Crossedressed In best friends mom clothes 19
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Crossedressed In Best Friends Mom Clothes 24 free porn video
Part 24
We took the elevator down to the parking garage and drove off in my pretty pink Rolls Royce.
“Where are we going, Caroline?”
We drove to the city where I knew there was this shop with all kinds of Victorian and l****a dresses.
“First, we need to get your nails done, so we need to find a salon! I know there is one in the mall. So let’s start there!”
He looked at me a bit frightened. “No...I can't! I'm in pantyhose and panties! I refuse!”
I parked the car outside the mall and stepped out, but he just stayed inside. “I forgot to tell you that I downloaded that dildo video you made of yourself this morning! It would be really a shame if that got posted on like a pornsite!” I closed the door and walked inside the mall. I was just bluffing, but I guess he didn't know that because he was standing beside me a minute later. I whispered in his ear. “You better do what you're told or there will be consequences next time!”
“Yes. Of course there will!” He sounded like he was annoyed and rolled his eyes.
My hand quickly grabbed around his cheeks and squeezed extra hard. “You call me Queen from now on! And change your fucking attitude, my sissy slave!”
It was still early morning so there weren't a lot of people yet, but there were like 4 or 5 people that saw us.
With Jaiden’s squeezed lips, he said. “Yes, my Queen. Won't happen again!”
I let go of him. “That's better. Follow me!”
We found the salon and walked inside. There was a little lady that looked like she was from Thailand.
“Hello. Can I help, pretty lady?” she really had an accent, but she seemed very nice.
“Hi. I wondered if you can help my little friend here!? He needs to get his feet silky smooth and a pedicure. With...ehmm, hold on!” I turned around to Jaiden. “What colour do you like?”
“Do I really have to do this?”
I raised my eyebrow.
“Ok, ok...I like blue!”
I looked at the lady. “With dark purple nail polish ok?”
“Sure, sure. No problem! Take a shoe off so I can see feet!”
I saw that Jaiden didn't want to remove his shoes.
“Go on. Or should I post that...ehm...what was it again?”
He stepped out of his shoes and stood there in his sweat pants and red pantyhose nylon feet.
She laughed a little. “He-he! You like tights? You ladyboy?”
His face turned red and looked full of shame.
“Yes, he loves pantyhose! Maybe you could do his feet in the back?”
“I can do colour in back...but feet wash here! Go take pants off in back! Take towel around waist and come here!”
Jaiden walked out back.
“Can I pay right now?”
“Sure. Come!”
We walked over to the counter and I paid her. Jaiden came back with a towel around his waist.
“Go sit down and put feet in warm water!” and so he did.
“How long will it take?”
“Be here in half hour, then he be finish!”
I smiled at Jaiden. “Goodbye, Janice...see you soon!” And I walked out of the salon.
I knew there was like a porn shop here. I had to buy a few things to train my slave, Janice. I got a cup of coffee on the way, and got quite a few looks from guys as I walked in my black Vuitton heels, my suntan Wolford pantyhose with the white opaque patterns going from my toes till just above my knees, my black Wolford skirt, and white lace Wolford bodystocking. I’d been in the same outfit for almost 2 days straight now. I could really use a shower! I got to the sex shop and entered. I looked around while I drank my coffee.
A guy came down and looked me up and down. “Hello miss! Can I help you with something?”
“Ehmm, maybe! I need a collar and a leash, and a shock collar as well! Then I need one of those iron poles that goes between once ankles to spread ones legs. And some rope and a whip!”
He smiled a lot. “Oh really? That sounds like you know exactly what you like!? But right this way I, miss. It's over here!”
I followed him to a section with leather and other kinky stuff. He showed me some different kinds of collars, but I saw a purple one that I wanted. “I'll buy the purple one with a black leather leash!”
“Oh, the expensive one? Sure. Then I’ve got some new shockers you can attach to the collar if you want? And it comes with app control!”
I nodded, “Sure, let’s get that! Let me take that purple rope there. And that black pole with silver rings on it! Now i just need a whip"
“Yeah...what kind of whip are you looking for?”
I looked around. “I’m looking for something like a horse’s whip! You know, those small ones?”
He took a few steps and took one. “Like this you mean?”
I nodded. “Yeah...you got that in red?”
“I do! But I’ve got that at the counter too! Mostly black here!”
He took the stuff and we walked up to the counter. He found the horse’s whip and placed it on the counter. My eyes then caught sight of some nice wigs on foam heads.
“How much are those wigs?”
“Again, they are pretty expensive! We’ve got cheaper ones, but those are real human hair...and 400 dollars!”
“I want the blonde one then...and the rest of the stuff!”
He looked very happy. “Yes, of course, miss! I'll just pack it up for you! I'm gonna give you this bag for free with a hairnet and skin glue for the wig!”
I smiled at him. “Thanks. Very nice of you!”
“So you gonna surprise the boyfriend?”
I laughed. “Ha-ha...no, not quite! I’ve got myself a slave that needs to learn to behave like a good little girl!”
Then he laughed. “He-he! Gotta be honest...that's one lucky slave! Well, that will be 866 dollars!”
I swiped my gold card through the machine.
“Here you go, miss! If you need anything else, don't hesitate to come by!”
“Sure, will do. Bye!” and I walked back to the salon with my bag full of goodies.
I didn't see Jaiden, but I saw some other girls in the store getting their nails done by other employees. I walked in the back and saw Jaiden getting the last touches done.
“Hi! Oh that so much better, Janice! You like it?”
The women laughed. “Ha-ha! He enjoy very much! Told me you turn him on so much!”
He blushed again.
“Oh, is that true, Janice?”
He nodded gently and looked a bit shy. He stood up and accidently dropped the towel, to reveal his red G-string. And the salon lady saw it.
“Ha-ha! You’ve got panties on too! You really are ladyboy?”
“Yeah...I found him like that yesterday in his mother's lingerie! Also, it’s called a sissy!”
He sat down and put his red nylon pantyhose on while he was all red-faced.
“Oh...Sissies like to suck big cock, right?”
I nodded. “Some do. Well, thank you again for your help with my little Janice here!”
“Ah. No problem. You come in anytime!”
He quickly put on his sweatpants and sneakers again and we left the salon. “Oh my god, that was so fucking embarrassing!”
“But she told me you enjoyed it? And I like the part that I turned you on!”
We walked out back to the car again.
“Just stop it! You know you turn me on! You are my maid, looking like the hottest girl I’ve ever seen! With killer legs in feet encased in pretty pantyhose all of the time! You are the reason I tried on my mother's black stockings and bathrobe!”
we got in the car and continued on our journey to find a nice sissy dress.
“That's very kind words, Janice...I really appreciate it! But you still need to learn some discipline if you want to come work for me. And this is my way to make you understand it!”
~*~*~*~*~*~*~*~*~*~
We arrived at the dress store and both walked inside. This time he was more willing to come with me. An older, nice-looking lady came over. She wore some black opaque pantyhose with blue pumps, a dark blue pencil skirt, with a yellow top and a blue cardigan over it. Grey long hair with black glasses on.
“Hello. Can I help you with anything?”
I nodded. “Yes, very much! I'm here to find a purple and black dress, in a Victorian style. Have you got something like that?”
She smiled politely. “Yes, this way! This section is purple and black. Let me know if you need further help!” and she walked away.
Jaiden's face looked fascinated, and kind of happy for once. “Oh my god...these are so beautiful!” He looked through them and saw the price tag, and whispered at me. “Oh my god, this is so expensive! I can't afford this!”
I smacked his bum hard. “Did I tell you that you would buy it? No! And you don't get to choose either! Got that?”
He stepped a step back and nodded.
I looked through the dresses and found an all purple Victorian dress with a big black bow on the back. It was entirely made in pure satin in a nice deep purple colour with a black lace floral imprinted pattern over the entire dress. The underskirt part was an all-black petticoat that made the dress fluffy. This was the one!
“Hello miss?” She came over to us again.
“Do you think you’ve got this dress in his size?”
He blushed, as she looked at him. “For him? But these dresses are for girls?! You're going to be a girl in a school play? Because if so, I’ve got cheaper ones!?”
Jaiden didn't say a word.
“No. He is a sissy girl and needs to learn how to dress properly for his queen!”
She looked so confused. “I'm so sorry...for his queen? I don't understand?”
“He-he...ok! He likes to wear his mother's lingerie, and I found him jerking his penis with a dildo up his pink asshole. Oh you should have seen him cumming! He likes to crossdress in his mom's panties, bra, and stockings. So I decided that I would buy a dress for him to be a good girl, or sissy...and I am his queen!”
