It turns out that Mike's girlfriend knew about him and me getting together. They had been together for 4 years – she was 19, he was 24. He was her first and only boyfriend, and the only person she had ever had sex with. While Mike felt that he loved her, their sex life was not so great. Sex was almost always in the missionary position and didn't last very long (I found out later that it was mostly because Mike was "quick on the trigger", if you know what I mean). She would blow him, but wouldn't let him come in her mouth. He hardly ever went down on her because he didn't really enjoy it and she thought it was gross. They both loved making out and feeling each other up, but he didn't think he ever made her come, except with his hand. He didn't think she was frigid, she wasn't a bitch and was willing to at least try different things, but sexually they just never meshed.
It was because of these problems with their sex life that Mike first began to think he might be interested in guys. He started reading gay/bisexual porn and even rented a few movies. Then one day she caught him whacking off to a magazine with guys doing guys and she freaked out! She was crying and yelling and couldn't believe what was going on. Mike said he calmed her down and explained how he was feeling sexually, how he really loved her but he wanted to experiment, that what he learned about himself would help their sex life too. He said he had always been able to sweet talk her, and he also made it seem like it was her fault that he was doing this (this was my first inkling that maybe Mike wasn't as nice a guy as he seemed). She agreed that he could experiment and that if he really liked it, she would try to go along with his ultimate fantasy of a threesome.
So, the week after Mike and I fucked each other, I met him and Jill at a bar near Mike's apartment. They were standing at the bar and I was able to get a good look at her before they saw me. Jill was about 5'5", a brunette with straight hair down a few inches past her shoulders. She was wearing a white silk blouse, unbuttoned to show what little cleavage she had – she was maybe a B-cup if she was lucky. I could see the hint of a black bra through her blouse. She also had on a black, pleated miniskirt that came down to just above her knee. While not fat, her middle was a little thick. She had rounded hips and a "bubble butt". Her legs were gorgeous. (For Literotica readers, go to "Amateur Pictures" and look at "Sissy Exposed" to get an idea of what her body was like). She had a very pretty, very innocent face. Jill might not seem like a knock-out to guys who prefer supermodels and strippers, but I really get turned on by women with that type of look.
I walked up to them, introductions were made and we each had a drink. Jill looked very nervous and tense, and drank her drink quickly and was half way through another by the time Mike and I finished ours. I got the impression that even though Jill was not rude, she was not thrilled with the situation and was here just to make Mike happy. After some small talk, we left for Mike's apartment.
When we got inside, Mike poured us all another drink as we sat on the couch. After Jill chugged her gin & tonic, Mike put his arm around her and started to kiss her. I took this as my cue and slid close to her and started stroking her hair. When she felt me start to kiss her neck, she froze.
"Wait," she said as she broke their kiss. "No offense to you Bob, you seem nice, but I told Mike that I had to watch you two make it first before I would do anything with the both of you. I'm still not convinced Mike likes having sex with guys. I need to see it to believe it."
"I understand," I said. "No problem here. I always wondered what it would be like to have someone watch me have sex." With that I leaned across her and started to kiss Mike. If she wanted a show, I was happy to give it to her. Jill was between us and Mike and I were swapping tongues just inches from her face. We broke the kiss and all three of us went into the bedroom.
Jill sat on a chair in the corner of the room, as Mike and I stood next to the bed, making out as we undressed each other. When we were both naked, we laid on the bed with me on top of him. I slid down and sucked on his nipples a bit, then licked my way down to his dick. I kissed the head, licked it and then sucked it into my mouth. Mike groaned.
From the corner I heard Jill say "I thought Mike said he liked giving blow jobs too, not just getting them." In response to that, Mike pulled my hips toward him and I reversed positions so we were in a 69, with me on top. I like this position, because I can thrust my hips and "fuck" the other person's mouth – it gives me a sense of control. As Mike and I licked and sucked and jerked each others cocks I took a peek over at Jill. She was sitting in the chair, her mouth hanging open, like she couldn't believe what she was seeing. The expression on her face was alternating between concern (I guess from the fact that her boyfriend was getting better head than she ever gave – Mike was really moaning and writhing by now) and lust. Her right hand was in her lap, and her thighs were squeezed together, but she wasn't playing with herself.
As much as I like getting head, I really wanted to fuck Mike's ass. Maybe I just wanted to make him my "girl" in front of his girlfriend. I stopped fucking his mouth and really concentrated on getting him to come. It didn't take long.
