I want to make you happy

I want to make you happy

A day in the life of a sissy.

Chapter 1 by obedient_princess obedient_princess

I always find myself texting to some guys who don't understand what I want. Sure, they are nice and all but that's not exactly what I am looking for. I need somebody who let's me pleasure him.

"Hey, you still there?"

Ugh... I shrug. If I write back, maybe I still can have a good time. Maybe it's not bad after all. I want to have sex...

"Hey, why you don't answer anymore?"

So needy... I hate when they don't let me think about it. They're not exactly what I am looking for. He sent me a picture of his body and it's sure nice but still ...
Hmm, what's that? A new message coming in.

"Bitch, show yourself!"

A new guy? And he is rude... I like that. I sent pictures without replying with any word.

"You look good. Come over here. I am hungry."

Hungry? What is he talking about?
"What do you mean, you're hungry?"
"Are you dumb? I want to eat something, so move your ass over here and cook."

Me? Cook for a stranger? Is this some kind of game? I didn't put much thought into it, I wanted to play along because he somehow catched my attention.

"I could make a pizza, do you have everything at home?"
"No, you have to bring everything along. And make sure to dress up!"

He wants me to dress up... I was already in girls clothes all day long, waiting for somebody interesting...

"Okay, I am on my way."
"Hurry up!!"

I went to the local supermarket, dressed up as a girl. Then my thoughts came back: What the fuck am I doing here?
I put flour, yeast, some vegetables, cheese, and ham into my basket. Am I really making a pizza now for a stranger? I paid everything and went outside, heading to the address he sent me earlier.
He lives pretty close to me. My heart jumped like crazy. I thought when I arrive at his place I will barely be able to move! My thoughts went wild. I had to remember something: I tried to train myself for it. "Don't think," I said to myself "You're here to make a man happy. Stop thinking." I bit on my lips. "Maybe this is a good way to get more comfortable around a man when dressed up." I started to cheer up and looking down on me. Dressing blue ankle boots, a black pantyhose, a blue skirt - same color as the boots, a white shirt and bra. The wind was blowing a wisp of hair from my blonde wig across my face. I quickly took out my hairtie and bound my hair to the side. Around my neck I had a black choker - a perfect disguise for me.

I took a deep breath. I arrived infront of a white door, searching for the button with the name he gave me on it. There it was. I put my finger on it. Taking a deep breath again. Am I really doing this?
Suddenly, the door infront of me opened up.

"Good morning!" an elderly woman passed by me.
I answered with a shy and higher pitched voice than my usual voice: "Good morning."

Shit, that scared me. My heart races, I can feel it in all of my body. I can barely move. "Don't think" I say to myself again. "Don't think, just push the doorbell". I lay my finger on it again. "Push it!" I say to myself. And my finger slowly moved, pushing the button with his name on it.

"Who's there?" I heard a manly voice speaking.
"Pizza service." I replied in my high pitched voice. The door opened. I passed in the same floor the old lady passed by before.
Taking stair by stair, I felt my body shaking more and more, biting my lips again, looking up, expecting his door to open on each floor.

Of course, it had to be the last floor. I was about to arrive on the last floor, when he opened his door on the left side. I looked up. He looked down on me, then he started to smile.
When I took the last step, he said: "Nice clothes" and I replied his smile. "Come on in."

I stepped into his flat. It was rather empty, he directed me to the kitchen. I cannot remember anything I saw, I just rushed into the kitchen. Before arriving, I felt his hand on my ass. He was touching it, while slowly pushing me in the direction of the open kitchen door. "Here, start cooking. I am hungry", I nodded and started to unpack my bag.

I prepared the dough, cut the vegetables, and the ham. Then I had to wait for the dough to be ready. What should I do? Just stand here? I took a glas, put some water in it and took a sip. I think I should tell him how long time it would take. So, I went outside of the kitchen and said "Hello?". He came to me: "What's wrong?"
"I have to wait for the dough, it will take about 20 minutes from now, just letting you know."
"How long do you have to wait for the dough?"
"About 10 minutes, I guess."

He made a gesture with his hand, pointing me to the room where he came from.
There was a sofa, he said: "Sit down."
I sat on the sofa, looking up to him.
"No", he said. "Women like you are not allowed to sit on my sofa, think again!"
I got up. I stared at him, then going down on my knees.
"Right. I see you understand quickly. Good girl, that's your place."
He sat down on the sofa next to me. "Come over here"
I crawled to him on my knees.
He opened his pants and took them down. You didn't come here just for cooking, right?
I shook my head. In this moment, I didn't have any thought anymore. He sat there, just in underwear. Then he stoop up infront of me.
"Pull it down."
I pulled it down, using both my hands. His cock jumped out and touched my face. I shivered a little, then I opened my mouth and touched his cock with my lips.
"Stop", he said and pulled back "I didn't allow you to suck my cock now. Lick my balls, first."
I touched his balls with my tongue. It felt really soft and interesting. "Lick more" he said to me. I started licking all of it, even take it all in my mouth, he seemes to like that, so I went on with it.
His cock even got a little bigger, I could feel it on my face while licking and sucking his balls. And just when I noticed that, he took his cock and slapped it softly on my face. Suddenly, we heard a ring.

"My phone," I said, "the dough is ready."
"So, go on preparing my food."

He helped me up, and followed me to the kitchen.

