Showing posts with label blackmail. Show all posts
Showing posts with label blackmail. Show all posts

Sunday, March 23, 2014

Dr.Thompson's Sissy

I do not like being owned by Dr. Thompson. But I am trapped. I am now Dr. Thompson's Sissy Tabitha.

It started last October, about eight months ago, when I visited Dr. Thompson, the school counselor. I was confused and worried about my urge to crossdress. I felt that I needed to talk to somebody and Dr. Thompson seemed kind and willing to talk to me. When I started talking, Dr. Thompson appeared very interested in hearing about my problem. He asked me dozens of questions and gently urged me to describe all of my crossdressing experiences and my sissy feelings in great detail. At first it was embarrassing to reveal my secrets, but Dr. Thompson was persistent and eventually I opened up and shared everything -- absolutely everything.

What I didn't know then was that Dr. Thompson was recording the interview with a hidden camera and microphone.

"Well, Timmy," Dr. Thompson said as the two hour meeting concluded. "You really are quite the little sissy faggot aren't you?" Dr. Thompson's tone and words had suddenly turned harsh and mean. "Here's what we're going to do. You see, I recorded everything you just said -- sound and video -- and unless you want me to share this with everyone you know, you're going to do everything I say. Do you understand?"

I was so shocked that I couldn't even respond.  That's when Dr. Thompson slapped me hard across the face. "I asked you a question, sissy! DO...YOU...UNDERSTAND?"

I finally nodded and said that I understood.  And that's when Dr. Thompson started taking over my life.

Dr. Thompson convinced my parents that I had some kind of learning diability and that I needed to have "special tutoring" every weekend. In reality, Dr. Thompson was arranging to have me be his very own weekend sissy captive. Instead of attending the special classes he described to my parents, I have to go to Dr. Thompson's house every Saturday on Sunday morning and spend the entire day as Dr. Thompson's sissy plaything.



As soon as I arrive, Dr. Thompson orders me to strip out of my boy clothes and then he begins the process of dressing me up like a girl. Dr. Thompson has an enormous collection of girl's clothing -- I guess I am not his first sissy. He spends several hours supervising me as I transform into Tabitha, ensuring every detail conforms to his very perverted and very precise desires. He watches me as I slip on a bra and panties, as I do my make-up and make my hair look pretty. My outfit for the day depends on his mood. Sometimes he has me put on a frilly party dress. Other times he dresses me up in a sexy lady outfit. Some of the clothes are really uncomfortable, like this one. The stockings and panty are made of a really tight rubbery material and he laces the corset so tight that it is hard to breathe.

Once I am all dressed and my face covered with make-up, Dr. Thompson starts ordering me around. Usually it starts with me making his lunch.  Then I have to tidy up his home -- vacuuming, dusting, washing windows, doing his laundry. After he tires of watching me scurrying around like his private maid, he tells me to sit next to him on the couch.  Then he starts feeling me up and kissing me.  I have to sit on his lap, feeling his hard dick poking me through his trousers.  Eventually he takes me by the hand and leads me back into his bedroom where he does terrible things that I can't even talk about.  And all the while he takes photos and videos of me. Then, as evening approaches, he orders me to clean off my make-up and to change back into boy clothes so I can go home. 

This went on all fall and all winter.  I dreaded every weekend but at least the end of the school year was approaching. I figured I would be free from Dr. Thompson's clutches, at least during the summer until school started again.

But those dreams were crushed.  Dr. Thompson spoke to my parents and convinced them that there was a special summer camp for children with my "learning disability." He even managed to get them to pay him $3000 in "camp fees."  But of course, there was no summer camp. Dr. Thompson had just arranged to have me as his full-time sissy travelling companion for five weeks.



Here's a photo of me taken during our long summer vacation together.  I am kept dressed as a girl 24/7.  He makes me wear fancy, silky dresses and high heel shoes everywhere. He even took me to a beauty salon for have my hair and nails done. He enjoys taking me out in public -- restaurants, shopping malls, sightseeing, even on airplanes -- knowing how scared and uncomfortable I am being paraded around like this. If anyone ever asks, he says that I am his daughter. I have to call him Daddy when we're in public.

