exhausted errand sissy

Ryan had been his sisters slave ever since she caught him in her panties. Ryan was staying with his sister during summer vacation from college and now lives 24/7 as a girl. Today Ryan's sister, Pam, let him know she had to help her boyfriend buy his mother a birthday present and to wait for her friend Kate to show up. "Can I wear boy clothes?" Ryan asked. "Oh no sissy. Kate knows all about your situation. In fact you are to serve her while I'm away. You need to let her in and do anything she says ok?" Pam demanded. Pam then started walking to her closet to pick out Ryans clothes as she often did in the moring. She knew Ryan would most likely be active with Kate bossing him around so she picked out a green t shirt with a black sports bra, a mini jean skirt and grey cotton panties. She then topped it off with a hat cause she didnt have time to do his hair. Pam admired her work sprayed a little perfume on herself and her sissy and then left.

Ryan waited for Kate to show up. The doorbell rang and Ryan answered the door. "Oh no, on your knees sissy!" Kate shouted. Ryan dropped to the floor. "Put my jacket away. Get up when I walk away and come to the living room when you're done." Kate demanded. Ryan did as he was told and walking into the living room where Kate had a list she was holding. "Sissy here's a list of everything I need done. My dry cleaning is ready i'll need you to pick that up first. I need you to exchange the item in the trunk of my car to bed bath and beyond, then i need some woman items from CVS, oh its all here on the list. Now be a good sissy and run along!"

Ryan had done everything he was told. He hid a jacket and a pair of sweatpants in his car so he could hide his girly clothes in public. He picked up Kate's dry cleaning where he admired how many beautiful dresses she had. The item in the back of her trunk was an air conditioning unit so he needed to put it on a cart and push it into bed bath and beyond to get store credit. At CVS he had fun looking for the right tampons for Kate. He rushed home and quickly took off the jacket and sweats before he walked back into Pam's house. Kate was there watching TV. "Finally Sissy! You're sister called she's on her way home." I need to make a phone call go upstairs and wait for me to call you." Kate yelled. Ryan headed upstairs and passed out on his bed, hoping he wouldn't have to serve Kate for too much longer.

quick kap: disobeyed

Ben could hear the car door and ran to the window to see Jasmine returning home. Yesterday Jasmine found Ben's TG sissy kaptions and decided to explore the fantasy with her husband. She dressed him in light purple panties and a white bra and told him to clean the house while she was out buying new clothes for him to wear around the house. Ben was dressed but didn't do any of the chores and now his wife is home. Jasmine walked through the door and noticed none of the house looked like it had been cleaned. "Sissy! Get in here!" she screamed. Ben walked into the room.
"Yes, Mistress." Ben said saddened.
"You are my sissy say it!"
"I am your sissy." Ben replied.
"Well now you are in for it!" Jasmine said as she pulled out a maids uniform. "You will be cleaning the whole tonight and serving me hand and feet. You got that, sissy! But first, face down on the bed. Pull down your panties. You need to be punished for disobeying."

friend to sissy

Megan and Ken were hanging out in Megan's room. They have been friends for a long time and hung out all through college. Megan now lives by herself in an apartment and Ken is always coming over. Ken is a closet sissy, and Megan often leaves her clothes around in plain sight which Ken loves to stare at. One day Ken came over early as Megan was just getting dressed after getting out of the shower and Ken saw the panties she was wearing the day before on the bathroom floor. Today was a real treat for Ken. Megan was cleaning out her closet and drawers and was asking Ken's opinion on what she should keep or trash. She pulled out an old pair of playboy panties and started laughing.
"Oh my god, what was I thinking?" Megan joked.
"I think they're hot!" Ken jumped in.
"No way. no girl should wear these."
"I'll wear them," Ken said jokingly but hoped Megan would take him serious.
"Ok! But if you wear them you have to do the dishes" Megan said.
"That's not fair" Ken replied.
"Sissy's do housework."
"I'm not a sissy, I just thought the panties looked cute." Ken said
"See! A sissy would think panties looked cute. Come on put them on clean up and lets hang out"
"I dont know if I should"
Megan walked over to her dresser and pulled out a white bra and then tossed it on her bed.
"You'll need a bra to if you're going to clean in your underwear." Megan said as she looked at Ken.
"Fine." Ken agreed.