"Yep" I said, smiling "the dough is ready." I presented him the dough that went up.
"So, get back to work!" he said and I nodded.

As I turned around and started rolling out the dough, he took my pantyhose down.
"Oh, you're wearing panties.", he said, while pulling them down.
With my pantyhose and panties pulled down to my knees, I could feel him kneeling down behind me, looking at my ass.
He opened something and I could feel something cold on my asshole.
"What...?" - "Just go on cooking for me. Ignore me!"
Easy for you to say! I thought.
"Ahh" he slided his finger in my ass.
"Erm," I gasped for air, "I don't really like it in my ass because it hurts for me."
"Relax," he responded. "You want to make me happy, right?"
I said nothing. He seems to know what I want. Even I feel uncomfortable, I like the though of him having fun with me.
He pushed his finger deeper inside me. I put the sauce on the dough and sprinkled some cheese on it, then he pulled his finger out.
The feeling of his finger inside of me vanished but I felt a lot of lube that was remaining. And while I put the veggies and other stuff on the pizza, I felt something else inside of me and looked back.
"What...?" - "Concentrate on my food!" - Suddenly, a feeling of being filled up "Ahh..."
I dropped some veggies on the pizza while I sank on my knees and feeling that he pulled out whatever he put inside me before.
"Toilet's on the right" he said. I quickly got up and ran.
On the toilet I realized that he pushed a lot of liquid in my ass. Oh... He wants to clean it... I felt really embarrassed by the thought of him listening to all the noise I made in the bathroom.
As
I got out of the toilet he pushed me against the wall with my face towards the wall. I had my pantyhose and my underwear pulled up again, he said: "we're not done" while pulling them down.
He lubed my ass again, and I felt his finger inside of me and quickly moving out again. Then, something really cold, bigger than his finger, filled me up.
"Ohh... What's that?!"
He pulled my pantyhose and panty up and gave me a clap on my ass.
"Finish my food. And come back to the living room."

Back in the kitchen I used my finger to touch my ass. He put a plug inside of me! I blushed. I wasn't ready for that. I never had anal sex or anybody in my ass before but I didn't have time to think. I put the pizza in the oven and went to the living room.

"So, we go on where we left off." he said and pointed on the ground. I went on my knees again, sucking his balls.
I moved a little up and down, I could feel the plug moving a little and it turned me on.
Some of his juice dropped on me from his cock. I couldn't take it anymore. I opened my mouth and sucked and licked on it.
He didn't know that I had practicing deepthroat before and that's what I was really into.
I made him really wet and then took everything into my throat.
"Aahhh... Good girl!" he said. I had to take it out, gasp for air, while smiling.
I opened my mouth again, and wanted to suck it, when he grabbed my head and pushed me onto it.
Fuck, I still wasn't really good with it, I though. I couldn't really hold it for a long time. I slapped his legs with my hands while feeling his cock down my throat.
"Put your hands on your back", he said and I did. But it was difficult for me. I struggled and kicked with my feet on the floor. It seems that he enjoyed that. Suddenly, he released me and I gasped for air again.
It
felt like just a few seconds passed, when he grabbed my head again and pushed me down again, saying "Good girl!". Whenever he said that it made me really hot, I don't know why but it made me want to follow him more.
A lot of spit came out of my mouth and he released. "Sorry" I said while gasping for air. He didn't say anything, just went behind me and pushed my upper body on the sofa. Everything now happened so fast, he pulled my panties down again, pulled the plug out, I felt cold liquid on my asshole again, and his finger, and then... "Ahhh...", my eyes opened wide. So, this is how a cock feels like in my ass.
His cock, full of my spit, inside my ass.
He punded me, I could hear his hips touching my ass. It hurt, but I realized that it made him feel really well.
Suddenly, he stopped, pulling me back on my knees, and pushing his cock down my throat again. He fucked my face, I felt his hands holding my head and his cock going down and up my throat. Suddenly, he stopped moving while his cock was deep down my throat "ahhhhh", I could hear him breath heavily.
Fuck, I thought, is he cumming in my throat? I never tasted cum before, I always wanted they cum on my face. I didn't want somebody to cum in my mouth first. But, I didn't think about it. I kept my hands behind my back and felt his cock pulsating in my throat. Then he moved it out. I coughed and some cum came up my throat and landed on his chest. I quickly licked it up and sucked his cock a little again. "Goooood girl," he said and I smiled.

Suddenly, we heard something ringing again. The food was done.
"Your pizza is done," I said.
"Good, you can go now," he said.
On my way out I cleaned myself with some paper I brought, opening the door, rushing out, my thoughts came back. What the fuck did I do just now? It felt amazing but I was also ashamed.

When opening the door and rushing outside, I saw the old woman again. She must have gone to the supermarket, too and now came back. She smiled at me, I smiled back but I was afraid I still had cum or spit somewhere on my body. I didn't really check the mirror. I started running a little, rushing back to my home. Quickly opening the door, I hope my neighbours don't see me, rushing up the stairs, opening the door to my apartment, closing it behind me, and then sinking to the ground. My ass still felt like it was opened up. I still felt his cock inside and liquid. I slowly moved to a mirror. Good, I thought, nobody would have noticed anything. I took a deep breath. That was fun. Suddenly, I got a message.

"Food was good, let's repeat that."

I smiled.

What's next?

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