It’s ok Jason. Just relax.” He lowered himself on top of me and held me. His face pressed against my head he whispered in my ear, “It’ll be ok. I’ve got you.” He then thrusted into me, all the way to his balls and I cried out in pain at the way he stretched and filled me. “Shhh,” he said as he began to fuck me. Each thrust shot pain in my ass but also with each thrust his hips rubbed against my bright red ass cheeks amplifying the pain of my spanking. He was much gentler than J.D. but the combination of the pain was still enough to bring me to tears again. Alex continue to fuck me, his breathing showing his obvious pleasure at being inside me. “Just relax and enjoy it Jason.”How could I enjoy this? But something different was happening this time. As he fucked me I could tell that my asshole was relaxing (or being forced to stretch) and the pain was diminishing. Yes my ass cheeks were still on fire, but the sensation in my ass was turning into something almost … good? Alex must have. When I came she sucked so hard it almost hurt, but she couldn’t help herself, so I waited for her to calm down and licked her bottom hole to see what would happen.“It worked. She squirmed all over my mouth and ordered me to keep it up. It took a little while but she tensed up and came so hard she squirted me. A few days later she handed me a jar of Vaseline and told me to put it all over my penis and try to fit it in her.“That wasn’t as fun as she thought it would be. She was way too tight and when I managed to get just the tip of me inside her, she nearly fainted from the pain and jerked forward to get me back out. We didn’t talk about it anymore, but I did wipe off the lube and used my mouth to soothe her rectum.“She liked that.”We fell asleep joined at the crotch and only partially awakened when Edwina and Cary crawled in with us.Alistair called bright and early the following Monday morning.“Michael, you are the winner. Kelvin’s audit uncovered a deliberate pattern of pilfering.
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