Chapter 4

The next morning Mark was woken up by a loud mechanical voice. “Wakey wakey sissy, time to start your day, and what better way to start it than with another wank.” Mark groaned loudly but he did as the voice said anyway. With a sigh he grabbed the boxers of his night stand and Pulled them over his head once more.

Since this had started he had spent countless hours inhaling the scent of these nasty boxers. It wasn’t anything new anymore, but it remained embarrassing. His cock was already standing at full attention in the now crusty panties as he once more started wanking.

At least it was easier now than it had been the last time last night. He came within a few minutes after which he got up. Heading to the bathroom he almost made the mistake of standing up to pee, but just in time he managed to correct himself with bright red cheeks. Once more wiping after he was done.

Being done he carried the boxers to the sink and ran some warm soapy water. Handwashing the boxers and his panties had become part of his morning routine by now. The boxers went back in their bag and the panties got hung up to dry. The look of these ultra girly panties still made him blush. Once he got that over with he stepped in the shower.

The warm water felt good on his skin, but as he started washing himself he felt awkward. Running his hands all over his baby smooth skin felt so wrong especially knowing that he was being watched. With that in mind he finished his shower as fast as he could.

Just as Mark was stepping back into his room the speakers turned up again. “Good sissy, now I think it is time you do something for me don’t you think? After all I have invested in giving you so Many panties and a nice waxing at the salon, it’s only fair that you get to invest as well. So, by this evening I want you to get a full set of lingerie, panties, stockings, and a bra at minimum oh and the bra needs to be at least a D-cup. Make sure it is a set I like or else…” Just like that the mechanic voice stopped once more.

Shit, how was he supposed to get that done? What the hell did that guy even like? How was he even supposed to know? Mark thought in panic, he had no idea what the “or else” meant, but it couldn’t be good.

It took a couple of minutes for Mark to calm down but once he did he was a little more clear headed and actually able to think of a solution. Clearly whoever the perv behind this was would like the panties he had given him, so those would be his reference to what kind of lingerie he would need to buy. Looking through his panty collection, he realised that while they were all different styles and colours, they all had one thing in common. All his panties were over the top girly, well true sissy panties for lack of a better word. They weren’t meant to be racy but rather cute and eye catching. The only really racy panties he had were those of his girlfriend.

Not wanting to have to roam lingerie stores until he found a set that he hoped would be satisfactory to his blackmailer, Mark decided to do on online search first. He kind of remembered that Lisa bought her panties mainly at Victoria Secrets, which made it the only brand he really knew. Maybe he could place an order to be picked up at the shop? His blackmailer would be none the wiser and he wouldn’t have to roam the whole store. He could just say he needed to pick up a package for his girlfriend.

Maybe this would be easier than he thought after all. A quick look trough the site left him disappointed however. Sure, they had some panties that looked cute and colourful, but nothing nearly as exaggerated as his own panties. Some might cut it, but only barely so and he didn’t dare face the consequences of having his purchase declared unfitting. Besides that, he also couldn’t find a single pair of stockings, so he would need to hit another shop as well.

Thinking about it going there wouldn’t be smart in the first place. After all every girl he knew probably shopped there which would mean that his chances of getting discovered were quite high. Hell, for all he knew some girl from his class or the skate park even had a vacation job there. It was the only lingerie store he knew by name though so if not there, then where was he supposed to find that set?

he couldn’t really ask his girlfriend, could you? No, no way, no one could find out about this. Then all of a sudden, an idea struck Mark. He really hoped this would work, it was certainly worth a shot. He thought and laid out all the panties he had received. With a few quick swipes he took close up pics of all the panties.

So, lets hope that a reverse image search will point in the right direction. A few clicks later Mark is surprised to find a website of a shop called “cc’s boutique” on there he finds pictures of some of the exact same panties among a lot more stuff like that. To make things even weirder the shop is just at the edge of town even if the website looks a bit shady. There are tons and tons of over the top lingerie featured on the page, but there aren’t any prices, or options to order it.

