The Tales of Crissy the Sissy Ch. 03

Chapter 03

Chris rose from his bed. He could still taste his cum on his lips. His soiled satin panties lay on his cum stained pillow. He reached down and scratched himself. His fingers ran through his sticky pubic hair. He brought his hand back up and licked his fingers. A shiver ran through his body.

'I'm going to need another shower before I head out,' he thought to himself and walked to his bathroom. He jumped in the shower, ran some soap over his little dick, and grinned. Grinding into his pillow while wearing his new satin panties had been exciting for him. Chris had never done anything quite like it before. Then again, the last twenty-four hours had brought many new first for him.

He had met his first trans woman. He had sucked her massive cock. His jaw was still a little sore from that. He had also taken that same cock up his virgin ass, and he had loved every second of it. His cock began to tingle while he thought of this and he knew had to finish up his shower and get dressed.

Once he was out of the shower and dried off, he stood in his bedroom and thought about what he should wear. Most of Martina's gift of new panties still laid in the pink bag they came in. He pulled them out and spread them across his bed. He quickly ruled out the cotton ones and took them over to his hamper to be washed. He also grabbed his soiled red satin panties and threw them in as well. He wasn't sure about trying the thongs just yet so into the hamper they went.

There were five satin panties left. He moved the plain white one to the side. The same went for the aqua pair. He was left with solid black, pink, and white with red hearts. He moved the black ones to the side. Pink or little hearts, he wondered if all women had this much trouble deciding what to wear before a big date. He grabbed them both in his hands, his pulse racing.

'Little hearts,' he nodded to himself and dropped the pink ones with the others. He slipped them on and was soothed by the fabric encasing his little prick. He ran his hands around to feel his ass and gave it a squeeze. He let out a little moan.

He found a pair of clean jeans and slipped them on. They were new skinny jeans he had only worn once and he thought he looked rather nice I them. He dug through his closet and found a vintage Led Zeppelin tee shirt that fit him snuggly. He ran his fingers through his shaggy blonde hair and decided that would be enough. He slipped on a pair of Vans and gave himself a look in the mirror. He was ready to go.

He grabbed his phone and pulled up one of the apps. He ordered a car and got ready to go downstairs and wait for it. He felt a giddy nervousness fill him. He had never felt like this before. Chris shook it off and went downstairs to wait.

The car finally arrived and Chris jumped in. It was only a few minutes over to the bar and his excitement grew with each passing second. The car arrived at the bar and he got out. He stood outside for a few minutes and breathed deeply, calming himself. His pulse was racing as he stepped into the bar.

He worked his way through the scattered tables half filled with people. He got a few looks from some of them as he passed. He meekly approached the bar. Martina was there, her back to him currently as she fixed drinks for her customers. There was a big guy at the end of the bar reading a newspaper.

'Carl?' Chris thought to himself as he ran the previous night over in his mind. As he reached the bar the big guy looked over to him, chuckled at the sight of him, and returned to his newspaper. Chris pulled himself up onto one of the barstools. Martina was busy mixing her drinks. Her hair was pulled back into twin braids that fell in front of her shoulders and ended around her large breasts.

As she moved around the bar, she caught sight of someone there and turned to say, "Hey, I'll be with you in a se..."

She stopped when she saw Chris sitting there. She turned fully to face him. She was a sight. She was wearing tight cut-off jeans that ended just below her luscious ass, and across her massive chest she wore a thin white tank top that you could easily see her large nipples through. Her braids did in fact end just above her nipples. She smiled at him and Chris smiled back.

"Let me get these drinks finished and I'll be right back." She said and Chris nodded. She placed the drinks on a small tray and walked them over to some of the tables. She walked up behind Chris without him realizing it and slid her fingers along the waist band of his jeans. "The little hearts. I would have guessed a solid color for your first time out."

Chris jumped at the contact. She ran her hands up his back and tussled his hair just a little. She reached around and embraced him; her arms snaked around his thin torso. Her large breasts pushed into his back and he felt a warmth wash over him.

"I tried on a different pair earlier but they got messy." Chris was surprised by his own openness at giving this little confession. Martina was taken aback by the statement.

