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r/JackOffToPlayboy

45,489 subscribers

Notice: This subreddit is not actively monitored, so the posts here are only a small subset of what exists on reddit.

Filtering for posts by u/CrazyMiguel50
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to r/JackOffToPlayboy by CrazyMiguel50
7 months ago
Preview thumbnail for Ruthy Ross was sexy when she graced the pages of Playboy years ago. I can't help but still find her set sexy today. Love how she shows us so much and yet leaves some things up to our imagination. image
Ruthy Ross was sexy when she graced the pages of Playboy years ago. I can't help but still find her set sexy today. Love how she shows us so much and yet leaves some things up to our imagination.
to r/JackOffToPlayboy by CrazyMiguel50
3 months ago
Preview thumbnail for Never really watched Tonya Cooley on MTV. Perhaps if I'd known how cute she was and how her sets would fuel my fantasies, I might have watched a couple of shows that feature her. As it is, I have her set to look back on fondly. image
Never really watched Tonya Cooley on MTV. Perhaps if I'd known how cute she was and how her sets would fuel my fantasies, I might have watched a couple of shows that feature her. As it is, I have her set to look back on fondly.
to r/JackOffToPlayboy by CrazyMiguel50
3 months ago
Preview thumbnail for Playmate Jennifer Walcott has so many sexy photos in various Playboy publications. She was spectacular and such a tease. These are a few samples of her from various sets that really get me going image
Playmate Jennifer Walcott has so many sexy photos in various Playboy publications. She was spectacular and such a tease. These are a few samples of her from various sets that really get me going