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I (38 trans masc) went on a first date tonight(24M), we had been talking for a couple of months on a dating app (more time than I usually allow) and he had been great with the banter and wit. We finally worked something out and met up. We went for drinks and a charcuterie board. He was very handsome and the first thought was "smash", just under 6', black facial hair and hair in a bun. We hit it off right away, and had great conversation. Right up until he started talking about how polyamory was new for him and his girlfriend, and how she almost asked him not to come out to the date tonight. I was totally gonna fuck him, then he peeled back a layer that turned me off (he said more, but it's a waist of energy to write it). So we parted ways and I was very disappointed. Did I mention that I was plugged this (w)hole time? I had a pair of ben wa balls jiggling around in me keeping me wet and ready. Le sigh So I texted a guy I've hooked up with once and invited him over to mine. He's like the perfect lil rural boy. 25, 6'3", strong and lean. I didn't tell him I was plugged up (shy) and took them out in the bathroom while he waited in my bedroom Last time we fucked he had been really into my chest (I've had top surgery) and I loved that. He absolutely wanted to ride me raw, but I can't take birth control, so that was a no. We stripped each other down and he rolled on a condom. He told me that I'm always so wet as he slipped inside of me. My walls had been missing the ben wa balls, so they immediately locked him in. We only stayed in missionary (the time before he had fucked me for over an hour in many) and he had my legs up by my head while slamming into me. He was very surprised when he said he was going to cum, but truthfully I felt kinda proud that my tight pussy made him cum early. Unfortunately he didn't fuck my ass which was completely prepped and needing a good railing. Next time?
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