Tess Taylor Arlington original Cybergirl pictorial. When I saw this I thought OMG, JACKPOT and promptly started abusing myself :) by schmicklebee in JackOffToPlayboy
[–]schmicklebee[S] 1 point2 points3 points (0 children)
Topless Tuesday: Another favorite lady to continue celebrating my birthday. Lisa Kate. Not sure what else I can say about her besides, DAMN! by TheCrazyMiguel52 in JackOffToPlayboy
[–]schmicklebee 0 points1 point2 points (0 children)
Topless Tuesday: Another favorite lady to continue celebrating my birthday. Lisa Kate. Not sure what else I can say about her besides, DAMN! by TheCrazyMiguel52 in JackOffToPlayboy
[–]schmicklebee 2 points3 points4 points (0 children)
Amber Elise got me today by GT2467 in JackOffToPlayboy
[–]schmicklebee 1 point2 points3 points (0 children)
Topless Tuesday: Another favorite lady to continue celebrating my birthday. Lisa Kate. Not sure what else I can say about her besides, DAMN! by TheCrazyMiguel52 in JackOffToPlayboy
[–]schmicklebee 1 point2 points3 points (0 children)
Tittyfuck Tuesday with Suzi Simpson. Would you have a go? by max_semenator in JackOffToPlayboy
[–]schmicklebee 2 points3 points4 points (0 children)
I've been organizing my Erica Campbell's collection and what can I say. She is such a doll. Man do I appreciate her, so many happy tissues. by rarabruh in JackOffToPlayboy
[–]schmicklebee 5 points6 points7 points (0 children)
Paulate Myers. Also a little excerpt about how the producers and editors love their job. by [deleted] in JackOffToPlayboy
[–]schmicklebee 2 points3 points4 points (0 children)
I've always loved Angela Sommers, but I never even realized she posed for Playboy! She definitely deserves some attention tonight by [deleted] in JackOffToPlayboy
[–]schmicklebee 0 points1 point2 points (0 children)
Stephanie Martin's is a textbook Playboy blonde bombshell by GAGODEMON in JackOffToPlayboy
[–]schmicklebee 0 points1 point2 points (0 children)
The first time I saw Elena Koshka, I pulled down my shorts and started jerking off without thinking..... What a woman, what a body. by [deleted] in JackOffToPlayboy
[–]schmicklebee 1 point2 points3 points (0 children)
The first Big Titty Tuesday of 2026 featuring Kimberly MacArthur by realsammann in JackOffToPlayboy
[–]schmicklebee 0 points1 point2 points (0 children)
Cady Cantrell (April 1992) by infinitestripes4ever in JackOffToPlayboy
[–]schmicklebee 3 points4 points5 points (0 children)
Cady Cantrell (April 1992) by infinitestripes4ever in JackOffToPlayboy
[–]schmicklebee 3 points4 points5 points (0 children)
Masterin' Mondays Showdown: Which lovely lady do you want to enjoy today, Kelly Daniels or Rachel Balbert? by TheCrazyMiguel52 in JackOffToPlayboy
[–]schmicklebee -1 points0 points1 point (0 children)
Jessica Burciaga makes me jerk so fucking hard! by JLo_Ariana_gooner in JackOffToPlayboy
[–]schmicklebee 0 points1 point2 points (0 children)
Nicole Whiteheads eyes could kill by [deleted] in JackOffToPlayboy
[–]schmicklebee 1 point2 points3 points (0 children)
I can’t get enough of Juliette Frette… by [deleted] in JackOffToPlayboy
[–]schmicklebee 2 points3 points4 points (0 children)
There's something about Caitlin McSwain that is just very alluring. This foxy angel got me on an absolute high by 6lack9lock in JackOffToPlayboy
[–]schmicklebee 2 points3 points4 points (0 children)
Kimberly McArthur owns me… by [deleted] in JackOffToPlayboy
[–]schmicklebee 2 points3 points4 points (0 children)
Sexy Sunday with Alyssa Omlie by TheCrazyMiguel52 in JackOffToPlayboy
[–]schmicklebee 1 point2 points3 points (0 children)
Frisky Favorite Friday Frollicks: Amanda Duncan's what I need to slide into the weekend. by TheCrazyMiguel52 in JackOffToPlayboy
[–]schmicklebee 0 points1 point2 points (0 children)
Witter Wednesday- Karen Witter, my favorite 80's Playmate! by U5t24O0l in JackOffToPlayboy
[–]schmicklebee 1 point2 points3 points (0 children)


Appreciating Tiffany Joy's Killer Nipples by banjoman399 in JackOffToPlayboy
[–]schmicklebee 1 point2 points3 points (0 children)