bulge at the gym, teasing her and promising a show later. Her eager response of “🤤 yes show me my favorite dick”.

One evening I was out of town and had safely returned to my hotel room after thoroughly enjoying the happy hour at a bar down the street. Hoping that she was around and up for some fun I shot her a snap of me stripped down to my boxer briefs with the caption, “miss me?”. Immediately my phone buzzed with the notification that she was typing back, “Is that your dick asking? Because the answer is yes”.

Extremely turned on at this point, I took out my already stiffening cock and videoed me working him up to full mast as one of her favorite things was to watch me grow. Shooting that over to her got another instant response, “Mmmm yes, there he is. More.” Not one to leave a woman wanting I proceeded to grab the bottle of lotion from the hotel and work myself over agonizingly slowly, letting every moan and gasp escape my lips exactly as they would have for her in person.

Another buzz, another instant response, but this time I was momentarily stunned by the text: “Ugh so hot, my roommate is impressed too 😉”. Now I am certainly not shy as evidenced the entirety of the preceding text but I had (perhaps naively) assumed I was performing for an audience of 1. I had never met her roommate and didn’t even know her name yet. Once the initial shock of this revelation wore off, I was massively turned on that my FWB was both showing me off and showing me off to someone who was essentially a stranger to me.

I took a moment to decide how to respond before settling on doubling down: I sent her (them) back a video of my cock throbbing, hands free, precum just beginning to leak from my swollen head with the caption “I am flattered and impossibly hard now”. The instant response came back “Mmm I had told her our dick dates were good but now she actually believes me. Keep going 💦”

They did not need to tell me twice. Over the next 30 or so minutes I stroked and teased myself like it was my last night with my own cock, feeding off their approval and eagerness for more until I was ready to explode. Following a video of me first letting another stream of precum flow all the way down my shaft to the base, I was greeted with a video from my FWB of her licking her lips and pulling up her hoody to reveal her ample cleavage, my favorite target from our escapades together, the caption simple “Cum for us”.

Luckily I was quick with my phone to record the finale because that clip put me over the edge. I pumped my cock with one hand as I moaned and released, the build up and situation causing one of my top 5 largest loads that I can recall. Nothing within striking distance of my cock was spared, not my phone, not my chest, not the pillow behind me. This was a toe curling, explosive orgasm that upon further review consisted of 8 milky, white ropes and considerably more flowing after.

In my post-orgasmic trance, my still semi-hard member covered in cum I looked at my phone for the reaction. “😍😍💦💦 fuck baby that was so hot. Jane’s (the roommate) jaw dropped, she is jealous of me now.” There was a considerable amount of sexting after that, and by the time I got back in town the anticipation for our next encounter sky high. That next night was incredible and it started off with an incredible blowjob while we talked dirty about showing off for her roommate. The rest of the night is worth it’s own post, I suppose that’ll have to be part 2.