You are not logged in. Log in
 

Search

in CYOTF (Human) by anyone tagged as none

CYOTF (Human)

Amber and Jessica become gay transboys that fall in love with each other

added 8 years ago TG O

Amber had an idea for friend, Jessica. She drew a goatee on her friend Jessica (now Jesse) with an eyeliner, to make her best friend seem even more manlier. She then grabbed a blonde wig for Jessica to stuff his long dirty blonde hair in.

She then had Jessica strap on a realistic looking, peachy strap-on penis, while strapping one on herself. Amber grabbed herself a brown haired wig for her to stuff her hair in. At the last minute, Amber decided to draw a dark brown goatee on hirself as well.

Then the two kissed and proceeded to slowly try to take each other’s clothes off.

Amber decided to say, “Let’s role play. You are Jesse, and I am me, but am pretending to be a boy named Bernie. It will be you who must find out my secret, while I help you onto your journey to manhood.”

Jessica kissed hir and said, “Okay, Amber.”

Jesse then went on to say, “I’ll start. My dear gentleman, what do you do to Amber, dear sir?”

Bernie then said, “Hola, stud. Amber just left for the afternoon, and I will be in place for us to resume our sexual activities, sir.”

__
So Jesse kissed Bernie hard fully on the lips, and slowly took off Bernie’s shirt. Bernie unzipped Jesse’s jeans to suck on his boyfriend’s hard cock.

Bernie lifted his head up briefly to say, “Mmm. So good.”

Jesse said demandingly, “Suck it, big boy.”

Bernie continued on, and started rubbing his vagina beneath his penis packer. Afterwards, he finished sucking Jesse’s prosthetic penis as he proceeded to kiss him.

Together, they took off their tops, and they took each other’s shirts off.

Bernie was still wearing a bra. Jesse said to him, “Boys don’t wear those. I don’t think. Should I inspect you for gynecomastia?”

Bernie pretended to wince as he said, “Yes you should, sir.”

Jesse sucked on Bernie’s nipples and breasts, as Bernie started rubbing his wet crotch.

Jesse asked him, “What are you doing, sir? I didn’t tell you to play with your dick.”

Bernie said, “Jesse, I have a confession to make.”

Jesse asked demandingly, “What’s that, my boy?”

Bernie stammered, “Um, I’m not really a boy.”

Jesse said as a matter of factly, “Hmmph. That’s for me to decide. I’ll inspect that for myself, sir.”

Jesse took down Bernie’s pants, and spanked him hard on the ass. Bernie’s bare butt cheeks started to redden as each powerful slap to his butt triggered something sexual in him.

Bernie winced as he said, “Oww! That hurts. Do that to me again, master. Give me a hard spanking! Ooh!”

Jesse replied, “You’ve been a bad, bad, naughty boy, Bernie! Don’t ever call yourself not a boy when you are still dressed as one. Shall I fuck you?”

Meanwhile, Jesse then bent Bernie over to fuck him. He fucked him hard in the rear, with Bernie screaming at the top of his lungs while Jesse was powerfully thrusting his hips rapidly back and forth to increase his velocity. With that, Jesse had his right hand on his hip, while he spanked Bernie’s butt each time with his left hand.

Bernie yelled, “Holy shit! Fuck me hard in the ass, sir! I love it when you ram your big dong all up in my ass hole!”

Bernie was rubbing his clit with his right hand, while he was feeling up his bare breasts with his left hand.

As they finished, Jesse pulled out of Bernie, and still noticed Bernie was wearing his shiny, pearly beaded necklace, while his short brown hair managed to stay on top of his head.

Bernie then hopped on Jesse’s prosethetic penis, facing towards him, as Bernie was being Jesse’s submissive at the top.

Jesse was fucking Bernie so hard this time, that Bernie’s brown haired wig fell off, as Bernie’s long brown hair loosened. Bernie’s dark brown hair fell on his shoulders, which incongruently was next to his realistic looking goatee on his face.

Jesse then told Bernie to face away so that he can grab his long, luscious hair while fucking him while laying on the bed.

Bernie grabbed his prosthetic penis as he hopped up and down on Jesse’s (prostethic) dick hard, as he held onto for dear life. Bernie could feel his grip slipping away, as he took his hand away, and his dick flopped downwards, hitting his pussy. He then grabbed it again, while he touched his hair with both hands briefly, before going back to hold his dick with his right hand, while masturbating his currently being fucked vagina with his left.

Bernie (or Amber) said to Jesse, “Fuck me, fuck me, fuck me! You’re so good, mah boy! Holy shit, you’re good!”

Jesse replied in a sexual tone as he was fucking his boyfriend, “I know you want to claim yourself a girl, but I know you’re a lovely gay boy that loves hopping on my penis. You naughty boy.”

Bernie replied, “Oh! Holy shit, you’re good!”

Then, the two climaxed upon each other, as they orgasmed. Bernie screamed in his girly, near falsetto voice as he was rubbing his vagina beneath his strapon penis packer, “Aggh! I’m about to cum!”

Jesse quietly said as he moaned, “Me, too. Mmmph.”

Jesse then stopped humping Bernie as he felt his prosthetic dick touch his moist wet crotch, as Jesse then came inside his penis packer, while Bernie came outwardly upon Jesse’s strapon cock.

Bernie then reached up to kiss Jesse, as he said, “Mmm, Jesse that was good. Let’s do that again, sometime. Boy Jessica.”

Jesse said to Bernie, “Alright, boy Amber. I mean, Bernie. But next time, maybe we switch roles, even if we’re now both boys for now.”

Bernie kissed his boyfriend, as he squealed to say, “Cool.”

With that, Bernie didn't know if he was going to transition to being a boy full-time, but he liked his gay encounter with Jesse. He did like being a girl, but liked his experience at having sex as a gay, femme boy, and is willing to please his partner Jesse if he has to.

Jesse meanwhile liked his sexual experience with Bernie, and appreciated Bernie for going the extra mile of pleasing him in the bedroom. Both of the young men were pleased, and decided to stay in to watch television in their bedroom.


What do you do now?

  • No options available - Create your own addition below!

Title suggestions for new chapters. Please feel free to use them or create your own below.

Write a new chapter

List of options your readers will have:

    Tags:
    You need to select at least one TF type
    Tags must apply to the content in the current chapter only.
    Do not add tags for potential future chapters.
    Read this before posting
    Any of the following is not permitted:
    • comments (please use the Note option instead)
    • image links
    • short chapters
    • fan fiction (content based off a copyrighted work)
    All chapters not following these rules are subject to deletion at any time and those who abuse will be banned.


    Optional