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WHAT YOU DESERVE by Meganprincess

Mark Richards sat on the couch laughing and drinking with his buddies. They were all at Paul’s house. Paul’s wife, Emily was upstairs giving them space to watch the World Series in peace. As Mark munched on some chips, he looked up in time to see a shot of the pitcher’s wife in the stands at the game. She was really pretty and was wearing a tight skirt and top. Nobody could hear what the broadcasters were saying over the din in the room. All of the guys were instantly making comments about her.

 

‘Oh man. What a piece of ass.’

 

‘Yeah I would love to bend her over and fuck her really hard’

 

‘She would look good with her lips wrapped around my hard dick’

 

The lewd comments made him slightly uncomfortable for some reason. To fit in, more than anything, Mark made a comment too, saying:

 

‘Wearing that outfit, she would deserve it.  She looks like a whore’

 

Why did the room get quiet all of a sudden? Mark noticed the eyes of his friends looking behind him over his shoulder.

 

‘Oh, so a woman should get treated according to how she is dressed huh Mark? Wearing certain clothes means you deserve to suck off gross men like you?’

 

It was Emily and she looked pissed. She had just walked in the room and apparently only heard the back end of the comments which made Mark look the worst. He tried to explain and mumbled some lame excuses but she just looked disgusted as she climbed back up the stairs to leave to men to their game again. The guys just laughed and teased Mark when she left and it was soon forgotten as they all got absorbed in watching the dramatic ending of the ballgame. Soon they were all making their exits. Emily’s husband told Mark at the door:

 

‘Hey don’t worry about Emily. She will get over it man.’

 

Driving home Mark was slightly bothered by the embarrassing event but in a few days, it was gone from his thoughts. But not Emily’s thoughts. Not at all. She never like him. The way he stared at her feet. The way he seemed scared of her. Made her wonder what kind of man he really was when he wasn’t trying to act all macho for his friends. She told Mark’s wife all about the comments she heard him say that night but he never figured that out.

 

–    — —–    ——–    ———————-    ———————————-      ——

 

Weeks later he was laying in bed with his wife, Brooke, and they were watching ’50 shades of gray’. Brooke snuggled up against him as they watched and asked:

 

‘Why don’t we ever do any of that stuff Mark? It looks kinda hot. Do you want to tie me up and whip me for being a bad girl?’

 

‘Umm not really. It seems kinda silly to me I don’t know. I mean why does the guy always have to be in charge anyway? This movie just seems stupid.’

 

Brooke had picked the movie and was a little hurt by his rejection of it. Maybe just to get him back she said:

 

‘Yeah that kind of stuff is for dominant men. You’re not like that. You’re really sweet. Maybe you would like it better if I put you in a pair of my panties and a bra.’

 

As she said this she giggled and traced little circles around Mark’s nipples under the sheets. She even gave them a slight pinch after the last sentence.

 

‘Ha-ha very funny Brooke. We can keep watching the movie if you want. I’m sorry for being a jerk.’

 

‘No really Mark. We never try anything exciting. Just try it for me please? I promise I will make it worth your while. And we can turn off the movie right now if you do this for me. No one will know. It will make me hot come on please’

 

And then she gave him the look. The look that always made him cave. Big green eyes looking at him innocently with eyelashes batting. Oh, what the hell? He nodded his agreement hesitantly and Brooke was on her feet out of the bed in a flash. With a quick clap of her hands and a gleeful ‘yay’ she opened the top drawer of her dresser. 

 

‘We won’t put you in anything too outrageous Markie. Just something simple. Here put these on first.’

 

She handed him a simple pair of nylon panties in baby blue. A moment later he stepped into them. He felt an oddly exciting tingling sensation as the fabric smoothed over his crotch but he fought it and sat back on the edge of the bed. Brooke, not wanting to scare him off, held her tongue, though she wanted to burst out laughing and tease him so bad.

 

‘And here is your matching bra. You probably won’t be able to hook it on your own. It takes practice. Just stand up and walk over to me and hold your arms out. That’s it, good girl! Just stick your arms through and I will hook you in.’

 

And it was done. She adjusted the cups on his chest and stood back to survey her husband. For his part, Mark just stood awkwardly in front of his wife feeling foolish. She saved him though by pushing him down on the bed and straddling him. What followed was the best sex they had ever had. Other than calling him a bitch a couple of times while she was on top him (‘come on bitch give it to me’), the sex was just straight up hot to Mark. Brooke loved it too. Nothing more was said of the incident for a few days.

 

Then one night Brooke asked him to do it again. It was weird but as long as his wife was enjoying it and getting off Mark figured it was worth it. This went on for several weeks. She even started having him sleep in a nightgown most nights. He started liking the feeling of silk against his body but didn’t say anything to Brooke. He didn’t have to, of course, for Brooke could tell that her husband was enjoying this way more than he was saying.