He would have no choice but to go there in person. On the other hand, it really didn’t look like a store that would be visited by anyone he knew. They only featured lingerie of a very specific taste it seemed.

Maybe if he went now while it was still early he would be there completely alone. Not that a shop with lingerie like that had a lot of customers to begin with he guessed. Anyways, he had already missed a day at the skatepark and missing another might raise questions. Getting this entire thing out of the way as fast as possible was the best course of action.

With that in mind Mark got dressed and started heading out. At least this time he didn’t need to wear panties out. It wasn’t much considering what he would have to do, but it was something. These little things were the only once he could kind of find comfort in.

A short walk later he hopped on the bus and was surprised to find out it stopped right in front of the store window. This shop had really managed to pick a good location, he thought. Which was probably necessary because the only reason he could see some one walking into this store was out of curiosity. Well and of course if you had no other choice like he did.

The store front had big windows with mannequins dressed in the most elaborate dressed Mark had ever seen. All beneath a soft and dark pink striped headboard with the name “cc’s boutique” written in a pearly white cursive.

For a moment he considered walking away, simply looking at this store and its wares was enough to make him feel slightly nauseous. Would he really need to buy a set of lingerie here? Well if he wanted to appease his blackmailer he would. It was not like he could think of a better option really and this store looked empty enough. The personnel wouldn’t think anything of it if he said it was for his girlfriend, right?

With that in mind Mark braced himself and stepped in, a loud store bell rung. Once inside he felt a bit lost. There were a ton of racks all filled with bright colours and over the top girly dresses and other clothes. How the hell was he even supposed to find his way in here? This shop looked huge. Way bigger than what he had expected.

Mark was still staring around in awe when a big imposing woman suddenly appeared in front of him. She looked equal amounts hot and scary. If Mark had to guess, he would say she was somewhere in her late thirties to early forties. She simply radiated authority with her curvy hourglass figure and her stern outfit. Her white blouse with the top button undone revealing a good portion of her big breasts, the black tight-fitting pencil skirt hugging her ample bottom, the seamed sheer black hosiery giving another dimension to her long toned legs and the black stiletto heels making this tall woman look like a giant, all made her look like some sexualised version of a teacher. Especially with her long wavy red hair and glasses.

An erection inevitably grew in Marks pants while he gulped at the same time. This woman was every man’s wet dream, if only he had seen her under different circumstances. Not that he would have had a chance, but what would she think of him now? Confronted by a woman this gorgeous his nerves only increased.

“Hello, my name is Linda. I’m the owner of cc’s boutique, what can I help you with?” The imposing woman asked. Her tone didn’t sound friendly or happy at all. Mark would have guessed a shop owner from a shop like this would have been happy with any client. Yet Linda’s tone had a certain air of superiority about it. While due to her height she literally looked down on him she also talked down to him.

It was all rather demeaning which only made Mark blush and feel nervous even more. “Uhm, I… I am looking for a lingerie set for my girlfriend. I need a pair of stockings panties and a D-cup bra.” Mark stammered out reciting what he needed to this woman.

Linda Just raised an eyebrow. “For your girlfriend you say? Right and I’m the pope. Let me guess, your girlfriend is about the same height and size as you as well?” She asked with s shit eating grin clearly starting to enjoy herself unlike with her greeting.

“I…It’s true, I…” Mark stammered, but instantly got cut off.

“Shut it sissy!” Linda shouted leaving Mark stunned. Did he really look that much like a sissy? How did this woman see right through him?

“No woman in her right mind would ever buy, much less wear stuff like this. Of course, it is perfect for pathetic sissies like you. Why did you think this store was called cc’s?” Linda asked with a smirk seeing the realisation dawn on Mark that when it got said out loud it sounded and awe full lot like sissy’s.

For as long as she could remember Linda had gotten a thrill out of humiliating smaller and slender boys. She basically had two types of guys she loved. Big strong men who could give her a thorough fucking and these fragile boys to humiliate. The first type wasn’t really her type but more like a help to get everything out of the second type. Linda got her main rush and kicks out of these weaker men which she simply loved pushing into sissyhood. Her first type merely served as a help to humiliate her victims even further.

