Category: Crossdressing

I want to meet discrete, older guys (40-55 yea…

I want to meet discrete, older guys (40-55 years old) who want to chat to me, tell me what to do, and generally be my daddy.

Please only message me if you are in San Francisco/Bay Area and in that age range.

Regular

Any of my femboy/crossdresser followers in the Bay Area?

Hit me up on direct message!

DM ME FOR A “SEXT MESSAGE CONVERSATION”. Rule…

DM ME FOR A “SEXT MESSAGE CONVERSATION”.
Rules:
- Send me your Mr. Name (e.g. Mr. White)
- This is a fictional story and will last a while (we will send pics back and forth that get naughtier and naughtier)
- You will send me your “scenario” (e.g. I am your babysitter, I am your neighbor, etc)
- You will be playing 45 years old or over
- You will send me the age you want me to play (anything goes)
Go!

DM ME FOR A “SEXT MESSAGE CONVERSATION”. Rul…

DM ME FOR A “SEXT MESSAGE CONVERSATION”.

Rules:
– Send me your Mr. Name (e.g. Mr. White)
– This is a fictional story and will last a while (we will send pics back and forth that get naughtier and naughtier)
– You will send me your “scenario” (e.g. I am your babysitter, I am your neighbor, etc)
– You will be playing 45 years old or over
– You will send me the age you want me to play (anything goes)

Go!

Showing of my new panties or the lack thereof …

Showing of my new panties or the lack thereof rather! ;3

Please reblog if you like and tell me what you think 🙂

Some more naughty pics and a twerking gif! Cag…

Some more naughty pics and a twerking gif! Caged, gagged and plugged; what more could you possibly want from me? ;3

Please reblog if you like! 🙂

Hey all! Please help keep this blog alive! Y…

Hey all!

Please help keep this blog alive!

You can donate any amount anonymously on Patreon. From as little as $1, you can help keep the Secret Femboy’s slutty adventures going.

http://patreon.com/secretfemboy

If a lot of you donate, I will be able to release series like the Sissy Thanksgiving more frequently. I have a ton of other great series in the works after that one finishes!

Thank you for helping:

http://patreon.com/secretfemboy

Some quick pics in my Christmas outfit, hehe! …

Some quick pics in my Christmas outfit, hehe! Merry Christmas everyone!! 😀

Something else for a change. Me wearing my cag…

Something else for a change. Me wearing my cage and playing with my vibrator and my new dildo gag. I was leaking at the end, hehe! :3

Regular

Sissy Thanksgiving Pt. 8

It seemed as though my meetup with an older guy had taken far less time than expected.

Mr. Gregory was walking around our room, cleaning up, and tidying away our stray clothes.

In the meantime, I had begun fixing myself a drink. I needed something to calm the flood of nerves that were creeping up on me.

Before I could get myself fully relaxed, we heard a knock on the front door.

“Room service!”, exclaimed a voice from behind the door.

“Room service? Did you order anything?”, I asked Mr. Gregory.

“No, Skye, I have a feeling it might be our new friend. Go and check!”

I timidly walked over to the door, looked through the peephole, and immediately recognized the man on the other side. It was the man from Grindr.

I slowly opened the door, a smile plastered on my face for some reason. The light began to creep in the room from the otherside and the man started to look me up and down and smile.

“Hello, cute stuff. You going to let me in?”

“Hello, sir. Welcome to our room. This is Mr. Gregory my neighbor from back home.”

“Hey there!”, said the man, “Nice to meet you both and always happy to have an audience.”

I stood slightly away from the door so as to let the man walk through the door and into our room.

He took a quick glimpse around and then fixated back on me.

His eyes were moving up and down my body, taking in every inch of my young, slim frame.

He moved into the room.

“Do you want a drink or anything, sir?”, I asked.

“No, I’ll be fine, thank you. Where should I sit?”

“Err… Oh, here’s fine…”, I said as I gestured him towards the small sofa seat.

He slumped down into the seat, constantly fixing his eyes on me, smirking as if he had total control of what was to come.

