Originally Posted by SyFoster
I was in my early 20s the first time I tried DP. My girlfriend and I had decided to let my best friend join us. She later ended up cheating on me with him, but I’ve already told that lengthy story on this forum.
Anyway, after both he and I had fucked her for a while, she wanted to try being DP’d. He had quite a large cock, so we all decided to let him take her pussy, with me taking her asshole. He laid down on the bed, with his legs hanging off the side, feet on the floor. She got on top of him, cowgirl, leaning forward. I approached from behind with a huge bottle of lube. None of us had ever tried this or knew what we were doing.
So I’m standing behind her, I cover my dick in lube, and pour a little on her asshole. Then I try to slowly work it in. But it’s not going. She tells me to use a lot more lube on her asshole-cover it with the stuff. I turn the bottle upside down, and it starts pouring out way faster than I wanted it to. It covers her, then starts dripping down all over my friend underneath her. He goes, “What’s that?”, and I let him know I overshot the lube. He had a morbid fear of our two dicks touching as well.
Before we had even started, he made it clear he didn’t want his cock, or any part of him, touching my dick, and vice versa. I’m not sure if he was homophobic or what. But he was obsessed with this point, which I didn’t understand. If me and some guy are having a sexual encounter with a woman, I don’t care at all if our cocks touch each other. I mean, I don’t try to make it happen, but it does (especially during DP) and it doesn’t bother me at all. I had a woman sucking my dick and another guy’s at the same time once, back and forth, and all of a sudden she took both her hands, wrapped them around our cocks (his resting on top of mine) and started jerking us both, cocks in complete contact. We both ended up cumming-there was cum all over him, me, and her. Didn’t bother me one bit.
Anyway, back to the DP story. After getting the lube where it was needed, I finally worked myself into her ass. It was a disaster. Basically we couldn’t get the right rhythm or motion going. Within 2 minutes all three of us were frustrated and just gave up.
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