"Really, what happened to them. Tell me everything." She practically whispered in his ear.

"It was the red ones. The ones I sent you a picture of. I humped one of my pillows as I watched the video of you fucking me for the first time. I came in them." Chris hesitated but felt compelled to continue, "Then I sucked all of my cum out of them before getting ready to come see you."

Martina just stood there with a surprised look on her face. Chris didn't understand why he had said that. He was happy about telling her though. He felt his little dick tingle in his panties.

"Carl, can you keep an eye on the bar for a bit?" Martina asked the big man with the paper. He nodded. Martina grabbed Chris' hand and pulled him back around the bar. She pushed through into the back room with him in tow.

Memories flashed through Chris' mind as he entered the dingy office/storage room. Once again Martina pulled him passed her and locked the door behind her. She smiled at him and pulled him in for a hug. His face rested on her large warm tits and he nuzzled into them. Her hands roamed up and down his back for a few seconds and then made their way down to his little ass.

Her fingers snaked into his jeans and tugged at his satin panties. Chris thrust his crotch into her leg and let his dick grind up on her thigh.

Martina leaned her head down and found Chris' eager lips with her own. Their tongues danced around each other as they met once again. His hands reached the top of her jean shorts and traced around the edges. She reached down and scooped him up by his ass and carried him over to the couch. She sat and placed him on her lap, straddling her.

Their tongues continued to dance with each other as her hands reached up under his tee-shirt and roamed across his bare skin. Chris' ass ground down into Martina's growing erection. She ran her hands up his sides and took his tee-shirt up with them. She grabbed the shirt and pulled it up and off of him. She then dragged her nails down his bare pale flesh, leaving small traces of where her talon-like nails had lightly dug into his skin.

Chris could feel her growing log pressing up into him. He rolled his hips back and forth, allowing her shaft to slide up and down in the crack of his jean covered ass. After a few seconds, he surprised them both by standing up and starting to unbutton his jeans. He stepped back off the couch, kicked off his Vans, and pulled his jeans off. He stood in front of her in just his white, with little red hearts, satin panties. He had a small wet spot at the tip of his dick from all of this excitement.

Martina reached out and grabbed the waist band of his panties. She pulled him close. Chris had to step back onto the couch and was now standing over the Amazon beauty. She let her hand slide down and cup his hard, little member. Chris' legs twitched. She pulled down the front of his little panties to expose his 'manhood' to her.

She leaned forward and quickly engulfed him in her hot, wet mouth. Chris was in heaven. It had been several months since anyone had sucked his meager dick. Martina practically inhaled him. Her tongue snaked around his prick and coated it with her saliva. She let it pop out of her mouth and his wet cock dripped. She grabbed him and stroked him aggressively.

Martina leaned forward and took his little sack into her hungry mouth. Much like with his dick, her tongue worked its way completely over his tiny balls. She never slowed her stroking. Chris' legs quivered and twitched.

She leaned back on the couch again. She released his prick and wiped her drool from her chin.

"Cum for me. Shoot your load on my big tits you little girl." Chris began to beat his cock furiously. "Oooo,... Yeah,... my cute little baby. Show me what your little dicklette can do." Chris' eyes began to roll back in his head.

Martina leaned forward and smacked him across the face. "Don't you dare close your eyes! Watch what your puny cock does! Hurry up and cum little girl!"

Chris was shocked by being slapped and by what she said but felt like something took over his mind. He had to cum on her tits, now. And cum he did.

It wasn't nearly as much as earlier in his bedroom, but it was still a fair amount. He had to lean forward to make sure it all dripped down onto Martina's heaving chest.

"Very good, it looks like it's starting to take hold in you. That's very good." Chris stood there confused with his rapidly deflating tool in his little hand. "Oh, don't worry, sweetie. After a while you won't even remember what it was like being the old you."

She pushed him back and went to stand up. He stumbled back off the couch and just stood there in his little satin panties with his little dick flopped out. He was very confused now. What had she meant by all of that?

Chris leaned down to grab his t-shirt.

"Oh no, you're not putting that back on. You're going to be wearing this." Martina peeled her thin tank top off. She managed to not get any of Chris' cum on her as she did. She then used the flimsy shirt to wipe up all the remaining seed he had left on her tits. She threw it in his face, the damp stickiness hit him full on. He let it drop from his face.