 

A couple of months went by. They fell into a routine in bed. Mark in bra and panties on the bottom and his wife on top riding him and calling him bitch and princess. Mark sleeping in pretty nightgowns. Occasionally she even talked him into wearing lipstick. He was becoming increasingly confused.

 

So when Brooke had to leave town for a week on business, instead of going out and partying with his friends, Mark stayed home. He decided to do some research. He found Fictionmania.tv and began reading the stories there. One after another. He saw how he was like a lot of the characters and before he knew it he was curled up on the couch in a pair of Brooke’s panties and a matching bra. He was now an expert at hooking his own bra. Brooke had seen to that. Since she was gone he added lipstick and even one of her dresses. It was so exciting wearing a dress for the first time. He stayed up all night edging to the erotic stories. The next night he found Tumblr. So many captions about sissies. They took Mark’s excitement and adventurousness to whole new level. Inspired, he decided to dress all the way up. Brooke wasn’t home and wouldn’t be home for days so what the hell? He went into their bedroom and started looking through her things. He picked out a simple but short blue jean skirt and then a cute white top. Pink bra and panties. Then he found her white garter belt and white stockings. And white high heels. Even a white purse. The garter belt gave him trouble but eventually he got it all on. He looked in the mirror. He decided he needed makeup. He tried his best and soon had on blush, mascara, eyeshadow, lipstick, and lip-gloss. By this point he was leaking precum into his panties. He modeled and posed in front of the mirror. He wished his hair was longer. It was a little long for a guy so he was able to brush it to one side and put a little barrette in it. As he clicked his way back into the living room to get back on the computer he swayed his hips and imagined he was a sexy girl. He spent hours and hours on Tumblr – reading stories and articles, looking at caption after caption, watching hypno videos. His brain was jelly after a while - in a constant erotic state while dressed fully as a woman. He masturbated but kept the clothes on. 

 

A few hours after dawn, still awake and edging, he began stroking again to a particularly arousing caption. On his back on the couch with his legs spread and held in the air, he pretended he was the sissy in the caption getting pounded into complete submission by a stronger male while dressed as a girl. His excitement grew as he looked at his legs in their white stockings, the garter belt straps holding them, and his high heels dangling in the air. He spread his legs wider in the air and stroked his hardening cock through the front of his panties. Doing it like a girl now with just his fingertips stroking across the tip back and forth faster and faster. In the background he had the audio of a feminization hypno playing:

 

‘You are a girl now. A pretty girl. You have always been a girl. You are a girl now. A pretty, pretty girl. You like to do girl things. You like to go shopping for pretty panties. You love to put on makeup. You are a girl. A pretty girl. You love men. You love to wear short skirts for them. You are a pretty, pretty girl. You love to walk around in high heels. You are a good girl. You like to flirt with men. You have always been a girl. You want to have breasts. You love to wear bras. You are a pretty girl. Such a pretty, pretty girl for men. You want to carry a purse from now on. You like to wear eye shadow so men will notice your pretty eyes, princess. You are a girl now. You love to wear pretty stockings. You are a pretty girl for men. You want to wear cute dresses and tops. You want guys to notice you. You like to make men hard, princess. Such a pretty, pretty girl. You love to wear lip-gloss. You love to wear miniskirts. You are a girl now. You want to suck cocks. You love cum. You are a pretty girl. You want to dance with men. You want to wear sexy lingerie. You want to wear mascara. You are a girl now. Big strong men make you feel weak and submissive. You are a good girl. Such a pretty, pretty girl. You are a girl now. You want to stroke yourself through your panties and think about sucking dick like a good girl. You are a girl now. You are a good girl. You are a good pretty girl for men…’

 

The audio was so loud and he was so focused on the caption he was looking at and stroking himself so intensely that he didn’t hear the door open. Brooke stood in the hallway taking in everything. Next to her stood Emily. They didn’t make a sound but watched as Mark, completely in the zone, began to cum in massive spurts across the front of the blouse he wore and moaned like a girl in a high-pitched squeal. To their surprise, he scooped up the cum and put it into his mouth. The audio ended and Brooke spoke up.

 

‘Go ahead and swallow it princess. Remember ‘you are a good pretty girl for men.’

 

And then the girls broke out laughing, hands covering their mouths. Mark’s face turned red. The cum was still in his mouth, He didn’t know what to do. He was terrified to be caught like this. Holy shit! He was literally frozen.

 

‘I said swallow it Mark. Go ahead. It’s okay. Do it now.’

 

And he obeyed his wife and swallowed his first load of cum. It was strange but not terrible. What was the most terrible was Emily standing there with his wife. What the fuck? How had she gotten back in town so early and why was Emily with her?

