Author: TheguyThatlikesIt

White Guy turn sissy by a Night of truth and dare (m,m,m,m 18,18,18,18) sissy, humiliation, cross-dressing, high school, party, public

You are Tyler a high school senior who just turn eighteen years old. You were 5’7 and had brown boring eyes with long black hair. You look like a girl everybody in your school always tells you this.

Tonight however you were at a school party. Your school was made up of 90 percent of black people in your school district.

You sat down on a red couch in the middle of Deshawn’s house during the party. This house party was thrown because of the team’s perfect record during the basketball season.

“What sup Tyler.” Said your best friend Trey. He is a point guard for your school.

“Nothing much. Just sitting scouting out the babes.” As you said only like four girls were walking around.

There seem to be more guys than girls. There also seems like more white guys were at this party than black girls.

“Tyler we trying to get some people to play truth and dare. You’re in?”

“Sure.” You said.

“Yes. Thank ty.” Trey said pulling you with his big hands toward Deshawn parent’s bedroom.

20 minutes later Read more »

my teacher is blackmailing me pt 2 (m18&m35)

I wear my dad’s old trench coat, not wanting to be exposed out in the public as the sissy crossdresser that I am. My heart pounds as I stand outside your average-built size house. A teacher’s salary money at sufficient work. My knees are weak in the white knee-high stockings not knowing what was in store for me. I knock on your door waiting to be greeted by Mr. Steen. The loud sounds of ha roar go across town as the high school team faces over rivals. The extra fireworks exploding did not help my stomach obtain calmness.

“Ohh hey there, just in time very good, why don’t you come on in,” Mr. Steen says wearing a t-shirt supporting a local business. He let you step inside, already looking me over almost stripping me with his eyes. My teacher’s older body is still in great shape for someone his age.

I step in with a rush of surprise by this entire situation, Mr. Steen’s eyes making me feel ten times as apprehensive when I tramp into Mr. Steen’s house. “My mom knows I’m here,” I say trying to create an out. The little skirt flows nicely around my little round booty. My little cock and booty are covered in my sister’s stolen white lacy g string as I sit on his couch. Read more »

my teacher is blackmailing me pt.1

I stare at myself, my body mask in a sexy schoolgirl skirt. The plaid coloring is the typical kind, a regular red and black. The white blouse matches exceptionally well. I fasten the cute small black tie around my neck. I’m John, kicking off my senior year of high school. I recently turned eighteen years old as fall began to set in for my large town of over forty thousand. I’m a guy who fell deeply in love with porn and the admiration of being worshiped by pervs online.

I get into a slutty pose on my knees lifting my skirt up to show off my tiny sissy clitty through the small see-through white g string. During the summer months, I was able to work a decent-paying retail job to afford my little dressing habits. I went online a week ago telling my tiny Reddit fanbase of twenty which costume should I pose in when I finally reach the legal age. They all said that they couldn’t wait to see what I had been building up over the last month. Some perverted men said that they had an Olson twins clock ticking down the time to my eighteen birthday. Read more »

Total Drama Island… Checkout the full story on CHYOA by me, Yelawolf is my user, if you want to

(Every character in this story is 18+)

You step off the boat last. You see all of your competition. Most of the chicks looked pretty damn hot. Especially the cool goth chick. The guys mostly seem like idiots besides a tough-looking dude with green hair and piercings.

You walk on the dock seeing the poor condition of the island for the first time. You didn’t care, but you wish the creator of this show would have purchased a more appealing island.

A nerdy-looking girl steps up to you. “Oh my god. Look at his eyes, Lindsay. They’re like a pool of green pickles.”

“Thanks.” You say putting your hands in your jean pockets, guessing it must’ve been a compliment instead of an insult.

The hot blonde stepped up. Lindsay’s busty cleavage trying to make a break for it. “Oh my god, Beth. His eyes are so pretty. You could be a model.”

“Thanks. But your beauty is also very remarkable.” You shake her hand.

“Ooh, what does remarkable means.” She said. She gave you the vibe of an airhead bubblegum princess. Read more »

Sissy D&D adventures PT. 1

You walk into the gaming shop where you and your nerdy girlfriend, Sarah, play Dungeons and Dragons. You held her hand tight as you wave at the owner of the shop Terry.

He was a lanky black dude who loved playing dnd with you guys. He texts you earlier in the day about a new campaign he has been creating for weeks. When you texted back you were game. He texted back cool and he said he was bringing two extra friends to bring the group to four.

You were Max. A nerdy short and kinda stocky white guy. You went to community college with your girlfriend. She was the same height as you. She was pale and wore a pair of glasses. She loved cosplaying in sexy comic books and anime characters. Her figure however was pretty great. Her body was hidden beneath long t-shirts and baggy pants. Her ass was a phenomenon. Her tits were small but perky.

You and Sarah only had sex a few times. She never made any type of comments about your less-than-average cock. She is a wonderful girlfriend you thought to yourself. Read more »