Helpless Face-Down Sissy

Don’t you just ‘hate’ it when you are face-down on the bed with your hands cuffed behind your back? Don’t you just ‘hate’ being helpless with your ass exposed, lubed, and dressed up nicely (in order to entice a potential suitor)? Wouldn’t it be a tragedy if a BBC just crawled on top of you and took you from behind? A girl can always dream 😉

Crossdresser with Flat Ass Fucked

You may not have the most shapely of an ass, but in a nice thong swimsuit… It looks incredible. You knew daddy would want to bang you if you were dressed up in a little frilly swimsuit near the poolside looking back at him. As soon as you got into the swimsuit, you realized how right you were. It was difficult to sit down for the next couple of weeks after daddy saw your booty dressed up in that little outfit. Nicely done 😉

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