My [F]irst time cheating on [M]y boyfriend (long story)

This is the story on how I cheated for the very first time. Back at that time I was 17 years old.

A summer vacation was the only thing ahead of me that summer, my family and I were staying in Italy for two weeks and were looking to take in the food, culture and everything in between.

My boyfriend stayed back in Germany, he had to see through his summer job and also my parents weren’t totally comfortable with him tagging along. I knew I was going to miss him, I cried the night before I left.

Once we were on the plane and Italy bound, excitement bubbled up inside of me. I had only ever met a handful of Italians and we had so many plans, my boyfriend, although on my mind for a while, did fizzle out of my mind a few hours into our journey and all that was on my mind was this vacation.

My [F]irst black [M]an Experience (Cheating on a good friend)

I was 20 at that time and went to visit a friend in San Diego who was in a relationship with a black black guy, who I will call Marcus.
When I arrived me and my friend planned to have one night out together in San Diego before heading to San Francisco for a girlie weekend. We were just about to go out for the evening when I got my first glimpse of Marcus  He was in a suit and tie looked very stylish. He was really well built. But apart from that, I didn’t think he was particularly handsome and I wasn’t immediately attracted to him, in fact previous to meeting Marcus I’d never been attracted to any black guys I’d met.

My friend asked if he wanted to join us for a drink but he declined, so my we left without him and went out partying. We got back well after midnight and were totally wasted. I was on the pull out bed in the lounge and as it was very small I managed to fall out of it on more than one occasion and making a bit of a noise.

I [F] Cheated with My Husband’s Best Friend [M]

J was my husband’s best friend and I had known him for a few years. He had been married up until about two years ago prior to that event. After the divorce, J started going to the gym and became really muscular, he had got to a point of really looking good lately. I always liked J but never really looked at him in any way other than my husband’s best friend. Since the divorce, he was over at our
house a lot more and had become a real flirt. He had never crossed the line in his flirting but liked to touch and walk right up on the line. I always said he was harmless.

One day, when my husband was on a business trip, J visited me again. He poured me a large glass of some homemade margarita that he had mixed with rum, tequila, bourbon and lime juice. It tasted like pure alcohol but I sort of enjoyed it and I invited J to stay for dinner since we were both alone. I was feeling pretty tipsy once dinner was finished and my husband called. After we talked, he talked to my husband as well for about half an hour and then hung up. I was on my third glass of the poison J had mixed by that time and watching TV sitting on the couch when J walked back into the room and sat next to me putting his hand on my bare knee and running it up my thigh until he stopped resting his hand on my upper inner thigh almost in contact with my pussy.

My [F]irst time anal with a stranger [M]an

It was Saturday night and me and my two best friends decided to goclubbing. We dressed up sexy and went out. After severaldrinks my already more than tipsy friend suggested to go to a boysstrip club so we did it. We had so much fun drinking and watching theboys and we even ended up dancing a bit white them on the stage. One ofthe guys made his approach to me and we started talking and dancingtogether. He in his early 30th and very handsome, hotand muscled, very attractive and also a smooth talker.

We were having fun dancing with the boys. They were half naked with noshirt, only jeans on and I was able to touch and feel his upper body(pecs and abs). He neither lost the opportunity to feel my body whiledancing putting his hands all over me and grabbing my ass sometimes. Bythat time I was getting really horny and he was telling me pretty andnaughty things into my ear. I remember him saying that I had a hot body,that my dress was a bit slutty showing off a big cleavage and that hewould love to see more of me. I was wearing a black mini dress thatbarely covered my breasts and high heels. We kept flirtingand getting hotter and I asked him if he wanted to grab a drink inanother bar together. He said yes and headed towards his car cause all the barsaround were closed and we had to look around for something opened.

The time I [f] cheated on my husband [m] with a BBC while travelling alone in South Africa

I [33 back then] was on a business trip in South Africa away from my husband and wanted a lover for the stay. We matched on tinder and he was handsome, black guy, and 10 years younger than me. He messaged me first and was very aggressive. I was more interested in other options, but he persisted and I agreed to meet for an encounter.

We met and didn’t follow though with the pleasentry of drinks and just went back to his home for sex. The door closed and we were all over each other and exchanged some oral sex before he exclaimed he needed to be inside me. We put a condom on him and we transitioned to some very passionate missionary sex with kissing and soul gazing which was a little strange for a hookup. He came and laid on top of me explaining that he didn’t want to pull out, so we laid there kissing with his softening penis inside of me. We had a nice chat and cuddled tenderly before we went for round two which was cowgirl and some doggy.