Girl Cheats on Boyfriend Twice

I am more ashamed of what happened that night than anything I have ever done. Yes I did have a few drinks that evening but no I was not drunk. It was before my then boyfriend and I got married and it involved a man known well to both of us. Stephen was involved in a small social group of ours and I wasn't sure how much I liked him but I did find him attractive. He bragged to my boyfriend how he targeted some of the girlfriends of his friends. My boyfriend was very wary of Stephen even though I didn't think I gave him cause. Stephen's lazy arrogance did somehow make him rather appealing at times.

You could call it a small party or just a gathering of our social group, maybe eight of us. Stephen did seem to spend more time than usual with Jim (my boyfriend) and me. He was constantly putting Jim down, playing the intellectual card and being just a little too friendly with me. I could see Jim getting wound up and he started drinking more than usual. Stephen seemed to pick up on this and plied him as well as ensuring I always had a full glass. I was slightly edgy without knowing why.

Late into the evening two guests left and the evening was obviously drawing to a close. I was keen to go to my room as Jim was drunk and Stephen was pushing his luck with me and I was worried my friends would notice. I had hoped Stephen would go home but he hung around. When Jim tripped over going for another drink Stephen rather presumptuously took control and decided Jim needed putting to bed in my room. It probably was the right thing as he was snoring before Stephen ushered me out of the room and back to the small group left. I protested that I wanted to retire to bed but reluctantly accepted another drink. After a few minutes the last of the group retired to bed leaving Jim and me alone. As Sarah left her smile seemed knowing and very suggestive or did I imagine it. I didn't image the emphasis she put on the word sleep when she said

"I hope you SLEEP really well tonight."

I told Stephen I was going to my room. He said he could not drive home as he had drunk too much. He said he would be fine on my bedroom floor. I was annoyed with him but also with myself I should have seen this coming. He had set me up so that he could sleep in my room. At least Jim would be there so I didn't fight him.

When we got to my room, Jim had fallen out of bed and was snoring very loudly. Stephen quite calmly started to undress until he had only his boxers on. I was stunned by his arrogance as he pulled the covers back and lay back uncovered. I didn't want to undress but also didn't want to spoil my favorite dress. I knew my underwear was quite sexy but not that much less than a bikini. I slipped the dress over my head and made to get onto the bed. He nodded and clearly indicated he wanted me to take my bra off. I quietly told him no but he suggested that I did it quietly or the argument might wake Jim up. I made the mistake and slipped my bra off.

As I finished doing so he smiled at me and removed his boxer leaving him naked. He was at least partially erect or if fully erect rather disappointingly small. I knew Jim was large so was not surprised. He again stopped me from getting into bed making it clear he wanted me to take my last garment off. I was now a bit pissed off and decided to get it over. I was able to cover my boobs and between my legs using my two hands. I got onto the bed and covered myself quickly with the duvet facing away from him. He was cuddled up behind me in seconds and his now fully erect cock was hard up against my bottom.

"What is your favorite position to have sex?"

I was surprised by his directness but was able to reply.

"Any position that is at least 50 yards away from you."

"Let me remind you, you have just taken all your clothes off and got into bed with me. I have not forced you to do anything. I do not have you down as a prick teaser. I think you want to make love every bit as much as me. You don't want Jim to wake up and find you nude and in bed with me do you?"

His hands reached round and found my cold nipples. Well they were certainly erect whether cold or not. It struck me that the one thing I was not with Stephen was indifferent. Maybe I didn't like him or was it that actually I just didn't want to admit it. He had always interested me and he was making the play for me. Was it made easier for me as; I had been drinking, my boyfriend had disgraced himself and Stephen had me completely compromised. No one could ever blame me. Maybe I would just lay back and let it happen. Whatever the justification I did just that. He played with my nipples with one hand and forced his other hand between my legs.

"I thought for a minute you were playing hard to get. Your body is telling me that it is not feeling that way. My god I have hardly started and you are beautifully wet."

