Sissy Friends Forever

"Wow. I need to sink a full bottle of wine to do that. I'm seriously going to have to try this hypnosis thing."

"You should. You know there's a whole list of triggers. I've been listening to them for years, but never had anyone to say them to me before."

"That list sounds like the sort of thing I need to have then doesn't it? Why don't you get it for me like a ..." I snapped my fingers "Good girl." Her body completely slumped over onto the floor and she lay there for a few moments with her eyes closed, purring like a kitten. She woke up after about a minute. "I will so get you that list. Absolutely. Hell yes."

Through the afternoon we unpacked Cindy's boxes and got her moved in. We watched a formulaic romantic comedy and laughed and poked fun at it together. I'd been on my own for some years since I split up with my last girlfriend. I'd forgotten how good it feels to have someone around the place, just to share silly stuff like watching a movie.

Time moved on into the early evening. "It's Saturday night," I reminded Cindy.

"This is true," she said. "It comes after Friday, as the great Rebecca B educated us."

"I haven't heard that song in a long while."

"We need to go out," I put my head on Cindy's shoulder. "You're going to say no to being dressed aren't you?"

"You're very perceptive," replied Cindy both inevitably and somewhat sarcastically.

"How can I persuade you it'll be OK? We went to the restaurant last night and it was all good."

"Let's build up to it slowly."

"Sure, but what's the first step? We need to make progress."

"Let's go out in men's clothes, but how about we role-play it as a gay couple?"

"Done, but lingerie under our clothes."

"I can do that."

"How about we scout out some safe spaces we can go to, you know cross-dresser and trans friendly and stuff."

"I love it when a plan comes together."

"Don't say that again. It's too masculine, I makes me imagine you smoking a fat cigar."

We went out in casual male clothes but we were both wearing a stockings and suspender set with panties and a bra underneath. We tested out a number of bars that seemed LGBT friendly. We found a drag show and settled there for a while, it was fabulous fun. At the end of the night we ended up at a popular bar I knew for a final drink. As we were leaving, I had a sudden thought. "We said we were going out as a gay couple. What have we done that's overtly gay? Tonight was supposed to be a first step on a journey of exploration."

"Well, we should kiss then," said Cindy. He gave me a quick peck on the cheek.

"No, a real passionate kiss to show our true love for all to see," I countered, making a wide gesture with my arms.

I was quite merrily drunk as we left the bar. The street was noisy and busy with people. I pulled Cindy towards me and put my lips on his and closed my eyes. I put my hands on his ass and stroked his cheeks. He did the same with me. I gave him the most passionate and delightfully long kiss I have ever had. Our tongues danced with each other as we embraced. It went on for a couple of minutes. I really enjoyed the moment more than I thought I would. When I pulled away from Cindy, I stared longingly into his eyes and smiled. Suddenly, in the corner of my eye, I became aware of someone to my left just inches away from my face. I turned my head and my jaw dropped in horror.

"Aaron!" said a wide-eyed, open mouthed, Elouise. "Great to see you. And this is?" she asked gesturing at Cindy. I was still clutching his ass. I felt my life flash before my eyes. I'd been caught red handed. There was no escape.

"Elouise! What a surprise. Erm, this is ... erm ..." Cindy? I didn't even know what the hell his male name was. "Chris," said Cindy, offering his arm to shake hands. "I'm Aaron's boyfriend." No Jesus, don't tell her you're my boyfriend.

"Oh, that's fantastic," Elouise beamed at me as she shook hands. "Aaron's been keeping you very quiet. Nice to meet you at last. My name's Elouise, I work with Aaron." Elouise was the office tattle-tale and now had some weapons-grade gossip in her possession. "You make a great couple."

"Why thank you Elouise," said my courteous 'boyfriend'.

"Do you want to join me for a drink?" she offered. "I'd really like to know you better Chris."

Cindy was about to open his mouth. "NO!" I interrupted too forcefully. "Thanks, we're done for the night. We really need to get going," I added at a more reasonable volume.

"Oh! I don't want to be a third wheel to you two love birds." I was doomed.

I finished up the pleasantries as fast as I could and ordered a cab.

As the cab drove I unloaded my panic onto Cindy. "Shit. This is bad."

"It'll be OK, trust me," he reassured. "At least you weren't wearing a dress."

...

