Tricked

By Check It Out

Published on Nov 10, 2006

Highschool

I'm Jimmy James and this story is about more cross dressing teen sex.

============================

This weekend I got tricked into sucking cock. Yesterday, I dressed as a girl and let my friend Bob fuck me...... a bunch.

In the last four days, I had given over 60 blowjobs to 4 different guys and been fucked like a girl 6 times. It had been quite a week. I had never imagined sucking cock or dressing up and being used like a girl...... But I did it anyway.

Bob had really enjoyed himself when I dressed as a girl and serviced his needs. We had agreed that I would dress as a girl and be Susan for him as often as possible. Plus, he had the ok to fuck Susan as often as he wanted.

While looking for clothes for me to dress as Susan, We struck gold! We found some old boxes in the garage that were loaded with everything!

Wigs, boots, heels, shoes, sandals, panties, bras, skirts, mini skirts, tops of every kind. It was just too good to be true! We stuffed it all in an old foot locker and hid it in my room. I also stole Moms ky, her fake tits and see through black bra.

I was thinking about all this while I ate my breakfast. As always, I sat and watched Mom getting dressed while barking out the days orders. As I watched her I had a new appreciation for what she went through.

I was expecting Bob in about an hour and I was wondering what I was going to wear. Or rather what Susan was going to wear. I wanted her to look really nice for him today.

Since she was his new "girlfriend" I was hoping to find something special. I thought the red wig, sandals, white thong, black mini skirt, white tube top and black bra would be perfect. I was sure he would like that. I know I would have.

As soon as Mom left, I ran to my room and pulled out all the stuff I needed. Then I stripped down and headed for the bathroom. I got dressed as quick as I could.

Once I was dressed, I examined myself in the mirror. I looked pretty good, But I couldn't get over how big my tits looked. They were a D cup and at 5'4" they made me look extremely top heavy.

I jumped up and down a little to watch them jiggle. I smiled real big "Fuck they were huge! He's gonna love this." I thought.

Just as I was finishing putting on my makeup, I heard a knock at the door. I figured it was Bob and looked at the clock. It was quarter till, he was early. He must be in a hurry to get started.

Running in high heeled sandals was tricky but I ran to the door. I could feel my tits bounce as I ran. It was such a turn on. I couldn't wait to show Bob.

When I got there I swung it open with a big smile. I had my head thrown back, my eyes closed and my arms and legs spread wide. A very dramatic pose I thought.

That's when I heard a strange deep voice. "WOW! Very Nice!"

I opened my eyes...... It was a delivery man!

"Shit!" I groaned. I began rearranging my skirt and trying to hide myself. The skirt was entirely too short and refused to cooperate.

"No! That's ok! You don't have to hide! You look great!" he reassured me.

I relaxed and smiled "Really?"

"Yeah, You're really hot! What's your name sweetie?" he asked.

"Susan" I said as I watched him stare at my jiggling tits.

"How old are you Susan?"

I smiled and jiggled my tits some more. "Fourteen"

He was in his mid forties, with dark hair and lots of grey. But he didn't look bad and he was in good shape.

"Wow! Fourteen? Really?" he asked astonished.

He really thought I was a girl! I had a devilish plan.

"Really" I said as I pulled down my top and showed him my tits. Then slowly pulled it back up.

"Huh" was all he could manage to say as his jaw hit the floor.

I could see he was getting hard, so I rubbed his bulge. "I see you have something for me."

He tried to respond, but before he could. I had dropped to my knees and unzipped his pants. I pulled his cock out and immediately started to suck it.

This was such a turn on for me! I was sucking a strange mans cock and he thought I was a 14 year old girl! A sexy 14 year old girl! This was too cool!

I sucked his cock hard and fast. It kept growing and getting harder, until I could feel the veins bulging and sliding through my lips.

I kept sucking his cock. Then, I pushed the head against my throat and pushed. He moaned as it slid in until his balls pressed against my chin. I bobbed up and down. Pulling back until it was just about out of my throat and plunging it back in.

I came up for air and was just sucking the head of his cock, when he warned me.

"I'm gonna cum! I'm gonna cum!"

I began to suck just the head of his cock with a swift in and out motion. Cum spewed out and filled my mouth in an instant. I swallowed a mouthful but his cock kept throbbing and pumping cum.

As the throbbing slowed down, I swallowed my second mouthful of cum. While still sucking his softening cock I looked up to see him smiling down at me.

"You are the hottest little girl I ever met!" he said as I got up. "That was a first rate blowjob!"

He stood there with his cock hanging out. I smiled and jiggled my tits at him again. "Thanks! I've been practicing!"

He handed me a clip board and package. Put his cock back and said "I'll bet you have!"

I signed and handed back the clip board. He handed me his card "Listen, I really like hooking up with young girls. If you want to do that again, call me."

I smiled demurely "I sure will. Thanks." and closed the door.

I set the package on the counter and looked at the clock again. It was ten after! I had been sucking his cock for 20 minutes! Holy Shit! It didn't seem that long!

I went in the bathroom, checked my makeup and eyed myself up again. I smiled, if that delivery man was any indication. Bob was going to love this!

