First Time With Two Guys
I'm shy, and I'm recently divorced. My husband used to always criticize me for not wanting to try new things in bed, to me it just seems fitting that I would start doing the things that he wanted for total strangers. When I first joined the online dating service Adult Friend Finder, I was a little overwhelmed by the number of emails sent to me by guys, but there was one message that really caught my attention. It was from two guys I'll call Mike and Todd, best friends that wanted to fuck me at the same time. They were in their early twenties and gorgeous. After a few exciting conversations with them over the Net I had to meet them in person.
We met at a local club, and after a night of dancing we got a cab and went to Mike's place, a very clean one bedroom apartment he had all to himself. In the apartment Todd and I waited in the living room while Mike made us drinks. Todd wasted no time and embraced me and started playing with my nipples under my top. I was feeling my way around his muscular body and my hand finally rested on an impressive bulge in his jeans.
It didn't take long for him to lose his jeans and when Mike came around the corner I was very busy licking the tip of Todd's cock. It was about 6 inches long and had a very large head. I heard Mike put the drinks down and say "don't let me interrupt" but Todd motioned for him to join in. I kept on sucking Todd off and felt Mike undoing the buttons on the back of my dress. I moved my knees to the floor and didn't stop as Mike helped me step out of my dress and unhooked my bra. I was completely naked in minutes and incredibly wet.
Mike then got on his back on the floor and with his hands on my ass pulled my pussy to his mouth. His tongue was really hot and I came almost instantly. I stopped sucking Todd's cock for a minute and cried out as my entire body shook with spasms that came in waves. It's weird, I felt dirty, but it helped. It was an incredible orgasm.
Not being one to let a favor go unreturned, I got on all fours on the rug and started sucking Mike's cock. Todd got behind me and I could hear him fighting with a condom wrapper as I managed to take all of Mike's cock down my throat. His cock was also about 6 inches long, but it's head wasn't as big and the shaft was thinner. I felt Todd roughly enter my pussy and pump me furiously. I loved it. Mike surprised me by coming first, and I did my best to swallow it all (something I rarely did for my husband) but his cock just kept pumping cum and I gagged. I've never been with a man that could produce that kind of volume of cum.
Seeing me lap up Mike's cum put Todd over the edge and he came inside me, pulled out, and lay on his back. We were all fairly spent and we had drinks just sitting around naked, talking about our fantasies and what we had done before. We had all never done anything like this before and Todd suggested that we try double penetration. I told them that I don't like anal sex and it had been years since I've done it. Todd kept pressing the issue and asked me how many of my lovers had ever fucked me in the ass.
I was married to my husband for 15 years, and he was the only man to ever have my ass. When I told them this, Todd's interest grew and he got very turned on. I noticed his cock was at attention again. He asked me, "and you're going to let that stand?" I didn't understand. "You mean you will live your life not giving your ass to anyone except your ex-husband? That's just not right." I could tell it was a desperate plea, but I had to agree that he had a point.
All I said was "I don't know," and Mike interrupted by saying he had a great lubricating oil and that they would be very gentle and they would do anything to fuck my ass. I finally agreed, but as for what they would do for me, I said "OK, but I have to be licked everywhere on my body by both of you at the same time, until I come, then I'll try- but I have to be in control at all times and if I say stop, we stop. Agreed?" I couldn't believe I said that, even right after I said it. Anal sex has always grossed me out. They instantly picked me up and carried me to the bedroom, practically running with me. I was treated to a full hour of tongues exploring every inch of my body. They sucked my nipples at the same time, they took turns kissing my neck and tits while the other licked my pussy, and Mike even tongued my asshole while Todd probed every fold of my clit. Two tongues in my most private places put me over the edge. I highly recommend it. It was wonderful. I came again with even more intensity than the first time.
The time came for me to put up my end of the bargain, and I was scared. Their cocks looked fucking monstrous to me now. I thought it would never work, but a deal's a deal. Mike produced a big bottle of lube, something called EZ Glide, and started probing my ass with his finger. It slipped in very easily. I was shocked how slippery that stuff was. After a bit of probing, I managed to relax my ass quite a bit and he was able to get two fingers in. Mike was first, since his cock wasn't as thick and he sat on the bed with his back up against the bars of the headboard. I climbed on top of him with my back facing his and steadied myself by holding on to the top of the rail with my hands behind me on either side of Mike's head. Mike helped by holding my ass with his strong hands. Very slowly I lowered myself onto his cock, bit by bit as I concentrated on relaxing my sphincter muscles as much as possible.
It took awhile, but eventually he was in right to the hilt and I slowly started moving my ass back up. The whole time Mike kept saying "Oh my god, oh my god, you're so tight and hot." It was tight. I could feel every bit of his cock in my ass and I felt so....so....full! I was really turned on, not because of the anal sex, but just that he was enjoying it so much and Todd was kneeling in front of me giving me a wonderful view of his body and playing with my tits. He was completely silent and stroking his cock at intervals, getting ready for my signal.
After a few strokes in my ass, I told Todd I was ready and he slapped a condom on in record time. I sank down on Mike's cock and waited to be double penetrated for the first time. My pussy certainly didn't need any lube, my juices were flowing onto Mike's balls. The sensation was totally unbelievable as Todd pushed the big head of his cock in my pussy. Now that was tight! I thought I was going to be split in two. Todd started to saw in and out of my pussy but I got him to stop while I tried to relax some more.
It took a lot of concentration, but soon they were both pumping away. It was really weird. Todd put my legs over his arms and was lifting my ass with every stroke, allowing Mike to thrust up into my bowels. It was like I was floating as the guys got into a rhythm. I was really starting to get into it, and feeling an orgasm coming on when Mike came. He groaned, and pulled out of me. I actually wanted his cock back in my ass again and moaned my discontent (I can't believe I actually liked it).
Todd didn't let the opportunity go and taking my words as his queue, he flipped me over onto all fours. Losing Todd's cock in my pussy made me even worse, I wanted a cock in me BAD, and I started begging Todd to fuck my cunt hard. He didn't listen though and I felt his cock pushing it's way into my ass. It was some relief, but not enough. I pulled Mike over to me and started sucking his soft cock back to life. It was covered in cum and tasted bitter, but my efforts were successful. As soon as he was hard enough he slipped his way underneath me. Todd kept fucking my ass the whole time, and I didn't get very much of a chance to be double penetrated again- almost as soon as Mike entered me Todd came. This time I was relieved, he'd been fucking me deep and hard and my ass was getting sore.
I was still very turned on though, and I made Mike fuck me for all he was worth until I came. We were all completely exhausted and fell asleep together on the bed in a tangle. I missed work the next day, we all slept in and went out for brunch together. We ended up doing it all over again that afternoon! My ass was so sore I had trouble sitting down for days. The guys wanted to make our encounters a regular thing, but I told them I would email them whenever I felt I wanted two cocks again.
I've had a few dates with other guys using Adult Friend Finder, and some of those were pretty wild too, but nothing compared to having two cocks at once. It's been three months since I lost my dp virginity, and I still find myself thinking about those two days when I masturbate with my vibrator. I think I'll email Mike and Todd right after I finish this letter.
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