It was a game she had played a lot in her college years pick up some scrawny looking guy which wasn’t hard with her looks. All men wanted her, and the scrawny ones were especially easy. Most of the time they couldn’t believe their luck to be able to go home with such a gorgeous girl. Especially since most were still virgins.

Seeing the looks on their face when she told them how hot it got her to see a guy confident enough in his masculinity to put on some of her lingerie was all it took to get them to do exactly that. After which she would call in one of her hunks on quick dial who all knew they weren’t the only ones. They didn’t really care either Linda was one of the hottest girls on campus and they would never turn fucking her down.

As she got fucked she never looked at her hunks. She got her kicks out of ordering the wimps to masturbate in her lingerie demeaning them the whole time as she got fucked while having orgasm after orgasm. By the end of her first year she had done this to every wimp in her class. Since all of them were too ashamed to talk about it her next victim never had a clue until it happened. Not even the ones who were friends with her previous victims.

Over the years her need to humiliate and sissify had only grown. A couple years back she had married some rich widower with prostate cancer. An easy target for her, specifically picked for his wimpy son. She never had to have sex with him due to his illness and he wasn’t long for the world anyway. During her few years as his trophy wife she had made sure to be appointed the full inheritance and guardianship of his 18-year-old son until he turned 21.

She had spent a full year completely sissifying her stepson before she opened this shop. Up until her step son she had never been able to do more than make her victims wear some girly outfits, maybe some waxing or makeup, but none would return for more. Her stepson didn’t have the luxury to run away which allowed her to take her fantasies to the extreme. Resulting in having a completely obedient sissy servant which she doubted would ever be able to live a normal life by now.

While she still managed to humiliate her sissy stepson, the intoxicating thrill was out of it. She needed someone fresh and new, which had led her to opening this shop. The idea had struck her out of the blue and she really hoped it would find success. Not really financial success or anything the inheritance was large enough to warrant she didn’t have to work a day in her life again and to keep this rather big store running even if she would have no clients. Income was not the motivation behind this store. The only reason she opened it was to find fresh meat to sissify.

By now the store had been open for two weeks and Mark was her very first real client. Well technically John was when he bought those panties at first, she had been disappointed seeing that slob of an old man walk in but upon questioning him and gaining his thrust she had found out what he was doing with the panties. All the lingerie and outfits in the store were designed by her and custom made so they all were rather expensive. She had however offered him a full refund if he sent the sissy to her. Money wasn’t an issue, but she wanted part of this.

While John hadn’t really ordered Mark to go here precisely the guy had wound up here anyway which was enough for Linda to give John his refund. First, she would take her time savouring the humiliation radiating from this fresh sissy boy though.

“Alright, follow me. The lingerie is right this way sissy.” Linda said to Mark grabbing his shoulder firmly and pushing him out in front of her.

“What, n…no, this is a mistake. I’ll find somewhere else. You’re right my girlfriend wouldn’t like this lingerie.” Mark tried saying in a desperate attempt to get away and convince this lady that he really wasn’t a sissy.

Furiously Linda spinned him around and grabbed his earlobe with a great amount of force. “Listen up you little twat, you came in here in my shop asking for a nice set of lingerie for your sissy ass and that is exactly what we are going to get you. Everything about you screams sissy, so stop lying and start moving or I swear you will be sorry.” Linda said angrily before dragging Mark along by his ear. This was getting her so hot. The thrill of a new boy to sissify.

On their way trough the racks of clothing Mark spotted a pretty girl around his age. She looked gorgeous although a bit ridiculous. She looked a bit smaller than him with a slender girlish figure. Her working uniform was the same as Linda’s only her heels were higher the skirt was way shorter revealing her stocking tops and the blouse was made of satin with a high collar, ruffles running along the button line and at the sleeve cuffs. In the back of the blouse there was a big black satin bow starting right underneath the girl’s neat bob cut in a matching red like Linda’s hair.

