Her Last Fling
The month before I got married I started to panic. I'd been dating Mark (my fiancee) for four years and we went through hell planning our wedding. All our relatives were invited, a guest list of over three hundred people. The idea of making a vow never to be with anyone else is very intimidating, especially in front of so many people. On an impulse I decided I had to have sex with at least one other guy before I got married, just to be sure.
The problem I had was figuring out how I could do it. I lived with Mark, we both work, and with all the last minute wedding arrangements going on I didn't have much time. I joined an online dating site using my computer at work, mostly just looking since I couldn't figure out how I was going to make time to really do anything. In my profile I described my problem and waited to see what would come of it.
It was a lot easier than I thought. Lots of guys sent me messages saying they were willing to meet anytime, anywhere, and many of them were hot. One in particular caught my eye, his name was Daryl and he was getting married the same month I was! He was a couple years older than me, but we made a connection talking briefly about wedding plans and how committing to someone forever was very scary.
I exchanged stories with Daryl for a few days and I almost didn't go through with it. I'd never cheated on Mark before and I knew I'd feel very guilty afterwards, but the stress of my upcoming wedding had taken its toll. I made up my mind to not think about it and compared schedules. We couldn't meet for a week. It was after I worked the next Friday, the date scheduled for Mark's bachelor party. His buddies had big plans, starting early at five o'clock. My girlfriends were also throwing me a bachelorette party, but they weren't into drinking as much, so my party was starting at nine.
I think knowing Mark was going to be drowning in strippers made me keep my date with Daryl. We met at a mall, I'd come directly from work and was so excited and nervous about what I was about to do I couldn't stop shaking. Daryl showed up on time and he flashed me a very wide smile that lit up his face when he said hello. He was very good looking and I didn't have any reservations after spending two minutes with him. I just wanted to get somewhere private and rip his clothes off!
We went to a cheap motel. I know, it's very cliche, but I didn't care. As we kissed for the first time his hand found it's way between my legs and he discovered I wasn't wearing any panties. His fingers felt incredibly hot and I became wet right away as he found my clit while we continued to kiss. It was like neither one of us knew where to start, but what he was doing drove me crazy. It was just enough to put me on the edge of an orgasm, but not enough to take me all the way. I had to pull myself away, and then started fumbling with his pants to get his cock out. I was so out of my mind with lust, I actually had to get him to help.
I sucked his cock for a very short time, and then he took charge, pushing me on my back and kissing his way between my legs (I love it when men do that). I had an orgasm almost as soon as his tongue touched my pussy, but I didn't let him stop. I held his head right where it was until I was close to having a second orgasm, and then I thought we'd fuck, but he had other plans.
He wanted me to suck his cock again, and even though I was gearing up to ride him with my pussy, he'd taken charge so readily that I did as he asked. The head of his penis throbbed as I licked it and he leaned back while I swallowed all of it. I'd say he was about six inches long, just big enough that taking it all down my throat was possible, but not easy. I gave him one of my best blowjobs, making sure to flick his shaft with my tongue while taking it deep.
My fiancee's cock is quite a bit bigger and with Daryl it was easier to do the tongue maneuvers- something I've been working on for years. It was obviously appreciated because he came very quickly, so fast that I didn't even expect it. I don't swallow, but I let him come in my mouth until he was spent and then I spit it out on the floor. There was a moment of surprise between us as we marveled at the size of the gob on the carpet, but we recovered quickly as I jumped on top of him, lining up my pussy with his still hard cock.
I'd never been so ready to be fucked in my life. When it slipped inside me I nearly collapsed as I had my second orgasm, and when it subsided I started yelling at him to fuck me hard while I sucked on his chest and neck. He was very strong and he pumped me with strong full strokes, and then he flipped me over and drilled everything he had into me while I spread my legs as wide as I could. I had a third orgasm while fucking missionary style, but we didn't stop there. We fucked in every position we could think of including up against the wall for awhile.
I offered to let him fuck my ass if he wanted to (something I told myself I wasn't going to do, no matter what), but he wasn't into that. Actually, if I was to rate the experience, anal sex was the only thing missing. Sometimes I think it might have been better if we had done it, but then again, it might not have. For a moment I forgot that this was a guy I really didn't know, and that's probably something to seriously remember. Anal sex is always good with my fiancee because he knows how to be gentle. Even though Daryl's cock isn't as big, it might not have worked out so well.
When we were all done, Daryl didn't have very much time either and there was no time to lie around and talk. We had a shower together at the motel (we didn't even fuck, we were too spent) and then we kissed goodbye, wishing each other a happy marriage as we went our separate ways. That was pretty weird actually.
I married Mark the following week, and as I thought, I felt very guilty even though no one suspected a thing. It was a time in my life I will never forget, a completely crazy experience that was very special. Sometimes I imagine Mark is Daryl when we make love and it's my private secret. Oddly enough, I think about it the most when Mark is fucking my ass.
I don't think there's any harm in what I did as long as Mark never finds out, but I feel I have to fight the temptation to search for Daryl online again. Even if I couldn't find him again, the temptation to have another affair is very real and I think about that a lot too. I want to stay faithful to Mark, but somehow now that I know how to cheat without getting caught my guess is I'll probably do it again in the future. It's just a matter of time.
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