u/FeelingEfficient6956

I rubbed my clit furiously as he thrust his cock into me. I was trembling, and my hips were starting to buck on their own.

"Oh, fuck! I'm cumming!" I moaned. "I'm gonna cum again!'

Me and Ryan had been hooking up regularly for a few months now, but I always felt embarrassed and ashamed afterwards.

"Me too!" He gasped.

"Don't cum inside!" I warned him.

The reason I was ashamed was that I had always considered myself straight, and we were both men. I won't go into how or why I ended up with female genitals. Its not important, and frankly a little embarassing. The important thing was I didn't always have them, and I didn't want anyone to know.

"Dude, be quiet!" He grumbled. "I'm trying to pretend you're a chick!"

He flipped me over on to my stomach, and clamped a hand over my mouth. He lay on top of me, pinning me in place with his body weight as he drilled into me, crushing my g-spot with his cock.

Sex with him was incredible. The best I'd ever had, before or after my unfortunate transformation. He always made me cum several times. It's why I could never break things off, despite my shame.

I gripped the sheets in my fists, as I came a second and third time, shaking all over. Then finally he jumped up, pulled out, and I felt his thick hot cum spray across my back. He then collapsed on top of me, exhausted.

We lay there for a moment, catching our breath, basking in our post orgasm glow. It would take a little while for the shame to kick in.

"What was that!?" I thought I heard a noise, and quickly pushed Ryan off of me. "Was that your roommate?"

"Calm down! He's out of town," Ryan sighed. "You need to get over it, anyway. He's bound to find out eventually."

"No, Ryan! He can't find out! I'd be mortified!"

He just shrugged. "It might be fun. We could have a threesome!"

"Ryan, no! You know what our friends are like!" I yelled. "If they find out I'm letting you... You know... Borrow my... Pussy... Well then they'll all want a go!"

"You should just transition," he said. "You're half way there."

"I'm not a woman, Ryan!" I complained. He just shook his head.

---

Hi!

This is the initial setup, but I am open to where we go from here. You could play Ryan, or you could play another friend who finds out about me. Or maybe a professor at my university. I'm leaning towards a blackmail sort of story, but doesn't have to be. I'm open to ideas!

Let me know your kinks and limits when you message me if you'd like to play.

Kinks: Blackmail, bondage, orientation play, rough sex, gender bending, embarrassment

Limits: Choking, race play, celebrities

I rubbed my clit furiously as she thrust her strap-on into me. I was trembling, and my hips were starting to buck on their own.

​

"Oh, fuck! I'm cumming!" I moaned. "I'm gonna cum!'

​

Me and Bethany had been hooking up regularly for a few months now, but I always felt embarrassed and ashamed afterwards.

​

“Oh, really? You think I should let you cum?” She said with a smirk, slowing down until her thrusts were excruciatingly slow.

​

“Please, Beth.”

​

“Come on, James,” she giggled, “I wanna hear you beg!”

​

The reason I was ashamed was because I am a man. I won't go into how or why I ended up with female genitals. It's not important, and frankly a little embarrassing. The important thing was I didn't always have them, and I didn't want anyone to know.

​

“Please, Beth! Please make me cum!” I begged.

​

“Do it how I like,” she said.

​

“Please pound my pussy!”

​

A huge smile spread across her face. “Good girl, now turn over.”

​

I flipped over onto my stomach, and she lay on top of me, pinning me in place as best she could with her body weight, and she drilled into me, crushing my g-spot with her dildo.

​

“Yes! Yes!” I moaned, “pound my pussy!!”

​

Sex with her was incredible. The best I'd ever had, before or after my unfortunate transformation. She always made me cum several times. It's why I could never break things off, despite my shame.

​

"Pound me! Pound me! Pound my pussy!"

​

I gripped the sheets in my fists, as I came a second and third time, shaking all over. She collapsed on top of me, exhausted, and gently nibbled my ear.

​

We lay there for a moment, catching our breath, basking in our post orgasm glow. It would take a little while for the shame to kick in.

​

"What was that!?" I thought I heard a noise, and quickly pushed her off of me. "Was that your roommate?"

​

"Calm down! He's out of town," Beth sighed. "You need to get over it, anyway. He's bound to find out eventually."

​

"No, Beth! He can't find out! I'd be mortified!"

​

“Oh, come on. Let me tell him!” She said. “I'd kinda like to see you try a real cock anyway…"

​

“No!! No way!” I objected. “I'm not doing that!”

​

She played idly with her strap-on, as she thought for a moment. “Hmm… You won't do it for me?” She said. “That's a shame. I really wanted to see you take a real cock. I might end up losing interest if you won't do it.”