“Help, this woman is crazy. You have to help me.” Mark screamed at the girl who just looked up to him, blushed then went straight back to sorting clothes on the racks.

Her height and way she stayed in shape had always helped Linda push around wimps, she was simply much stronger than the guys she targeted, and this time was no different. The thrill of pushing this unwilling boy around was delightful, the fact that she had needed to wait so long for her first client made her all the more ruthless.

The corner where there would be a changing room in a normal store feature a small platform, a big mirror on each wall, two spots aimed perfectly at the platform and two big comfortable recliners facing the platform. There was a curtain which could be rolled down from the ceiling but only using a remote Linda had. This was no changing area but rather a presentation area.

Mark didn’t have much time to take everything in however. Linda just dragged him over to one of the recliners and sat down dragging Mark over her lap by his earlobe. With a rough motion she pulled his pants and boxers down to his ankles revealing his smoothly waxed bottom which was still slightly bruised from yesterday’s spanking at the hands of Suzan. His cock which was somehow still erect found its way between Linda’s soft nylon thighs.

“Oh my fucking god, by the looks of it you simply don’t learn do you sissy?” Linda shouted at him hinting at how he clearly had already gotten a spanking. “Just fucking look at you claiming not to be a sissy. You’re smooth all over and even sporting a stiffy from all these pretty clothes around you. You’re probably the biggest sissy I have laid eyes upon and that means a lot.” Linda taunted.

“Now let’s see, you lied to me, kept lying even after I saw through it, called me crazy, and insulted me with your perverted erect clitty. Those are four crimes that need to be punished with let’s say 10 spanks each plus an extra 10 for being a pathetic sissy giving you a total of 50 spanks so let’s get started, shall we?” Linda said vindictively rubbing Marks poor buttocks savouring his fear and humiliation.

Mark was almost out of his mind with fear. He instantly had flashbacks to yesterday and started whimpering and pleading. “Please, no I beg you. I will be good I promise please!” Mark screamed out near crying.

“Unbelievable, you even whine like a fucking sissy. Now I want you to count and thank me for every spank. The ones you miss don’t count.” Linda said delivering a first harsh blow to Marks bottom. Mark was so shocked that he didn’t even have time to count before Linda delivered her second blow after which he yelped out “two!”

“No you fucking sissy, the first one didn’t count so start from one and say thank you Miss Linda after every count.” Linda said annoyed as she delivered 5 hard blows in rapid succession before delivering a sixth more controlled one.

“One, thank you Miss Linda.” Mark cried out. He barely had time to say those words before another spank landed.

“Two, thank you Miss Linda.” He cried out in pain. His bottom was already burning and still tender from yesterday. He didn’t know how he got into this mess, but he just wanted it to end so no matter how bad the pain he just kept dutifully counting, knowing that reasoning would only get him more trouble.

Every spank made his erect cock slide a bit deeper before retreating back up between Linda’s soft warm nylon covered thighs. To his intense shame Mark felt an orgasm slowly building despite the pain. Each spank brought him a bit closer. It was Eventually at the count of 17 that his penis started twitching before spurting its load between Linda’s thighs.

“You fucking gross sissy, we’ll deal with this in a moment!” Linda shouted while she carried on spanking. It took a couple of hits until Mark recovered enough to carry on counting. After that he continued without incident for the remainder of the spanking. His cock continued sliding between the now slippery thighs as he had once again reached a new height of humiliation.

By the time he finally reached 50 his butt fell like it would fall off, or at least Mark wished it would. He was loudly sobbing and truly defeated. Due to all the stimulation of Linda’s slippery nylon thighs his cock had grown hard again, but instead of letting him go she kept him firmly in place. “Stephanie, come here a moment please.” Linda called out calmly as Mark heard a fast-clicking pace of heels approach.

“Yeth Mommy, what can I do for you?” A soft girly voice asked. Mark could only see the incredibly high heels and stockinged legs from where he was laying but he recognised them immediately as the ones from the girl he had called out for help to. This was her daughter?!

