Welcome to my Sissy caption site! I enjoy crafting sissy captions based on exquisitely and intensely feminine images. My captions tell tales of cruel Masters and Mistresses forcefully transforming men into sissy captives and playthings. I try to express that special sense of sissy helplessness, sissy humiliation and sissy fear. Please become a Follower and remember -- Sissies MUST LEAVE COMMENTS and publicly express the Sissy feelings you have when you read my blog. Enjoy!!!
Monday, August 29, 2016
My Sissy Neighbor -- Part 11: Some BIG Changes
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Thursday, August 18, 2016
My Sissy Neighbor -- part 10: Anita's Evolution



Anita hasn't yet had surgery, but he has become a real woman as far as I'm concerned. "He" is really now a "she."
Wednesday, August 10, 2016
My Sissy Neighbor -- Part 9: The Real Anita


Anita was also getting a lot of romantic attention when I was away. As I said, male -- and sometimes female -- clients were always hitting on him at work. Mom had a strict rule about not socializing with "active clients." But after a deal was done, mom said that Anita could socialize or date anybody he wanted. Well I know Anita went on a lot of first and second dates. But he had to avoid letting anything get to serious because...well it's obvious why.
Sunday, July 24, 2016
My Sissy Neighbor -- Part 8: Transition to New Life
Mom and I did our best to help Anita settle down after his horrible ordeal. Mom wanted him to go to the police, but I knew he wouldn't agree to that.
"Well, at least you are NEVER going back to that awful club."
"But I have to!" Anita wailed. "I need the job if I ever want to move out of my house! I can't stay there anymore. Things are so bad with all the yelling and drinking and..." Anita took a deep breath and continued. "I think my dad is beginning to figure out that I'm not exactly the man he thinks I should be. And if he ever figures out about Anita, hell kill me. I mean it!"
He continued, "I've been saving up my money so I can move out of the house. Maybe I will move to California."
Mom and I stared at each other for a moment and then said -- in unison, "Just move in with us!"
Anita looked confused for a moment and then said, "But I can't move in here. I don't want my parents to know I live just next door. That won't fix anything."




"Of course not," replied mom. "So maybe this is the right time for you to say good-bye to Andrew and become Anita. For real. Legally, and if you want, surgically." Oddly, this suggestion came as a surprise to Anita. Anita sat in silence as he thought about what mom had suggested. And then mom added brightly, "And then you can be my niece for real!"
Monday, June 20, 2016
My Sissy Neighbor -- Part 7: Sissy Anita's Date
The week seemed to go by very quickly and suddenly it was Sunday -- and time for Anita's date with the manager of Club Satin. This guy obviously enjoyed using his position of authority to take advantage of the women who worked at the club. And now the creepy manager had turned his attention to our Anita. And poor Anita was too frightened to turn him down.
Anita came over to our house around 5:00 to get ready as he usually does. He had agreed to meet the manager at a trendy bar downtown for a drink at 6:30 and then they would go down the block for dinner.
Even though Anita didn't really want to go out on this date, he sure dolled himself in a way that any man would certainly find irresistible. Just take a look at the photo I took before Anita headed out for the evening. He is so gorgeous!
As Anita was trying to get out the door to get downtown on time, mom was nervously giving him all the advice a mom could give a daughter going out on her first date -- "don't drink too much," "do you have some emergency money?" "call me immediately if you need me," and on and on. It was very cute, but I think it was making Anita even more nervous. Eventually, mom let Anita go and he grabbed his purse and car keys and headed out for the evening.
Mom and I waited up for Anita to get back home -- it was almost midnight when he got back. Mom, of course, had been worrying herself sick. But we both sighed in relief when we heard Anita's car pull into the driveway. But our fears returned when he walked in. His hair and make-up were rather a mess. I had never seen him looking so forlorn, so weary. Obviously something awful had happened on Anita's date.
Anita came over to our house around 5:00 to get ready as he usually does. He had agreed to meet the manager at a trendy bar downtown for a drink at 6:30 and then they would go down the block for dinner.

As Anita was trying to get out the door to get downtown on time, mom was nervously giving him all the advice a mom could give a daughter going out on her first date -- "don't drink too much," "do you have some emergency money?" "call me immediately if you need me," and on and on. It was very cute, but I think it was making Anita even more nervous. Eventually, mom let Anita go and he grabbed his purse and car keys and headed out for the evening.