​

“No… you wouldn't would you?” I ask. “Come on.”

​

“It's a shame, because I wanted to suggest bringing some of my girlfriends to play with us too… but if you only care about your own pleasure…”

​

“Well… I can think about it, I guess,” I said reluctantly.

​

---

​

​

Hi!

​

This is the initial setup, but I am open to where we go from here. You could play Beth, or you could play another friend who finds out about me. Or maybe a professor at my university. Or even my new TF girlfriend. I'm leaning towards a blackmail sort of story, but it doesn't have to be. I'm open to ideas!

​

Let me know your kinks and limits when you message me if you'd like to play.

You were looking forward to seeing your daughter Rachel at the summerhouse. Since she left for university you had hardly heard from her, but for two weeks swimming and boating on the lake would make up for it. You had agreed to let her bring some friends, so you knew you probably wouldn't really see that much from her, but that was fine. Having a bunch of young women around in bikinis would probably take some of the sting off. ​

You arrived early to tidy up, vacuum, and get the barbeque out of storage, so you were there when the girls arrived. They were gabbing excitedly as they unpacked the car. Rachel ran over to greet you as you opened the door. ​

“Daddy! Thanks for letting us all stay here!” She said, as she flew into your arms. “Let me introduce my friends! This is Anna, Emily, Beth, and James.” ​

The last name makes you double take. You squinted at who you correctly assume to be James. He's a man. It would certainly be a strange name for a woman. You sighed. ​

“Rachel, I told you no boys,” you said, with a tone of annoyance. “James can't stay here.” ​

“Oh, I know, it's okay though,” Rachel rushed over to James, as he lifted some bags out of the trunk of their car. She crouched down behind him, and yanked his shorts down. ​

“Rachel!! What the fuck!” He dropped the bags, and hurriedly pulled his pants up, but not before you get a good look at what he has between his legs. ​

“He… he has a… pussy?” You stammered. ​

“Eww, gross, daddy,” Rachel groans. “Don't be crass.”

“Um, I dunno about this,” you say, still shocked. You let James walk by with his bags. He looked as embarrassed as you felt. Once he was out of earshot you tried to clarify with Rachel. “So, he's… trans?”

“No, we knew you wouldn't let him stay otherwise, so we hexed him,” she explained.

“Hexed him?"

“Yeah. We hexed him,” she said simply. “He'll be a girl for the vacation, and he'll turn back when we leave.”

“... You hexed him?” You asked again.

“It's a girl thing, daddy,” she laughed. “You know mommy would never share her secret ways with you.”

That was true. Your late wife did dabble in strange practices that she would never explain. You had no idea her abilities had that sort of power though. Before you knew it the “girls” had unpacked their bags as you stood in the driveway confused, and it seemed too late to object to James's presence by that point.

The girls all went for an evening swim in your pool, while you made yourself a stiff drink, and sat in the living room trying to collect your thoughts. The image of James’s pussy wouldn't leave your head. A pretty little pink thing below, and his narrow hips. It must be pretty tight. You saw him strutting through the house in his swim shorts. His figure was lean, and tight, without the usual swells and squishy bits you'd expect on a woman. You felt like a strange new desire had awoken inside you.

So when you had the opportunity to talk to him alone later, you did.

“James, do you have a moment?” You asked.

You asked him some questions. About how it happened, how the girls convinced him to do this, and how it felt. Turns out he wasn't super happy about it. You asked if you could see it again, to which he politely declined. So you held him down, and tore his shorts off. He struggled a bit, but you managed to clamp a hand over his mouth and wrestle him onto the couch, where you fucked the shit out of him. The fight went out of him pretty quick, and by the time you were done you had reduced him to a moaning, quivering, cum-leaking mess.

“Oh fuck! Jesus Christ! I'm so sorry!” You exclaimed. “I don't know what came over me!”

You helped him back to his feet, and pulled his shorts back up.

“There, you're okay, right? You won't tell Rachel, will you?” You pleaded.

---

Hey! I'm looking for someone to play a dad with a college aged daughter who ends up hooking up with one of her male friends, but I am open to people who want to play other genders/characters (could be a couple for instance).

If you'd like to play, please send me a bit about your character and a list of your kinks and limits.

Also, if you saw my previous prompt and want to play that, let me know. My dumb ass had messages turned off.

I rubbed my clit furiously as she thrust her strap-on into me. I was trembling, and my hips were starting to buck on their own.

"Oh, fuck! I'm cumming!" I moaned. "I'm gonna cum!'

Me and Bethany had been hooking up regularly for a few months now, but I always felt embarrassed and ashamed afterwards.