He tried to hide himself behind some other clothing. And she blushed, but finally got the message. “Ohh...! That’s like a sex thing? I never had a boy try on a dress before! Hold on!” She walked to the front entrance, locked the door and turned around a sign so it said ‘Closed’ on it. She then came back and looked at Jaiden, and took the dress in his size. “I’ve got a changing room just up here!”
I followed her, and Jaiden was right after me. We came to a place where there were 5 full-body mirrors standing in a half circle with a changing room in-between each mirror. She pulled the curtain to the side of one of them.
“Here you go! You can change in here!”
Jaiden carefully took the dress and was about to walk in the changing room.
“That won't be necessary! I think it would be better if you helped him with it!? Ehmm...what's your name again?”
She looked surprised. “My name is Tina. But you can help him, right?”
“I think it's best if he sees how to put it on with someone who knows precisely how it should fit!”
Jaiden shook his head as he stared at me.
“Come on, Janice. Take your pants and hoodie off!”
I sat down on a chair and crossed my leg over the other. Jaiden slowly pulled off his hoodie. And Tina saw the red bra.
“Oh my...”
She tried to look away, but glanced at him from time to time. Then Jaiden took off his sneakers, and again her eyes got big as she saw his nylon feet with his purple nail polish. Then he gently pulled his pants down and took them off. He quickly stood up and held his hands in front of his penis. She stared for a moment just looking at Jaiden.
I made a little cough, “Eh...Ehm...And now the dress!?”
She snapped out of it. “Sorry! Yes, let’s try it on! Up with your arms!”
He raised his arms, but she instantly noticed something about his penis. She put the dress over his head and pulled it down. Jaiden was liking it and forgot about us for a moment, starting turning around to see himself in the mirrors in that pretty dress.
Tina came over to me, and whispered “It's really the first time I’ve seen a boy in a dress!”
I smiled, satisfied, watching Jaiden enjoying his dress. “I hope you don't mind? We're gonna buy the dress! He seems to like it very much!”
She looked at him. “It sure looks like it! Ehh...Can I ask you something?”
“You wanna know what's under his panties, right?”
Her face turned red. “How did you know?”
“I saw you staring at it! It's called a chastity belt! It's so he can't masturbate!”
She looked at me with a weird facial expression.
“It's because he can’t stop touching himself thinking about me! He needs to learn discipline! So I decide when he gets to cum!”
She now looked shocked. “What...Really? Ok, you are really gorgeous, but I didn't expect that!”
I nodded and smiled. “Well thanks! Mmm...you're pretty as well, Tina! You wouldn't happen to have some stockings or pantyhose that goes with the dress do ya?”
Her face blushed and smiled and heard a little giggle from her. “Oh...He-he! Ehmm...Yes I do! Come with me...I’ll show you!”
“Janice, stay put! I'll just go with Tina to look at something!”
He nodded and kept on watching himself in the mirror. I walked with her to the counter and showed me different kinds.
“I’ve got these Victorian styled hosiery. I have modern stockings. I also have some regular black opaque pantyhose...like mine!”
I smiled at her. “Yeah, I saw that! You look good in them! I love black on pretty women like yourself!”
She blushed once more. “Ehh...Thanks! What kind do you like?”
I saw some stay-up stockings in black nylon with thin lines of purple going from the toes and all the way up to the purple lace border. “Uhh, I think those would be perfect for the dress? Don't you think?”
She smiled and nodded. “Sure. You want him to try them on?”
“If he may? Maybe you can help him put them on? He will probably say no, but inside, he wants you to!”
She thought about it. “Well I’ve helped a lot of girls with putting stockings on before. So it can't be that different on a guy, right?”
I smiled. “Right! Let's ask him!?”
She took a pair with her and we walked back to Jaiden, but he was not there! Then I heard a slight moan come from the dressing room.
“Ah...Ah...Caroline...Mmm!”
I pulled the curtain away, and he sat on the little stool with his red pantyhosed legs apart, and the skirt part of the dress pulled up, revealing his dick inside the gold plated chastity belt, pulling ever so slightly in it. He got a huge shock, and Tina's jaws dropped as she said “Oh my god! It is really locked up!”
I looked angry at Jaiden and he knew he was in trouble! I grabbed him by the chastity belt, and pulled him out of the dressing room. “What the hell are you doing, Janice? You’re fucking embarrassing me in front of the lovely lady!”
“Arghh...!! Let go...! Argh...it hurts!”
I forced him to sit down on the couch. “Apologise to Tina, right now!”
Jaiden looked so embarrassed, “I'm very sorry, Tina. Please accept my apology!”
She was still shocked a bit, but I think she kinda got curious because she said “Oh it's ok! Janice, I brought you these!” She showed Jaiden the stockings whilst looking at me smiling.
Now I was the one who was surprised!
She got on her knees, and pulled Jaiden’s skirt up, grabbed the waistband of his red pantyhose and pulled them off him.
Jaiden looked shocked. “What are you doing?”
She smiled. “Your lovely friend here wanted to see these stockings on you with the dress!”
Jaiden now looked at me as Tina rolled one stocking up. “Don't look at me like that, Janice! Let Tina put them on you!”
His eyes were staring as Tina rolled the stocking from his toes and up his leg. I could see him getting a little excited. “Are you getting turned on when Tina puts stockings on you?”
He nodded.
Tina rolled the other stockings up his leg. “Stand up, Janice...” said Tina, “...I need to adjust the border of the stockings. Hold the skirt up for me!” He did as he was told, and Tina gilded her hands from his ankles and pulled the nylon stockings up and adjusted the border as the last thing. Jaiden’s head tilted back of pleasure. As Tina worked on his other leg, I looked at Jaiden’s chastity belt and I saw it leaking a bit of pre-cum. Tina was almost done with the other border as I walked over to Jaiden and picked the drop of the hole of the chastity belt, with my finger. Tina got up and looked at us.
“What is this, Janice? Are you getting so excited that your little penis is leaking? Open that mouth and suck my finger clean!”
He opened up and I stuck my finger in his mouth and he sucked it all clean.
“Did he just swallow his own pre-cum?”
I nodded at Tina, “Yes, he did! He got so excited when you put the stockings on him! You're a bad bad sissy, aren't you?”
He nodded “Yes. I'm sorry...I am...really bad! It just felt so good!”
“Shhh...Janice, Janice, Janice...! Bend over and pull up the dress!”
He bent nicely over for me and Tina. I pulled his red G-string panties and let them drop down to his ankles. Tina’s Jaw dropped when she saw the diamond plug in his ass. I smacked his ass over and over and over again. “Bad fucking sissy...! You almost dropped that pre-cum over this sweet lady here!”
Then Tina did something surprising. She went opposite me and started to smack his ass also, as she said. “Take that, Janice...! Ehh...? Getting turned on wearing a pretty dress?”
Tina was getting into it and I heard Jaiden hold his sounds inside. But then he couldn't take it anymore. “ARGH...! Stop please...Stop!”
His ass was all red and warm. I nodded towards Tina and we both stopped. “Tina, please take a seat on the couch. And you, little Janice, get down on your knees and beg for Tina’s forgiveness!”
Tina sat down and Jaiden was right in front of Tina's black opaque pantyhosed legs in her pumps. I squatted down beside Jaiden and pulled Tina’s foot up by the ankle. Tina looked really surprised. I took one heel off.
“What are you doing? Ehh...Stop!”
And before she could say anymore, I of course took a sniff first of some very nicely shaped black opaque pantyhose feet. “Mmmm. What a lovely smell your pantyhose feet have!”
She blushed and didn't know what to say.
Jaiden took the other pump of her hosed foot and did the same thing - stuck his nose in between her toes.
“Oh my god! Why are you smelling my feet? It is so weird. Mmm!”
Jaiden’s eyes rolled back in his head and kept on sniffing her black hosed feet.
“Mmmm Tina, those are some fantastic scents from your pantyhose feet! I do it because I love girls' feet in pantyhose. Janice here also loves it. But he needs to learn to treat women right. He needs to worship women’s pantyhose feet because he needs to learn discipline and to be humble. Isn't that right, Janice?”
He nodded with Tina's pantyhose toes in-between his nose. “Mmm Yes, my queen!” Jaiden stuck his tongue out and started to lick her feet.
“No don't...That's dirty!” Tina said.
I got up and pushed his head away. “Stop, Janice. Did I tell you to lick her feet?”
He curled up a bit. “Sorry, my queen. They just smelled so good...I wanted to taste them!”
“Get up and let Tina spank your ass!”
Tina smiled and said “Yeah, you dirty little boy!”
He turned around again and pulled up the dress and bent forward. I saw a long shoe horn and gave it to Tina and nodded. Tina smacked his ass real hard and he screamed out loudly “ARGHH...! Ouch...! Stop!”
