Tall Sissy Caught Crossdressing

Nice Ass Girly, I’ve Got A New Nickname For You

big butt bitch crossdressing caption

Ever since your older friend Mark opened up your door on accident and found you in a thong and wig life has never been the same. He called you a pretty girl and invited you out to the woods to, “Go camping.” Some how, as soon as you guys went on the trip, your bag of clothes randomly disappeared. Luckily, your friend brought an extra bag of clothes… but they were all for women. There was also mysteriously a black-colored wig inside of the bag. When you asked Mark why he brought extra women’s clothes he just replied, “Please, call me Daddy.” You were confused, but nevertheless, you put on some of the clothing. While you were slowly dressing minimally, just so you could start putting on some make-up to look cute… ‘Daddy’ said, “I want you to know, once I take you in the ass, you will forever be my Big Butt Bitch. I will own that ass. So, whenever I want a piece of that ass, I will give you a call and you can come over and then bend over.” As you dressed you calmly obliged and just focused on getting ready to submit to him for the first time. You were trying to be calm about how excited you were to be taken for first time.

 

So, you started to put some make-up on and attempt to look as pretty as possible while out in the woods. Luckily, you had dressed up as a girl plenty of times so a lot of the preparation was just a habit. So, after you finished putting on your make-up, then you started to get dressed. However, before you could get fully dressed, ‘Daddy’ said, “Bend over…my Big Butt Bitch.” Helpless, and a pretty turned on, you did what ‘Daddy’ said.

Forced Feminization By Alpha Male

Smaller, Cuter, Meant To Service

forced to be feminine on knees sucking cock

From a young age you were taught that girls have all the fun. Well, that is true, unless you are an alpha male. Too bad for you, your girly figure and small facial features put you out of that category. You realized that the only thing that you were good at is pleasing alpha males. So here you are, sucking another alpha cock while he face fucks you so hard that you keep gagging. “Suck it Bitch!” is the phrase you keep hearing for so long that it seems to be a lifetime. You think, “Sissies need pleasure too!” but you would never actually say it otherwise you might end up getting spanked so hard that you won’t be able to walk straight for a week.

Sissy Princess

Feminine Sissy Bottom

sissy bottom princess gurl

You didn’t expect life to end up like this. You wanted to grow up and have a muscular body with facial hair. Unfortunately, the cards you were dealt didn’t help you attract women. Hairless… Smooth… Small… Cute… After trying so hard to get women to have sex with you without success, you finally gave up. However, you had to cure your high sex drive somehow. Since you couldn’t please women, the next best option was to please men. So here you are now, completely bare naked on a bed, staring up at the man who is about to fuck your sissy princess ass senseless. It would have been great to be able to be a ladies man… but I guess being the girl isn’t so bad after all.

Forced Feminization Captioned Images

Daddy Gets What He Wants

fat cross dresser ass

As a sissy, your daddy provides you with the one thing you need – cum. So, in return, you should provide daddy with what he needs sexually. If daddy wants you to send him a picture of your smooth ass – do it. If daddy wants to take a picture of him cumming on your face – you let it happen. Remember, a good sissy obeys daddy because daddy will please you if you please him first. Did you go to the gym and do squats all day and now your ass is too sore for daddy to spank? Too bad, bend over. Don’t forget, you are the bitch and daddy is the master – obey his orders.

Forced Sissy Slave

Forced Cumshot

bottom bitch cross dresser

You thought your friend Devin liked you for your personality. It seemed a little weird at first because you were just a shy little guy at school with long hair and he was a muscular linebacker that played on the football team. One day as you guys were hanging out, Devin got the great idea that you should dress up like a girl because, “You don’t have any facial hair, I want to see if you would be a cute girl.” So, Devin went into his sister’s room and grabbed some clothes and makeup. You went into the bathroom and got dressed, but when you came out Devin was naked on his bed. He said, “You look good, come here I have to show you something…” As you came closer Devin grabbed you and pinned you down. He said, “We can do this the easy way or the hard way. I know you have been looking at my dick all day and if you want to suck it just ask.” You replied, “No way!” He quickly spoke back, “Well then, I guess it is going to be the hard way.” Before you could speak again, Devin pushed you down to your knees and made you be the girl you were meant to be.