“Oh, really? You think I should let you cum?” She said with a smirk, slowing down until her thrusts were excruciatingly slow.

“Please, Beth.”

“Come on, James,” she giggled, “I wanna hear you beg!”

The reason I was ashamed was because I am a man. I won't go into how or why I ended up with female genitals. It's not important, and frankly a little embarrassing. The important thing was I didn't always have them, and I didn't want anyone to know.

“Please, Beth! Please make me cum!” I begged.

“Do it how I like,” she said.

“Please pound my pussy!”

A huge smile spread across her face. “Good girl, now turn over.”

I flipped over onto my stomach, and she lay on top of me, pinning me in place as best she could with her body weight, and she drilled into me, crushing my g-spot with her dildo.

“Yes! Yes!” I moaned, “pound my pussy!!”

Sex with her was incredible. The best I'd ever had, before or after my unfortunate transformation. She always made me cum several times. It's why I could never break things off, despite my shame.

"Pound me! Pound me! Pound my pussy!"

I gripped the sheets in my fists, as I came a second and third time, shaking all over. She collapsed on top of me, exhausted, and gently nibbled my ear.

We lay there for a moment, catching our breath, basking in our post orgasm glow. It would take a little while for the shame to kick in.

"What was that!?" I thought I heard a noise, and quickly pushed her off of me. "Was that your roommate?"

"Calm down! He's out of town," Beth sighed. "You need to get over it, anyway. He's bound to find out eventually."

"No, Beth! He can't find out! I'd be mortified!"

“Oh, come on. Let me tell him!” She said. “I'd kinda like to see you take a real cock anyway…"

“No!! No way!” I objected. “I'm not doing that!”

She played idly with her strap-on, as she thought for a moment. “Hmm… You won't do it for me?” She said. “That's a shame. I really wanted to see you take a real cock. I might end up losing interest if you won't do it.”

“No… you wouldn't would you?” I ask. “Come on.”

“It's a shame, because I wanted to suggest bringing some of my girlfriends to play with us too… but if you only care about your own pleasure…”

“Well… I can think about it, I guess,” I said reluctantly.

---

Hi!

This is the initial setup, but I am open to where we go from here. You could play Beth, or you could play another friend who finds out about me. Or maybe a professor at my university. Or even my new TF girlfriend. I'm leaning towards a blackmail sort of story, but it doesn't have to be. I'm open to ideas!

Let me know your kinks and limits when you message me if you'd like to play.

I rubbed my clit furiously as he thrust his cock into me. I was trembling, and my hips were starting to buck on their own.

"Oh, fuck! I'm cumming!" I moaned. "I'm gonna cum again!'

Me and Ryan had been hooking up regularly for a few months now, but I always felt embarrassed and ashamed afterwards.

"Me too!" He gasped.

"Don't cum inside!" I warned him.

The reason I was ashamed was that I had always considered myself straight, and we were both men. I won't go into how or why I ended up with female genitals. Its not important, and frankly a little embarassing. The important thing was I didn't always have them, and I didn't want anyone to know.

"Dude, be quiet!" He grumbled. "I'm trying to pretend you're a chick!"

He flipped me over on to my stomach, and clamped a hand over my mouth. He lay on top of me, pinning me in place with his body weight as he drilled into me, crushing my g-spot with his cock.

Sex with him was incredible. The best I'd ever had, before or after my unfortunate transformation. He always made me cum several times. It's why I could never break things off, despite my shame.

I gripped the sheets in my fists, as I came a second and third time, shaking all over. Then finally he jumped up, pulled out, and I felt his thick hot cum spray across my back. He then collapsed on top of me, exhausted.

We lay there for a moment, catching our breath, basking in our post orgasm glow. It would take a little while for the shame to kick in.

"What was that!?" I thought I heard a noise, and quickly pushed Ryan off of me. "Was that your roommate?"

"Calm down! He's out of town," Ryan sighed. "You need to get over it, anyway. He's bound to find out eventually."

"No, Ryan! He can't find out! I'd be mortified!"

He just shrugged. "It might be fun. We could have a threesome!"

"Ryan, no! You know what our friends are like!" I yelled. "If they find out I'm letting you... You know... Borrow my... Pussy... Well then they'll all want a go!"

"You should just transition," he said. "You're half way there."

"I'm not a woman, Ryan!" I complained. He just shook his head.

---

Hi!

This is the initial setup, but I am open to where we go from here. You could play Ryan, or you could play another friend who finds out about me. Or maybe a professor at my university. I'm leaning towards a blackmail sort of story, but doesn't have to be. I'm open to ideas!

Let me know your kinks and limits when you message me if you'd like to play.