I couldn't sleep and was up early on Sunday morning, nursing a hangover in the kitchen with a cup of coffee. I was still wearing the lingerie I'd had under my clothes the previous night. I'd been glued to my phone. The office never sleeps and Elouise had already worked her devious evil. The messages were coming in. They were all very professional of course, but the details had clearly got around. People were politely and indirectly probing me, trying to elicit a response with more information.

"I hear you had a great night last night?"

"Elouise mentioned she bumped into you?"

"Great to hear about you and Chris. We'll catch up on Monday."

The messages went on.

Cindy emerged from her room, a glamorous vision. She was wearing a sheer black negligee with a bra and panties clearly visible underneath. She had the requisite high heels and a full face of flawless make-up that she must have spent the last hour perfecting.

"Morning temptress. Looking smoking hot," I said. She looked at me and furrowed her brow, before disappearing into the bedroom and returning a moment later with a tube of my lipstick.

"Open," she instructed and applied it to my lips. "House rule: make-up must be worn at all times."

"Thanks Babe."

"You badly need to shave and get your beard cover on. This shade does not work well with stubble. You look awful."

I snapped my fingers at her "House rule: compliments must be given."

"Don't snap your fingers, you never know what might happen. You look like a million dollars ..."

"Thank you sweetie."

"... of student debt," she finished. I scowled at her.

"Fine. I'll get ready in a while. Right now I got problems," I twisted my phone towards her and let her read all my messages. "It's bad. Everyone and their aunt knows I suck cock."

"Well you are a cocksucker," she accurately stated.

"I suck cock ... ironically?"

She laughed. "That's not even close to the right word in that context. You suck dick because it makes you feel humiliated and it gives you a thrill."

"OK sexy walking dictionary, what is the right word?"

She thought for a moment. "You suck cock like a sissy."

"As fun as semantics is, this isn't helping."

"Look, there's no problem at all. I mean, can they fire you for being gay?"

"No, of course not. That's totally illegal."

"So what then?"

"I don't know. It'll be embarrassing, it'll be different. They'll laugh. How can I face them all tomorrow?"

"Weren't you telling me when we met, a little exposure is your fantasy?"

"Yeah, but that's fantasy, it's different when it actually happens."

"So it's done. You're out. You know what you need to do now?"

"What?"

"Double down and roll with it," Cindy asserted confidently. "Own it girl! Work it baby!" She picked up my phone.

"What are you doing? Don't chat with anyone from my work."

"I'm not going to talk to anyone. I'm domming you." She messed around on the web for a few minutes. "Can you authorize this transaction please?"

I looked at the phone, it was a charge for $90. I typed in my password.

"What have I bought?"

"You've got an appointment in an hour at Lidia's Nail Studio."

"I can't get my nails painted. How will I be able to go into work?"

"I'm giving you a little push. You're going to go into work tomorrow with beautiful, perfect professionally done nails and it will be fine because you're gay now. You're out. You can totally pull it off."

I thought for a moment and mustered some courage from my meager reserves. "Maybe you're right."

"So if I am going to work with painted nails, you're going to have to make some progress too."

She looked crestfallen. "Fine. What do I have to do?" she said unenthusiastically.

"Come with me. I'm domming you back." I took her through to my closet and pulled out a white bodysuit, black knee length skirt and black pantyhose. "Take off your negligee and put these on."

As she was dressing I scrolled through my phone and pulled up an e-mail she forwarded me the previous day. I read it in full. When she had her clothes on I asked her "So, it says here, if I say..." I snapped my fingers. "...clothing lock! That means you can't get out of what you're wearing now until your domme releases you. Is that right?"

"Yep," she said casually as if that was a normal expectation.

"You really can't undress?"

"Nope. You got me stuck."

"Show me. Try and take off your skirt." She moved her hands towards her skirt but her wrists went completely limp and her hands just brushed over the fabric. No matter what she tried she apparently couldn't grip the skirt strongly enough to remove it."

"I still don't believe in this bullshit but whatever. Your mission, and you have no choice but to accept it, is to go outside wearing that, take a selfie and send it to me before I get back from this salon or whatever it is. Got it?"

"I'll try."

"You'll do better than try. It's totally respectable day wear. Nothing to worry about. No one could possibly say anything about it. You will do it."

She didn't answer.