quick kap: panty day

Yesterday Ken worked up the courage to tell his wife his true fantasy.
"Honey can I ask a big favor of you?" Ken asked.
"Anything sweety what is it?" Melanie said.
"I want to try being a girl for a day."
"What do you mean? Like, dress as one?" Melanie wondered.
"I've always loved women's fashion, I really want to try it. To be honest I get jealous when you walk around in panties." Ken admitted.
"Oh no, I make you jealous. Ken this is no big deal, we'll start tomorrow. I'll have your pink thong picked out for you."
"Thank you so much."
Melanie knew her husband was never going to be the man she loved anymore. But she didn't care. She got a new best girl friend, and couldn't be happier.

mall trip

Last week Ricky started texting his friend Jacky an old college friend he had lost touch with. Jacky let Ricky know that after school she moved into an apartment only an hour away from where he lived. She had actually just found a new place and was starting to move in when Ricky reached out to her. She told him that she was a little busy but maybe they could meet up and go to the mall soon. There were several things that she needed. And then Ricky finally found his chance to tell Jacky how much he wanted to be a girl. Once Jacky texted him she needed to pick up some clothes and that she had to stop by victorias secret.

Jacky: come over, and we'll go to the mall and catch up there. plus i need some stuff from victorias secret ;)  its always fun to walk around in there!

Ricky: maybe i can get something too :)

Jacky: haha yea sure! we can find you some lotion!

Ricky: oh i may get several things, i need to get you a housewarming present, maybe we can get something matching!?

Jacky: sure! what should we get?

Ricky: i dont know what, i dont know if im good at picking out things.

Jacky: well we can get thongs! haha

Ricky: Okay! lets do it! i'll get them for us!

Jacky: lol only if you wear it!

Ricky: of course! i'll wear one going there ;)

Jacky: haha you wear thongs?

Ricky: No, i'll have to borrow one of yours :)

Jacky: oh ok! come over we'll get you dressed!

Ricky: serious?

Jacky: yea! i've dressed my friends up as girls before its a great time! come over now :)

Ricky got so excited he turned off his computer and got in his car and sped over to Jackys house. When Jacky answered the door she was already ready with an outfit laid out for him. In the bedroom were yellow top, and old training bra, a purple and white thong and jeans. Ricky walked into the middle of the room and told Jacky how he thought the place looked great.

"Follow me into the bedroom," Jacky said. "I have everything for you in there."

Ricky walked into the bedroom with Jacky and as shy as he was didn't feel embarrassed.

"Come on get dressed, i need to meet my parents tonight for dinner."

Ricky started to pick up each girly item one at a time and even looked at Jacky while he was holding up the thong. Jacky started laughing.

"what they're cute!" Jacky joked. "hopefully they fit, we'll need to get you your size at the mall."

Ricky finished getting dressed and Jacky added the finishing touches. She put some make up on him and even fitted him with a wig she had. She stepped back to see the transformation and noticed a slight buldge in Rickys pants.

"Am I passable?" Ricky asked.

"You so are! I'm going to have to call you Rachael. Although we do have to walk through the mall you may need to tuck your vagina away girl!"

Ricky looked down at the obvious spike in his pant and finally got embarrased.

drag for swag

Jasmine, Kim, and Kerri we're on their way home from a bar. It was ladies night and girls got in, and to drink for free for one hour. This was Jerry's first time in public as Jasmine. Earlier in the day he was hanging out with his sister, Kim, in her bedroom while she was picking out an outfit for the club. Her friend Kerri to come over. Jerry noticed the flyer and told his sister that he would dress up as a girl for free entry and free drinks. Kim called Jerry's bluff and told him to prove it. She walked over to her drawer and pulled out a pair of black panties. She then walked over to her closet and pulled out a mini skirt and red tube top with matching laceless bra. Secretly this has always been a fantasy for Jerry. He always wanted to be a girl but never told anyone. He agreed and his sister helped him get dressed and applied his make up. Kerri arrived just as she was finishing up his blush.

