An awkward, but enjoyable encounter between between [m]e and a [f]riend

Note: names have been changed to protect the guilty

To put events into context this took place in my final years of college after I had moved into a new apartment with a friend of several months since her prior roommates were moving to other cities. It seemed like a somewhat risky situation since we had already slept together a few times and were for all practical purposes dating at this point.

My friend Kay was a member of a local sorority and as you can imagine shared all kinds details with her friends. One of her sisters, Jen, was a rather open and outgoing girl who clearly enjoyed talking about guys and sex. Maybe it did something for her or maybe it was just the shock value of being so blunt that excited her. Either way I’d have to say I was a bit interested in talking with her and well who knows what else.

Early one evening the three of us are getting ready to head over to a party, a once yearly gathering of our respective organizations that is essentially a competitive drinking social event. Jen and Kay have decided that Jen can stay in our extra bedroom. Seemed a bit pointless for Kay to keep a separate bed when she spent just about every night in mine anyway, so we had the space. While Kay was finishing up in the bathroom Jen and I stood in the hallway waiting to walk over to the fraternity house.

Jen looks at me and rather casually tells me that Kay has been talking about us and tells me that she heard I have a nice dick. I’d guess I blushed a bit as I smiled at her, the slightest bit turned on by her interest. She then breaks the silence again by telling me she wants to see it. This time I grin a bit wider, pondering if she wants me to whip it out right there. Kay pops out just at that moment and exclaims, “You guys ready, let’s go!” Off we go, without another mention of what just happened.

Throughout the evening while also drinking and enjoying the company of many friends I can’t help but wonder if Jen was just curious or if she wanted more. Thinking about it was a turn on and a room full of flirtatious, provocatively dressed college girls didn’t make it any easier to avoid those kinds of thoughts. Hana, who I know socially, is also at the party and expresses a bit of interest, grinding on me some while dancing. Kay is not a fan of her to begin with and shoots both of us a dirty look. Time to back off a bit since I know who I’m going home with already.

After the evening winds down and we are all a bit tired, it’s time to stumble back to the apartment. Kay is clearly drunk and doesn’t care much about the other people that laughed at her struggles to walk in heels. As we exit the elevator and head toward the apartment, Kay leading the pack, Jen says to me quietly “I want to see it”. I know I blushed this time, but I was likely already red faced enough not to show it.

Kay headed straight into our bedroom and plopped herself down face first across the bed, looking out the window at the lights of the city. Jen sat upright next to her and I stood near the window while we talked a bit more about the events of the evening. I’m not exactly sure how it happened, but Jen managed to shift the conversation to her favorite topic within minutes. She looked at me and said “I heard you have a nice dick and I want to see it.” I looked quickly at both of them, thankful Kay had a little grin on her face.

No longer caught off guard I quipped back “I’m not so sure it’s very impressive when I’m soft.” Jen promptly replied “I’ve seen you checking out my tits, so…” Both Jen and I glanced at Kay seeking approval, to which she said “Go for it.” Jen then promptly took her shirt off, exposing her rather ample breasts held back by a snug dark lacy bra that was partially sheer. Again I looked quickly between Jen and Kay, unable to fight the wide smile forming on my face.

Jen stood up and stepped toward me as I just stared slightly downward admiring her body. I couldn’t help but glance at how her jeans hugged her hips as I thought about how much I had wanted to see her breasts. I brought my gaze back up to make eye contact as I smiled at her before letting them dart back down to admire her chest. Within a moment she reached back and unhooked herself, rolling the straps off her shoulders and watching her bra fall to the ground between us. We made eye contact briefly once more before she looked right down at the rather obvious bulge in my pants as she uttered “Are you gonna show me or what?”

I glanced once more at Kay, who had been watching intently with a little smile on her face. It seemed she was enjoying this, but didn’t want to be too obvious about it. I kept my eyes on her as I unlatched my belt, unbuttoned my jeans, and lowered my zipper in what seemed to take moments longer than it should. I then grabbed my pants, underwear and all, at the waist and pushed down dropping them around my ankles. Jen almost immediately commented “Ohh! I really do like your dick.” My response a slightly awkward “Thanks.” The next words she spoke were simply “May I?” I quickly looked at Kay, worried I might be letting this go too far. Same little grin as she just watched me waiting to see what I would do.

I replied “yeah” assuming she wanted to get her hands on it. She barely hesitated as she reached out, curled her hand underneath and grabbed me by the cock. As she drew her hand back toward herself and gently rubbed my head I could feel her hand was wet with my pre-cum. Without any hesitation I reached out and palmed her left breast; so big, soft, warm, and a hard nipple poking back at me. As I continued to feel her up and tease her nipple with my thumb she let go of me. I felt the slightest bit of disappointment; it had felt so good. That’s when she pulled away from my hand as she dropped to her knees in front of me. I just looked down at her, my disappointment vanishing as if it had never come to mind.

There I stood looking at the girl I had just had sex with the night before, her friend I had fantasized about from time to time on her knees in front of me with my cock in her mouth. The thoughts alone making me a bit weak in the knees, I took the half step back to lean against the wall. Jen leaning forward and putting me back in her mouth. I just glanced at Kay before resting my gaze on Jen’s boobs swinging back and forth as she sucked me off. It couldn’t have been but minutes before I let go and filled her mouth. She just took it in stride and swallowed in one gulp as I pulled out. I pulled my pants back up and staggered the few feet over to the bed and laid on my back, legs off the edge on the other side of Kay, still in the same position the whole time.

We both watched as Jen put her shirt back on and picked up her Bra, nipples still poking out of her shirt a pleasant reminder of what she had just done. Kay and Jen chatted briefly as I took a few moments to process what had happened. Apparently it was time for bed, as Jen headed to the spare bedroom right next to ours.

Kay and I both shed down to our underwear and got into bed. Barely a moment after I pulled the covers over myself she reached over, hand on my dick over my underwear and said “that was rather hot! I’m literally soaked right now.” I reached over to her, placing my hand between her legs; I could feel the sizeable spot that had soaked right through her panties. Within moments I was hard again, throwing the covers to the foot of the bed and positioning myself next to her legs. I quickly slipped her panties off and struggled a bit to remove my own underwear before positioning myself between her legs and sliding into her with relative ease.

Several strokes in she began to get rather vocal. My mind darting quickly to Jen in the other room by herself. She had to be hearing this. Would she interrupt us? The thought drifted away as we continued; both of us enjoying a powerful climax. Exhausted and incredibly satisfied I put my underwear back on one last time and drifted off to sleep.

The following morning all three of us woke up hungover and a bit irritated by light of day. We exchanged some pleasantries, grabbed a bite to eat and a Bloody Mary or two at a place just up the road from the apartment. We chatted just like we would any other day with no mention of the night before and parted ways.

Several days later I found myself alone briefly with Jen in a conference space on campus. She sat next to me and told me how she heard what we did, asked me how Kay’s pussy felt and then told me she too had gotten all wet. As our conversation continued she proceeded to explain that she played with herself while we were fucking and tried to be quite so Kay wouldn’t know how much she wanted me.

Before things went any further we were interrupted by someone else walking into the room. I sat at the table for a minute or two longer before I was comfortable standing up and going about my day. I couldn’t stop thinking about how I wanted more the rest of that day.

Source: reddit.com/r/gonewildstories/comments/npfndk/an_awkward_but_enjoyable_encounter_between

One comment on “An awkward, but enjoyable encounter between between [m]e and a [f]riend

  1. Kay sounds like a fantastic gf for sharing you with her sorority sister

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