I nervously wandered over to the couch, wondering what I should do or say. I was very new to encounters with men and I knew I must have looked very nervous and innocent.

“Here, have a seat on the arm of my chair here.”, said the man, tapping his hand on the chair.

I lifted myself onto the couch and put my feet on the empty space on his chair to balance.

I felt him shift his body lower so that his crotch began to rub against my ankle and foot. I could feel his pants tighten against my leg.

“You have a very pretty little outfit on you, don’t you sissy boy?”

“Err… thanks, sir. I’m actually wearing some of my mom’s clothes”, I chuckled nervously.

My mind immediately flashed to my stepdad. For a second I wondered what he was doing and how he was. I would usually send him a cute picture when I thought about him, but this time I would have to wait a little.

“Are you wearing a bra for me, sissy?”

“Yeah… It’s a matching set… panties and bra…”

“Well, isn’t that cute. Why don’t you show me?”

His hand tugged at my shirt and began to loosen the button that was covering my bra.

I soread my legs slightly to expose the matching panties that were slightly pulsing between my legs.

His eyes jolted down to the gap between my legs and he repositioned his legs and crotch as my legs moved.

He clearly wanted my foot on his crotch.

“I love these pretty little feet you have, boy, they’re so small and feminine, aren’t they?”

I giggled as his trousers tickled the soles of my feet.

“Erm, yes, sir, they’re quite small I guess…”

He grabbed both of them with his hands and began massaging them. I could see his pants begin to tent a little more while he play with my toes and soles.

He eventually positioned them both closely together in the center of his crotch and he started to gyrate his hips a little to get some friction.

At this point, I had started to feel more comfortable. The soft denim rubbing on my feet, his hands slowly stroking my legs, the plushness of the couch rubbing against my tucked private parts…

I took a moment to examine the room and realized how exposed I was on that couch. My chest was open, my panties on show, my legs spread. The windows to the room were open and any passer by could peer in and see us.

My crotch tightened. The thought of being seen was giving me a hit flush. Was I turned on? Holy shit, I was.

The man’s stroking continued and that feeling only intensified until I could hear myself moaning lightly each time his hands crept over my exposed thighs.

“You’re getting turned on aren’t you, sissy?”

“Erm… umm… err…”

“Kiss me, little one.”

I felt his hand move behind my back and gently pushed me closer to him.

I cradled his neck slightly so as not to fall too hard onto him.

I leaned in and felt his tongue dart sharply into my mouth.

I was taken aback and giggled. He pulled me in again and our lips met once more. I was more acclimatized this time and our lips danced along with our tongues in unison…

After a few minutes of making out, he pulled the back of my hair and moved my face slightly away from his.

“Get on your knees in front of me now, sissy.”

I was slightly taken aback, but I lifted myself off the couch and began to get on my knees in front of him.

He had already unfastened his jeans, and was struggling to pull them off his hips and thighs.

His large cock flopped out of his underwear right in front of my face.

“Now, boy, you know what to do…”

From what I had seen in porn, the woman usually starts to hold the penis and slowly jerk it up and down.

I did just that and the man let our a long deeo groan.

“Yes, that’s a good sissy. You like holding my big, daddy cock don’t you? You’re a little whore, aren’t you?”

I didn’t know what to say, so instead, I lowered my head towards his balls and started to lick them.

“Yeah, lick those balls you little sissy. You should worship those balls because they made the cum you so desperately need…”

I started to intermittently suck and lick his balls whilst rolling my hand up and down his shaft. His cock stiffened even more.

“Good, boy. Now lick my balls and rub your little hand over the head. Yeah, just like that you naughty little girl…”

“Now use that sissy tongue on your daddy’s head. Come on, little one, use your tong-“

He was cut off by how obedient I was. My tongue travelled all the way from his balls, up across his nine inch shaft, and up to the head.

“Oh yes, that’s a good little sissy slut. You know you’re role don’t you, bitch boy? Yeah, fucking lick that head.”

He groaned as my tongue slipped around his head.

“Be a good fucking slut and suck that head…”

Tune in soon for part 9…

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