"oh hey, im Kerri" she introduced herself to the girl she never saw before.

"thats Jerry!" Kim bursts out laughing!

"Thats your brother?!"

"Hi Kerri its me. Looks like I'll be getting free drinks tonight." Jerry jumped in.

Kim finished putting the blush on Jerry and stepped back to admire her work. Both her and Kerri walked around Jerry inspecting him. When Jerry moved to get up, Kerri caught a glimpse of the black panties he was wearing.

"Jerry! I can see your panties." Kerri jokingly screamed! "Well you really are a girl. How do they feel?"

Kim started laughing and added onto Kerris question.

"Yea, Jerry, how does it feel to be a sissy?"

"I'm not a sissy I'm doing this for the drinks." Jerry yelled back.

"Oh no. You are my new sister. Your name will be Jasmine from now on and you will wear panties every day so get used to them tonight. Now, Jasmine, lets go to the club!"

halloween fill in

Pam and Kate were getting ready for the Halloween party when Susan called.
"Hey girlys! I'm sorry but I cant make it to the party tonight." Susan regretably said.
Kate answered, "Thats ok girl, we have your costume do you want us to drop it off?"
"No thats ok its the last party for halloween. Keep it for scraps" Susan joked.
Pam and Kate both wished Susan well and sat down on the bed. Just then Pam's mom walked into the room.
"Oh my you girls look great! Although I think its a bit risque." Pams mother shrugged. "Why is there an extra costume there?"
"Susan cancelled on us Mrs Barber." Kate answered. "We have her costume. Looks like its going to go to waste."
"Oh thats a shame its so pretty," Mrs Barber replied. "How about Timmy, have you girls asked him?"
Pam bursts out laughing, "Mom, Tim is not going to go for that!"
"You're brother has been such a brat over getting his own car, I was going to get him anyway but I have a better idea."
Pam's mother walked out the room and walked into her son's room where Tim was laying on the bed.
"Timmy how would you like to get your car tomorrow?"
"Are you serious Mom?" Tim gasped!
"Yes, the girls are in a bit of a jam and if you help them out you can get any car you want up to 35 thousand."
"You're kidding! I'll do anything!"
"I was hoping you'd say that, follow me."
Tim and his mom walked down the hallway back to Pams room where her and Kate were holding up Susans costume and a black thong.
"Whats going on here!?" Tim screamed. "I am not putting any of that on!"
"You said you would do anything. Its for a new car after all."
"Come on Timmy, its for one night and we already have the costume." Kate pleaded.
"Pam why are you holding a thong?" Tim said as he glanced at his sister.
"Oh this was my idea. You're going to need to wear underwear in these shorts and these are the only pair I have that wont show." Pam giggled.
"Now hurry up Tim and get dressed, these girls need to get going!" Mom yelled. "Oh and I want a picture of my two pretty daughters before they go!"

husband to maid thru panties

Lisa and Laura where heading back to Lisa's house after a girls night out on the town when Lisa brought up how her husband has become a sissy maid.
"Yes he does all the house work." Lisa replied to her friend Laura.
"Now this i got to see!" Laura gasped. "So what happened? How did this come about?"
"Well about a year ago I noticed how Danny liked to stare at me in my lingerie, almost as if he wasn't thinking about me in them. The next night I wanted to test my theory. I pulled out a pair of pink panties with small bows and ruffles for the leg openings on the bed. I followed Danny into the bedroom that night and he went and picked up the panties and asked what they were for. I told him I was getting ready to hand wash them and said you should try them on real quick."
"and he just put them on?" Laura interrupted.
"Well more like demanded," Lisa quipped. "I said, listen you're tiny dick is going in these panties!"
Lisa laughed, "Then what happened?"
"Well once I saw him in those panties I knew I could never have sex with him again. So to keep him in the house I decided he would be my maid. I wears pretty panties everyday and does everything and anything I say."
"Is he dressed up cleaning your place right now?"
"Of course!" Lisa answered. "We're just about there."
Lisa and Laura arrived at Lisa's house and walked into the living room. Both girls looked around.
"Maid where are you? We have company."