Tina had smacked his ass cheeks a couple of times now, and he was tearing up. “Stop...Please...Ouch...”
Tina stopped and looked at me like, ‘is it enough?’ I nodded and she stopped. “I think we better get going before he loses control!”
Tina smiled at me. “Sure. Well let's do the payment!”
Jaiden was caressing his sore ass.
“Come on, Janice, we need to go!”
He quickly pulled the dress off, over his head and took off the stockings then handed it to me.
“Good. Now get dressed, Janice!”
“Yes, my queen!”
I walked with Tina up to the counter. “That's really exciting what you are doing to Janice. It got me excited and very interestet”
I smiled at Tina, and said. “Glad you liked it! You’ve never done anything like that before? The spanking looked like you enjoyed that?”
She pressed the amount for the dress and stockings, into the cash register. “I did like it! I’ve never tried it! It took me by surprise that I acted like that! That will be 720 dollars for the dress and stockings!”
I swiped my Gold card through the machine and Jaiden came to me fully clothed.
She put the dress and stockings in a big paper bag. “Here Janice, take your dress!”
He made a little bow “Thank you, my queen!”
Tina laughed “He-he. Such a good boy you’ve got there! If he needs some more spanking or another dress, just send him here!”
I smiled at her. “Thanks, I'll think about it! Maybe you’ve found a new fetish here? Maybe I'll stop by once to buy a dress for myself! Take care for now, Tina...it was really nice meeting you!”
“Likewise! On the way out, please turn the sign around again. Bye Janice!” and off we went.
~*~*~*~*~*~*~*~*~*~
We got outside and into my Phantom and drove home again. Jaiden didn't really talk on the way home, but as soon as we got in, he took a beer in the fridge.
“Are you allowed to do that?”
He opened it and drank almost half of it. “I don't care! After what happened today, I need this!”
“Take one for me will ya? And tell me what happened!?”
He grabbed another one and placed it on the kitchen table. “I...I...can't believe all this! First you see my video of myself in my mother’s lingerie, fucking my dildo, and then find my anime drawings of you. It’s so fucking embarrassing! Then you take me to get a pedicure! Though my feet look better than ever, it's still so strange!”
I drank some of my beer and laughed, “Ha-ha. Easy now! I know it’s maybe a bit much, But you enjoyed it! Admit it!”
He drank the rest of the beer and took a new one. “Ehmm...Maybe? I don't know!? I'm in a chastity belt with my mother's red G-string and bra, plus her red pantyhose! Buying a dress with my maid, getting spanked more than I've been beaten in school! It's all too much! And why do my nipples hurt?” He was getting overwhelmed and his emotions were getting to him. It must have been those hormones dropping!
I threw the chastity key to him. “Here, unlock yourself. Go jerk off or something, then take a nap! After that, take a long bath, and I’ll come to your room in a few hours!”
He quickly grabbed the key and went upstairs to his room.
~*~*~*~*~*~*~*~*~*~
I finished my beer, and wanted to take a shower myself, But I need to check if I had some weed left. That would really help Jaiden out for his nerves. I took the elevator down, and walked to my apartment. I unlocked the door and went inside. I looked around the living room and saw 4 pairs of pantyhose on the couch. I sure didn't put them here! I picked one up and saw cum stains all over them, and not just one pair. Nope, all 4 of them! Jan had been here for sure, and jerked that cock off into my pantyhose! Even the red opaque pantyhose laid here. I picked them up and they were still wet. I smelled them and that was cum smelling. A huge stain in the foot part of the red pantyhose. Mmm, it turned me on a bit knowing that I had stolen these red opaque pantyhose from his wife from so long ago and he’d just jerked off in them like 30 minutes ago. I stuck my tongue out and tasted it. Oh god, I couldn't hold back. I put the foot part of the red pantyhose in my mouth and just sucked all the cum out of them. I felt my tiny dick get erect. That perverted Jan was in here even though I told him I would call the cops on him! I snapped out of it, pulled the tasty cum-stained pantyhose out of my mouth, and held them in my hand.
I walked out into the hallway and knocked on his door. I hid the pantyhose behind my back. And the door opened. His face turned red as soon as he saw me.
“Ohh...it is you...”
I put my hand up with the red pantyhose in them and they unfolded right before his eyes, hanging down from the top of my fingers.
“What the hell did I just tell you, Jan?”
He looked ashamed. “OK! It's just after you left and told me that you would rat on me to the cops...Ehh...I thought to myself I just wanted to smell your used pantyhose one more time! I went in there. And when I smelled them again, I just had to jerk off one last time. I’m so fucking sorry, Caroline!”
I threw them at him, and he grabbed them as they smashed to his chest. “Here, you can keep them. Nice of you to come clean about it!” and I pushed myself past him and into his apartment. He looked confused, but closed the front door. There was a porn movie on the TV and saw some freshly-rolled joints on the table. He grabbed the remote and I said “Leave it. I don't care about the porn. I'm here for something else!” I took joint and lit it. I inhaled and held it in. Oh my god, I felt the buzz right away. I exhaled as I blew the smoke in his face.
He put the remote back and sat down beside me on the couch. “What are you here for then?”
He looked at my Wolford suntan pantyhosed legs with the white opaque pattern going from my toes and up to just above my knees. I hadn't showered in 3 days now, so these pantyhose must be so smelly from being in the heels all this time! I crossed my legs and dangled with my heel. His eyes followed my nylon feet playing with the heel.
“I really need some weed, Jan. You got some for me?”
He licked himself around his mouth. “Ehh...I got some, yes. But if you want some, it's gonna cost something else then money!”
I smoked some more of the joint, and the more I smoked, the hornier I got. He adjusted the bulge in his pants. “Am I making you horny, Jan?”
He nodded and smiled, but his eyes didn't shift from my foot playing with my heel. I looked at the TV and saw a woman in black nylon stockings giving a man a nylon footjob, while another man fucked her mouth.
“I see you like the footjob thing? And can't stop staring at my foot? You find my nylon feet so pretty don't ya?”
He reached down outside his pants and grabbed his own bulge. “Oh fuck, yess! I love them so much. Since the first time, I saw them! I jerked off so many times dreaming and fantasizing about your pretty nylon toes around my cock!”
I giggled. “He-he! So that's what you want in payment?”
“Yes...and I want those pretty pantyhose after you give me a footjob. Ok?”
I smoked some more of the joint as I nodded to him. He didn't hesitate one bit. As I sat there dangling with my heel, he pushed my heel off, revealing my opaque white patterned nylon toes that I pointed nicely for him. He quickly stood up, and as he pulled his pants down, a nice big cock bounced out standing straight. My body twitched by the sight of his cock - such a lovely shape. He sat down in the couch again, and grabbed both of my nylon feet and took my other heel off and threw it on the ground. Then he pushed his erect cock in between my feet as he held them and fucked them.
“AHH...Caroline. I missed you so much! I can’t stop thinking about the time I fucked your ass while I was blindfolded! Mmmm... I get why I couldn't fuck your pussy. Still fucking hot though”
I remember saying that I didn't want to get pregnant. But we all know I just got my ass pussy. Mmmm
I smiled at him and blushed. “Yeah, that was nice! Does my smelly nylon feet, feel good against your hard cock, baby?”
He nodded as he kept on fucking them good. Then he took one of my feet up to his nose and sniffed my toes. “AAAHHH YES...! Fucking hell, that scent is so intoxicating! I love it...AHH!”
I grinded my other nylon foot against his hard cock. He pushed my nylon toes almost in his nose and sniffed them good. “Fuck I’m cumming, baby! AARGHH...! AHH...Mmmm YES!” His hard cock was oozing hot cum on my one nylon foot as he kept on smelling the other.
“Mmm Jan, you’re a bad bad man! Look at my pretty pantyhose now!”
All my nylon toes on the one foot were covered in cum. I wanted to masturbate so bad right now.
He looked at my cummy toes. “They are my pantyhose now!” He picked up my pantyhose foot up to his mouth and put my toes in his mouth, sucking them clean from his own cum.
“Wow...Jan. You’re a bad and a dirty man! Mmmm, keep going!”
Oh god, it felt amazing, but I guess as I let my other foot drop in his lap and as he looked intensely at me while he sucked my nylon toes clean, my leg had lifted the skirt up a bit and I saw his eyes wander down to my crotch, looking up my skirt. He got this weird look on his face and pulled my nylon toes out of his mouth.
“You got a vibrator in your pussy?”
I was so horny, I didn’t know what he hinted at and said “No...why?”
He moved closer and was about to unzip my black skirt. I stopped his hand, and my heart was now racing like crazy.
“What you doing? This is not the deal! Stop!”