"Aaaahhhh, fuck, yeah" he groaned as he started to come. I swallowed the first part of his load, and then as a show for Jill I let the last 2 spurts dribble down my chin. I looked up at her with come running down my chin. At this point she was shocked, and after a few seconds of having our eyes locked, she blushed and turned away.
I got off Mike and turned around. I began to kiss him and as he licked his come off my chin, I heard Jill gasp "Oh my god!"
I turned and looked at her. "Do you want to see me fuck your boyfriend now, Jill? Do you want to see my dick in his ass? He likes it you know."
She nodded and meekly said "Yes." Between the booze and the sex, she appeared to be in a trance. She was rubbing her thighs together, squirming in her chair, but still not touching herself otherwise. Her skirt had ridden up a little, and I caught a glimpse of her black bikini panties, but otherwise she was still clothed.
I pushed Mike's knees toward his chest, exposing his asshole to me. I lined up my dick with his little puckered hole and said "I'm going to fuck you now Mike. I can't wait to have my dick buried deep in your ass. You like that don't you?"
Mike nodded and mumbled "Mmmm hmmm."
My dick was nice and wet from Mike's blowjob, and his ass was lubed with the saliva that ran down his dick when I was giving him head. I looked over at Jill and asked her "Can you see this Jill? I want to make sure you can see my cock go into your boyfriend's ass." I never talked much during sex before, but I guess I was putting on a show for Jill.
She just nodded. Her face again showed total shock, with a bit of lust thrown in. With that I thrust my cock slowly into his ass. I didn't stop until I was all the way in. "Mmmm, fuck that feels good," I moaned. "Mike's ass is so tight Jill. I can't believe how it squeezes my cock." I started slowly fuck him, and he started moaning. "I'm using your boyfriend's ass as a pussy, Jill. Oh, man is he a good fuck!" As I continued to fuck Mike, I again looked over at Jill. By now she was breathing heavy and a few small moans slipped from her lips. I kept watching her get hot and horny, rubbing her thighs together but still afraid to touch herself – boy, she was really uptight. I kept looking back at Mike as I plowed his ass, his eyes closed with a look of pure pleasure on his face. He was moaning constantly. Looking from Jill to Mike and back again while I was fucking Mike's hot, tight ass I couldn't believe how turned on I was. I wasn't going to last much longer.
With a load groan I started to come. "Jill, I'm coming in Mike's ass. I'm filling your boyfriend with come. Oh fuck his ass feels soo good." I looked at Jill our eyes met. I stared into her deep brown eyes as I came. I pounded my dick into his ass until I was spent. I leaned forward, kissed Mike, and my dick popped out of his ass. His eyes were closed, and he just laid there, almost asleep (you know how guys often get after sex). I, on the other hand, wasn't done yet.
I got off the bed and walked over to Jill, who was still sitting on the chair in a daze. "It's your turn now, Jill," I said. "I want to see you and Mike fuck." I took her by the hand and helped her up. When she stood, I started to unbutton her blouse. She didn't help me, but she didn't protest. After all the buttons were undone, I pulled the blouse from her skirt and slipped it off her shoulders. Her small breasts were being held up by a lacy black push up bra. I leaned forward and nibbled on her neck as I caressed her tits through her bra. Then I slid her skirt over her hips, until it dropped to the floor. Her panties were bikinis also black lace, matching the bra. I pulled her to me and ran my hands over her panty clad ass as I kissed and tongued her ear. Her breathing was definitely getting heavier, but there was no other response.
Then I undid her bra and let her breasts loose. Although they were small, they were firm and there was no sag to them (ah, the benefits of being just 20 years old!) I bent forward to kiss them as I slid my hand down over her panty covered pussy. When I sucked her nipples and rubbed her pussy a small moan escaped her lips. Not surprisingly, her panties were soaked. I slid my hand inside and discovered that her pussy was not shaved. I slid her panties down and stuck my index finger in her pussy. Even though she was sopping wet, it took some effort to slide my finger in – she was very tight. She bit her lower lip and moaned again.
After a minute or two of me sucking on her now rock hard nipples and fingering her sopping we pussy, I was ready for the next step. I stood up, kissed her lips lightly and said "Jill, I want to see you fuck Mike." She just nodded absently. I led her over to the bed and helped her get on. "You have to get Mike hard again Jill, it looks like I wore him out. Suck his dick for me." She leaned over and started kissing and licking his dick. He didn't get hard, but she really wasn't doing a very good job. No wonder he loved it so much when I blew him.
