[M]y [F]irst and only time cheating, and my gf was in the house.

This is one story that I don’t often share. In this story, I am not a good guy, I did not make good decisions, and I had a lot of fun.

I was in my senior year of high school when this story takes place. I went to high school in a rich suburban area and most of the attractive girls were either athletes, stoners, or drinkers, or some combination of the three. My girlfriend who I had been dating for 3 years was all 3. At this point she was blonde, huge tits that she had breast reduction on, but still D’s for sure, a little chubby and not that great of an ass (not that wide of hips). She carried herself in a very “pop-punk” stoner girl way, but really she was pretty basic and it led us to break up some years later.

I am a 5’8 boy with long black hair that is always messy, chubby from getting home from school and smoking away my life.

Due to my school being full of rich and snobby kids, me and my group of friends were not really popular. We were the type of kids the cool kids bought there drugs from.

This story takes place at a house party in which my girlfriends friend, Rachel, is throwing. Rachel is a fucking psycho, tall, attractive in her own right but absolutely crazy. She had a laugh that felt so forced it made your bones shiver. But her mother was also crazy and didn’t care if there were a bunch of 18 year olds getting destroyed in the basement of her house. This was our house to party at, a lot of great sexual escapades happened here including the first time I had anal sex, the first time I had a 4some, and an entire party watching Rachel get fucked from her open bedroom window. That’s for another time.

This particular night I was not drinking and only smoking which annoyed my girlfriend. We were fighting a lot, and she was the type of girl who pretended to like smoking weed, but really drinking was more her style. She also didn’t really enjoy me smoking. I think it’s because I realized more about her that I didn’t like. To say the least, this was not a good relationship from both ends.

So anyways, as the night goes on my gf says she is inviting her friend Carly to the party. I sit next to Carly in my science class and we get along really really well and often acts quite flirty with me, even around my gf. She is always talking about how My girlfriend is so lucky to be dating me and asking her if I am coming whenever they hang out. Carly was kinda quiet and shy and not really known to be sexual with guys. Although there was a rumor she only let her last boyfriend fuck her in the ass, but I never got the vibe that that was true. But Carly was a very cute girl where as my girlfriend was more “hot” per say. She was short and skinny with a bubble but and small boobs, her face was cute and innocent.

When Carly arrived to the party she immediately wanted to smoke and so my gf led her outside to the communal gravity bong which was claiming the souls of nonsmokers who thought they could handle it. This, though, was my life. Gb’s were my doses of medicine. So, Carly is led out by my girlfriend and asks me to cook her up a gb and asks me to come inside whenever I’m done. There are about 3-4 of my friends around me and we are all shooting the shit and I’m feeding this girl gb’s and I’m getting my first taste of her outside of school and she’s very very sweet. She is sitting very very close to me and being very attentive and touchy when I speak. After about an hour outside( an hour of me forgetting my girl asked me to go inside) Carly asks me if I can show her where the bathroom is. I happily get up and lead her inside and she grabs my hand as I do so.

I lead her down the hallways to the bathroom and she is still holding my hand. When I get to the door I go,

“This is it.” And let my hand go limp. She however still holds on and gives it a slight pull into the doorway.

I wasn’t even drinking and I felt intoxicated by her light bite of her lip and little giggle as she did so. My dick got so hard so fast.

She pulled me and kicked the door closed behind her as she pinned me to the wall of the bathroom. Before anything happened I let out a defeated “Carly…” but she put her finger to my lip before she locked the door. Turning back to me she began to put her hair in a pony tail and began kissing me neck.

“Don’t you want to?” Is all she asked and began kissing lower until she dropped to her knees.

I said nothing. I couldn’t. I had felt her coming on to me but never expected something like this would ever happen, especially to me. I consider myself to be extremely average, though a very funny person I am told. I am also a very sexual person and this was a fantasy I didn’t know I had until it started happening.

She starts giving me head and it’s crazy… like easily the best head I have still ever received. Knowing I would cum so fast if she kept going I grabbed her face and motioned for her to come to me before I began undressing her. Once she was naked I finally saw the petite and athletic body of her and never imagined she could be this good looking. I picked her up by the waist and set her beautiful ass on the sink before I began eating her out. After the first three licks and a little sucking of the clit her legs were shaking and locking around my head. We had to be quiet and she was struggling.

“We have to be quick” she whispered. She picked my face up and kissed me as she grabbed me by my ass and pushed me into her.

Her pussy was so tight and didn’t breach in the initial thrust even though she was soaking wet. I motioned it up and down her slit and her body arched with each touch of the clit. I put it in and slowly pushed inside kissing her passionately as I did so. When I finally pushed in fully she gasped and broke our kiss as her eyes searched the room and her body tended up. She grabbed around my neck and pulled me as she told me how good it felt in a shakey voice. I pumped away for a little enjoying every stroke as her pussy tighter around the under shaft of my dick about to milk any cum I had out of me. My dick started to throb as I told her I’m gonna cum she pushed me out of her and got on her knees quickly and consumed my 6” down her throat. She kept sucking, even after I came, she kept sucking and sucking until I went limp.

I was in shock, in ecstasy, and in so much fucking trouble. I remember telling her she was perfect before we decided I would go out and pretend to ask for water for her because she got sick. This trick worked and the only thing I ever got in trouble for was not going in earlier and seeing my gf.

We would break up about a month later and me and Carly would fool around a few times before she got into a relationship and I would try to get my ex back because I didn’t know how to be alone back then. She never found out I cheated, she did however find out that we were hooking up while we were broken up.

Years later Carly would transfer to the college me and my ex decided to go to together and my ex and I would break up the final time because she was scared I was gonna fuck Carly. Carly and her boyfriend are engaged now and we have not hooked up since. She is still my favorite though. Mike is a lucky man.

Source: reddit.com/r/gonewildstories/comments/gk67s6/my_first_and_only_time_cheating_and_my_gf_was_in

12 comments

  1. Wow. This is so interesting on so many levels, like
    “I was trying to get my ex back because I didn’t know how to be alone.” that actually made me realize things about myself. Thanks for the well written thoughts!

  2. Great story, felt real especially the line about

    > the communal gravity bong which was claiming the souls of nonsmokers who thought they could handle it

    Lmao

  3. It feels like a teenager around 12.5 years old wrote story. If its real im sory man but it.. unfortunately… didnt got me…

    There is always negative and postiive toughts about reality

  4. Man you should share more of Carly, she was really fun to read about!

  5. Did you raw dog her? Given how it went down I doubt you had a condom

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