"You poor, poor thing," mom cooed. "Sit down here, dear, and I will bring you some tea. Now tell us what happened to you."
Anita described his evening. "It started out fine. The cocktail before dinner was fun and the restaurant was nice. The manager was an OK date -- he talked a lot about himself which I guess all guys do. He was pretty funny. After a couple of drinks he got very, very flirty and...hands-y, but that wasn't so bad -- I get that at the club all the time. It was after dinner that things turned awful." Anita took a sip of his tea.
The manager, Anita explained, wanted them both to go back to his place. Anita had tried to get out of it. "I told him that it was late and that going back to his apartment wasn't a very good idea. And besides, I told him, I'm having my period."
"Good girl!" mom exclaimed.
"But that didn't slow him down at all," Anita said. "He claimed that he only wanted to go back to his place for one final drink and to talk a bit more. So I agreed. Stupidly." Tears started to well up in Anita's eyes. We waited silently for an eternity for Anita to go on. Finally he exclaimed, "He forced me to give him a blow job!"
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sissy date,
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Sunday, June 12, 2016
My Sissy Neighbor -- Part 6: Worried Little Sissy
Anita works at Club Satin five nights a week - and he makes a lot of money working there. He gets paid well -- all in cash -- plus he makes even more money by having customers buy him drinks or paying for a little bit of making out. But I told you that his parents think he works six nights a week as a dishwasher. That's because on Sunday nights, when Club Satin is closed, Andy comes over to my house and becomes Anita -- and just hangs out with mom and me.
Sometimes we'll stay in and watch a movie on TV. But usually we go out as as three ladies. We often start by going to the mall. Anita always needs to buy more clothes and shoes and make-up. It's really fun to shop with him. He's really good at suggesting clothes and make-up that mom and I should try. And mom really enjoys watching him shop for sexy, glamorous clothes and ridiculously high heels for himself -- things she would never, ever buy for herself. I think it's exciting to go into the dressing rooms with Anita to help him try on things. Here's a picture I took last week of Anita trying on some bright pink lipstick at Macy's. What do you think?
After a bit of shopping, we then go out to dinner somewhere. Anita always insists on paying. He does make a lot of money working at the club and he likes to show his appreciation to my mom for all she's done for him. My mom puts up a bit a fight every time, but Anita always wins and pays our bill.
It's really fun to be out with a girl as glamorous as Anita. I'm not bad looking at all, but I don't have have the style that Anita has. Men will literally stop talking or walking -- or even breathing, I think -- when they see Anita. Sometimes you can overhear people trying to figure out if Anita is a model or a celebrity that they've seen on TV. And men are ALWAYS hitting on him! Guys will often send drinks over to our table -- and it's not because they are so turned on by mom or me! And some men will barge over and try to start flirting with Anita -- right while we're having dinner. Mom is really good at shoo-ing these annoying guys away. But it does give the three of us a big laugh every time.
But the most fun situations are when we run into some boys that I know from school. These guys start totally drooling over Anita! They have absolutely no idea that the hot girl they are getting boners for is really that boy in the black hoodie that they pass everyday in the hall at school! I can tell Anita gets a bit nervous during these encounters -- but I know there is absolutely no way that the dumb boys from school will figure out who this crazy hot chick really is.
Anyway, we were out with Anita tonight, doing our usual shopping and dinner thing. Anita looked glamorous as always but he tones it down a bit when he's not going to the club. Doesn't he look absolutely adorable with his hair pulled back like this? You'd swear he was a super hot sorority girl, wouldn't you? At the end of the meal, Anita told us something worrisome -- you can even see the worry on his face in the photo. "I can't go out with you next Sunday," he said. "I have another...commitment."
Mom could sense that Anita was uneasy so she pressed for more information and this is what Anita said. "Next Sunday night I'm going out -- on a date, I guess -- with the manager of the club. You see he likes to go out with all the girls, especially the dancers. And last night he asked me. I think I sort of have to go out with him. None of the girls turn him down -- ever. I think it would be a big mistake if I said no. So I agreed to out with him next Sunday night when the club is closed."
"I don't like the sound of this at all!" mom said. "And besides, he probably doesn't want to go out with you to talk about current events, if you know what I mean." Anita and I both giggled. Mom is so funny. She can't even say "He obviously wants to have sex with you -- and that would obviously be a huge problem for you!" But we understood exactly what she was saying. Mom tried to convince Anita to cancel his date but he was too scared to do that.
"Well, I guess you'll just have to do what the rest of us girls do in that situation," mom advised. "You'll just have to tell him you're having your period!"

After a bit of shopping, we then go out to dinner somewhere. Anita always insists on paying. He does make a lot of money working at the club and he likes to show his appreciation to my mom for all she's done for him. My mom puts up a bit a fight every time, but Anita always wins and pays our bill.
It's really fun to be out with a girl as glamorous as Anita. I'm not bad looking at all, but I don't have have the style that Anita has. Men will literally stop talking or walking -- or even breathing, I think -- when they see Anita. Sometimes you can overhear people trying to figure out if Anita is a model or a celebrity that they've seen on TV. And men are ALWAYS hitting on him! Guys will often send drinks over to our table -- and it's not because they are so turned on by mom or me! And some men will barge over and try to start flirting with Anita -- right while we're having dinner. Mom is really good at shoo-ing these annoying guys away. But it does give the three of us a big laugh every time.
But the most fun situations are when we run into some boys that I know from school. These guys start totally drooling over Anita! They have absolutely no idea that the hot girl they are getting boners for is really that boy in the black hoodie that they pass everyday in the hall at school! I can tell Anita gets a bit nervous during these encounters -- but I know there is absolutely no way that the dumb boys from school will figure out who this crazy hot chick really is.
Anyway, we were out with Anita tonight, doing our usual shopping and dinner thing. Anita looked glamorous as always but he tones it down a bit when he's not going to the club. Doesn't he look absolutely adorable with his hair pulled back like this? You'd swear he was a super hot sorority girl, wouldn't you? At the end of the meal, Anita told us something worrisome -- you can even see the worry on his face in the photo. "I can't go out with you next Sunday," he said. "I have another...commitment."
Mom could sense that Anita was uneasy so she pressed for more information and this is what Anita said. "Next Sunday night I'm going out -- on a date, I guess -- with the manager of the club. You see he likes to go out with all the girls, especially the dancers. And last night he asked me. I think I sort of have to go out with him. None of the girls turn him down -- ever. I think it would be a big mistake if I said no. So I agreed to out with him next Sunday night when the club is closed."
"I don't like the sound of this at all!" mom said. "And besides, he probably doesn't want to go out with you to talk about current events, if you know what I mean." Anita and I both giggled. Mom is so funny. She can't even say "He obviously wants to have sex with you -- and that would obviously be a huge problem for you!" But we understood exactly what she was saying. Mom tried to convince Anita to cancel his date but he was too scared to do that.
"Well, I guess you'll just have to do what the rest of us girls do in that situation," mom advised. "You'll just have to tell him you're having your period!"
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