“Would you please be so kind to help out customer here out of his nasty boy clothes and lock them behind the counter? Then you can come back with that nice white and pink set in the second rack.” Linda said to the girl.

“Yeth Mommy, right away.” The girl instantly replied before Mark felt her dainty hands pulling off his T-shirt followed by the untying of his shoes and the removal of everything beneath his waist line. Once he was completely naked he heard the footsteps moving away.

“So now let’s deal with your little accident, shall we?” Linda asked calmer pushing Mark off her lap but dragging his head up by the hair. Ceremoniously she opened her leg revealing several white wet spots on both of her nylons he now realised were stockings. He couldn’t believe his eyes as held with his head between Linda’s legs he had a perfect view of her stocking tops as well as her naked pussy which looked sopping wet. It had a nice neat landing strip of hair above it and he could even smell it.

It was the first pussy he saw in person in his entire life and he was in awe. This quickly ended as Linda snapped him right out of it. “Quit staring and start sucking your cum out of my stockings right this moment or we will repeat your spanking. If I see even a hint of any wet spot that isn’t saliva on my stockings you will be sorry.” Linda said sternly.

That was all the motivation Mark needed to focus solely on sucking the cum spots out of this woman’s stockings. Much to Linda’s amusement, his reaction to Seeing her pussy had been one she had already witnessed by many virgins. He was so close his first ever pussy, the smell strong in his nostrils. He was only inches away and yet instead he was sucking cum from the sensitive spots on her inner thighs. This is absolute power, Linda though as she let out a moan keeping a firm hold of the sissy’s hair.

Mark was brought to yet another height of humiliation. Besides the first time seeing a pussy, this was his first time tasting cum as well and it tasted and felt gross in his mouth. He did carry on sucking up his entire load however, he didn’t dare do anything less than a perfect job.

The clicking of heels eventually returned and with that Mark was pulled up from between Linda’s legs. His cock was still rock hard as she released his hair. “Now get up on the platform.” Linda snapped. She suddenly burst out laughing as she spotted his pubic hair for the first time now that he was standing up. “Oh my god, that is too funny, how can you even deny being a sissy with that?” Linda asked laughing out loud. Her daughter wasn’t laughing however, the shy girl with the bad lisp just blushed.

“Alright, down to business. Stephanie, get over there and give our customer a blowjob. You can’t try on pretty panties with a stiffy after all.” Linda said much to Marks surprise. A blowjob? Really? He had never had any kind of sex with a girl before. This would be another first time and Stephanie looked hot. At last something enjoyable.

“Yeth Mommy.” Stephanie said without hesitation as she moved to the platform towards Mark. She instantly she dropped down to her knees and wrapped her soft lips around his cock. It felt like heaven. This was one fucked up family but for once he didn’t feel a single urge to resist. If only her mother wasn’t so crazy he would have hit on the girl.

As soon as Stephanie put her tongue into action Mark realised why she had that lisp. The girl had a big metal ball piercing in her tongue which felt intense as she worked it on his cock. The girl was obviously a pro and she made him cum in under a minute. To which Linda instantly started laughing. “Oh my god, you certainly give the word premature ejaculation a whole new meaning. That was pathetic. I suggest you start learning how to use that mouth of yours cause that little dick won’t satisfy anyone.”

“Stephanie, why don’t you get up and give the sissy a kiss? Growing sissies need all the protein they can get after all.” Linda explained which confused Mark. Much to his despair he found out immediately what Linda had meant. Stephanie hadn’t wasted anytime and had risen only to kiss the unsuspecting Mark full on the lips. Before he even realised what was happening the girl pushed her tongue deep into his mouth, forcing it past his lips to transfer the entirety of his load back into his own mouth before breaking the kiss.

Unlike the small bits he had sucked out of the stockings over time this was a full awe full tasting slimy load making him gag. Realising he was going to spit it out Linda quickly intervened. “Don’t even think about spitting or you will shine up the floor with your tongue and receive another trashing.” She shouted in his direction.