"If you do well, maybe I'll say you're a good girl." I slapped her ass hard without warning as she told me she liked it. She giggled. "Now you can have your revenge. What do I have to wear to this place?"

Cindy started riffling through my racks of dresses but then stopped. "You know, I think it would be even more humiliating if you went dressed male. A big manly man wants his nails painted like a little sissy. Oh I like that. You're going in a suit and tie and wipe that lipstick off. Keep your lingerie on though."

I took the subway to the nail salon and waited in line for my appointment. I was surprised I wasn't the only man there. A guy just before me had gotten a manicure. While I was waiting, Cindy sent me a message with a photo of her. It was weak subterfuge, I could clearly tell she was just outside the apartment door. She'd probably been there for five seconds. "Nice try," I messaged back. "I want a photo outside the apartment building, from across the street." I had a sneaky trick to play on her. I flipped to an app on my phone and pressed a button. It would probably make her angry but it would help her in the end.

I got called for my turn at the nail bar. "Hi, is it Aaron?" the nail technician asked.

"Yes," I acknowledged nervously.

"Oh..." she seemed confused. "I have you down for gel nails. Is that right?"

"Erm, yes?" Cindy hadn't told me what I was getting. I had no idea what gel nails were.

"Sure, no problem." She started getting equipment prepared that I didn't understand the purpose of. "So let me take a look at your hands please."

"That's good, you don't bite your nails. Well done. I need something to work with. Do you want square, rounded, oval, almond, stilletto? Something else?" she rattled off the options.

I had no idea what I was picking or how it would come out. "Er ... oval?"

"And a color?" She showed me a selection. I was drawn like a magnet to neon sissy pink, but that was Cindy's thing. I needed my own style. I was thinking of wimping out with a neutral shade but in the end I built up the courage for a classic bold vibrant red. I knew I'd probably regret this.

The technician filed, cleaned and buffed my nails before applying a nail form underneath to provide the basis of an extension. She asked me how long I wanted them, I didn't know so I picked a number I thought was in the middle. She built out the length of my nails with a thick gooey substance and applied coats of liquids I had no idea about. It was all cured under a UV light and turned rock solid in minutes. Then I had the color applied. In my naivety I was expecting to be there ten minutes but the involved process took about an hour.

It turned out the "mid" sized nails I had asked for almost doubled the length. It was not discrete. I'd hate to see what long nails looked like. In the end though I had beautiful shiny red nails. They were thoroughly emasculating, I was deeply proud of them.

"You know you shouldn't try and remove these yourself? It'll damage the nail," warned the technician. "You need to come back and I can take them off"

"Oh, sure thing. Of course." It had never even occurred to me. It seemed Cindy had picked a nail technique that would lock me in and I couldn't easily get out of it. I got a little thrill out of knowing I was committed.

Cindy had been messaging me continuously for the last hour and I knew why. I couldn't really answer my phone while I was having my nails done but I would have ignored her anyway. I went to reply and discovered the length of my new nails stopped me tapping the phone as I usually did. I loved the fact that it forced me to do things in a different way. I enjoyed being immersed in new uniquely feminine experiences.

"Where are you!!!" messaged Cindy about a dozen times.

"On my way now," I sent a message back.

I took the subway with my hands in my pockets. The train stopped more sharply than I anticipated and I automatically reached out to grab something to brace myself. My shiny red nails were now wrapped around a pole at head height, inches from the face of a middle aged woman. She looked at my shiny colored nails and then looked at me and smiled. This was how it was going to be now. I'd have to get used to it.

I found Cindy outside the apartment building, sat on a bench with her arms wrapped around herself.

"I got locked out."

"Oh did you? That's terrible." I sat down next to her and showed her my hands with my fingers spread out.

"Oh they're gorgeous. I love it."

"I kind of like it too actually."

"I hoped you would." She made me smile.

"So how are you doing?"

"I'm cold and bored."

"But not embarrassed anymore?"

"Nah. Some old lady came and talked to me for the last half hour. It was fine." She'd made some progress as I'd hoped she would. We went back up to the apartment.

"I have a small confession."

"What's that?"

I held up my phone. "Some awful person may have remotely disabled your building access card."

Cindy's face dropped. "You evil, evil witch." At least, 'witch' is what I think she called me unless I misheard.

"I know. I'm bad." I raised my hand. "You though, have been a very good girl." I snapped my fingers, then realized I'd have to be careful doing that to protect my expensive nails. Cindy stumbled against the kitchen counter and closed her eyes, breathing heavily.