Crossdresser Captions

Craigslist Crossdresser

spanked cross dresser bent over

You didn’t think that it would get to this point… Who could have guessed that you would have been turned on by being dressed in women’s lingerie, on all fours, with a man’s hand on your ass? Then again, YOU were the one who went on to Craigslist. YOU were the one who replied to the post, “Dress Up For Me.” YOU were the one who drove over in the middle of the night to a complete stranger’s house. Now, wouldn’t it make sense that YOU would also be seen by this complete stranger as his sex toy? I mean, you replied to the ad, didn’t you? Then again, being spanked is pretty fun

How You Became A Sissy

“You Are Weak”

blackmailed crossdresser has to have pictures taken

You were hanging out with your friend one day just playing video games when he turned over and said, “You know, all you ever do is play video games… do you even have a single muscle in that weak body of yours?” You didn’t know what to say, so you just murmured, “Uh…” Then your friend said, “You are kind of girly looking, I hope you know that.” “I am as much of a man as you are.” You foolishly replied. Then your friend said, “OK, let’s make a bet then. We will have a wrestling match. The loser has to dress up like a girl for a day and have pictures of them taken to show to our other friends.” You quickly shot back, “It’s on!” Your friend quickly jumped on top of you and pinned you in less than 10 seconds. “Looks like you lose, Girly.” The next day, you were dressed up in a full outfit with make-up and perfume on. Unfortunately for you, your friend pinned you down again and ripped your cute outfit off. He said, “After I take pictures, you are going to become a REAL girl. I’ll show you how to become a sissy.” At first you didn’t know what he was talking about since you were such dumb bimbo, but when your ass was so sore that you couldn’t walk the next day you finally realized what he meant.

Encouraged To Become A Sissy

Sissy Encouragement

sissy gurl transformation

Ever since high school you knew that you hadn’t developed as much as the other boys in all of your classes. At first you started to lift weights and work out more. It didn’t matter how much you went to the gym though, you just kept getting thinner and more toned… more feminine looking. You started to look online at pictures of women and men, coming to the realization that you looked more like the sex that you were not assigned. Luckily, you were kind of turned on by that fact. You started watching straight porn, which turned into tranny porn, and finally you went onto sissy porn. You wanted to be the man in the beginning, but slowly you realized that you wanted to be the one getting fucked. You started looking at sissy encouragement captions on various websites to get yourself in the zone. The more captions you looked at, the more you became hypnotized into becoming a sissy slut. Now, here you are, staring in the mirror at your feminine looking self and wondering, “Should I call up my friend Michael and ask if he wants to come over for some fun?” Yes. Yes, you should.

Forced Femininization Hypnosis Captions

Forced To Be Feminine

feminized sissy fucked in her ass

Your roommate caught you in your room dressing in women’s clothing one day. That day was the best day of the week! The reason you loved when your roommate caught you was the fact that he told you to stay dressed and lay on your back. As soon as you laid on your back, he propped your legs up, pulled off your panties, whipped out his dick, and started rubbing it against your ass. He grabbed the bottle of lotion on your night stand and started lubing you up. Once you were all lubed up, he started fucking you slowly. However, as the weeks went by, the fucking became rougher and rougher. Pretty soon he started calling you his personal slut. You didn’t mind though, you had always wanted it to be this way. To make matters worse, he took pictures of you and created a couple forced feminization hypnosis captions of you, including this one. You never realized how cute you looked as a woman, until you saw your legs above your head and a dick in your ass. You have cum in your ass daily, which makes you have to change your panties often. Too bad slut, you decided to be the bitch.