Rubber Sissy
08:53
Total rubber enclosure for training of the new sissy - Sasha de Sade - secretsissy2
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
Poppers and Cum PMV
07:37
Sissy training and encouragement. lots of facials, cum in mouths, . anal. women & trans being fucked. - puchu3k
Ghetto Faggot
03:49
Just being a black cock loving feminized white punk - Kimber Haven - Kimberhaven
How I'd fuck you Cd Sissy Hypno Anal Slut Training Hero 1
21:25
This is how I would like to fuck my sissy, how I'd like to play with her, how anal train my slutty anal sissy, how gape her, how I'd like to see her enjoying anal with me. Or just an anal compilation. - freejoy2
Who's Your Daddy
04:27
Keep these sissy training videos playing at all times to reinforce your conditioning. - M4sterJ
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
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
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