But when we're alone in our hotel room, we are no longer "father and daughter." He gets very excited by making me look and act like a girl in public. So when we're in the privacy of our hotel room, he becomes a crazed sex monster. He fucks me over and over and over, until he falls asleep. Then it starts all over again the next day.

I have no hope of escaping from this sissy nightmare!  

Saturday, March 9, 2013

Sissy Gets Ready to go Out

Two months ago, my little sister had caught me dressed up in mom's clothes and make-up when she came home early one afternoon.  She said that she would tell mom and dad -- unless I did exactly what she said from now on.  I guess I had always been a bully to my little sister and now was payback time.

Since then, we've been playing "dress up" almost every night.  After dinner, we run up to her room where she makes me practice doing my make-up and styling the wig she made me buy.  She makes practice walking in high heels and sounding like a girl when I talk.

She told all her friends about what a sissy I was -- and how I was really cute when dressed up like a girl.  Tonight, my sister told me, was going to be my "coming out" party.  She was going to take me, along with three of her friends, to a fancy club downtown where they never check IDs of cute girls who want to go in.  I'm the only one old enough to have a license, so I have to drive.

Mom and dad went out early to go to a party so we spent most of the afternoon getting ready.  My sister picked out my outfit for the evening from mom's closet -- a fancy gold and white Lily Pulitzer dress and a pair of strappy high heels.  She helped me get my wig and make-up just right.

"Hmmm," she said with a smile while looking me over when we were done.  "You know, Michael, you really do look like a pretty girl.  I don't think any of the guys at the club would ever guess that you're really a boy when they start flirting with you.  Just be careful when they start feeling you up."

When she said that, I broke down into tears, panic suddenly overcoming me.  "Please don't make me do this!  PLEASE!"

"Oh for God sake STOP CRYING!," my sister yelled.  "You're ruining your make-up!  You are such a big sissy!  Get it together and fix your make-up before the girls get here!  NOW HURRY!"  She slammed the door and went downstairs.

I stared at my reflection in the mirror.  My sister was right -- I did look like a pretty girl.  And she was also right about me being a big sissy. I knew I had to obey my sister or she would tell mom and dad.  As I started redoing my make-up, I tried to imagine what it was going to be like, being in a fancy nightclub in a pretty backless dress, sexy stilettos and glamorous make-up, knowing that men would be trying to talk to me and buy me drinks and...other things.

"Michael!  I mean Michelle!" my sister yelled from downstairs.  "Hurry up!  The girls are here!"


I dried my tears and fought to calm myself down.  I fixed my mascara and finished putting on my bright red lipstick.  I grabbed my little clutch purse and headed down the stairs.

When my sister's friends saw me, they screamed with delight.  They all told me how pretty and sexy I looked.  They said that all the guys would be drooling all over me tonight.  I enjoyed hearing the girls say that I was pretty -- but talking about the men at the club made me feel  sort of sick to my stomach.

One of the girls said, "And when you're giving some guy a blow job tonight, be sure to swallow every drop.  You don't want to get any stains on  your mother's pretty dress."

The girls howled with laughter at that.  I almost started to cry again.

"Time to go, Michelle," my sister said.

Saturday, November 26, 2011

Sissy Goes Outside Part 1

I liked dressing up in my older sister's clothes and I did it whenever I was home alone.    First, I would put on one of her bras and a pair of her panties.  Next I would go to the bathroom and do my make-up and fluff up my longish hair.  Then I would go through her closet, trying on her dresses, skirts, blouses and shoes.  I even dressed up in her nightgowns and bathing suits.  I would pose in front of her full length mirror, admiring my feminine reflection.

That's exactly what I was doing when disaster struck.

I was all dolled up in my sister's make-up, underwear and a party dress.  The dress was my sister's favorite.  It had a feminine, white ruffled top, a black skirt and a wide belt that gave me a sexy shape.  I was also wearing her sexy new peep-toed pumps with really high heels.  I felt so girlish and sexy.  I was posing and admiring my reflection in her big mirror when I heard a girl's voice scream, "Oh My God!"   I spun around and saw my sister and two of her friends standing behind me. My sister's friends started laughing uncontrollably.  My sister shouted, "What the fuck are you doing in my clothes?!?"


