Bi Boys Try Strap-On for the First Time | LetsGoBi

So I finally talked my buddy into trying strap on pegging for the first time, and honestly, the whole thing unraveled in the most unexpectedly intimate way, because we’d been curious for months but never had the guts to bring it up until that one reckless night. We were both a little buzzed, laughing about dumb shit, and then the conversation just shifted, and I realized my heart was pounding because he was nodding along with that shy, crooked smile I’ve seen him flash at strangers but never at me. We set up in my bedroom with the lights low, and I remember the nerves hitting as I adjusted the harness, feeling the weight of it, the strange power it gave me, while he lay back on the pillows watching with these wide, trusting eyes that made my throat go dry. I started slow, with my fingers and a bottle of lube we’d bought earlier that day, and the sound he made when I finally pushed inside was so raw it caught me off guard, a shaky exhale that turned into a low, breathy moan as I moved deeper. The heat of him around me was unreal, like nothing I’d ever felt, and watching his face twist between discomfort and pure pleasure, his still-laced boots digging into the mattress, sent a thrill straight through me. We switched hands, traded positions, and when he whispered my name on a staggered breath while I held his legs up, I knew we’d crossed a line we couldn’t uncross, so we just kept going until there was nothing left but tangled sheets and silence.