I went to strongly deny it but his fingers were slipping around between my legs with an ease that usually only existed after I have finished making love. My body was on fire. I wanted to dismiss his comment with a clever quip but knew I would lose a battle of words. I was genuinely sorry when his fingers were removed. He was quickly kneeling beside me facing my feet with me now on my back. My legs required no encouragement as he eased them apart. His mouth found its target with astonishing accuracy and I was completely lost in sexual frenzy. I love it when Jim goes down on me but the circumstances made this very special. Nothing beats this as foreplay and I no longer cared that it was Stephen dishing it out.

His prick was clearly visible next to me and every now and then I stroked it as a little thank you for what he was doing to me. I expected him to think he had warmed me up for the main event. So I was surprised when he brought his right hand round behind me and spread the copious juices onto my anus. I like most things sexual but anal play is my favorite. He laughed when I pushed down to try and get his fingers to penetrate me. He teased me but at the same time skillfully used his fingers to complement the use of his mouth.

I told him to stop, as I wanted his prick inside me when I came. Another laugh from him as he only increased his efforts. I warned him again that I was close and needed him to stop. His mouth left my clit just far enough for him to say

"If you want me to stop I will stop but if I do you get no dick tonight unless you can raise that useless boyfriend of yours from the dead."

With that he sucked hard on my clit and finger fucked me with two bent fingers. I came like an express train desperately trying to keep my noise down. My world exploded in front of my eyes. He was almost vicious with his tongue and mouth as he rung spasm after spasm from my helpless body. I have always regretted what I said next

"That was the most unbelievable orgasm ever."

I was all ready to curl up in a ball when I realized that he had almost certainly not cum. I am strictly a one orgasm girl so resigned myself to quickly going down on him. He seemed happy enough with that as I took his definitely smallish cock in my mouth. It was nice not to be uncomfortably stretched as I worked to bring him off as quickly as possible.

"I always knew you would be good at giving head, now get up and ride me."

I was past arguing with him and quickly straddled him and he sunk easily into my sopping pussy. It was interesting how his small size felt very different to the feeling with Jim. It was comfortable and not too demanding. I thought he would probably not last too long and that it was kind of nice being in control. It was with surprise that as time went by I realized that my body was starting to respond and I was grinding myself down for my own pleasure.

"That's a good girl now I can see you are really getting into it. See whether this little change doesn't hit the spot."

He shifted his position with his legs bent behind my bottom. This changed the angle and he now took control and started fucking me fast and hard. His cock might have been small but now it was hitting exactly the right spot. He grinned his most arrogant grin and said

"That's it come for me. Come for Stephen that's a good girl."

I hated him right there and tried to kill my orgasm but his voice had pushed all the right buttons and I fucked him back as hard as I could cumming with a violence I did know existed. He was still fucking me when my orgasm finally finished. He asked me whether I was all finished and when I confirmed I was he exploded into me without changing his rhythm.

I slept fitfully and was delighted when I realized that Stephen had left during the night. It was months before I confessed to Jim that I had slept with Stephen but never gave him the detail claiming I had been too drunk to remember. Stephen remained in our social group much to Jim's annoyance. He always flirted with me putting Jim down on every opportunity and trying to find out from me whether I had told Jim or not. He managed to bring into conversation with alarming regularity the words "the most unbelievable orgasm ever." He always looked at me when saying it whatever the context.

A few months later I moved away for work leaving both Jim and Stephen living close to each other. Stephen came to visit me soon after I moved. Much to my further shame I slept with Stephen that night too. The sex was no where near as exciting the second time and afterwards Stephen made it clear that as I had moved away and he was in a new relationship he would not sleep with me again. I felt guilty but also cheapened and very rejected by him. I was never totally honest with Jim about the second time with Stephen. I met Stephen once after the second night together but it was in a social group and no sparks flew.

A couple of years later I married Jim. I was ashamed with myself for sleeping with Stephen on each of the occasions but somehow more ashamed at how much I had loved the sex that first time. No sex had ever been that good and I am sure it never will be.