Results for : encouraged crossdressing

I know you have been stealing my clothes

79.5k 97% 4min - 720p

You can be my new sissy dress up doll

25k 79% 6min - 720p

You are going to be much more comfortable in girls clothes

117.9k 81% 7min - 720p

Humiliated For the Job 1: Foot Worship/Humiliated For the Job 2:Stocking Worship

446.6k 99% 16min - 1080p

You are my new sissy dress up doll

49.4k 82% 4min - 720p

You look pretty hot as a total sissy slut

131.7k 76% 8min - 720p

You have to earn your place as my personal bitch

15.1k 83% 5min - 720p

You are going to be my little sissy boy

53.9k 75% 7min - 720p

Put on this dress and get on your knees

81.7k 78% 4min - 720p

You will be begging to be my bitch

22.5k 86% 6min - 720p

Dressing you like a girl is going to be fun

27.8k 84% 2min - 720p

You are nothing but a girly little bitch boy

74.2k 79% 8min - 720p

My sissy ass needs a nice hard pounding

194.7k 100% 9min - 720p

We need to show your feminine side to the world

163.9k 99% 7min - 720p

You are going to be my sissy anal slut

40.8k 83% 8min - 720p

Time To Make You Crossdress

74k 97% 2min - 720p

Humiliating you with sexy girls clothes

17.9k 78% 5min - 720p

We are going to find you your first cock no matter what

19.9k 82% 8min - 720p

You look super cute as a sissy girl

30.1k 82% 8min - 720p

You look good dressed like a sissy girl

83k 94% 3min - 720p

I bet you could squeeze into a set of my lingerie

37k 79% 3min - 720p

I'm going to make you into a pretty girl

111k 91% 3min - 720p

Video #2 - 1000 chaste loser presentation photo contest #1000KeuscheLoser

55.7k 89% 18min - 1080p

Put on this dress and lipstick for me

92.3k 80% 3min - 720p

You can pick which panties you want to wear

17.2k 82% 7min - 720p

Put these panties on like a good little sissy

307.3k 98% 7min - 720p

You can be my sissy dress up doll for the night

57.4k 75% 4min - 720p

Sissification Made To Crossdress

79.8k 83% 1min 32sec - 720p

Two naughty studs enjoy having some dungeon fun with a hot domina

41.1k 77% 12min - 360p