When she recovered she said, "I think I deserve something more than that given the nasty trick you pulled."

"Want to go again?" I raised my hand ready to snap a second time.

"No." She took my phone from me and scrolled through the list of trigger words she had sent her. "I want that." She pointed at something and I read the description.

"I don't know. It seems a little ... " I grimaced. "... uncomfortable. I'm not that kind of person. That's a lot to ask."

"I hereby grant you full and irrevocable permission to do whatever to hell you want to me. Do I need to get that notarized?"

"It would help."

"Pretty please. I've never had anyone to play with before. Do I have to beg?"

I took her through to my bedroom and she stood at the end of the bed.

"Ready?" I asked.

"Ready," she confirmed.

I snapped my fingers and said the required words: "Go limp". Cindy collapsed backwards onto the bed and lay there motionless with a neutral expression on her face. Her eyes were open, she blinked occasionally but stared intently at a fixed spot on the ceiling. Her breathing was slow and gentle and she seemed very relaxed.

"Cindy?" I said quietly. "Cindy? Can you hear me? Are you OK?" She didn't say anything or react in any way. I picked up her arm. It was heavy, her muscles weren't assisting with holding the weight of her limb. I let go and her arm dropped back onto the bed like a stone, as if she were a rag doll.

I put my face very close to her and tested her. I tried that game where you stare into each other's eyes until one of you gets embarrassed and looks away. She had no reaction and beat me, I had to look away first.

I wasn't sure what she'd like. I took off her heels and reached under her backside to find the zip to her skirt. I unzipped it and wriggled it off her body. I undid the fasteners on the gusset of her bodysuit and pulled down her pantyhose to her ankles. Then I pulled down her panties. She lay there without making a sound or any motion. I wondered what was going on in her head. Was she aware?

I ran my hands up her thighs. I tried to tickle her thinking it would break her out of it and make her laugh but I was amazed when she didn't react to that. I would have found it impossible not to squirm if someone tickled me there. If she was role-playing, her control was unbelievably impressive.

I had the key to her cock cage on my necklace. I figured out how to get it off her. I wondered, could she get hard in this state? I knelt over her and licked her little clitoris. It quickly started to swell until she was rock hard. I didn't want to over-stimulate her and make her cum, the sexual frustration was part of the kink. I waited until she went soft. I repeated licking her to hard and letting her go soft twice more, then locked her up tightly again.

I went to my closet and put on a bold red lip color. I firmly pressed my lips just above her clitoris to leave a well defined kiss imprint. I pulled up her panties and put all her clothes back on. I looked up what I should do next on my phone, I should have thought of that before I started in case I needed to ask her something. Fortunately it was obvious and easy. I snapped my fingers and said "wake!"

Cindy instantly came to life like a robot that had been switched on. She breathed heavily and stretched. I was relieved when she seemed to be fine. "That was wonderful," she said with huge enthusiasm.

"Do you remember what I did?"

"I remember everything. I loved your delicious little present. Why didn't you do more? I want more! Encore!" On one hand I was relieved she was fully aware, on the other I might have liked to have been able to leave my lipstick mark on her as a surprise for her to discover later.

"Another day."

"Awwww," she sulked.

"You'll have to tell me what you like."

"You made a great start. I want surprises, I don't want to tell you what to do."

"What does it feel like?"

"I can't move a muscle. It's absolutely exhilarating knowing you're completely out of control, that someone else is in charge of what's going to happen to your body. It's a massive rush that you've completely committed to the experience and can't do anything about it. You know how like some people enjoy being tied up?"

I got it now. We were playing at bondage but with hypnosis substituting for the ropes. "Isn't it scary?"

"I trust you totally."

"Thank you for saying that. I trust you too."

"Can I get changed?"

"Sure thing, do what you like."

"Erm, small problem. I'm still hypnotized to be unable to remove this outfit on my own."

"Oh! Right. How do I fix that?"

"Reset"

"That sounds like something I'd press on a broken computer. A lot of these 'triggers' are not dramatic enough. You're clever, make up some cool Latin phrases that sound like ancient magic." I waved an invisible wand at Cindy and shouted "Caveat emptor ad nauseam!!" She scowled at me. "Abracadabra?" I added weakly, but she was not impressed.