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The pressure is slow and careful, but relentless, as he continues to press into me. Each tiny increment seems much larger than it could possibly be in reality. I can feel his knuckles against my taut and straining asshole. I am about to be ripped open. I will myself to relax, but that does no good. If anything, I clamp down harder. I am not sure how much more of this I can take.“Bitte, stop! Just for a moment,” I am forced to gasp, not really desperate enough to use the safeword.“This is the worst part. It gets easier once I’m in.”“I know. Give me time to adjust.”He does so, holding his hand in place but not forcing it further into me.“You call the shots, love.” His voice is tinged with disappointment and resolve. “If you tell me to, I’ll stop entirely and pull out.”“I-- do not-- vant that.” I am panting now, desperately trying to catch my breath.For so long, this aspect of sex with a man has been so easy for me. I could accept into my body what few others could handle,. It was Easter weekend, so the sun was already down and there was nothing to see as I drove in. The next day would be sunshine and volleyball and pool-side shenanigans, but for now it was just food and beer and a bowl. My buddy put on jeans and a casual shirt to go to the club, so I put on jeans and a casual shirt. The night club was packed. Three-day weekends always brought out good crowds of locals and visitors. There was a dance floor to the right and large rectangular bar to the left and a small bar in the back the would eventually become my favorite spot over the years before Caliente Resort opened in 2004. We were probably at the club forty-five minutes before a drop-dead gorgeous fifty-year-old woman approached. "So, what do ya got in there?" She pointed at my jeans. "Oh, great, we can show here." I gleefully realized, unsnapping and unzipping my pants. My cock fell out of the opening and she politely reached for it, tossing it around in her hand and probably thinking about.
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