"But it's covered in cum?" He questioned. She stood there with her hands on her hips, glaring down at him. Her lovely massive tits on display for him, but he wasn't getting any pleasure at the sight of them right now.

"Put the shirt on, now!" she declared. He obeyed. He flipped the tank around until it was oriented the right way. He slipped it over his head, careful not to get anything on face or in his hair. The larger tank top had obviously been stretched out by Martina's big tits. It hung loose on him and once it was on, it fit him almost like a little dress.

His small, slim frame was barely enough to keep one strap of the tank on at any given moment. The warm, sticky mess clung to his skin as he stood there helplessly.

"That's what you'll be wearing for the rest of the night. You're going to help me serve the lovely people out there and your going to love every minute of. Do you understand?" Chris nodded meekly. "Good. If you do well, I might give you something later on. Would you like it if I gave you something?" Chris found himself nodding enthusiastically.

"Excellent. Give me your old shirt." Chris obediently leaned down and picked up his shirt and handed it to her. She held it up to herself. "It might be a little tight, but I think I can make it work."

Martina pulled a pocket knife out her back pocket and cut the t-shirt from the neck down to the center. She then quickly sliced off both sleeves, leaving plenty of room for anyone's arm to go through. She raised it up and slid it down over her head and shoulders. The material stretched out over her chest. Her tits pushed out of the sides and the long slit she made for her cleavage. She reached down and tore the shirt a little more down the front. The slit now went down to show the whole canyon of flesh she had on display.

Chris felt defeated and leaned down again. This time he reached for his jeans and she laughed.

"I told you that was what you'll be wearing for the rest of the night," she said while pointing the soiled tank top he had on. "You can have your jeans back, if you do a good job tonight. You can put your shoes back on, but we are going to have to get you some new ones soon."

Chris slipped his Vans back on and stood there. The smell of his cooling sum filled his nostrils. He seemed to be getting a little buzz from it but it was nothing like the euphoric sense he had earlier.

"You stay here for a minute. I'm going to make you a little drink to calm your nerves. You know, before you have to go out and serve all the people out there." Chris nodded again.

She left him alone in the back room. He looked around and finally saw a little mirror next to the desk. He looked at himself. He almost didn't recognize his reflection. His shaggy blond hair was wild, his face looked sad, and he was wearing a cum stained tank top. It hung down just far enough to cover his little white panties. Although you could easily see the little red hearts through the thin fabric of the shirt.

'How I'm supposed to walk around and help her out dressed like this. This is humiliating. I shouldn't have come back here. This is all insane.' Chris finished that thought as Martina returned the store room.

She carried a little shot glass full of a bright pink liquid. She handed it to Chris. He took it from her. She nodded to him to go ahead and drink. He hesitated.

"Please, drink it. You'll feel so much better once you do." Chris nodded and drank the shot. It was super sweet and burned lightly as it went down. He felt the tension in his body vanish, and a warmth spread through him. He closed his eyes for a moment and breathed deeply.

"Are you feeling better now?" She asked him.

"Wow, I am. This really did help me relax. I feel so much better." Chris smiled as he opened his eyes. Martina was smiling down at him, coyly chewing on her lower lip. She held on to her ends of pigtails while she stared at him.

"Are you ready to help me out tonight? There are a lot of people out there that really want to see you in action."

"I would love to help you out. Is this outfit okay for me to be wearing though? Chris asked

"Oh, that is the perfect outfit for you tonight. Everyone is going to love you." She said.

Martina then escorted Chris out of store room and back into the bar.

"Hey everybody," Martina shouted as they made their way around the bar. The place went quiet and all eyes were on the two of them.

"I have a new one working tonight. It's their first night, so be good to them. Just remember any and all 'tips' are welcome." Chris didn't understand the laughter at her emphasis on 'tips' but found he didn't really care all that much about it.

She took Chris's hand and pulled him out in front of her.

"Everyone, please welcome, Crissy!"

The entire bare erupted into applause and cheers. Chrissy blushed at all the attention as Martina reached around and hugged her tightly.