He held both my hands with one of his and then unzipped my skirt with the other. He was sitting between my legs and unzipped the skirt all the way down. As the zipper went all the way down, it opened and fell to each side of my hips, exposing my tiny erect dick now laying there in my pantyhose, with the only thing covering my tiny bulge was my laced patterned white bodystocking.
“What the fuck is that?”
“Please Jan, stop...I beg you...! I...I would have...”
Then he pulled hard in my bodystocking and it unbuttoned right in front of him. This was my worst nightmare. He moved the flap of the bodystocking away and was staring right at my tiny erect dick being held in by my beautiful Wolford nude pantyhose. So nothing more was hiding it!
“You’re a fucking guy? I’ve been so fucking crazy with you...and now I see a penis?” He was baffled.
I started crying right in front of him. “I’m so sorry! Really I am! I know this is...”
Then he slapped me across my face.
“ARGH...”
“You been fucking teasing me. What a fucking little bitch! Stop the fucking crying. I bet you get off, of this shit. Exposing that tiny dick? Huh?”
I nodded and was sobbing instead.
“I caught this boy once stealing my wife’s pantyhose! Are you a fucking sissy like him?”
“I am, yes! And I am the one who stole them!”
He smiled at me with this evil smile. “I fucking caught you now, didn’t I?”
I nodded and was shaking because I was scared. “Oh man. You’ve really evolved into a lovely fucking lady. I really thought it was your brother in the picture I saw in the bedroom. But it was you all along! You used to be my neighbour too, right?”
I didn’t dare to say anything, so I just nodded.
“Those red pantyhose right here. Are they my wife to?"
I nodded again.
“Wow! Really? You’re such a fucking perverted little sissy girl! You need to be punished so bad!” He slapped me across my face again. I didn’t want to cry again, but it really hurt. “You sucked my cock so good too! You love that cock in your mouth, don’t you?”
“Yes sir!” I’d just treated Jaiden like this, and now the tables were turned.
“That’s right! You fucking love my hard cock in that pretty mouth! Of course you’re a cock-sucking whore!?”
“Yes sir!”
He grabbed my tit and squeezed my nipple real hard.
“Ahh...ouch...! Stop!”
He laughed. “Ha-ha...! Shut the fuck up, little bitch! Go down on your knees!” He pushed me down on the floor, and stood up himself. “Open up!”
I was still scared, but I shook my head ‘no’.
Then he grabbed a hold of my neck with one hand and squeezed. “I said, ‘open’, so I can stick my cum-covered hard cock in there. Remember, you’re a cock-whore!”
I opened my mouth and he pushed his now fully stiff cock inside my mouth. He did not start slowly - no, he went straight deep in my throat. I gagged instantly.
“AAHHH...! Yess...take it, bitch! Mmmm...little cock-whore!”
He fucked my mouth hard, and I tried to push him away, but he was to strong. He stopped with intervals with his cock all the way down, so I kept on gagging for 5 or 6 seconds. Then he continued on without letting me breathe. I tried to breathe through my nose, but it was not enough. I felt like I almost passed out. He saw that and pulled out. I fell on all-fours and gasped for air.
“Stay awake, bitch! I still need to use that sweet ass-pussy!”
I looked up at him with saliva hanging from my mouth, and my eyes all teared up. I still gasped for air as I said “Please...Stop, Jan...I can’t...do...”
Then he picked me up and threw me on his couch, put me on my knees as I leaned over the back of the couch. Then he spanked my ass.
“Argh...Jan... Stop!”
He smacked my ass again and again, and felt it get all warm. “I told you to shut the fuck up. Maybe this will do it?!” He pulled my Wolford pantyhose down to access my ass, and I felt his tip push my asshole open, and it didn’t take more than a second.
Flop!
“ARGH!!!”
He went deep inside. Like my mouth, he didn’t hold back. He just full-on rammed his cock inside my horny pussy. My nylon feet curled and I felt his hands grab them. “Ohh...Yess! Mmmm...you love that cock inside your tiny tight sissy pussy!”
I couldn’t believe myself, but I nodded. “Mmm, yes!”
He laughed again. “Ha-ha...little bitch! I fucking knew it! I told you I would beat your ass when I found you. And now you getting a proper beating by my cock ramming you as the little bitch you are!”
Oh god, all the pain turned into pleasure in an instant. “AHH...! AH...! Yes, fuck me, Jan!”
He pulled out and flipped me around. I now laid on my back on the couch with my pantyhose legs up his body. He put his stiff cock inside me again. And my eyes rolled back in my head in pleasure.
“AHH...Mmmm! damn, you’re such a hot little bitch, Caroline! I can’t believe I caught the little sissy who stole my wife pantyhose. Pretty hot knowing you had them on!”
I smiled at him, giving him a horny smile “And I wore those white opaque AH...! I stole to that party where you delivered the weed to that guy, Michael. Remember you said that you saw a boy steal white pantyhose, AHH...! Mmmm...like those I wore? and pointed at my white opaque pantyhose. Those where hers...AHH...! AH...Mmm!”
“Ohh...Fuck yes! That’s so fucking hot to know!”
He stared at me and fucked me harder. He grabbed one of my pantyhose feet by the ankle and forced into his mouth, and sucked it so good. His other hand started jerking my tiny dick that was fully erect.
“AAHHH UHH! Jan...AH...God, that’s so fucking...AHH! Good! Mmmm!”
He pulled my soaked pantyhose toes out of his mouth. “Mmm...you look so fucking hot getting that delicious sissy pussy fucked!” His tone had shifted and he didn’t threaten me like before, but he thrust me harder and faster. And as he kept on jerking me, I couldn’t hold back anymore.
“AHH...! Gonna CUM...! ARGH!!! AH GOD!”
A huge load shot up my body and over my tits and even hit my face a bit. And that made Jan just fuck me faster! That made me somewhat surprised because I was sure he couldn’t go any faster, but he did! I screamed like crazy...
“AHH...AHH...AHH FUCK...”
He started grunting and he felt very warm. “Shit! You’re making me...ARGH ARGH...CUM...”
I grabbed my nipples and squeezed them.
He was full on staring. “Can I cum...AHH...Inside you? Argh! Caroline?”
I nodded like crazy. “Yes...AHH! Just do it...AHH! Don’t ask!”
And he let his stiff cock shot his load. He pushed his weight down on me, sticking his cock so deep inside me that he hit my prostate. I felt his cum hitting it in streams, and that made me cum so hard again. “AARGHH!! Fuck...! AHH!” My legs shook like crazy. As he said “AHH...Damn! That was like the hottest fucking I’ve ever had!” My legs were still shaking, and he still fucked me gently as his cock began to feel sloppy. It made my nylon toes curl. “AHH...God! You fucked me so good, Jan!”
He pulled out and went to the bathroom and got me some toilet paper for all the cum inside my fucked ass. He sat down and lit a joint. I got up and held the toilet paper under my dripping pussy. He was staring at me as he smoked. I blushed.
“I can’t believe that you are the boy who stole those pantyhose from my wife! Looking at you now, fully transitioned into a fucking hot lady. Mmmmm!”
I wiped the last cum from my ass and pulled my pantyhose up again, and sat down. He passed me the joint.
“I feared the day that you would find out! I was really scared that you would be angry!” I smoked some of the joint.
“Well at first I was. But you looked so freaking hot, and your blowjob was so good that at one point, I didn’t care that you were boy, or use to be one! And when I found out that I’d caught the little sissy who stole those pantyhose, made me so freaking horny. Right there, I knew I had to fuck that tight pussy again!”
I smiled as I blushed. “Mmm...so we are good?”
He laughed, “He-he! We are more than good, baby!” He threw a mid-size bag full of weed on the table, with papers in it.
“Thanks, Jan. I’m actually kinda glad you know...I don’t have to keep it secret!” I got up and put my black skirt on again and zipped it shut, and was about to leave. I turned around. “Goodbye, Jan...and thanks for the weed!”
“Aren’t you forgetting something?”
I looked a bit confused.
“The deal was the pantyhose! Those pantyhose you’re wearing are mine now!”
I blushed and giggled. “He-he. Oh yes! Just thought that you didn’t want them, after, you know...” I slid them down my bum and pulled one leg out and then the other, and then threw them right beside him on the sofa.
He picked them up, bundled them together in his hand, and pressed my used Wolford pantyhose against his nose, and sniffed them big time. “Mmmm...these are gonna make me cum later tonight! Good girl, Caroline. Bye!”
I smiled and gave him a little wave and walked out into the hallway, and closed the door behind me.
I had just been fucked by my old neighbour that I hated so much at one time. Now he knew who I really was and even remembered that I’d stolen his wife’s pantyhose! It made a shiver go down my spine in a good way. Mmmm, and he just fucked me so good! So nice
We took the elevator down to the parking garage and drove off in my pretty pink Rolls Royce.