coming out to a sister

Larry had always wanted to be a girl, and it pained him to have such a beautiful sister. She would often wear tights and dresses around the house that Larry would envy. Larry's sister moved out on her own and asked him to spend the night. He could think of no better time to come out to his sister. When he arrived he was immediately rushed into his sisters bedroom.
"Ok I need to meet up with boyfriend real quick, can you wait here till I get back?" Larry's sister, Evelin, asked as she was holding up two dresses. "What do you think should I wear the red one or black?"
"Sure I can wait here no problem. I like the red one! You're going to look great!"Larry answered. "Evelin I need to tell you something," Larry continued.
"Ok shoes, flats or heels?" Eveline interrupted.
"the heels look very nice you should wear them, but sis please I need to tell you something that you can't tell anyone."
"What is it?"
"I want to be a girl. I used to steal your clothes and play dress up when you weren't home or at cheerleading."
"Oh my god, did you ever wear my underwear!?" Evelin gasped. "I can't believe I never figured that out!"
"Please don't tell anyone, I'm sort of embarrassed" Larry sighed.
Evelin walked over to her dresser. "You know Larry, or can I call you Laura now, I wish you told me sooner!" She grabbed a pair of white panties and a matching white bra out of her top drawer. "We could have been playing dress up for years!" "Here put these on!" You can help me finish getting dressed, and then we'll pick out your outfit for the night!"

Tricked into servitude.

hahaha! no way Michael would never go for that!

OMG Kim he so will. I can so tell he's a sissy by the way he looks at my clothes.

But you think he'll serve us?

He'll do anything you say once you catch him. Look i'll trick him into lifting up his skirt to reveal this blue thong just as you walk in the door.

Ok what do I have to do.

Just get last years halloween costume out of the closet and lay it on your bed.

Hey Michael, can you come here, I need your help real quick?

What is it Kacy. You're half naked.

Mark I'm getting dressed I need your help. I have to get out of here. I'm meeting this guy for a concert tonight but i don't know what to wear. Put on these clothes real quick.

No Kacy They're girl clothes.

Oh stop it Mark! We used to talk about clothes all the time when your sister was gone. Just try these on you'll get a better feel for fashion, plus you'll be helping me out a lot.

Ok fine.............

Oh Michael, or should I say Michelle, you look adorable! But here you still need these...

Im not putting on a thong!

Stop it Michelle! You dont want to be a slut and walk around with no underwear. Here look, here are my panties, doesn't my butt look cute?

Yes, iit does. Ok i'll put them on. Here what do you think?

Michael! What the hell are you doing in my new thong!

OMG Kim, I'm sorry Kacy tricked me!

Oh stop it Michelle, you asked to try on these clothes.

Stop it Michelle! I was standing here the whole time, and I took pictures for proof. You're going to do what I say from now on or I'm going to show these pictures to everyone.

Yes sis.

Now go into my room put on the French Maid outfit I just bought for this halloween and get ready for your new life. Oh and Michelle. I hope you get used to those panties...you'll be wearing them every day from now on.

sis knows best

Whats wrong bro?

I just dont know if i should do it.
They're just panties. and its just for the afternoon.
Why are you insisting that i do this. I'm not your little sister.
Look I just want to wave to this guy across the way, and I want you there dressed as a girl so it looks like I have a cute friend in town, and I'm not stalking him. The panties complete the outfit.
Why cant i just wear my underwear why do they have to be pink? And i dont understand why i have to wear a skirt.
Look theres no time we have to hurry, if the skirt blows up at least your underwear wont show your a guy, just put on the panties and lets go now!


Ah, look at that view. Isn't this just beautiful. Oops sis, you need to get that skirt under control. Theres much you will need to learn.
Sis, i have a confession. I've always wanted to be a girl. I have wanted to do this for so long.
I know Mark, err, Mary. I caught you going through my laundry. I have a confession too. Theres no guy I wanted to wave out. I just wanted to hang out with my sister.