Emma and I came up in the same hometown, but our adult lives couldn’t have been any more different. While I’d always vaguely flirted with the idea of a career in the arts, Emma was actually making it happen as a photographer.
Still, our friendship remained intact as her success grew. One fall afternoon, Emma stopped by my apartment to visit me. We spent the afternoon exploring before returning to my place with some Chinese carryout for dinner. Since my roommates were home, we set up to eat on the floor near the foot of my bed in my bedroom.
Although I’d never really thought too much about Emma sexually (save for a few instances where—I’ll admit—I jerked off thinking about her just for fun), I can’t deny that there was something very attractive about her that evening: her artsy style (large-framed glasses, shoulder-length brown hair, a dark sweater, and a flannel skirt) went well with her somewhat slight frame.
We had a great meal, talking and laughing with amazing ease for two friends who didn’t see each other all that often. All at once, I realized how sexy yet approachable I found her, and my mind started to wander as we sat on my bedroom floor. As we finished eating, I noticed something exciting in the way Emma was starting to look at me; to test my theory that there just may have been something starting to happen, I used cleaning up the empty food cartons as an excuse to move closer to her.
As we then sat side-by-side, I made some joke about being her number-one fan that allowed me to causally put my arm around her: it was friendly enough that I could downplay it if needed, but also . . . it was my hand around her shoulder. Emma’s eyes popped a bit when I made my move, but she responded by putting her head on my shoulder. Before we knew it, we were looking each other in the eyes in a much more than “friendly” way, which quickly turned into us starting to make out.
From there, the evening took on an intense pace. Emma climbed on top of me as we continued to make out, placing herself in my lap. Her hands then running all over me, I reciprocated by running my hands up the back of her sweater, her smooth and warm skin increasing the tension growing in my pants.
Emma broke off our kiss just long enough to pull off her sweater, tossing it aside as she exposed her tight stomach and short white tank top. “I’m getting a little hot,” Emma said with a laugh. I noticed immediately that she wasn’t wearing a bra under her shirt, and her small, pert breasts were poking through, her pierced nipples pressing hard against the fabric. “Are you getting hot, too?” Emma asked in a sexually rhetorical way; I was, indeed, and my shirt also then came off.
Emma began to grind against the growing bulge in my pants. The thought that my jeans were just a thin layer of panties away from her slit made my dick that much harder. Becoming more and more taken by the extreme lust of the moment, I started to slowly work my hands under Emma’s top up toward her breasts. Emma reached down and quickly pulled off her top before throwing it aside, her pierced nipples brushing my chest as she leaned back into me.
Although not large, Emma’s breasts were the perfect size and shape for her body, and I couldn’t stop massaging them as I kissed my way down her chest and sucked on each in turn. Emma began to moan loudly, as did I as she continued to grind hard on my stiff dick. After a few more minutes of us grinding against—and sucking on–each other, Emma suddenly stood up.
“Take your pants off,” Emma said, catching her breath as she pulled her skirt off, then her panties. I didn’t have to be asked twice; I pulled off my jeans and underpants as quickly as possible, noticing as I did Emma’s closely shaven slit. Us both now completely nude, Emma gently shoved me back onto my bed with one hand while working the fingers of her other over her clit.
Once on the bed, Emma pushed me back so I was leaning against the wall, then climbed on top of me. We continued making out as she teased her wet slit over the shaft of my dick, making ever-so-slight contact. Realizing the sudden need for a condom, I started to pull away when Emma eased back just enough to bring her soaked slit in line with my throbbing cock, enveloping it as she grinded back down against me.
“Oh shit!” I blurted out, due not only to my surprise but also to the extreme pleasure; it had been years since I’d been inside a woman without a condom, and the sensation was spectacular. “I know, I know . . .” Emma said as she came up for air, “Just let me feel you inside me for a moment. You feel so good,” she moaned.
After a few deep thrusts against me, Emma slowly slide off my dick and stood up, “Got a condom?” she asked. I reached behind her into a drawer to grab one; as I opened it and put it on, Emma climbed up on the bed, resting on all fours. Looking back over her shoulder, she asked, “You want to fuck me? I want you to fuck me hard from behind,” she continued, a sexy grin on her face.
I climbed up on the bed, and—taking my position behind Emma—entered her. Emma let out a slight moan as I entered her, then she began to thrust back against my cock as I began to thrust into her. She felt amazing at this angle, her tightness gripping my shaft. As we found our rhythm, we both started to really let loose on one another, working off the sexual tension we hadn’t been fully aware of, but which had clearly been building for some time.
As we pounded against each other harder and harder, Emma looked back over her shoulder and commanded, “Grab my boobs.” I immediately complied, cupping her breasts as they bounced underneath us, her pierced, hard nipples between my fingers. “Fuck me! Fuck me harder! Fuck me as deep as you can!” Emma quietly moaned as she pounded against me, occasionally slowing down to take me as far inside her as possible.
“Oh, I’m going to fuckin’ cum soon!” Emma moaned. “I want you to cum soon, too; I want you to cum all over me” she added. I picked up my pace even more, my thighs slapping against her ass; my hard dick pounding in and out of her. “Oh, fuck! Slap my fuckin’ slit lips with your balls!” Emma commanded; as her orgasm hit her, she sat up and started riding my dick deep and hard, her back and ass pressed hard against me. “I’m cumming, I’m cumming! Pound my dripping hole, baby!” she whispered. I took the opportunity to reach around Emma’s writhing body to massage her clit with one hand and her breasts with the other as wave after wave of pleasure hit her.
So strong was Emma’s reaction that I momentarily forgot I too was teetering on the edge of my own orgasm. As Emma returned to all fours, the residual spasms of her orgasm still milking my dick, my own orgasm was about to hit.
“I’m going to cum!” I moaned; “Cum on my ass; just cum all over my ass cheeks, baby,” Emma cooed. Wasting no time, I pulled out of Emma and pulled the condom off just as the first rope of cum sprung from my dick.
“Oh, shit!” I blurted out as I started to beat myself off over Emma’s ass and back, my own orgasm now taking over. My head thrown back in ecstasy, I head Emma say, “Rub that dick against my ass, baby; let me help you work out that load.” She matched the request by raising her ass just enough to rub it against my dick, the cheeks now slowly teasing my dick with a gentle touch. I took my hands away from my dick, placed one on each of her ass cheeks, and slowly thrust my dick deep against her ass cheeks, dripping my jizz down her ass and back all the while.
As my orgasm finally subsided, I reached down to grab my shirt off the floor and used it to clean my cum off Emma. Once clean, Emma rolled onto her back and sat up. Eying my still throbbing dick, she reached down and gently wrapped her fingers around the base, giving it a few stokes while also teasing my balls with her touch.
Looking up, Emma asked with a smile, “So, what are you doing next weekend?”
Source: reddit.com/r/eroticliterature/comments/hafcon/mf_from_friend_to_fan_to_fwb