“Where are we going, Caroline?”
We drove to the city where I knew there was this shop with all kinds of Victorian and l****a dresses.
“First, we need to get your nails done, so we need to find a salon! I know there is one in the mall. So let’s start there!”
He looked at me a bit frightened. “No...I can't! I'm in pantyhose and panties! I refuse!”
I parked the car outside the mall and stepped out, but he just stayed inside. “I forgot to tell you that I downloaded that dildo video you made of yourself this morning! It would be really a shame if that got posted on like a pornsite!” I closed the door and walked inside the mall. I was just bluffing, but I guess he didn't know that because he was standing beside me a minute later. I whispered in his ear. “You better do what you're told or there will be consequences next time!”
“Yes. Of course there will!” He sounded like he was annoyed and rolled his eyes.
My hand quickly grabbed around his cheeks and squeezed extra hard. “You call me Queen from now on! And change your fucking attitude, my sissy slave!”
It was still early morning so there weren't a lot of people yet, but there were like 4 or 5 people that saw us.
With Jaiden’s squeezed lips, he said. “Yes, my Queen. Won't happen again!”
I let go of him. “That's better. Follow me!”
We found the salon and walked inside. There was a little lady that looked like she was from Thailand.
“Hello. Can I help, pretty lady?” she really had an accent, but she seemed very nice.
“Hi. I wondered if you can help my little friend here!? He needs to get his feet silky smooth and a pedicure. With...ehmm, hold on!” I turned around to Jaiden. “What colour do you like?”
“Do I really have to do this?”
I raised my eyebrow.
“Ok, ok...I like blue!”
I looked at the lady. “With dark purple nail polish ok?”
“Sure, sure. No problem! Take a shoe off so I can see feet!”
I saw that Jaiden didn't want to remove his shoes.
“Go on. Or should I post that...ehm...what was it again?”
He stepped out of his shoes and stood there in his sweat pants and red pantyhose nylon feet.
She laughed a little. “He-he! You like tights? You ladyboy?”
His face turned red and looked full of shame.
“Yes, he loves pantyhose! Maybe you could do his feet in the back?”
“I can do colour in back...but feet wash here! Go take pants off in back! Take towel around waist and come here!”
Jaiden walked out back.
“Can I pay right now?”
“Sure. Come!”
We walked over to the counter and I paid her. Jaiden came back with a towel around his waist.
“Go sit down and put feet in warm water!” and so he did.
“How long will it take?”
“Be here in half hour, then he be finish!”
I smiled at Jaiden. “Goodbye, Janice...see you soon!” And I walked out of the salon.
I knew there was like a porn shop here. I had to buy a few things to train my slave, Janice. I got a cup of coffee on the way, and got quite a few looks from guys as I walked in my black Vuitton heels, my suntan Wolford pantyhose with the white opaque patterns going from my toes till just above my knees, my black Wolford skirt, and white lace Wolford bodystocking. I’d been in the same outfit for almost 2 days straight now. I could really use a shower! I got to the sex shop and entered. I looked around while I drank my coffee.
A guy came down and looked me up and down. “Hello miss! Can I help you with something?”
“Ehmm, maybe! I need a collar and a leash, and a shock collar as well! Then I need one of those iron poles that goes between once ankles to spread ones legs. And some rope and a whip!”
He smiled a lot. “Oh really? That sounds like you know exactly what you like!? But right this way I, miss. It's over here!”
I followed him to a section with leather and other kinky stuff. He showed me some different kinds of collars, but I saw a purple one that I wanted. “I'll buy the purple one with a black leather leash!”
“Oh, the expensive one? Sure. Then I’ve got some new shockers you can attach to the collar if you want? And it comes with app control!”
I nodded, “Sure, let’s get that! Let me take that purple rope there. And that black pole with silver rings on it! Now i just need a whip"
“Yeah...what kind of whip are you looking for?”
I looked around. “I’m looking for something like a horse’s whip! You know, those small ones?”
He took a few steps and took one. “Like this you mean?”
I nodded. “Yeah...you got that in red?”
“I do! But I’ve got that at the counter too! Mostly black here!”
He took the stuff and we walked up to the counter. He found the horse’s whip and placed it on the counter. My eyes then caught sight of some nice wigs on foam heads.
“How much are those wigs?”
“Again, they are pretty expensive! We’ve got cheaper ones, but those are real human hair...and 400 dollars!”
“I want the blonde one then...and the rest of the stuff!”
He looked very happy. “Yes, of course, miss! I'll just pack it up for you! I'm gonna give you this bag for free with a hairnet and skin glue for the wig!”
I smiled at him. “Thanks. Very nice of you!”
“So you gonna surprise the boyfriend?”
I laughed. “Ha-ha...no, not quite! I’ve got myself a slave that needs to learn to behave like a good little girl!”
Then he laughed. “He-he! Gotta be honest...that's one lucky slave! Well, that will be 866 dollars!”
I swiped my gold card through the machine.
“Here you go, miss! If you need anything else, don't hesitate to come by!”
“Sure, will do. Bye!” and I walked back to the salon with my bag full of goodies.
I didn't see Jaiden, but I saw some other girls in the store getting their nails done by other employees. I walked in the back and saw Jaiden getting the last touches done.
“Hi! Oh that so much better, Janice! You like it?”
The women laughed. “Ha-ha! He enjoy very much! Told me you turn him on so much!”
He blushed again.
“Oh, is that true, Janice?”
He nodded gently and looked a bit shy. He stood up and accidently dropped the towel, to reveal his red G-string. And the salon lady saw it.
“Ha-ha! You’ve got panties on too! You really are ladyboy?”
“Yeah...I found him like that yesterday in his mother's lingerie! Also, it’s called a sissy!”
He sat down and put his red nylon pantyhose on while he was all red-faced.
“Oh...Sissies like to suck big cock, right?”
I nodded. “Some do. Well, thank you again for your help with my little Janice here!”
“Ah. No problem. You come in anytime!”
He quickly put on his sweatpants and sneakers again and we left the salon. “Oh my god, that was so fucking embarrassing!”
“But she told me you enjoyed it? And I like the part that I turned you on!”
We walked out back to the car again.
“Just stop it! You know you turn me on! You are my maid, looking like the hottest girl I’ve ever seen! With killer legs in feet encased in pretty pantyhose all of the time! You are the reason I tried on my mother's black stockings and bathrobe!”
we got in the car and continued on our journey to find a nice sissy dress.
“That's very kind words, Janice...I really appreciate it! But you still need to learn some discipline if you want to come work for me. And this is my way to make you understand it!”
~*~*~*~*~*~*~*~*~*~
We arrived at the dress store and both walked inside. This time he was more willing to come with me. An older, nice-looking lady came over. She wore some black opaque pantyhose with blue pumps, a dark blue pencil skirt, with a yellow top and a blue cardigan over it. Grey long hair with black glasses on.
“Hello. Can I help you with anything?”
I nodded. “Yes, very much! I'm here to find a purple and black dress, in a Victorian style. Have you got something like that?”
She smiled politely. “Yes, this way! This section is purple and black. Let me know if you need further help!” and she walked away.
Jaiden's face looked fascinated, and kind of happy for once. “Oh my god...these are so beautiful!” He looked through them and saw the price tag, and whispered at me. “Oh my god, this is so expensive! I can't afford this!”
I smacked his bum hard. “Did I tell you that you would buy it? No! And you don't get to choose either! Got that?”
He stepped a step back and nodded.
I looked through the dresses and found an all purple Victorian dress with a big black bow on the back. It was entirely made in pure satin in a nice deep purple colour with a black lace floral imprinted pattern over the entire dress. The underskirt part was an all-black petticoat that made the dress fluffy. This was the one!
“Hello miss?” She came over to us again.
“Do you think you’ve got this dress in his size?”
He blushed, as she looked at him. “For him? But these dresses are for girls?! You're going to be a girl in a school play? Because if so, I’ve got cheaper ones!?”
Jaiden didn't say a word.
“No. He is a sissy girl and needs to learn how to dress properly for his queen!”
She looked so confused. “I'm so sorry...for his queen? I don't understand?”
“He-he...ok! He likes to wear his mother's lingerie, and I found him jerking his penis with a dildo up his pink asshole. Oh you should have seen him cumming! He likes to crossdress in his mom's panties, bra, and stockings. So I decided that I would buy a dress for him to be a good girl, or sissy...and I am his queen!”