I heard a knock at the door. I peeked through the crack. I saw it was Bob and opened the door wide.

"Holy shit, Susan, You look great!" he said as he stepped in. "Turn around so I can see."

I closed the door and did a twirl. I felt so sexy being on display like that, I couldn't believe it. That was the second time this morning a guy had told me I looked great.

I dug some sodas out of the fridge. Bob watched as I bent over to get them. My bare ass and thin cotton thong in clear view.

"I would have been here earlier." he said "But the delivery man was here and he took forever to leave."

I shook my head "I thought he was you and answered the door like this." I replayed the pose I had used.

"Holy Shit! You answered the door dressed like that?" he laughed.

"Yeah, I was expecting you, but there he was." I explained "He thought I was a girl and kept staring at my tits so I showed him." I pulled down my top to replay the moment.

Bob let out a big laugh. "Then what?"

I looked at him "Well, his dick got hard so I sucked him off and sent him on his way."

Bob walked behind me, bent me over the counter, grabbed me by the hips and mashed his crotch into my ass.

"You are such a slut!"

I pushed back into him and he pulled my panties down to my knees. "I'm gonna fuck you so hard all day long, that you'll be walking funny for a month."

"Fuck Yes!" I moaned as Bob pulled his pants down and got ready to fuck me.

I thought about what I looked like with my panties around my knees. Bob standing behind me. His pants down, his cock hard and getting ready to fuck me. I was so turned on, I was shaking. I wanted his cock so bad I couldn't stand it.

Bob stood behind me, greased his cock and stabbed it into me. I moaned and pushed back. GOD! I loved having is cock inside me!

He began pounding it into me hard and fast. I could feel my tits bouncing every time he slammed into me. I squealed with delight and matched his thrusts.

Bob was pile driving his cock into me and groaning. I was squealing, jerking and playing with my tits. This was so cool! I was actually playing with my tits while getting fucked!

If this was what a girl feels like when she's getting fucked. I didn't understand why they didn't want to do it all the time! I know I sure did!

Bob began to fuck me franticly, while making funny noises. I knew he was getting close and I wanted to make him cum in the worst way!

I squeezed my ass hole tight and moaned "Give it to me Bob! Give it to me!"

He stabbed deep and blew his load. I could feel his cock twitching while his cum poured into me. I thought about what a slut I had become. All I wanted to do was turn him on and make him cum! As often as possible!

When Bob was finished with me. We reassembled ourselves, grabbed our sodas and headed into the living room to watch TV.

We talked more than we watched TV. He asked about the delivery guy. I told him how cool I thought it was that I turned him on. I told him what a turn on it was to suck off a stranger who thought I was a girl.

Bob thought it was funny and joked about how he should take me to a party and pimp me out. I laughed and gave him a firm maybe.

Mostly we talked about what a slut I turned out to be. We also talked about how much fun we were both having with Susan.

He told me he thought she was really hot. He said how cool it was to hang out with a hot babe that always wanted sex. He also said he thought she was a killer piece of ass.

I was bubbling with pride at being called a killer piece of ass. I straddled his cock and began to rub our crotches together. I could feel his cock was already half hard, so I pulled his pants down and stripped my panties off.

I quickly positioned his cock and sat on it. I began pistoning up and down slowly. Bob stared at my tits while they bounced in front of him.

I pushed them into his face "You like my big ole tities don't you?"

He grabbed one in each hand and played with them "FUCKING RIGHT I DO! You've got really nice tits Susan!"

As I gained speed I began to breathe harder and harder. Bob began to buck his hips and fuck me while playing with my tits.

I sat down hard. "I'm gonna ride your hard cock slow and easy. I'm gonna keep you hard for as long as I can. Then, when you can't stand it any more. I might make you cum."

Bob smiled, sat back and relaxed. He was caressing my whole body. I was so turned on I was about to bust. I closed my eyes and enjoyed the ride.

I began to move in faster and faster strokes. Bob began to fuck me back again. I sat down hard. This time Bob wasn't going to stop.

He grabbed an ass cheek in each hand. Pulled them wide apart and lifted me up. He then began to fuck me with a fury.

Before long it was over. He pumped his cum into me and relaxed. I sat back down, leaving his half hard cock to soak in my cum filled fuck hole. .. .... As a guy, I couldn't get laid for love or money. I couldn't find a girl who would look at my cock much less let me fuck her. It was miserable, sex was all I ever thought about. Mostly because I never got any.

As a girl, getting laid was easy and I liked it alot! I was definitely hooked on being a slut. I wondered if it was as much fun to get laid as a guy as it was to get laid as a girl.

Bob was one of the horniest guys I knew and now that he had the OK to fuck Susan any time he wanted. One thing was for sure. We were both going to be getting more sex than we ever thought possible.


Rate this story

Liked this story?

Nifty is entirely volunteer-run and relies on people like you to keep the site running. Please support the Nifty Archive and keep this content available to all!

Donate to The Nifty Archive
Nifty

© 1992, 2024 Nifty Archive. All rights reserved

The Archive

About NiftyLinks❤️Donate