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My Girlfriend made a Stupid Bet!
The Start - I met my girlfriend during college at a party. We fell in love pretty quickly and tried to spend as much time as possible with each other. This was a bit hard due to the fact that we went to different colleges and we both lived with roommates.
My girlfriend and I were quite different in terms of what we wanted to do for fun. I was a bit introverted and liked to spend time gaming and watching movies, while she loved sports, drinking and hanging out with a lot of people.
At her school she knew a lot of people and although I was a bit jealous this never stopped her going to house parties and getting drunk. For the first time in April, just to make her happy I joined her and her college friends at a pub to watch a soccer game. I had a good time I can say although I didn't care about sports. I saw my girlfriend was very close to one of the guys there.
They would joke, touch each other occasionally and drink a lot together. At some point there, this dude, let's call him Mark, told to my girlfriend something regarding a bet they made which she was clearly going to lose.
See the last story occuring in Tucson.
Together - Now I had no idea what it was but, although it was clear it was about some soccer result or something like that. Back at home I asked her about it and I noticed she got a bit nervous and told me it was just a stupid bet as a joke.
This got me a bit suspicious and I insisted that I wanted to know. All of the sudden she looked very embarrassed and told me that last summer, before the start of three new season she was teasing Mark telling him how his team would not win the championship that year just to make him mad. Then one thing led to another and they bet on it. If my girlfriend's team would win she wanted him to carry her groceries for a month or to drive her everywhere she wanted for a month.
I asked her what if he won. She started by apologising to me and told me that Mark is a bit of a dick and his bet was that he wanted to be the first guy to fuck her ass. I couldn't believe it. I asked her wtf was going on and she tried to explain telling me this was almost a month before we met and that he wanted that because he used to joke with her about the fact that she has a great ass and she never got fucked there. My girlfriend continued trying to convince me that she was sure he was just teasing her and he wasn't serious about the bet.
It continues - I got very mad at her about it for a while but the next day I apologised. I know she made the bet when she was single but that now that we are together she should talk to him about it. Fast forward a month later we were at the end of the season and it was already set that Mark's team would lift the trophy. I asked my girlfriend if she talked to him but she told me Mark wanted her to keep her promise. What made me angrier was the fact that she started to convince me that it would be just one time thing and that it doesn't mean anything.
Now I never was the kind of person who liked confrontation but I got Mark's number and decided to text him directly. Well let's say it didn't go as I expected. He basically told me that he made a promise before she met me and that the fact that we were together now would not change the bet. He ended the conversation with me by telling me he will come on the weekend to get his price.
Up until Saturday my girlfriend tried very hard to calm me down. Friday night she was very nervous about what was going to happen the next day and then Saturday finally came. Mark came at our apartment at 9pm. I told them I was going out so they could finish with it, but Mark laughed and asked me if I wanted to see my girlfriend losing her anal virginity. I felt so humiliated. I went to the door but my girlfriend stopped me telling me to reconsider it and just be there with her.
The Finish - I couldn't believe I was doing that but I just sat on the couch and waited for them to get ready. Mark told my girlfriend to undress while he started unzipping his pants. I could see my girlfriend was nervous, but she slowly removed all her clothes and put herself in a doggy position just next to me. It was just unbelievable. Mark had a big smile on his face, he slapped her butt a couple of times and he went down on her licking her butthole. He ate her ass for a minute as I could see my girlfriend staring to enjoy it. He then slowly put a finger inside her and then two. He finger fucked her for a while she moaned.
When the moment came he stood up and slowly positioned himself behind her. He started rubbing he pulled out his cock, which for fuck sake was bigger than mine. My girlfriend couldn't see it but she did felt it the moment he started slowly pressing it inside her. Her moans became louder and louder. He went slowly on her for 2/3 minutes until she got a bit used to it. After that he started fucking her a bit harder. I could tell he was going all in on her butt ass she grabbed my hand and squeezed it.
This went on for about 10 minutes as Mark was making jokes saying this was the best bet he ever won. He was fucking her doggy and slapping her ass and then at one point he grabbed her hair and now she was directly looking me in the eyes. When he got a bit bored of that position he told her to get on top of him. My girlfriend did and slowly sat on his big cock. She started riding him slowly at first before he grabbed her butt and started putting it all in. She was screaming at that point when he grabbed her and started kissing her. They fucked like that for 5-6 minutes before Mark came right inside her. Her tight hole made him scream from pleasure as he filled her butt.
He slowly pulled it out of her as seconds later a bit of his cum started coming out. My girlfriend quickly stood up and went to the bathroom as he looked me in the eyes and told me her ass felt amazing. He then took his clothes off the floor and started dressing. My girlfriend didn't come out of the bathroom for another 10 minutes so he told me he was going to leave. Once Mark left I knocked on the bathroom door before opening it. I found her sitting on the toilet. She told me she had a feeling she was going to poop. She apologised to me again and then took a shower.
Later when she joined me in bed she made out with me although we didn't have sex because she was still a bit in pain. When she fell asleep I started thinking about everything that happened that night. I was feeling sick on my stomach but at the same time my dick was hard all night. At one point as I couldn't sleep I decided to jerk off in the bathroom. When I came back I spooned with her on the bed, feeling her beautiful butt that just hours ago was fucked for the first time by another dude.
Norfolk has a lot to offer. There are plenty of couples who started out like this one above, getting themselves into a situation they weren't sure of but then sought after later on. Find some in our classifieds and see what opportunities you may land.
Neighborhoods in Norfolk Virginia: Berkley, Campostella, Chesterfield Heights, Colonial Place, Cottage Line, Downtown Norfolk, East Beach, East Ocean View, Edgewater, Fairmount Park, Freemason District, Ghent, Ghent Square, Glenwood Park, Huntersville, Ingleside, Larchmont-Edgewater, Lafayette Shores, Lambert's Point, Lochhaven, North Ghent, Norview, Ocean View, Park Place, Riverview, Roland Park, Sewells Point, Shoop Park, South Norfolk, Tidewater Gardens, Titustown, Villa Heights, Wards Corner, West Freemason, West Ghent, Willoughby, Young Terrace
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