He tried to hide himself behind some other clothing. And she blushed, but finally got the message. “Ohh...! That’s like a sex thing? I never had a boy try on a dress before! Hold on!” She walked to the front entrance, locked the door and turned around a sign so it said ‘Closed’ on it. She then came back and looked at Jaiden, and took the dress in his size. “I’ve got a changing room just up here!”
I followed her, and Jaiden was right after me. We came to a place where there were 5 full-body mirrors standing in a half circle with a changing room in-between each mirror. She pulled the curtain to the side of one of them.
“Here you go! You can change in here!”
Jaiden carefully took the dress and was about to walk in the changing room.
“That won't be necessary! I think it would be better if you helped him with it!? Ehmm...what's your name again?”
She looked surprised. “My name is Tina. But you can help him, right?”
“I think it's best if he sees how to put it on with someone who knows precisely how it should fit!”
Jaiden shook his head as he stared at me.
“Come on, Janice. Take your pants and hoodie off!”
I sat down on a chair and crossed my leg over the other. Jaiden slowly pulled off his hoodie. And Tina saw the red bra.
“Oh my...”
She tried to look away, but glanced at him from time to time. Then Jaiden took off his sneakers, and again her eyes got big as she saw his nylon feet with his purple nail polish. Then he gently pulled his pants down and took them off. He quickly stood up and held his hands in front of his penis. She stared for a moment just looking at Jaiden.
I made a little cough, “Eh...Ehm...And now the dress!?”
She snapped out of it. “Sorry! Yes, let’s try it on! Up with your arms!”
He raised his arms, but she instantly noticed something about his penis. She put the dress over his head and pulled it down. Jaiden was liking it and forgot about us for a moment, starting turning around to see himself in the mirrors in that pretty dress.
Tina came over to me, and whispered “It's really the first time I’ve seen a boy in a dress!”
I smiled, satisfied, watching Jaiden enjoying his dress. “I hope you don't mind? We're gonna buy the dress! He seems to like it very much!”
She looked at him. “It sure looks like it! Ehh...Can I ask you something?”
“You wanna know what's under his panties, right?”
Her face turned red. “How did you know?”
“I saw you staring at it! It's called a chastity belt! It's so he can't masturbate!”
She looked at me with a weird facial expression.
“It's because he can’t stop touching himself thinking about me! He needs to learn discipline! So I decide when he gets to cum!”
She now looked shocked. “What...Really? Ok, you are really gorgeous, but I didn't expect that!”
I nodded and smiled. “Well thanks! Mmm...you're pretty as well, Tina! You wouldn't happen to have some stockings or pantyhose that goes with the dress do ya?”
Her face blushed and smiled and heard a little giggle from her. “Oh...He-he! Ehmm...Yes I do! Come with me...I’ll show you!”
“Janice, stay put! I'll just go with Tina to look at something!”
He nodded and kept on watching himself in the mirror. I walked with her to the counter and showed me different kinds.
“I’ve got these Victorian styled hosiery. I have modern stockings. I also have some regular black opaque pantyhose...like mine!”
I smiled at her. “Yeah, I saw that! You look good in them! I love black on pretty women like yourself!”
She blushed once more. “Ehh...Thanks! What kind do you like?”
I saw some stay-up stockings in black nylon with thin lines of purple going from the toes and all the way up to the purple lace border. “Uhh, I think those would be perfect for the dress? Don't you think?”
She smiled and nodded. “Sure. You want him to try them on?”
“If he may? Maybe you can help him put them on? He will probably say no, but inside, he wants you to!”
She thought about it. “Well I’ve helped a lot of girls with putting stockings on before. So it can't be that different on a guy, right?”
I smiled. “Right! Let's ask him!?”
She took a pair with her and we walked back to Jaiden, but he was not there! Then I heard a slight moan come from the dressing room.
“Ah...Ah...Caroline...Mmm!”
I pulled the curtain away, and he sat on the little stool with his red pantyhosed legs apart, and the skirt part of the dress pulled up, revealing his dick inside the gold plated chastity belt, pulling ever so slightly in it. He got a huge shock, and Tina's jaws dropped as she said “Oh my god! It is really locked up!”
I looked angry at Jaiden and he knew he was in trouble! I grabbed him by the chastity belt, and pulled him out of the dressing room. “What the hell are you doing, Janice? You’re fucking embarrassing me in front of the lovely lady!”
“Arghh...!! Let go...! Argh...it hurts!”
I forced him to sit down on the couch. “Apologise to Tina, right now!”
Jaiden looked so embarrassed, “I'm very sorry, Tina. Please accept my apology!”
She was still shocked a bit, but I think she kinda got curious because she said “Oh it's ok! Janice, I brought you these!” She showed Jaiden the stockings whilst looking at me smiling.
Now I was the one who was surprised!
She got on her knees, and pulled Jaiden’s skirt up, grabbed the waistband of his red pantyhose and pulled them off him.
Jaiden looked shocked. “What are you doing?”
She smiled. “Your lovely friend here wanted to see these stockings on you with the dress!”
Jaiden now looked at me as Tina rolled one stocking up. “Don't look at me like that, Janice! Let Tina put them on you!”
His eyes were staring as Tina rolled the stocking from his toes and up his leg. I could see him getting a little excited. “Are you getting turned on when Tina puts stockings on you?”
He nodded.
Tina rolled the other stockings up his leg. “Stand up, Janice...” said Tina, “...I need to adjust the border of the stockings. Hold the skirt up for me!” He did as he was told, and Tina gilded her hands from his ankles and pulled the nylon stockings up and adjusted the border as the last thing. Jaiden’s head tilted back of pleasure. As Tina worked on his other leg, I looked at Jaiden’s chastity belt and I saw it leaking a bit of pre-cum. Tina was almost done with the other border as I walked over to Jaiden and picked the drop of the hole of the chastity belt, with my finger. Tina got up and looked at us.
“What is this, Janice? Are you getting so excited that your little penis is leaking? Open that mouth and suck my finger clean!”
He opened up and I stuck my finger in his mouth and he sucked it all clean.
“Did he just swallow his own pre-cum?”
I nodded at Tina, “Yes, he did! He got so excited when you put the stockings on him! You're a bad bad sissy, aren't you?”
He nodded “Yes. I'm sorry...I am...really bad! It just felt so good!”
“Shhh...Janice, Janice, Janice...! Bend over and pull up the dress!”
He bent nicely over for me and Tina. I pulled his red G-string panties and let them drop down to his ankles. Tina’s Jaw dropped when she saw the diamond plug in his ass. I smacked his ass over and over and over again. “Bad fucking sissy...! You almost dropped that pre-cum over this sweet lady here!”
Then Tina did something surprising. She went opposite me and started to smack his ass also, as she said. “Take that, Janice...! Ehh...? Getting turned on wearing a pretty dress?”
Tina was getting into it and I heard Jaiden hold his sounds inside. But then he couldn't take it anymore. “ARGH...! Stop please...Stop!”
His ass was all red and warm. I nodded towards Tina and we both stopped. “Tina, please take a seat on the couch. And you, little Janice, get down on your knees and beg for Tina’s forgiveness!”
Tina sat down and Jaiden was right in front of Tina's black opaque pantyhosed legs in her pumps. I squatted down beside Jaiden and pulled Tina’s foot up by the ankle. Tina looked really surprised. I took one heel off.
“What are you doing? Ehh...Stop!”
And before she could say anymore, I of course took a sniff first of some very nicely shaped black opaque pantyhose feet. “Mmmm. What a lovely smell your pantyhose feet have!”
She blushed and didn't know what to say.
Jaiden took the other pump of her hosed foot and did the same thing - stuck his nose in between her toes.
“Oh my god! Why are you smelling my feet? It is so weird. Mmm!”
Jaiden’s eyes rolled back in his head and kept on sniffing her black hosed feet.
“Mmmm Tina, those are some fantastic scents from your pantyhose feet! I do it because I love girls' feet in pantyhose. Janice here also loves it. But he needs to learn to treat women right. He needs to worship women’s pantyhose feet because he needs to learn discipline and to be humble. Isn't that right, Janice?”
He nodded with Tina's pantyhose toes in-between his nose. “Mmm Yes, my queen!” Jaiden stuck his tongue out and started to lick her feet.
“No don't...That's dirty!” Tina said.
I got up and pushed his head away. “Stop, Janice. Did I tell you to lick her feet?”
He curled up a bit. “Sorry, my queen. They just smelled so good...I wanted to taste them!”
“Get up and let Tina spank your ass!”
Tina smiled and said “Yeah, you dirty little boy!”
He turned around again and pulled up the dress and bent forward. I saw a long shoe horn and gave it to Tina and nodded. Tina smacked his ass real hard and he screamed out loudly “ARGHH...! Ouch...! Stop!”
