The following story is a true account of the first threesome I had to the best of my memory. It is quite a bit longer than many of my other posts. Please leave feedback so I can improve myself as a writer. Enjoy.
As you might have read in some of my other stories Heather and I have a rather adventurous sex life. In the course of our discussions we both had expressed an interest in having a threesome. As one would expect, I wanted it with another girl and Heather wanted to try another guy. But I just dismissed it as just fantasy talk. It turns out we were a lot closer to reality than we ever thought. This is that story.
Heather and I have been broken up for a while now but we continue to hook up when we are both single and in the mood. Tonight is one of those nights. I drove into the city to Heather's place and met up with her and her friend Jen at a bar down the block. We had a good night out and headed into Wrigleyville for some more drinking. On our way back Heather's friend was on the phone talking with her boyfriend so Heather and I were talking as we walked behind her. We went up to Heather's apartment to let Jen in so she would just go to bed already and stop annoying us.
"So do you want to spend the night?" Heather asked me while we were heading back down to my car.
"I dunno. I would like to, but you know Jen pisses me off. I really can't stand her. She thinks she's hot shit but she's not."
"Don't worry Kevin, by the time we get your bag from the car and get back to my place she will be passed out on the couch. If you stay the night I will make it worth your while." Heather said that last part with a sly smile as she playfully squeezed my ass.
"Well since you put it that way I don't think that I can pass it up. We reached my car and I opened the trunk. Before I got my bag out Heather moved in and gave me a kiss. Holding me close she reached her hand down and traced the outline of my cock on my jeans. She whispered in my ear "I am going to have fun with this tonight."
After I got my stuff we started walking back to her place. Holding hands we walked in silence for a minute before Heather broke it.
"Kevin, there is something that you should know. You know that guy Chris that I told you about?" I just nodded. Chris was a guy she told me she was kinda seeing. "Well Chris and I had a date last night. And afterwards we came back to my place and fooled around."
This didn't really surprise me any. I knew from what she told me that Chris was really into her, and I knew that she was physically attracted to him. Heather looked at me waiting to see what my reaction was.
"How far did you guys go last night?" It was a logical question for me to ask.
"We had sex." Heather looked down at the ground; I could sense that she was ashamed to be taking another guy to bed less than 24 hours after her last. I squeezed her hand to reassure her that I wasn't mad at all. We were no longer dating so I can't be mad at her for going out and seeing someone else. In fact I was the complete opposite. I always encouraged her to meet new people and see what happens. I was always oddly turned on by hearing about things she had done in the past with other guys. I guess in a way I am somewhat of a voyeur.
"Was it any good?" I asked her.
"Yeah, I had a good time. He is so different from you the way he does things. With you there are more feelings involved, more caring and gentle. With Chris it's more animalistic. We just go at it."
"Were you two being safe while you did it?"
Heather hesitated a bit before she answered, "No, we didn't use a condom. But he pulled out before he came. And I have been really good about taking my birth control pills." Clearly Heather trusts Chris. It took me a while to be able to go without a condom even though we both hated them. I am glad to hear that he didn't finish inside her though.
We had gotten to her apartment door when I paused for a minute. I pulled Heather close to me and gave her a hug. "I don't mind that you hook up with guys you're dating, I just ask that you are honest with me about it." With that we kissed and then made our way into her apartment.
As Heather predicted Jen was passed out on the couch. This is one of those times where I hate that Heather has a studio apartment. The couch is directly across the room from her bed. So Jen was passed out about 10 feet away from where Heather and I were going to sleep. I went into the bathroom to change my clothes and put some shorts on for the night. By the time I got out Heather was already in bed under the covers. I slid in next to her and was surprised to find that she was already naked under those blankets.
"Kevie, I think you are a little overdressed." With that gentle prodding I remove the remainder of my clothes and move in closer to Heather, pressing our naked bodies together. We started to make out a bit as our hands began to roam over each other's naked body. My hand work their way down to her pussy and find quite a bit of heat emanating from it. As soon as I put a finger to it I can feel that she is soaking wet.
"I have been thinking about fucking you all night." Heather's hands move to my cock and find it semi-hard. She slides her body down under the covers and takes my somewhat limp cock into her mouth. I think she enjoys feeling me go from being soft to hard in her mouth. She is so good at sucking cock, something that I tell her all the time. While she is bringing my cock to life with her talented tongue her hands are gently fondling my balls. As my cock grows in her mouth Heather starts to let some of it go into her throat. Now that I am completely hard Heather starts to give me one of her amazing blowjobs. Her head starts off slowly, bobbing up and down on my pole. When she feels ready she takes me all the way in to the base of my cock and at the same time lets her fingers roam from my balls to my ass. As she deepthroats my hard cock she rubs around the outside of my asshole a bit. Heather must be a little more than tipsy because she is never that aggressive when it comes to my ass.
All of the sudden Heather pulls her mouth off of my cock and begins to crawl up the bed straddling me. As her head pokes out from under the cover she presses her lips against mine in a passionate kiss. Meanwhile her hand has a firm grasp on my cock as she guides it into her soaking wet pussy. She settles her weight onto me and my cock is instantly enveloped by the silky warmth of her pussy. I love the cowgirl position so much. I feel like I get so much deeper into Heather when she's riding me like this. Heather starts to slowly move up and down on my cock and begins to whisper in my ear.
"I feel like such a slut. This is the second time I have had a bare cock in my in the last day. And one of my best friends is asleep on the couch right over there. Do you like fucking this dirty pussy?" All I could respond with was a groan. I wasn't thinking anymore, all my focus was on how good her pussy felt around my penis.