Kinks: Blackmail, bondage, orientation play, rough sex, gender bending, embarrassment

Limits: Choking, race play, celebrities

I rubbed my clit furiously as he thrust his cock into me. I was trembling, and my hips were starting to buck on their own.

"Oh, fuck! I'm cumming!" I moaned. "I'm gonna cum again!'

Me and Ryan had been hooking up regularly for a few months now, but I always felt embarrassed and ashamed afterwards.

"Me too!" He gasped.

"Don't cum inside!" I warned him.

The reason I was ashamed was that I had always considered myself straight, and we were both men. I won't go into how or why I ended up with female genitals. Its not important, and frankly a little embarassing. The important thing was I didn't always have them, and I didn't want anyone to know.

"Dude, be quiet!" He grumbled. "I'm trying to pretend you're a chick!"

He flipped me over on to my stomach, and clamped a hand over my mouth. He lay on top of me, pinning me in place with his body weight as he drilled into me, crushing my g-spot with his cock.

Sex with him was incredible. The best I'd ever had, before or after my unfortunate transformation. He always made me cum several times. It's why I could never break things off, despite my shame.

I gripped the sheets in my fists, as I came a second and third time, shaking all over. Then finally he jumped up, pulled out, and I felt his thick hot cum spray across my back. He then collapsed on top of me, exhausted.

We lay there for a moment, catching our breath, basking in our post orgasm glow. It would take a little while for the shame to kick in.

"What was that!?" I thought I heard a noise, and quickly pushed Ryan off of me. "Was that your roommate?"

"Calm down! He's out of town," Ryan sighed. "You need to get over it, anyway. He's bound to find out eventually."

"No, Ryan! He can't find out! I'd be mortified!"

He just shrugged. "It might be fun. We could have a threesome!"

"Ryan, no! You know what our friends are like!" I yelled. "If they find out I'm letting you... You know... Borrow my... Pussy... Well then they'll all want a go!"

"You should just transition," he said. "You're half way there."

"I'm not a woman, Ryan!" I complained. He just shook his head.

\---

Hi!

This is the initial setup, but I am open to where we go from here. You could play Ryan, or you could play another friend who finds out about me. Or maybe a professor at my university. Or even my new TF girlfriend. I'm leaning towards a blackmail sort of story, but doesn't have to be. I'm open to ideas!

Let me know your kinks and limits when you message me if you'd like to play.

I rubbed my clit furiously as he thrust his cock into me. I was trembling, and my hips were starting to buck on their own.

"Oh, fuck! I'm cumming!" I moaned. "I'm gonna cum again!'

Me and Ryan had been hooking up regularly for a few months now, but I always felt embarrassed and ashamed afterwards.

"Me too!" He gasped.

"Don't cum inside!" I warned him.

The reason I was ashamed was that I had always considered myself straight, and we were both men. I won't go into how or why I ended up with female genitals. Its not important, and frankly a little embarassing. The important thing was I didn't always have them, and I didn't want anyone to know.

"Dude, be quiet!" He grumbled. "I'm trying to pretend you're a chick!"

He flipped me over on to my stomach, and clamped a hand over my mouth. He lay on top of me, pinning me in place with his body weight as he drilled into me, crushing my g-spot with his cock.

Sex with him was incredible. The best I'd ever had, before or after my unfortunate transformation. He always made me cum several times. It's why I could never break things off, despite my shame.

I gripped the sheets in my fists, as I came a second and third time, shaking all over. Then finally he jumped up, pulled out, and I felt his thick hot cum spray across my back. He then collapsed on top of me, exhausted.

We lay there for a moment, catching our breath, basking in our post orgasm glow. It would take a little while for the shame to kick in.

"What was that!?" I thought I heard a noise, and quickly pushed Ryan off of me. "Was that your roommate?"

"Calm down! He's out of town," Ryan sighed. "You need to get over it, anyway. He's bound to find out eventually."

"No, Ryan! He can't find out! I'd be mortified!"

He just shrugged. "It might be fun. We could have a threesome!"

"Ryan, no! You know what our friends are like!" I yelled. "If they find out I'm letting you... You know... Borrow my... Pussy... Well then they'll all want a go!"

"You should just transition," he said. "You're half way there."

"I'm not a woman, Ryan!" I complained. He just shook his head.

---

Hi!

This is the initial setup, but I am open to where we go from here. You could play Ryan, or you could play another friend who finds out about me. Or maybe a professor at my university. Or even my new TF girlfriend. I'm leaning towards a blackmail sort of story, but doesn't have to be. I'm open to ideas!

Let me know your kinks and limits when you message me if you'd like to play.