I’ve finally gotten up the courage to see what anal sex would be like. The head pushing against my anus is uncomfortable, but this fantasy about Dav...d has me fully erect. I’m leaned forward, one hand holding the dildo in place as I slowly sit up. As I push the head past my sphincter muscle, I almost cry out from the pain and quickly pull the toy out, but my sphincter is throbbing painfully as I bounce up and down. I really want to be able to please David in this way, but I’m not sure I can if. As I came out, Andy approached me with a pair of jeans. He quickly dismissed the pair I had on and told me to try on the ones he handed me. I noticed they were very tight fitting and low cut. I was struggling to fit into them. I squatted down to stretch them out just I could walk. My junk was easily visible since the jeans had no front pockets. Andy asked for me to step out. I felt a little exposed and covered my bulge as i showed them off. Andy stepped up close to me and gently put his hands. More

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