Strap-on play with an old girlfriend
She had a dominant streak in her and when we began anal play, she wouldn't let me touch her anus, but she loved looking at and touching mine. It progressed to us trying a strap-on. I put it on her and cinched it up tight and then turned her loose.
In retrospect, I would have appreciated more anal stretching with the insertion of one finger, then two, then three, with lots of lube over a period of maybe a half hour. Then the rubber penis would have been easier to take at first. As it was, it stung for a while, but that subsided after 5 minutes or so.
She told me after that the biggest surprise and turn-on for her was seeing how my ass cheeks jiggled when she slammed her groin up against my ass. I was on my stomach with my ass raised up at the time. She grabbed a vibrator and put it on her clit and had a massive orgasm while driving hard into me and watching my ass quiver with each thrust.
On other occasions, she liked me lying on my back with my knees apart and pulled up against my chest (or sometimes my legs over her shoulders) so she could look at and play with my cock and balls and watch my facial expressions. I enjoyed all this as well.
She had a dominant streak in her and when we began anal play, she wouldn't let me touch her anus, but she loved looking at and touching mine. It progressed to us trying a strap-on. I put it on her and cinched it up tight and then turned her loose.
In retrospect, I would have appreciated more anal stretching with the insertion of one finger, then two, then three, with lots of lube over a period of maybe a half hour. Then the rubber penis would have been easier to take at first. As it was, it stung for a while, but that subsided after 5 minutes or so.
She told me after that the biggest surprise and turn-on for her was seeing how my ass cheeks jiggled when she slammed her groin up against my ass. I was on my stomach with my ass raised up at the time. She grabbed a vibrator and put it on her clit and had a massive orgasm while driving hard into me and watching my ass quiver with each thrust.
On other occasions, she liked me lying on my back with my knees apart and pulled up against my chest (or sometimes my legs over her shoulders) so she could look at and play with my cock and balls and watch my facial expressions. I enjoyed all this as well.