I [M] fucked my [F]riend one last time last night

This is my first post so I’m sorry if it’s a little janky. Been lurking here for a bit and honestly all of you and everything you guys put out.

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So my friend, let’s call her Ann, wanted to hang out with me last night. It was about 1 am when I got to her house. She had the door unlocked for me so I walked in and headed up the stairs to her room. I sat on her bed and waited for her while she dealt with her dog, who is the sweetest and most hyperactive husky in the world. I looked around her room while laying down on her bed. She was watching Nurse Ratched on Netflix and I was only half paying attention to it as she walked in the room.

Ann is a small Filipina woman about 5’3, chubby with a very large chest, very cute face with beautiful brown eyes, incredible legs, and small, firm ass. We met on Tinder about two years ago, we had a shared love of video games and anime so we fell in sync almost immediately. I’ll tell that story if anyone wants to hear it.

She had a white tank top that left little to the imagination and black short shorts. She jumped up next to me on the bed and we hugged. At this point, it had been a few months since I’d seen her cause of Covid. We fell back and I pulled her on top of me, letting my hands rest on her lower back. Normally I’d be grabbing her ass and kissing her but something felt different.

We talked and caught up. She’d been streaming on twitch and killing herself with school and work. We watched more of Nurse Ratched and she started it from episode 1 for me. After a bit she got up to take a shower, I stayed in bed watching TV. 10 minutes later, despite having beautiful raven hair that reached her ass, she was out of the shower and draped in the softest red robe I’ve ever felt. She changed out of view and popped back up in black short shorts and a tight black shirt with no bra. Back on the bed, she hopped and this is where things get very heavy. we changed, her on top of me, me on top of her, talking about nothing important. She was trying to avoid something.

Her head in my shoulder, tears staining my sweatshirt. She got tired of waiting for me. I’ll admit I’m terrible at reading signs that someone is into me. And she’d been into me for a while. Pre-Covid we used to hang out regularly, we’d order food, watch anime, cuddle, fuck each other brains out.

Without further ado, the moment everyone hopefully clicked for. She told me shI get on e’s been dating a guy for about a month. They’re happy-ish. She says she’s still attracted to me. Wants me one last time.
I told her no. It wouldn’t be right, I don’t want to put that guilt on her. I’ve been down that road. I’ve been cheated on and cheated on others.

By this point, our hands have been roaming all over each other. I’m fighting every urge, screaming back at the voice in the back of my head that’s telling me to go for it. And the dam broke. I began pinching her nipples, rolling her over, pulling her pants down, and spanking her. I get on top of her and we still turn back.

We tell each other that this never happened and we rip each other’s clothes off. I go down on her and her nails dig into the back of my head, tear up, my shoulders, and my neck.

I’m about average size-wise, a little thicker near my base. I pushed my way into her and began thrusting furiously. After all, was said and done, she told me that she’s never squirted before. No one got her to that point.

She squirted three massive loads all over me, my cock and thighs. Her bed turned into a swamp. She pushed me out and got on her back. I bent her legs as far as they would go and began jack-hammering her. Both of us lost track of how many times she came. I gave her a little break because she looked like she needed it, Eyes rolled back, mouth agape, ragged breathing.
I pulled her on top of me and grabbed her ankles. I fucked her until she squirted again and I demanded she ride my face. I wanted to fuck her ass but she held firm and refused. She didn’t say anything about me eating her ass though so while we were 69ing, I let my tongue explore one of my favourite part of her.

After what felt like an eternity, we collapsed, exhausted by each other. We watched more of Nurse Ratched, the smell of sex literally hanging in the air, sliding down my throat. I checked my phone and realized that I had to get home. It was 6 in the goddamn morning. She offered to drive me home and I accepted. A quick 40 minutes later and we were in front of my house. I got out of the car and snuck up to my room, I didn’t go to sleep when she texted me that she had made it back home safe.

Do I regret helping her cheat? Yes
Do I regret helping her get off and find some sort of solace? Absolutely not

Once again, sorry if my first post if kinda janky

Source: reddit.com/r/gonewildstories/comments/jbbiun/i_m_fucked_my_friend_one_last_time_last_night