It took a lot of effort but knowing he basically had no choice Mark swallowed down the entirety of the big slimy load followed by some retches. He had finally received an orgasm by someone else than himself and kissed a hot girl but that only barely made up for the fact that she had pushed his load back into his mouth. It was only a minor victory.

A victory that got entirely obliterated when Linda said. “Now Stephanie, why don’t you raise your skirt and let this sissy here thank you with a proper kiss? You have done an amazing job and it is the least he can do in return.”

“Yeth Mommy.” The girl said blushing slightly as she pulled up the edge of her skirt in a dainty manner. Mark’s eyes nearly popped out of his head as he spotted the pink chastity cage sitting above a pair of very swollen looking balls. This pretty girl he had just kissed was a he? His first real sexual contact was with another man and now he was supposed to give that thing a kiss? Mark’s head was spinning. This couldn’t be real. Sure, this girl looked rather flat chested and her outfit was quite over the top but she couldn’t be a guy right?

After enjoying Marks look of horrid realisation for a minute, Linda Spoke up again. “Get on your knees and Kiss that clit of her or I will unlock her and let her fuck your mouth instead!” Linda screamed at Mark.

Looking up Mark could see a glint of lust in this so called “Stephanie’s” eyes. By the looks of her, his, whatever’s balls it was obviously he hadn’t had release for a while. Mark could see it in his eyes that he hoped he would disobey. Sadly for Stephanie her stepmother’s threat seemed to be enough to motivate Mark. The new sissy dropped to his knees in front of her and gave the tip of the plastic cage a reluctant kiss making Stephanie moan.

Marks head was still swimming. He had just received a blowjob from a guy, kissed a guy, and now kissed his caged cock. This he just wished the ground would swallow him whole. Instead he got dragged out of his thoughts by Linda’s loud voice. “Alright, you are finally learning. Now take the lingerie Stephanie brought out and get dressed. Stephanie you can come here and use that tongue on mommy while she enjoys the show.” Linda said still in her recliner.

“Yeth Mommy.” Stephanie said with a slight hint of frustration due to barely missing a chance of release. She wouldn’t even have cared about raping this boy’s face if it meant she could finally use her cock again. It had been locked up a few days after her father died more than a year ago and it had never been touched ever since.

Both sissies walked to the recliners under the satisfying gaze of Linda. Mark still walked like a boy while Stephanie minced. Despite her frustration Stephanie remained completely graceful and obedient.

While Stephanie dropped on her knees and started licking her stepmother’s pussy with a lot of skill gained from over a year of practice. Mark picked up the white and pink lingerie from the other recliner and walked back to the platform. Linda nearly instantly came squirting over her stepsons face as soon as he had started licking. She was just so horny from breaking in this new sissy and being in complete control of both sissies and Stephanie knew all her special spots so well by now.

Not knowing where to start Mark just picked up the first garment which happened to be a bra. He had no clue of how to even start putting it on and just looked at it stupidly. “Put your armmmmmmms in it and hook it behind your back. Don’t expect any help, or do you plan to ask your mmmmmmommy at home?” Linda moaned to a blushing Mark who envisioned just what she had described.

It took a while until he had figured it out but eventually he managed to fasten the thing behind his back. The bra was made of white satin with padded cups making it stand out Despite the fact that he had no breasts to fill them with. The white cuffs and shoulder bands both had a layer of hot pink lace at the edges. On top there were two pink satin bows right at the nipples of the bra.

Up next she slid on the panties which were also white satin with a thick crotch and hot pink lace trimming round the waistband and the leg holes as well as a couple rows on his butt making it appear to have more volume. The next item was a garter belt and he didn’t have a single clue what to do with it and Linda didn’t seem to even try and advise him this time. She looked flustered and appeared to have yet another orgasm while Stephanie dutifully licked away.

