A caller the other night said when he grew up his mom was a stripper. There was no father around growing up, just him and his mom. Things were tight. He said she would sometimes bring men home from the clubs she danced at and they’d leave in the morning and he’d see a pile of bills on her dresser. She was turning tricks to add to her income to support her son. He said many times she didn’t close her door all the way and he’d watch these strange men fuck her from outside her door and he’d be jerking off watching them fuck her.
He didn’t say anything to her, he knew she was doing the best she could to support them both with what skills she had. He said this gave him a very different attitude towards sex. He confessed he would go to glory holes and suck off guys that put their dick through the wall. He said his cock was on the small side and he knew he couldn’t please a woman with it like those men had pleased his mom and made her moan. He’d been turned on by the men as much as watching his own mom.
So this went on for many years. He said eventually she knew he was watching her, but didn’t do anything to stop him. It sounded pretty weird, as so many do. Then it got stranger as he said she asked him if she was doing a good job with the men she was fucking she asked him for tips on how to please them better, since she knew he was watching objectively. It was ridiculous, as if anything like that ever happened, but it was his fantasy. I guess mom’s long since given up her stripping and turning tricks days, but he still fantasizes about these events that never happened.
