A unespected meet in a wedding event. Oner with flyffly dresses. IA pic by HotPot

Having parents with frustrated dreams may be hard... or rather feminine.

Jake has a feminine secret, but the acceptance of his friend may make him dream about a better reality.

TRUE embarrassing story about the time I (a boy) got forced to wear the most embarrassing girly panties by my best friend Tori then she pantsed me at the part infront of my crush. Check out my other stories on DeviantArt or Patreon for more embarrassing stories of me<3 https://www.deviantart.com/stephblessing/ https://www.patreon.com/c/StephBlessing/

[M18+] It started with my wife having fun cleaning our new house dressed as a French maid. Then she wondered what I would look like in a dress, and we just kept taking it up a notch.

My sister and her friend saw I was taking a nap and had a bit of a whale tale sticking out of the top of my pants. I was wearing sweatpants and they had ridden down a bit exposing my pink cheetah thong my mom had gotten me. My sister's friend carefully climbed over me then as she sat down on my back she grabbed my thong and pulled while my sister took pictures. I tried to smile and act like I didn't care but it hurt REALLY BAD. Check out my other stories on DeviantArt or Patreon for more embarrassing stories of me<3 https://www.deviantart.com/stephblessing/ https://www.patreon.com/c/StephBlessing

TRUE story which took place around 10 years ago when my best friend Tori made me wear her little sister's "My Little Pony" panties then gave me a public wedgie at the park infront of her (I was much smaller than normal). I recommend you read the other deviations first for some back story between Tori and I. Check out my other stories on DeviantArt or Patreon for more embarrassing stories of me<3 https://www.deviantart.com/stephblessing/ https://www.patreon.com/c/StephBlessing/

My daughter and her friend made an unexpected request: "We want to dress as a full-fledged family for Halloween!" But the problem was that, to fulfill this request, I would have to pretend to be a woman. The story is about the relationship between a single father and his daughter, the struggle to come to terms with the loss of a loved one, and the search for a new self and the warmth the characters of the story are lacking.

Story of Me when my Aunt and her daughter wishes to recreate the most humiliating childhood pics of me.

Mistress Cassie Teaches a Disobedient Son a Lesson, Donald a arrgoant bully is punished and forced to become a petticoated beta sissy in training under the Mistress Cassie and her Alpha post-operative Miss Gabrielle's training program of feminization and body transformation with Dr. Fan's assistance training and transforming arrogant males into beautiful post-operative members of Mistress Cassie's staff as they repaid her for their positive affirmation training and surgical cost before sometimes allowing some of female staff to marry guests of Mistress Cassie approves.