Tina had smacked his ass cheeks a couple of times now, and he was tearing up. “Stop...Please...Ouch...”
Tina stopped and looked at me like, ‘is it enough?’ I nodded and she stopped. “I think we better get going before he loses control!”
Tina smiled at me. “Sure. Well let's do the payment!”
Jaiden was caressing his sore ass.
“Come on, Janice, we need to go!”
He quickly pulled the dress off, over his head and took off the stockings then handed it to me.
“Good. Now get dressed, Janice!”
“Yes, my queen!”
I walked with Tina up to the counter. “That's really exciting what you are doing to Janice. It got me excited and very interestet”
I smiled at Tina, and said. “Glad you liked it! You’ve never done anything like that before? The spanking looked like you enjoyed that?”
She pressed the amount for the dress and stockings, into the cash register. “I did like it! I’ve never tried it! It took me by surprise that I acted like that! That will be 720 dollars for the dress and stockings!”
I swiped my Gold card through the machine and Jaiden came to me fully clothed.
She put the dress and stockings in a big paper bag. “Here Janice, take your dress!”
He made a little bow “Thank you, my queen!”
Tina laughed “He-he. Such a good boy you’ve got there! If he needs some more spanking or another dress, just send him here!”
I smiled at her. “Thanks, I'll think about it! Maybe you’ve found a new fetish here? Maybe I'll stop by once to buy a dress for myself! Take care for now, Tina...it was really nice meeting you!”
“Likewise! On the way out, please turn the sign around again. Bye Janice!” and off we went.
~*~*~*~*~*~*~*~*~*~
We got outside and into my Phantom and drove home again. Jaiden didn't really talk on the way home, but as soon as we got in, he took a beer in the fridge.
“Are you allowed to do that?”
He opened it and drank almost half of it. “I don't care! After what happened today, I need this!”
“Take one for me will ya? And tell me what happened!?”
He grabbed another one and placed it on the kitchen table. “I...I...can't believe all this! First you see my video of myself in my mother’s lingerie, fucking my dildo, and then find my anime drawings of you. It’s so fucking embarrassing! Then you take me to get a pedicure! Though my feet look better than ever, it's still so strange!”
I drank some of my beer and laughed, “Ha-ha. Easy now! I know it’s maybe a bit much, But you enjoyed it! Admit it!”
He drank the rest of the beer and took a new one. “Ehmm...Maybe? I don't know!? I'm in a chastity belt with my mother's red G-string and bra, plus her red pantyhose! Buying a dress with my maid, getting spanked more than I've been beaten in school! It's all too much! And why do my nipples hurt?” He was getting overwhelmed and his emotions were getting to him. It must have been those hormones dropping!
I threw the chastity key to him. “Here, unlock yourself. Go jerk off or something, then take a nap! After that, take a long bath, and I’ll come to your room in a few hours!”
He quickly grabbed the key and went upstairs to his room.
~*~*~*~*~*~*~*~*~*~
I finished my beer, and wanted to take a shower myself, But I need to check if I had some weed left. That would really help Jaiden out for his nerves. I took the elevator down, and walked to my apartment. I unlocked the door and went inside. I looked around the living room and saw 4 pairs of pantyhose on the couch. I sure didn't put them here! I picked one up and saw cum stains all over them, and not just one pair. Nope, all 4 of them! Jan had been here for sure, and jerked that cock off into my pantyhose! Even the red opaque pantyhose laid here. I picked them up and they were still wet. I smelled them and that was cum smelling. A huge stain in the foot part of the red pantyhose. Mmm, it turned me on a bit knowing that I had stolen these red opaque pantyhose from his wife from so long ago and he’d just jerked off in them like 30 minutes ago. I stuck my tongue out and tasted it. Oh god, I couldn't hold back. I put the foot part of the red pantyhose in my mouth and just sucked all the cum out of them. I felt my tiny dick get erect. That perverted Jan was in here even though I told him I would call the cops on him! I snapped out of it, pulled the tasty cum-stained pantyhose out of my mouth, and held them in my hand.
I walked out into the hallway and knocked on his door. I hid the pantyhose behind my back. And the door opened. His face turned red as soon as he saw me.
“Ohh...it is you...”
I put my hand up with the red pantyhose in them and they unfolded right before his eyes, hanging down from the top of my fingers.
“What the hell did I just tell you, Jan?”
He looked ashamed. “OK! It's just after you left and told me that you would rat on me to the cops...Ehh...I thought to myself I just wanted to smell your used pantyhose one more time! I went in there. And when I smelled them again, I just had to jerk off one last time. I’m so fucking sorry, Caroline!”
I threw them at him, and he grabbed them as they smashed to his chest. “Here, you can keep them. Nice of you to come clean about it!” and I pushed myself past him and into his apartment. He looked confused, but closed the front door. There was a porn movie on the TV and saw some freshly-rolled joints on the table. He grabbed the remote and I said “Leave it. I don't care about the porn. I'm here for something else!” I took joint and lit it. I inhaled and held it in. Oh my god, I felt the buzz right away. I exhaled as I blew the smoke in his face.
He put the remote back and sat down beside me on the couch. “What are you here for then?”
He looked at my Wolford suntan pantyhosed legs with the white opaque pattern going from my toes and up to just above my knees. I hadn't showered in 3 days now, so these pantyhose must be so smelly from being in the heels all this time! I crossed my legs and dangled with my heel. His eyes followed my nylon feet playing with the heel.
“I really need some weed, Jan. You got some for me?”
He licked himself around his mouth. “Ehh...I got some, yes. But if you want some, it's gonna cost something else then money!”
I smoked some more of the joint, and the more I smoked, the hornier I got. He adjusted the bulge in his pants. “Am I making you horny, Jan?”
He nodded and smiled, but his eyes didn't shift from my foot playing with my heel. I looked at the TV and saw a woman in black nylon stockings giving a man a nylon footjob, while another man fucked her mouth.
“I see you like the footjob thing? And can't stop staring at my foot? You find my nylon feet so pretty don't ya?”
He reached down outside his pants and grabbed his own bulge. “Oh fuck, yess! I love them so much. Since the first time, I saw them! I jerked off so many times dreaming and fantasizing about your pretty nylon toes around my cock!”
I giggled. “He-he! So that's what you want in payment?”
“Yes...and I want those pretty pantyhose after you give me a footjob. Ok?”
I smoked some more of the joint as I nodded to him. He didn't hesitate one bit. As I sat there dangling with my heel, he pushed my heel off, revealing my opaque white patterned nylon toes that I pointed nicely for him. He quickly stood up, and as he pulled his pants down, a nice big cock bounced out standing straight. My body twitched by the sight of his cock - such a lovely shape. He sat down in the couch again, and grabbed both of my nylon feet and took my other heel off and threw it on the ground. Then he pushed his erect cock in between my feet as he held them and fucked them.
“AHH...Caroline. I missed you so much! I can’t stop thinking about the time I fucked your ass while I was blindfolded! Mmmm... I get why I couldn't fuck your pussy. Still fucking hot though”
I remember saying that I didn't want to get pregnant. But we all know I just got my ass pussy. Mmmm
I smiled at him and blushed. “Yeah, that was nice! Does my smelly nylon feet, feel good against your hard cock, baby?”
He nodded as he kept on fucking them good. Then he took one of my feet up to his nose and sniffed my toes. “AAAHHH YES...! Fucking hell, that scent is so intoxicating! I love it...AHH!”
I grinded my other nylon foot against his hard cock. He pushed my nylon toes almost in his nose and sniffed them good. “Fuck I’m cumming, baby! AARGHH...! AHH...Mmmm YES!” His hard cock was oozing hot cum on my one nylon foot as he kept on smelling the other.
“Mmm Jan, you’re a bad bad man! Look at my pretty pantyhose now!”
All my nylon toes on the one foot were covered in cum. I wanted to masturbate so bad right now.
He looked at my cummy toes. “They are my pantyhose now!” He picked up my pantyhose foot up to his mouth and put my toes in his mouth, sucking them clean from his own cum.
“Wow...Jan. You’re a bad and a dirty man! Mmmm, keep going!”
Oh god, it felt amazing, but I guess as I let my other foot drop in his lap and as he looked intensely at me while he sucked my nylon toes clean, my leg had lifted the skirt up a bit and I saw his eyes wander down to my crotch, looking up my skirt. He got this weird look on his face and pulled my nylon toes out of his mouth.
“You got a vibrator in your pussy?”
I was so horny, I didn’t know what he hinted at and said “No...why?”
He moved closer and was about to unzip my black skirt. I stopped his hand, and my heart was now racing like crazy.
“What you doing? This is not the deal! Stop!”
