For the last eight weeks I've been enjoying the most passionate sex of my life. I wasn't expecting it and I was initially reluctant, though I fantasized about it. And it probably won't last.
You see, I'm sleeping with my best friend and roommate's boyfriend. Sean and Maggie have been dating for over a year now. They, well she, talks about getting married. But I'm not so sure. I don't think Sean is ready to commit but it would incredibly awkward for everybody if Sean and I were to date openly. So for now, I'm just going to enjoy the ride.
What's crazy about this is that it is completely out of character for me. I'm not a prude but I've only slept with four guys in my life. All of them were long term relationships. But with Sean, even though it would be easy to fall for him emotionally it's all about the sex.
I met Sean through Maggie. Maggie and I went to college together, graduated and now we are sharing an apartment. Maggie is very attractive. She's never had a problem dating guys and can move easily from a serious relationship to random hookups if the need arises. Whereas I've only slept with four guys Maggie has slept with at least twenty not counting the occasional no strings attached hand jobs or blow jobs she's known for with friends or strangers. Maggie acts like a slut but keeps it well hidden. She definitely doesn't look like one. She looks every bit like the All-American cheerleader or swimsuit model, picture Brooklyn Decker.
For many years I enjoyed hearing Maggie share the details of the men she was with. While I was reasonably happy with my own sex life, I wouldn't be honest if I didn't tell you that I was a little bit envious of some of Maggie's adventures. I would often fantasize about some of the men she had been with during my own solo time.
Maggie could also be a little bit of a bitch. Which when you come right down to it probably made it a little easier for me to finally submit to Sean when I did. Even though my Girl Code was telling me I shouldn't. Since I crossed that line The Code has been thrown out the window. Sean and I have fucked at least ten times since the first. About a month ago we did it in the kitchen while waiting for Maggie to get ready for a date. Sean turned me around, bent me over the table, pulled up my skirt and fucked me. We both came in about a minute. A little later Maggie came down, with a little bit of her attitude showing, and I watched them leave while Sean's cum dripped down my leg. It felt good.
Last week at a New Year's party we were all at I pulled Sean aside for a blowjob in an out of the way bedroom at the hostess's house. I swallowed every drop I could and later enjoyed a "girlfriend" kiss with Maggie as the party counted down to midnight. The taste of Sean's semen was still heavy in my mouth.
I suppose I should tell you a little about myself. My name is Emily. I'm small. I'm only about 5' 1" and weigh about 105 pounds. I have brown hair and brown eyes and while I'm admittedly not as attractive as Maggie I'm no dog either. Some people have said I look like Natalie Portman, which is probably a stretch, but I'll take it. Good looking guys are attracted to me and I usually have a very nice boyfriend. That is except for the last six months.
I broke up with my long time boyfriend Gary in June. Nothing crazy, it was just time for both of us to go our separate ways. We may get back together. We may not. In any event, it took me a few weeks to get over it and then I started a new job in September so I really hadn't had time to be open to any opportunities. I was going through a pretty long dry spell. In the meantime I was enjoying seeing Sean around the apartment and he was filling my fantasies with plenty of material.
Sean is a gorgeous. He reminds me of a younger Bradley Cooper. Sean is about 6' 2" tall and weighs about 200 pounds. He has sandy brown hair, blue eyes and an athletic and muscular surfer's build. He doesn't shave his chest (which is kind of gay anyway) but has just the right amount of body hair. He is smart and funny. And, according to Maggie, though I didn't know it first hand until recently, he has the perfect cock, about 8 inches and proportionately thick.
Okay guys, here's the thing about cock size. I can't say I speak for everybody but I can speak for myself and I think most of my girlfriends would agree with this. Al things being equal, we like a bigger dick. Of my four previous lovers I was equally attracted to each. All of them were equally competent in technique. Three of them were average in size and one was BIG. Big was better.
I don't know if it was physiological or psychological, probably a little bit of both, but the orgasms I got from the boyfriend I had with a big cock were more powerful and explosive. There was no better feeling than having my pussy stretched and filled to its fullest and then having that large dick pound into me over and over. Let me tell you, for me, there is nothing like it.
I digress. Let's get back to my story. I spent a fair amount of time with Maggie and Sean over the summer. Since I was still looking for work and without a boyfriend I was the tag along on nights out, trips to the beach or even hanging out at home. The three of us got along well and even though Sean would casually flirt with me from time to time I was always mindful of not letting it go to the next level. Don't get me wrong, I/we both enjoyed the banter but it never went to level where I felt any sexual tension between us. It was certainly innocent enough that Maggie never seemed to mind.
But privately, when I was alone, Sean became the main character when I masturbated. After a day at the beach when Maggie and Sean went to bed I would find myself thinking of Sean and visualizing his body that I had been so close to all day. I'd feel again the casual touches we shared. I would remember his smell. With my eyes closed I would see his arms and his chest and the way his body hair laid across him and dried in the summer sun. I'd think of how our legs touched when we laid on the blanket and how powerful he felt. I'd see again the outline of his cock in his wet board shorts. I'd imagine Sean's hands touching me and my fingers would play in a way that I thought Sean might. I'd spread my legs and hold my pillow tight against my pussy and imagine that Sean had mounted me. And then I would rock my hips against the pillow and in my mind I'd be fucking Sean and feeling him release inside of me and of course, his release would bring on my own. Three or four nights a week I would drift off to sleep with my last thought being the pleasure of feeling Sean's weight on top of me after we had made love. Sean was a fantasy and I was content with the pleasure I got from that. And that was pretty much how things were until eight weeks ago.
Sean, Maggie, and I had made plans to watch a movie together. It was a Thursday night and it was going to be a casual evening. Sean was coming over about 8:00 and we were going to watch Bridesmaids (Sean was a good sport). Maggie was coming back from a business trip and at the last minute she found out she wouldn't be able to make it home until the next day. No big deal, it wasn't unusual for Maggie's job to keep her out of town. But I was surprised when Sean showed up. He had apparently missed the message Maggie had left him.
I told Sean that Maggie would be out of town. He suggested we watch the movie anyway. It sounded like a good idea. I didn't think much of it, we were good friends by now, I had nothing else to do and the company would be nice. And in the back of my mind I figured I'd have a fresh memory of Sean to take to bed with me. I made some popcorn, he opened a bottle of wine, and we settled down together on the couch. We were sitting close but close the way friends would sit. We shared a blanket, the bowl of popcorn was on our laps, we each had a glass of wine and we started watching the movie. I certainly wasn't wearing anything sexy. I had on a pair of casual sweatpants and an oversized t-shirt. Sean was wearing a t-shirt and shorts.
