The Most Awkward Sex Story

I have told this to my friends none of them take it as a true hookup story. But I have witnessed it. So, here it goes.

I lived next to this really pretty redhead who was about 22 and I was 28. She had a party one summer night and invited me to it to meet her boyfriend who was in from out of town.

red head

As the party died down around 2 am, and it was the three of us, she got up and put a po*n on. I went to leave and she said for me to stay. I stayed and all three of us watched it for a while. We were all horny and they started to make out. I went to leave because I was by myself. She told me to stay because she and her boyfriend had always had a fantasy about fucking in front of someone. So I stayed and watched.

She was about 5’4″ tall weighed maybe 120 lbs. Her breasts weren’t tiny but weren’t huge either, kind of looked like two perky apples on her chest. She had her nipples pierced, as well as her belly button, and the hood on her clitoris. He was about 5’8″ tall and probably around 160 lbs. He was in decent shape, but I did notice he was not that well endowed, maybe 5″ long and thin. Me, I am 5’10” tall and weigh about 185 lbs. I am about 8″ long and 3/4″ thick.

I was getting hard as a rock and she asked me to play with myself while they were having sex. Her boyfriend said to go for it. So I pulled it out and was stroking it. She told me to move over next to them so they could both watch. I was literally a foot from their heads. I kept stroking, and right as I was about to cum, I said: “I am going to cum”. All of a sudden he jumped up and wrapped his mouth around my willy and swallowed the whole load.

He was all embarrassed and got up and ran into the bathroom leaving his girlfriend and myself wondering what the fu*k just happened. He stayed in there for quite a while. We just sat there in silence for a few minutes, then she looked at me and asked me what the hell just happened and that she had no idea that he would do that. She got up to check on him and told him to get out here and explain what just happened.

He wouldn’t come out of the bathroom so she threatened to fu*k me if he didn’t come out and talk. She came back and started sucking on my penis. Eventually, I started having sex with her. We had no idea he was watching. When I was about to ejaculate, I pulled out and shot on her stomach and outside of her vagina, I crawled off and we were both laying there exhausted, she with her legs still spread and my cum dripping down and me just laying there.

He came over and crawled between her legs and started to lick her pussy and body. She was so into it she went with it. When he finished he looked at me and I had a look of WTF?!?!? on my face and she sat up and asked him to explain why he swallowed my load from my penis and then ate my load off her body.

He explained that while he was away at college he experimented with a couple of guys and he really likes the taste of cum and sucking cock. She asked him if he was gay now, and he replied that at the minimum he was bisexual. They argued for a while because he had cheated on her and never discussed this side of his sexuality with her.

5 thoughts on “The Most Awkward Sex Story

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