Come with a Friend
Gay Male Romance, M to F Transgender
Jason’s tragic childhood and history of being bullied isolates him until Timmy, a friend from the past, presents him with a with an unusual “promposal.” Jason believes he is wearing a gown to the prom because they will trick Kevin, the bully who tortured them as children. But Timmy has another motive—he’s gay and in love with Jason. Dressing as a woman frees Jason from the confines of his past, and he starts a new life as Kari, a beautiful girl in love with an old friend, and she discovers how good it feels to love a man.
Features descriptions of M/F sex, masturbation, and consensual male to female transgender sex with a man.
As Jason finished the last of his breakfast, he heard the thud of footsteps on the stairs, and thought it was odd that someone pretending to be a woman would walk so heavily. He was more surprised when the tall man in sweatpants and a Metallica tee-shirt plodded into the living room and kissed Marina on the cheek. He looked at Timmy and at Jason and said in a loud, dramatic voice, "Who the FUCK is here so FUCKING early, Miss Marina?"
Jason's eyes widened with apprehension.
"Chris!" Marina said, swatting him on the arm. "You're scaring the poor kid!" She turned to Jason. "This is Chris Pendleton, my roommate. The potty-mouth is Countess Christina. She says the F-word a lot. She's loud and dramatic. You'll get used to it."
"The countess likes Metallica?" Timmy said, as if he didn't quite believe that to be true.
Chris smiled at him. "Chris likes Metallica. Christina likes SHOW TUNES." He held out his hand. "You must be Timmy. Blondie over here couldn't possibly be related to Marina, the Italian Queen-a." He shook hands with both of the boys, but his eyes lingered on Jason, looking him up and down.
"Timmy," Marina said, "help me in the kitchen. I'll bring more coffee."
When they were alone, Chris turned to Jason and smiled. "You look terrified, kid. Relax. I won't bite you." He gestured toward the couch, and they sat. "So Marina tells me you're going to be Timmy's date to the prom." Jason nodded. "He's a good kid," Chris said.
"I don't even know what I'm doing," Jason said. "Timmy and his sister—"
"I get it, kid. Marina explained the whole thing to me. We don't have a whole lotta time here, so let's cut to the chase." He pulled the shade up on the picture window and gestured for Jason to join him. "You're gonna dress for one night, so we're not gonna do anything drastic. Your coloring is FUCKING fabulous. You're so fair, this isn't even gonna be a challenge." He put his fingers in Jason's hair and ran them through the curls until they were straight. "Holy shit. You're hiding a whole lotta hair in these goldilocks. We'll get Marina to dab in some highlights and straighten 'em out, and you won't even need a wig."
"Um, that's good, I guess," Jason said, feeling even more awkward.
"Hold out your arms. Let me see how hairy you are." Jason pushed them into the sunlight that poured through the window. "Jesus, it's like baby hair. Fine and blond." Chris shook his head. "We can even get away with short sleeves." He took Jason's chin in his hand and tipped his face up to look him in the eye. "Where's your Adam's apple, sweetheart?"
"The boy-bump in your throat?" Chris tipped his head back and pointed to his own.
"Oh, yeah. My father punched me in the throat when I was eight. Messed my throat up. The doctor said it would make me a tenor instead of a baritone."
"You lucky FUCKING duck! You can wear a choker if you have to, but there isn't much to hide." He continued to inspect Jason's face. "A little shaping on the eye brows, but nothing crazy. You're gonna have to shave your pits though no matter what kind of sleeves you wear."
Sexcerpt (XXX if available):
Kari was fully erect in seconds, her cock pushing against the crinoline under her taffeta skirt. Timmy took her hand from his ass and placed it over his erection, squeezing her hand around him. Then he moved his own hand to Kari's hard-on, not caring if her pre-cum soiled her skirt. He rubbed up and down her cock, moaning into her mouth as he did. "Kari, you're so hard for me."
He pushed her gently by the shoulders until her back was against the wall, and he got to his knees in front of her. His cellphone remained in his hand, and in the dim light, he looked up at her. She was terrified, and it showed on her face, but she made no move to stop him. He placed the cellphone on the floor next to him and reached under her skirt. His hands searched through the layers of the dress until he found her ankles. He ran his palms up her legs, making her giggle nervously.
"I didn't shave my legs," she said, embarrassed.
Timmy paused and looked up at her. "I'm gay, Kari. Hair doesn't bother me." He moved his hands up to her ass, and rubbed her buns, exposed by the slim strip of fabric on the back of the panties she wore. He slipped a finger under the elastic of the silky garment, making her shiver. Her erection poked at his face through the fabric. He grabbed at the layers of material again and ducked his head under the dress. Kari grabbed the hem and pulled it above her waist, allowing him access to her body.
Kari's knees went weak as Timmy's cheek brushed against her thigh. His face rested along her satin-covered cock, and she sighed with a contentment she hadn't felt since the day before she moved away from Mulberry Street. She rubbed Timmy's hair with her free hand, the other still holding up her skirt. "Oh, Timmy," she said, almost in a moan.