I have been pegged on several occasions. Once very very painfully which almost put me off. The bast was a plump girl I would meet late at night whowas looking after her mother. When her mother had gone to be I would go around about 11:30 PM and she would suck me hard and bugger me with her strapon dildo. She had several and started me on a 6" and slowly increased the size until I took most of a 10". She never wanted satisfaction herself but would go crazy once she knew I was taking it up me.
Her mom was a Femdom dominatrix and already being her slave when she asked my permission to follow her into her dungeon and she was going to make me a man. I had no idea what it would feel like even though I had seen pictures and videos, and I just figured it was going to be a new experience and I trusted my mistress. I came out of her dungeon with a whip, butt and a sore fucked Asshole that made me bowlegged for several days. I should’ve told her no.