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I Pushed My Limits Having Rough Sex With the ‘Ugly Man’
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I Pushed My Limits Having Rough Sex With the ‘Ugly Man’

Decked out in leather, I punched him in the gut while he f*cked me in a sling.

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Jerry Portwood
Nov 25, 2024
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I Pushed My Limits Having Rough Sex With the ‘Ugly Man’
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Illustration by Jason Leviere (@mister_dashing)


I drove silently toward the address he’d given me. “You could turn back now,” I thought. But I didn’t. I never do.

What was I proving by going through with this? It had to be more than lust. Was I confirming that I wasn’t shallow? Or was it just ego-stroking that he punctured my invisibility and saw something special? I had a boyfriend who I loved. In fact, I was a week away from moving to Europe to live with him, but here I was, driving in the middle of the night to rendezvous with a stranger.

Drew met me out front. My headlights shined on his leather chaps, and a big furry dog jumped. 

“I’m just giving Sebastian a quick walk,” he explained. 

“That’s a beautiful dog,” I said.

“Sebastian is a French sheepdog,” he said, burying his hand into the thick mane of fur. 

I told him it seemed odd that he’d walk around his neighborhood at night dressed in fetishwear.

“Oh, we all know each other. My lesbian friends live next door. They’ve seen it all before.”

Once inside, Drew pushed me up against his dishwasher and began to kiss me long and hard. The dishwasher was on—that mix of detergent and steam smelled like sex—and I felt the steam singe my butt through my jeans. His tongue was wide and slid deep,  and I was hungry to feel it lick my hole.

“I want to dress you in leather,” Drew said. “How does that sound?”

I felt a lump in my throat. “Okay,” I said, looking up into his blue eyes. 

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A guest post by
Jerry Portwood
Jerry Portwood is the founder of The Queer Love Project, which explores LGBTQ+ stories about relationships. He was a top editor at Rolling Stone, Out magazine, and New York Press. He's a longtime instructor at the New School's writing program.
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