 

‘You can stop staring at Emily, Mark. It’s not her fault you’re all dressed up like a girl and jacking off on the sofa to god knows what. My meeting got canceled and I got back this morning and Emily picked me up from the airport because I didn’t want to wake you up. Looks like you have been ‘up’ for a while though eh little girl?’ Well, we won’t bother you. We are just about to go eat breakfast. When I get back home we can talk. Oh, and you might as well think of a girl name you want to be called from now on. There is no way I can ever think of you as a ‘Mark’ ever again.’

 

Completely defeated and mortified he could barely make eye contact and he laid on the couch where he had been caught and looked up at the women standing the hallway. Emily gave him the most withering smirk. Oh my God would she tell her husband? Would he tell the rest of the guys? His life was over. What should he do? His mind was racing. In a few minutes the door closed and he was on his own again. He started to take off the clothes. Got to get back to normal. He couldn’t figure out what had come over him. Why had he done it? What was wrong with him? As he was washing off the makeup in the bathroom he got a text from Brooke:

 

‘Don’t worry about a name sweetie. Me and Emily have a perfect name for you. She said you really think that baseball pitcher’s wife is cute so you can have her name from now on.  Megan. Hope you like it dear. That is your new name. Now be a good girl Megan and be wearing a pretty dress when I get home or you can just pack up and leave and try to live off that crappy job you have.’

 

She soon had him dressed fully as a girl at all times in the house. She caught him masturbating again to Tumblr captions one night very late in the living room when he should have been in bed with her. That’s when she decided to put him into chastity. And that’s when his cock, never the largest, started to shrink. She also started feeding him hormones and watched with pleasure as his little breasts started to grow. Megan by this point was a mess. No longer able to think of himself as a man, he did the only thing he could do and started to think of himself as a woman. Brooke encouraged him in this and eventually made him quit his dead-end job. She had other ideas for him. His hair had grown out and she took him to the beauty salon to have it styled. He had become an expert at applying his makeup. She had spent hours training Megan how to walk, talk, and act. She was completely passable. She was completely ready for the next step in Brooke’s plan.

 

She came in from work one night arm and arm with a big strong man. Megan answered the door in her maid’s dress. You can figure out the rest, of course. Megan was made to watch as the man fucked his wife on their bed as the alpha male teased him relentlessly:

 

‘You like watching a real man fuck your wife little bitch? See how she takes my big cock? She’s not interested in a little fairy like you in dresses. Fucking pathetic! Look at that tiny thing in your chastity. What’s a hot woman like this gonna do with that little thing? Huh? So just watch while I make her cum with my big man cock, sissy. Hear her moaning? Yeah. She likes daddy’s big hard cock up in her. Take it. Take that cock. Are you watching sissy? Watch while a real man takes your wife from you.’

 

Later she made Megan suck him off. He was good at it because she made him practice on her strap-on for hours every week. She had turned him into a complete little bitch. The man moved in. Brooke filed for divorce, but she did throw Megan a bone. As director of human resources at her Fortune 500 company she could get anybody hired. And it so happened that she needed an obedient secretary. Megan began working for her the next week. After getting her name changed legally. To Megan Madison. And then she moved out to a little apartment with another secretary from the company. There was no man left in her and Megan seldom even thought about how her life was before and his old friends, Paul and everyone.

 

His friends knew about every bit of this because, as he had feared, Emily told her husband Paul who told all his buddies. His life as a man was over. Megan was out at a bar drinking with some of the other secretaries one night when she saw her. It was Emily. And her husband Paul and two of his old friends. They were all very drunk. They were all sitting in a table in the corner. Emily came over and told Megan to come and join them and acted really friendly. Which was weird.

 

As they approached the table, the guys eyed Megan up and down. She wore a tight skirt and top and stockings and high heels. Her hair was perfect as was her makeup. 

 

‘Looking good Mark, I mean Megan’ said one of the guys and they all started laughing

 

‘Yeah you are one hot piece of ass in that skirt, princess’ said Paul

 

Then Emily spoke up

 

‘Dressed like that she deserves to have her lips wrapped around a cock right guys? Looks like a little whore in her tight skirt. So, who wants to cum in her mouth first guys? Take her out into the alley and take turns with her. She deserves it for dressing that way’

 

And they did. Megan spent the next two hours in the alley sucking all of her old friend’s cocks when she wasn’t bent over a trash can getting fucked really hard with her little skirt hiked up around her waist and her panties at her ankles. Emily took pics the whole time and sent snaps to Brooke who was on a date with her new boyfriend. They left her in the alley covered in cum. It covered her face, lay in gobs in her hair, soaked her blouse, and slowly trailed down the insides of her thighs. Megan’s life as a cheap cum slut had just begun.

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