I was too shocked to speak so one of her friends answered for me. "Your brother is a total sissy faggot!"

My sister glared at me for a minute and then said, "Don't move."  She went downstairs followed by her friends. I was so afraid and confused and ashamed that I that just stood there as she ordered.

A few minutes later the three of them returned.  "Well Sissy," she said, "I'll make you a deal.  I won't tell Mom and Dad about this -- but you have to do something for me."

"Sure," I said eagerly.  I would do anything to keep my parents from learning about this.  "What do I have to do?"

"It will be easy," my sister replied.  "All you have to do is to walk down Walnut Avenue, from Church Street to Parker Street." 

"You want me to go outside?  Dressed like this?" I exclaimed.  I had never even thought about going outside before.

"No!  Not in my favorite party dress.  We'll pick out something cute and appropriate for you to wear.  Now don't be such a Sissy," my sister said while her friends giggled.  "Walnut is a quiet street.  Now get into the bathroom so we can fix you up."

I really had no choice so I complied.  And my sister was right -- Walnut was a quiet street.  I should be able to do this.

Well, the girls teased me mercilessly as they made me  strip down to my sister's bra and panties.  They  went to work on my hair and make-up and made me look really pretty -- much better than I had ever done myself.  Then they picked an outfit for me to wear.  The girls helped me dress and then ordered me into the car.  Now I stated to get nervous and I said that I had changed my mind.

"Too late, Sissy!" my sister snarled.  "Shut up and get in the car."

I started to cry as the girls shoved me into the back seat of the car.

Saturday, July 2, 2011

A Sissy Goes Clubbing

I love taking my Sissy "boyfriend" out clubbing on Saturday nights. 

We had been dating for several months when he admitted to me how he liked dressing up like a girl.  I was disgusted by the idea but agreed to let him dress up for me one evening.  Well, when he emerged from the bedroom dressed up as "Lydia", I was just amazed by how feminine and glamorous he was.  He wore a long black wig that looked so nice with his dark complexion.  His make-up was dramatic, theatrical even.  Long false eyelashes, shimmery eye-shadow, glossy bright pink lips.  Wow!

He was just delighted with the compliments I showered on him.  I told him about a hundred times how "beautiful" and "sexy" he was.  He shuddered with pleasure everytime I said that.  It was clear to me that I could have complete control over this Sissy faggot -- all I had to do was to pretend to be supportive of his girliness.

"Do you like me dressed like this?" he tentatively asked, his voice a sweet feminine whisper.

"Oh, I think we're going to have a lot of fun together, Lydia," I replied.  Just not the kind of fun you think, Sissy, I thought to myself.  I took a bunch of photos, while he enjoyed posing like a fashion model.

"Lydia, you look so wonderful, I think we should go out," I said. Sissy Lydia was shocked and scared by my suggestion.  You see, he had never been outside his apartment dressed as a girl.  I borrowed his make-up kit and made myself up glamourously, just like him.  Lydia showed me his extensive wardrobe of sexy outfits.  I dressed him in a clingy black mini dress, topped with a bright pink jacket, and some strappy sexy high heeled sandals -- what a Sissy!

I pushed him out the door and we took a cab to a crowded dance club downtown.  I made him dance with a bunch of guys -- while I did the same.  He kept begging me to leave -- the little Sissy was so scared and helpless!  After a couple of hours we did leave -- with two of the hot guys we had been been dancing with.  I told my little Sissy that he better behave himself, because I had his wallet, his clothes -- and photos of him that I could easily email to his family -- or his boss.  Defeated, the little Sissy got in the cab with me and our hot dates to go back to my apartment.  It was fun watching my little Sissy squirm while his "date" started putting the moves on him.  Hysterical!  And then they started making out -- I almost came watching that action.  As we arrived at my apartment I warned Sissy Lydia that he better act really girlish because if the guys figured out he was a boy, they'd kill him!  The Sissy was so scared that his secret would be discovered that he did everything I told him to do.

Well that night, Sissy Lydia gave his first blow job!  And since that night he's given dozens more to the guys we meet at the clubs every Saturday night!  She is my little pet Sissy toy that I now drag with me every time I go out!