He held both my hands with one of his and then unzipped my skirt with the other. He was sitting between my legs and unzipped the skirt all the way down. As the zipper went all the way down, it opened and fell to each side of my hips, exposing my tiny erect dick now laying there in my pantyhose, with the only thing covering my tiny bulge was my laced patterned white bodystocking.
“What the fuck is that?”
“Please Jan, stop...I beg you...! I...I would have...”
Then he pulled hard in my bodystocking and it unbuttoned right in front of him. This was my worst nightmare. He moved the flap of the bodystocking away and was staring right at my tiny erect dick being held in by my beautiful Wolford nude pantyhose. So nothing more was hiding it!
“You’re a fucking guy? I’ve been so fucking crazy with you...and now I see a penis?” He was baffled.
I started crying right in front of him. “I’m so sorry! Really I am! I know this is...”
Then he slapped me across my face.
“ARGH...”
“You been fucking teasing me. What a fucking little bitch! Stop the fucking crying. I bet you get off, of this shit. Exposing that tiny dick? Huh?”
I nodded and was sobbing instead.
“I caught this boy once stealing my wife’s pantyhose! Are you a fucking sissy like him?”
“I am, yes! And I am the one who stole them!”
He smiled at me with this evil smile. “I fucking caught you now, didn’t I?”
I nodded and was shaking because I was scared. “Oh man. You’ve really evolved into a lovely fucking lady. I really thought it was your brother in the picture I saw in the bedroom. But it was you all along! You used to be my neighbour too, right?”
I didn’t dare to say anything, so I just nodded.
“Those red pantyhose right here. Are they my wife to?"
I nodded again.
“Wow! Really? You’re such a fucking perverted little sissy girl! You need to be punished so bad!” He slapped me across my face again. I didn’t want to cry again, but it really hurt. “You sucked my cock so good too! You love that cock in your mouth, don’t you?”
“Yes sir!” I’d just treated Jaiden like this, and now the tables were turned.
“That’s right! You fucking love my hard cock in that pretty mouth! Of course you’re a cock-sucking whore!?”
“Yes sir!”
He grabbed my tit and squeezed my nipple real hard.
“Ahh...ouch...! Stop!”
He laughed. “Ha-ha...! Shut the fuck up, little bitch! Go down on your knees!” He pushed me down on the floor, and stood up himself. “Open up!”
I was still scared, but I shook my head ‘no’.
Then he grabbed a hold of my neck with one hand and squeezed. “I said, ‘open’, so I can stick my cum-covered hard cock in there. Remember, you’re a cock-whore!”
I opened my mouth and he pushed his now fully stiff cock inside my mouth. He did not start slowly - no, he went straight deep in my throat. I gagged instantly.
“AAHHH...! Yess...take it, bitch! Mmmm...little cock-whore!”
He fucked my mouth hard, and I tried to push him away, but he was to strong. He stopped with intervals with his cock all the way down, so I kept on gagging for 5 or 6 seconds. Then he continued on without letting me breathe. I tried to breathe through my nose, but it was not enough. I felt like I almost passed out. He saw that and pulled out. I fell on all-fours and gasped for air.
“Stay awake, bitch! I still need to use that sweet ass-pussy!”
I looked up at him with saliva hanging from my mouth, and my eyes all teared up. I still gasped for air as I said “Please...Stop, Jan...I can’t...do...”
Then he picked me up and threw me on his couch, put me on my knees as I leaned over the back of the couch. Then he spanked my ass.
“Argh...Jan... Stop!”
He smacked my ass again and again, and felt it get all warm. “I told you to shut the fuck up. Maybe this will do it?!” He pulled my Wolford pantyhose down to access my ass, and I felt his tip push my asshole open, and it didn’t take more than a second.
Flop!
“ARGH!!!”
He went deep inside. Like my mouth, he didn’t hold back. He just full-on rammed his cock inside my horny pussy. My nylon feet curled and I felt his hands grab them. “Ohh...Yess! Mmmm...you love that cock inside your tiny tight sissy pussy!”
I couldn’t believe myself, but I nodded. “Mmm, yes!”
He laughed again. “Ha-ha...little bitch! I fucking knew it! I told you I would beat your ass when I found you. And now you getting a proper beating by my cock ramming you as the little bitch you are!”
Oh god, all the pain turned into pleasure in an instant. “AHH...! AH...! Yes, fuck me, Jan!”
He pulled out and flipped me around. I now laid on my back on the couch with my pantyhose legs up his body. He put his stiff cock inside me again. And my eyes rolled back in my head in pleasure.
“AHH...Mmmm! damn, you’re such a hot little bitch, Caroline! I can’t believe I caught the little sissy who stole my wife pantyhose. Pretty hot knowing you had them on!”
I smiled at him, giving him a horny smile “And I wore those white opaque AH...! I stole to that party where you delivered the weed to that guy, Michael. Remember you said that you saw a boy steal white pantyhose, AHH...! Mmmm...like those I wore? and pointed at my white opaque pantyhose. Those where hers...AHH...! AH...Mmm!”
“Ohh...Fuck yes! That’s so fucking hot to know!”
He stared at me and fucked me harder. He grabbed one of my pantyhose feet by the ankle and forced into his mouth, and sucked it so good. His other hand started jerking my tiny dick that was fully erect.
“AAHHH UHH! Jan...AH...God, that’s so fucking...AHH! Good! Mmmm!”
He pulled my soaked pantyhose toes out of his mouth. “Mmm...you look so fucking hot getting that delicious sissy pussy fucked!” His tone had shifted and he didn’t threaten me like before, but he thrust me harder and faster. And as he kept on jerking me, I couldn’t hold back anymore.
“AHH...! Gonna CUM...! ARGH!!! AH GOD!”
A huge load shot up my body and over my tits and even hit my face a bit. And that made Jan just fuck me faster! That made me somewhat surprised because I was sure he couldn’t go any faster, but he did! I screamed like crazy...
“AHH...AHH...AHH FUCK...”
He started grunting and he felt very warm. “Shit! You’re making me...ARGH ARGH...CUM...”
I grabbed my nipples and squeezed them.
He was full on staring. “Can I cum...AHH...Inside you? Argh! Caroline?”
I nodded like crazy. “Yes...AHH! Just do it...AHH! Don’t ask!”
And he let his stiff cock shot his load. He pushed his weight down on me, sticking his cock so deep inside me that he hit my prostate. I felt his cum hitting it in streams, and that made me cum so hard again. “AARGHH!! Fuck...! AHH!” My legs shook like crazy. As he said “AHH...Damn! That was like the hottest fucking I’ve ever had!” My legs were still shaking, and he still fucked me gently as his cock began to feel sloppy. It made my nylon toes curl. “AHH...God! You fucked me so good, Jan!”
He pulled out and went to the bathroom and got me some toilet paper for all the cum inside my fucked ass. He sat down and lit a joint. I got up and held the toilet paper under my dripping pussy. He was staring at me as he smoked. I blushed.
“I can’t believe that you are the boy who stole those pantyhose from my wife! Looking at you now, fully transitioned into a fucking hot lady. Mmmmm!”
I wiped the last cum from my ass and pulled my pantyhose up again, and sat down. He passed me the joint.
“I feared the day that you would find out! I was really scared that you would be angry!” I smoked some of the joint.
“Well at first I was. But you looked so freaking hot, and your blowjob was so good that at one point, I didn’t care that you were boy, or use to be one! And when I found out that I’d caught the little sissy who stole those pantyhose, made me so freaking horny. Right there, I knew I had to fuck that tight pussy again!”
I smiled as I blushed. “Mmm...so we are good?”
He laughed, “He-he! We are more than good, baby!” He threw a mid-size bag full of weed on the table, with papers in it.
“Thanks, Jan. I’m actually kinda glad you know...I don’t have to keep it secret!” I got up and put my black skirt on again and zipped it shut, and was about to leave. I turned around. “Goodbye, Jan...and thanks for the weed!”
“Aren’t you forgetting something?”
I looked a bit confused.
“The deal was the pantyhose! Those pantyhose you’re wearing are mine now!”
I blushed and giggled. “He-he. Oh yes! Just thought that you didn’t want them, after, you know...” I slid them down my bum and pulled one leg out and then the other, and then threw them right beside him on the sofa.
He picked them up, bundled them together in his hand, and pressed my used Wolford pantyhose against his nose, and sniffed them big time. “Mmmm...these are gonna make me cum later tonight! Good girl, Caroline. Bye!”
I smiled and gave him a little wave and walked out into the hallway, and closed the door behind me.
I had just been fucked by my old neighbour that I hated so much at one time. Now he knew who I really was and even remembered that I’d stolen his wife’s pantyhose! It made a shiver go down my spine in a good way. Mmmm, and he just fucked me so good! So nice
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