Photoshoot Training
01:42
Quick video I made while making some pictures. - MademoiselleChloe
Poppers and Cum PMV
07:37
Sissy training and encouragement. lots of facials, cum in mouths, . anal. women & trans being fucked. - puchu3k
Rubber Sissy
08:53
Total rubber enclosure for training of the new sissy - Sasha de Sade - secretsissy2
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
Maid Joanna's First Hypno Session Pt 1
11:08
Joanna has been instructed to dress up and film herself watching sissy hypnotic training films In pt 1 she gets very turned on and starts to play with herself, but tries to resist effects of the video - Just_Jo2161
Milk before bed
01:12
DaenaDouglas .. getting her sissy cow training - Daena Douglas - DaenaDouglas
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
Sissy Bitch Clarrise Thorne - Tied Trained & Transformed DNA
00:21
Sissy Bitch Clarrise Thorne - Tied Trained & Transformed into puuurrrrrrrrfect Sissy French Maid! WATCH THE DNA EXTRACTION - ClarriseThorne
Fifi shows the --Present Clitty-- mannerism
01:43
Training Fifi to present her ass, clitty, and sissy eggs properly. - AgainMrFrost
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 Tempe teasing dicks at the drive-thru
00:10
Marci was out teasing horny dicks, hitting up drive-thru windows while dressed like a sissy bitch. - ShowYourTinyDick
KG piss Training for my Goddees Anya
00:23
I'm the stupid sissyslut for my beautyful Goddees Anya and my tiny little sissy-cock is nothing - GoettinAnyasNutte
Ghetto Faggot
03:49
Just being a black cock loving feminized white punk - Kimber Haven - Kimberhaven