Eventually Mark figured out he just had to step into it but pulling up the garment proved difficult. He failed to pull it past his ass. He was just about to complain that it was too small when Linda spoke up. “Just pull harder sissy!” Is all she shouted before it was right back to moaning.

Mark pulled with all his might and eventually managed to get it past his butt, all the way up to the bottom of his ribcage. He felt as if he was being cut in half by the strong garment that pulled his waist in a couple of inches. It forced him to breath from his chest and was very uncomfortable. Despite him classifying it as a torture device the garment looked silky and dainty. The strong rubber lining was covered in white satin which ran from the top of his hips to the bottom of his rib cage. The edges were once again decorated in hot pink lace and the front and back had a big hot pink lace panel. At the front and back of each thigh was a white garter ending in a big hot pink bow at the clip.

Last but not least there was a pair of stockings in a glossy sheer white nylon fabric, they had a cuban heel in hot pink which flowed into a back seam to eventually end in hot pink lace stocking tops. sliding the sheer white nylon fabric up his legs simply felt electrifying. He had never even though clothes could feel this good, but the sheer nylons on his smooth legs certainly managed to stir something inside him. It took a long time for Mark to figure out how the garter tabs worked and to succeed in attaching them, but once he did he was fully dressed in a matching set of lingerie. The stockings really put the whole outfit together making his legs look shapely.

Like he had never thought clothes could feel this good, he had also never thought that dressing could be this hard and time consuming. It had nearly taken an hour and Linda had lost count of the orgasms she had during that time. Stephanie was still dutifully licking when Linda finally pushed her away. Her stepson didn’t even get a thank you or a compliment. She simply gave her next command. “Stephanie, go check if the new sissy has put on everything correctly and if not correct where needed.”

“Yeth Mommy.” Said Stephanie with a face shining from her stepmothers’ pussy juices. Her makeup was ruined and yet Mark couldn’t help himself but still find her attractive. It messed with his mind. He wasn’t into guys.

As she came close Mark could smell Linda’s pussy again. He could also see an anger towards him in her eyes. It was irrational, but Stephanie blamed Mark for not getting out. It was her stepmothers’ fault really, but she had been conditioned to always remain docile to her. So in her eyes Mark became the scape goat.

Mark was nervous as the girl, boy, whatever circled him. He still couldn’t exactly wrap his mind over what he should call Stephanie. Here he stood on display in the most girly set of lingerie he had ever seen, and yet compared to Some of the other things that had happened here, this was less embarrassing.

After all Mark had had some time to get used to the idea of being seen wearing his panties at home. It remained very embarrassing, but not to the extend of having his first ever sexual acts be with a boy.

“Your back seams are not straight, you didn’t use your gaff panties properly and the garters need to be underneath your panties. A good sissy always has an ass that is easy to access.” Stephanie snapped making her stepmom laugh. To her it was just great to see how Stephanie was taking out her frustration on Mark.

With that said Stephanie detached the garters, pulled Marks seams straight and reattached them after slipping them underneath the panties. “Always put on your panties last.” She scolded. Then she came to the panties. To Marks surprise she slipped her hand inside of them, and with a quick forceful push she popped his testicles up into his body, making Mark yelp while tears welled up in his eyes. A quick moment later Stephanie had shoved Mark’s cock back into some kind of sheet hidden in the panty lining and pulled up the panties firmly. Her frustration had been taken out on not being gentle, which was about all she could do.

Looking down Mark just couldn’t believe what he saw. His crotch appeared completely flat. Before he had too much time to dwell on this however Linda said. “Come back to the store front when you’re ready. You’ll get your clothes back once you pay. Unless you want to look around and try on some more pretty things. In that case be my guest.” Linda laughed. Not at all surprised when Mark quickly rushed behind her instead. Mark really had the potential to become a big simpering sissy, she thought, and she was going to do everything she could to push him right in that direction. Linda hadn’t felt this good since laying the last hands at her own stepson’s sissification. Sure, using and humiliating Stephanie was still fun, but there was none of that intense first-time embarrassment anymore, something she had once again found here.

