ShyFamily NSFW GIFs and Nudes - Popular Posts

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18

Created

07/26/2024

I’m a shy nerdy guy with a hobby of crossdressing. Since I live with just my dad and brother, I don’t get many opportunities. Today, my brother invited his gf over and I tried on a bikini. I didn’t think she’d catch me. “Oh god! Don’t tell my family!!”

u/Stuckasmydaughter ShyFamily 4 years ago

59

I’m a shy nerdy guy with a hobby of crossdressing. Since I live with just my dad and brother, I don’t get many opportunities. Today, my brother invited his gf over and I tried on a bikini. I didn’t think she’d catch me. “Oh god! Don’t tell my family!!”

I needed someone to take the place of my girlfriend at an important family dinner. Everyone has kept asking me when they would meet her. But she is super shy so I had no choice but to ask my buddy to go in her place and I swapped them. He can’t seem to

u/zj1742 ShyFamily 1 year ago

31

I needed someone to take the place of my girlfriend at an important family dinner. Everyone has kept asking me when they would meet her. But she is super shy so I had no choice but to ask my buddy to go in her place and I swapped them. He can’t seem to

Not so shy step-family

r/Step_Fantasy_GIFs

u/lhwchamp Scorpio ShyFamily 4 years ago

3803

Double Facial by Shyfamily and Alicia Rouge

u/Secret-Struggle-9122 SecretStruggle ShyFamily 11 months ago

74

Too shy to smile for the family restaurant tv commercial

u/oneringtosomething ShyFamily 1 year ago

1399

Too shy to smile for the family restaurant tv commercial

(F4A) freshly turned 18 yo who is shy and clueless about sex gets fucked by a trusted friend/ family member

r/HentaiAndRoleplayy

u/Extension_Yak8313 ShyFamily 8 months ago

246

(F4A) freshly turned 18 yo who is shy and clueless about sex gets fucked by a trusted friend/ family member

Stole my little sister’s panties to show off like a shy femboy 😳 Love being cute and admired by men💗 If family knew, they’d freak!

r/CrossDresser_Closet

u/ShyboyEm ShyFamily 5 months ago

359

Stole my little sister’s panties to show off like a shy femboy 😳 Love being cute and admired by men💗 If family knew, they’d freak!

Shy twins take a pic with a BBC. That won't go to the family album!

u/icanmoveit Icanmoveit_big ShyFamily 5 months ago

4372

Let's turn you from a shy family man into my anal slut hungry for real cock! Ready? 😉

r/encouraged_bi

u/Alexxa-Von-Hell ShyFamily 1 year ago

51

Let's turn you from a shy family man into my anal slut hungry for real cock! Ready? 😉