My gf and I had talked about sharing her before. She’s newly 21, thin, and has long red hair. After some questions and talking about it further, it was something we both wanted. There was this one friend, Jake, who was a total dick. But he had a nice car and we did car meet stuff together sometimes. He drives his GT around town like an idiot – blaring his engine in the neighborhood. But my gf found him physically attractive and liked the idea of fucking him someday. After seeing him at a meet during the weekend, my gf broached the topic a handful of times with me. She’d tease me about it—how Jake, despite being a complete asshole, would probably fuck her brains out. I enjoyed the idea that he might fuck my gf while I listened in.

We invited him over on a Friday night around 9:00, just the three of us to watch the hockey game. My gf was wearing a pleated white skirt with a white tank top and a pair of converse. Her hair was in a high ponytail, and she had a pink ribbon in her hair. She also wasn’t wearing any panties under the skirt, but Jake wouldn’t find that out till later. When Jake walked in, the arrogant smirk he usually wears was missing, as he was totally gob smacked at what my gf was wearing. The night went on with some drinks and laughter, and some sexual jokes thrown around by me and my gf to gauge the mood. This guy couldn’t take his eyes off my gf, which I expected. Jake was definitely interested.

I offered that we play a round of smash, and that if I win, I could drive his GT for the week. He instantly refused, but my gf spoke up saying that we had a fair offer for him. He asked what he could possibly get for fair value if HE won. My gf shot a quick look at me, I could tell that she was nervous. I then suggested that if he won, he could have my girlfriend however he wanted. I looked over at my gf to make sure she was still comfortable with everything.

It got really quiet for a minute, before he started asking questions. How long did he get? Did he need to wear protection? I said, “you have to wear a condom, but you get as long as you want with my gf”. In his words “You’re going to regret giving me as long as I want”. My gf blushed, and Jake hastily agreed to the deal.  

The game began, but it was a quick round. Of course, I wanted to lose, and so did my gf. Near the end of it, Jake was snickering, telling me how he was going to rail my girl and it was too late to back out of the deal.

By the time Jake won my gf was already standing, waiting for him. He got up and put his strong hands around her throat. She eagerly went along with his aggression and started moaning as they swapped tongues, melting into his advances. My gf made her choice. She’d wanted his cock badly.

As they made out in front of me, I sat there, frozen, feeling the weight of what I’d just allowed. Jake reached under my gf’s skirt and groped her bare ass for a bit before slapping it, hard. She winced for a second, before laughing some. Something about seeing them making out in front of me made me dizzy, and hard at the same time. My gf walked up the stairs, Jake following closely behind, mesmerized by her nice ass. The door quickly closed behind them. There was a buzzing silence for a few minutes, some laughter, until the laughter turned into muffled sounds. At first, it was just the creak of the bed, the low murmur of voices and heavy breathing, but then it grew. Her voice broke through, louder than I’d ever heard before, like she didn’t care who heard.

I could hear everything. Her moans—deep, desperate, like she was unraveling. She was calling his name, gasping between breaths, almost frantic. I could hear the rhythm of their bodies, the bed hitting the wall, his low growls mixing with her cries, her voice breaking with each thrust. (She told me after that he was 7+ inches). Jake was ruthlessly fucking my girlfriend.

I could picture it—his hands gripping her hips, tearing into her ass with force. She wasn’t just letting him take control; she was giving it all to him. The sounds of them fucking like animals filled the house. Her moans, her gasps, the unmistakable tempo of Jake taking her apart upstairs.

Every now and then, her voice would catch, like she was choking, and I realized they had swapped positions, and she was probably on her knees gargling his dick. I could hear her moaning as she bobbed her head up and down, struggling to deepthroat him all the way. Her moans eventually turned into screams, and I could hear her begging for more, crying his name again and again. “Oh God, Jake, YES” she gasped, the words half-sobbed. “Please don’t stop.” And he didn’t. She was coming undone, completely, and I could hear it in the way her voice trembled… the sounds of him fucking her, re-arranging her guts and hitting all the right spots. She was screaming his name, begging for more, and I just sat there, letting it happen.

And in that moment, sitting downstairs, listening to my gf get absolutely destroyed by this dickhead, I regretted letting him have unlimited time.

Eventually, the noise died down, around 2:00AM. They had fucked for three hours non-stop. He came out of the room first, fully clothed, clearly tired from wrecking my girlfriend’s pussy. He walked past the couch to grab his keys and said, “Your girls a treat, I’ll give her a call for next time”. He then left.  

I walked into the bedroom and my gf was lying down under the covers. We kissed passionately and she told me everything, sparing no detail. She said that it was mind-blowing sex, he pumped his dick into every hole she had, including her ass. She came 6 times on his dick, and she definitely wouldn’t mind seeing him again.

She tells me she loves me, and we make love for about 30 minutes before I cum inside her. She then tells me that he didn’t wear a condom the whole time he was fucking her brains out. Fucking asshole.