The Best Part of Waking Up (M23, F26) | 2016

My first year out of college I shared an apartment with my buddy Rick. Rick was a few years older than me and was an incredibly successful improvist (improv person?). He was the youngest, and most attractive, cast member at one of the more well-known local improv places and would bring home these incredibly attractive girls a few nights a week. One girl in particular, Jill, turned into a regular and became more than just a late night fuck. Jill was about 5"10 and athletic with a beautiful face that would cause many guys and gals to take a second look. Sensual full lips, long lashes over wide light blue eyes, a nose that fit perfectly on her face. She had nice C cup tits and a curvy strong ass that I enjoyed looking at when she was around. Even though Rick and Jill were clearly an item, both of them were insistent that it was an open relationship, and Rick continued to bring other girls home with him on nights that Jill wasn't around. In fact, Rick had told me that Jill had expressed interest in a threesome with me. Rick told me he was open to it as well, but I declined since I wasn't very interested in sharing a bed with another guy, even if a beautiful creature like Jill inhabited it as well.

I've always been a proponent of getting up the same time every day, even when I wasn't working, so at the crack of 7 on Saturday, I was up and out of bed. After a quick pee stop, I headed into the kitchen to make some coffee wearing only a pair of raggedy boxers. I figured that based on the noise coming from the other side of the wall our bedrooms shared, Rick & Jill had been going at it deep into the night and would be sleeping in, like they normally did. I was shocked to see Jill sitting at the tiny kitchen table we had in our tiny kitchen, sipping a cup of coffee already. Jill caught the look on my face and after sizing me up, told me that she hadn't been able to sleep and anyway, and she was the opening salesperson at the boutique she worked at, which opened at 10. She then asked me if I wanted a cup of coffee.

I said yes, so Jill got up from the table. All she was wearing was the loose maroon t-shirt that she had been wearing the previous evening, which barely covered her butt. I marveled at her long muscled legs and when she bent over to pull a mug out of the dishwasher, I saw her naked shapely ass and a peak of her vagina. My cock immediately sprung to attention and there was no way for me to cover it up. Jill stood up, her shirt settling back over her naked ass and poured me a cup of coffee from the machine on the counter. Jill turned to me and immediately noticed my hard-on. She smirked, telling me that I had just answered her question. When I asked her which one, she told me that she had asked Rick for a threesome but Rick had told her that I wasn't interested. I felt my ears get red, but I added "interested in him" to her comment.

Still standing in between the countertop and the table she put my cup down on the far side of the table and asked me if I wanted to sit down. I pointed out that there was maybe three feet between the countertop and table and she was standing in the way. Jill took a small step forward and said there was enough room to get by behind her. I shook my head and said not in my current state but Jill insisted I go anyway.

My heart was pounding as I moved towards the table, squeezing between Jill and the countertop, my erection sliding over her backside. She stepped back, pressing her ass against me and ground hard and I grabbed her waist for support, enjoying the feel. I almost came right there but finished my trek across the kitchen and made my way to the table, sitting down quickly. Jill frowned at me. Didn't I just tell her that Rick was the issue in a threesome, not her? I agreed that that was the case. So why was I not reciprocating her clear interest?

I babbled something about Jill being Rick's girlfriend but she cut me off. First of all, she said, raising a finger, we aren't exclusive. Second of all, she continued, raising a second finger, Rick has basically given the green light already by saying he'd do a threesome. What's the difference between the two of us fucking when he's around and when he's sleeping 20 feet away? I could think of several responses to that, but kept my mouth shut. When I didn't answer, Jill told me that she had a third of all. She moved to me quickly and dropped her knees. She pushed between my legs and I let her open them. She deftly pulled me out of my boxers and began sucking me off. After the initial shock of what was happening passed, I leaned back and enjoyed the feel of her tongue and lips on my cock. She didn't bother trying to deep-throat me (not that I think she would have had any problem), but focused on the head and upper shaft.

She gave me head for about five minutes, fingering herself as she did. Finally she released my cock with a pop, stood up and grabbed me hand. She pulled me into the living room, where Rick kept a vase full of condoms on the packing boxes that passed for our coffee table. Jill told me she wanted me to fuck her, grabbed a condom and rolled it on. I pulled her shirt over her head and began kissing her perky tits. Her nipples were hard as I licked them and she let out a sigh of contentment. I sat down on our old loveseat and Jill lowered herself onto my waiting cock, facing away. She went slowly, breathing out as she did. Finally she bottomed out with a gasp. I held her waist with both hands as she bounced up and down, her long black hair flapping in my face. I leaned her back against me, and she shifted her legs between mine, forming a tighter seal. I grabbed her tits and felt them bounce as she did, as Jill whispered in my ear how much she wanted me to fuck her, fingering her own clit as she did.

When Jill grabbed my ear lobe hard with her teeth, I came suddenly and powerfully, bouncing Jill even more. Jill implored me not to stop, leaning forward, her hands on my knees, grinding hard into my spent cock. I leaned forward as well, kissing her back and pinching her nipples, thrusting as best as I could. Jill orgasmed loudly and we both leaned back, enjoying the aftereffects. After a minute of two, Jill got up and went to the bathroom. When she came out, she grabbed her shirt, put it on and went back to her coffee. I cleaned up and joined her at the table and we made small talk as if nothing had just happened. After finishing her coffee, Jill went to shower and came out of the bathroom wearing her work clothes, a low cut blouse and slacks that hugged her ass. By this point I was sitting on the loveseat watching TV, having added an equal ratty undershirt to my own ensemble. She stood above me, hands on her hips and I could feel myself hardening again. She saw too and smiled and shook her head. Maybe another time, she said, bending over to give me a kiss on the cheek, allowing me a nice long look at her tits. She advised me to enjoy the view and keep it in mind for next time and then sashayed out of the apartment.

Rick woke up a few hours later, but which point I had hit the gym, done some bills and showered. Not being sure what to say, if anything, about nailing his girlfriend, I let him regale me with a story about picking up girls in college while only talking like Ross Perot. I never said anything to Rick about what happened and I have no idea if Jill did. We hooked up a few more times before she faded out of the picture a few months later. But very few things beat waking up to unexpected sex with a stone cold hottie.