Rubber Sissy
08:53
Total rubber enclosure for training of the new sissy - Sasha de Sade - secretsissy2
9 inch black dildo
03:23
Sissy Laura Lou lubes up her huge 9 inch black dildo with her mouth, then bounces up and down until she moans. Hops off and gives it a taste. After seconds she hops back on to finish off her training. - ssquirtss
Ghetto Faggot
03:49
Just being a black cock loving feminized white punk - Kimber Haven - Kimberhaven
A Guide To Sissification - Beginner - First Steps
31:53
I have finally finished the second video of my guide to sissification. This part turned out to be very different, I think. I hope all of you will still enjoy it. - useme42
Poppers and Cum PMV
07:37
Sissy training and encouragement. lots of facials, cum in mouths, . anal. women & trans being fucked. - puchu3k
30 mins anal training for sissies
30:00
3rd on playlist. Gives stats like section length and number of thrusts, + a total number of thrusts (if you can keep up the pace of course). I could not get through this without cumming for ages. - AnalSissySlut222
Who's Your Daddy
04:27
Keep these sissy training videos playing at all times to reinforce your conditioning. - M4sterJ
Sissy Dildo Trainer (advanced)
17:02
1st vid on my daily anal-training playlist. 17min 02sec. Builds up speed slowly, good place to start. - AnalSissySlut222