Arriving at the register Mark was embarrassed. It was right in front of the glass front door giving everyone who would happen to look inside a full view of him. Luckily it wasn’t busy, but he knew it was only a matter of time until a bus pulled up and then he was screwed.

“Alright, that’s 350 dollars and another 50 for our customer service.” Linda said with a mean grin referring to the spanking and other embarrassments. She didn’t need the money but since this was all custom made that was the price. She knew it was a lot, but she loved making her victims pay big time for their own humiliation. It just added to it.

Of course she would never allow a sissy to leave the store without his purchases, but she had more than enough ideas of how they could pay her in an alternative way. In fact, she hoped Mark wouldn’t be able to pay up. Cause her alternatives were way better than making the sissies pay for their humiliating purchases.

Mark’s eyes nearly popped out of his head when he heard the price. This was insane, but then again, he couldn’t really argue with it could he? No, it would lead nowhere and all he wanted was to get out of here as fast as he possibly could. He had some savings of his own from working a few odd jobs and getting a nice amount of pocket cash, but if he had to come here often it wouldn’t be long before this was all down the drain.

“M…my wallet and card are in my front pocket.” He stammered feeling completely vulnerable standing there in just lingerie.

“Okay, I just need your pin.” Linda said after fishing out his card and shoving it in the machine before handing it to him. Reluctantly Mark punched in his pin hearing the disheartening beep that signalled his account had just become 400 dollars lighter all for a stupid set of lingerie and the most embarrassing moments of his life.

“It was nice having you here, and we hope to see you again some time.” Linda said with a shit eating grin, handing him a big paper bag in soft and darker pink stripes, the name of the store written on it in big cursive letters.

“Your clothes are in there and you should take the bag with you and bring it on your next visit, you know to do something for the climate. If you don’t bring it there will be consequences.” She said using the climate as an excuse to have Mark walk around with a bag that was big enough to be impossible to hide. Even more humiliation and good advertising for her store. In the hands of a sissy like Mark everyone would instantly recognise the client base she tried to go for.

Looking through the back Mark didn’t find a sign of his boxer shorts or socks. Looking up at Linda he asked, “where is my underwear?” Obviously quite distraught.

“Well you are wearing it sissy. In fact, you will wear it home so get dressed or I will push you on the street just like that.” Linda threatened. Knowing that she probably wasn’t kidding he quickly started putting on his clothes. He instantly noticed that the padded bra created two big bumps that wouldn’t go down. The trick he had used when he had to wear panties outside was impossible to use this time. Pulling his pants up was easier due to how his waist was restricted, but that only led to the legs riding up well above his ankles and there was no way he could play off these stockings as being socks. He knew he was doomed.

Eventually he just decided to wear his pants how they were supposed to be worn. With his longish T-shirt he hoped the panties and garter belt would stay hidden as long as he didn’t bend or jump. Bending was hard anyway with the sturdy garter belt around his waist. Worn like this only a small hint of the stockings was visible. He just hoped it was little enough not to be noticed by anyone.

“Linda, I don’t really have anything to put in the bag, so I don’t really need it.” Mark tried to argue holding the bag out for her to take.

“Nonsense, you are going to take it with you and back to me and that’s it.” Linda said starting to shove Mark to the door. With the bag still in his hands she pushed him out of the door and shouted. “Bye bye sissy, see you next time!”

The shout had been loud enough to draw the attention from a middle-aged couple that was walking down the street. They looked kind of confused at the mortified boy, but as they got closer they quickly pieced together what was going on. The bag, his blush and the countless of mannequins dressed up in all kinds of exaggerated outfits in the store front were enough to piece it together. “Oh my god who would wear stuff like that.” He heard the woman gasp.

“Obviously a big fruit.” The man replied with a certain hint of disgust making Mark cringe.

(If you like my story and would like to see more and support me please consider joining me on Patreon: https://www.patreon.com/Fibaro . If you don’t want to or can’t then don’t worry, everything will eventually be available for free, but it’ll take a bit longer to become available.)