I am 39yo from the Midwest, but I’ve only ever fucked one woman ever. It was a male FWB buddy of mine’s wife. He and I have been friends with benefits together for years. His wife knows about us and fully approves of our playtime. But, she wanted to have a gay guy try to fuck her pussy and he wanted to watch and help me out. So he asked if I would try, and I agreed.
To start, I’m not turned on by women necessarily, but seeing how it turned him on so much made me rock hard. Him being turned on turned me on so much that I was able to stay hard inside her vagina. At first, he went in her vagina and fucked her some. When he pulled out, he immediately put his penis in my mouth and I sucked. I didn’t love it, but I wasn’t opposed. I loved watching him thrust in her. So then he showed me where to put my penis. I was very nervous, but I slowly slid into her vagina bare, and it felt very smooth and wet — a sensation I’d never felt before. But, with him right next to me and his long thick penis in my hand, he and I were making out, he was rock hard and precumming, I was probably precumming while I was inside her too. I didn’t fully ejaculate though, but I think I could have if I kept going. I only fucked her for a few minutes, then he had me pull out and he mounted me missionary style and continued to kiss me while she watched. She gently massaged his huge ballsack from behind as he emptied his full ballsack of cum in my ass bare…it was so much cum, he said it was the most he’s ever felt like he came. He said it was so much especially because he felt his wife’s hand and nails gently massaging and caressing his sack. It was a huge turn on for all of us.
I want to try again with them or with another couple, but I know I would definitely need a guy there that I could play with and show me. More like a tutorial or hands-on demonstration type thing. With him fucking me in the end too. I kinda want to try more than just fuck, but maybe play with pussy some too. And again, I’m not attracted to girls, just curious about their pussy and tits really. I watch straight porn and love to watch creampie porn most, but I’m gay so I’m just exploring my curiosity.
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