Dressed as a Girl

Published on Jul 24, 2009

Transgender

I'm Jimmy James and this is a story of cross dressing and sexual submission at the hands of my girlfriends father.

============================ Glory Hole Girl

Bob smiled, took me by the hand and led across the bar to the dressing room. He led me down the stairs under the stage. He had a big smile as he told me I had to be naked to work the hole and showed me to some lockers. I stripped nude, except for heels and stockings, put my clothes in.

I sat on a tall stool while Bob explained the basics.

"If you have any questions, ask Bev. I'll be back to fuck you in a little while." he said pointing to a nude girl on a tall stool sucking lovingly on a cock sticking out of the wall.

"Ok" I replied with a smile as he walked out.

As I began watching the girl at the hole, I couldn't help but to be turned on. She was sucking on it like it like it was the best thing she ever tasted and she never touched it with her hands. She was grabbing the stool with one hand while fingering her pussy with the other. It was mesmerizing to watch.

I could hear the dancer overhead and watched as the guy pressed hard against the hole. She continued to suck lovingly at the head while I watched his cock throb between her pursed lips. It was such a turn on to watch him cum in her mouth that I unconsciously began to rub my pussy.

When he was finished, she smiled at me and spit the cum into a small spit sink just like at the dentists office. She licked her lips, smiled again and held out her hand.

"Hi. I'm Beverly. You must be Kitty." she said cheerfully.

I smiled jumped up and shook her hand. "Hi, Nice to meet you"

"Buddy says you're the new superstar." she smiled.

"I guess. Are you one too?" I asked.

"No, I dance a little, but mostly I'm just a glory hole girl." she told me. "Is this your first time at the hole?"

I gave her a sheepish look "Yeah"

She giggled "Don't be scared. All you've got to do is suck it until he cums. It's fun."

"It looks like fun" I giggled back.

"It is! Just wait until you try it." she reassured me as she looked eagerly through the hole.

I watched as a semi hard cock poked through the hole inches from her face............ She smiled, licked the tip and sucked it in right to the base.. She closed her eyes and pushed her face hard against the guys belly. She stayed like that for about a minute, then pulled back slowly. I watched as a rock hard cock emerged from her pursed lips.

She began to suck it slow and easy. She playfully licked and kissed the head. Then she slowly sucked it some more. It was like she was making love to a cock and it was the only thing in her world. It was much different than the way I sucked cock. I sucked fast and hard while she sucked slow and easy.

She had such a smooth style while she did it. She was there to deliver as much pleasure as she could for as long as she could. You could tell she loved having a cock in her mouth and was savoring every second.

As I stood and watched, it was so sexy. I began to rub my pussy again and think about sucking cock. Watching a girl suck cock like this was hot. I couldn't wait to get started. While I rubbed my pussy and waiting my turn I found myself hoping I looked that sexy while sucking a stiff cock. If I did.... it's no wonder Bob liked to watch.

Just about that time, I heard the dancer overhead again and watched as the cock throbbed between Bev's lips. She pulled back and sucked the head while smiling. I watched as she continued to suck it lovingly as the throbbing began to slow. When the throbbing stopped, she sucked the whole length a few more times, then pulled back.

She smiled at me and spit a big mouthful of cum into the sink. Watching a girl suck cock and spit out cum was amazing. I had never seen anything quite like it and I stood quietly with a dazed look. Bev giggled and licked her lips.

"It turns me on when people watch me do this." she told me.

That brought me out of my daze. I shook my head and smiled. "Me too."

"Buddy says you'll be a good glory hole girl, but you don't look too sure about it." she smiled.

I giggled "Well.... This is the first time I got to watch and you look really sexy doing it. Usually, I'm the one doing it while a bunch of guys watch."

Bev laughed "I know the feeling. Did you really think it looked sexy?"

"Hell Yes! I hope I look that sexy when I do it!" I told her.

She gave me a warm smile. "Thanks, I'm sure you do. Buddy says he hasn't met many girls that like it as much as you do. And you love to swallow."

"yeah" I giggled.

She giggled back "This could be the perfect job for you."

I watched as she looked eagerly through the hole and another half hard cock appeared.

"Yeah....It looks like fun." I told her as she began sucking the new cock...

I watched as she licked kissed sucked the head. I watched as she slowly sucked more and more of it into her mouth. I watched the shaft get thicker and harder while she did that. She kept looking over at me and smiling. She pulled back, grabbed the shaft and pointed it at me.

I smiled, stepped up and began sucking it slow and easy like she had. I pulled back, she smiled at me, sucked it a few times, then pointed it at me again. I giggled, sucked it balls deep in one smooth motion. Then I looked at Bev and pulled back as slow and easy as I could.

Bev had a huge smile as she watched. "Wow! Now that was sexy! You might have found your calling."

I sucked gingerly at the head and smiled. "That's what Bob said."

She sucked it for a bit and we traded off until he was about to cum. Then she gave it to me and watched as I sucked the head and swallowed. When the guy pulled back, she stepped aside and offered me the stool.

"I'm done for today. Have fun." she smiled as she got her stuff and walked into the dressing room.

I moved the stool to one side and stood in front of the hole. It was an egg shaped hole about the size of my face with padding around the edges. I had to bend over a little to look out, but I put my hands on the wall and looked right out. I could see almost the whole bar and listened while the Dj talked.

"If you'll look at your monitors, you'll see a picture of the lovely Kitty! She came to us yesterday to collect sperm for the needy! She'll be at the Glory Hole to collect your personal donations from now until closing! Remember! It's for the needy! So be sure to step up and give generously!"

I put my face tight to the hole, opened my mouth and waited. I watched as guys walked around and smiled at me. I watched as a guy in his mid to late forties, talked to the bouncer, swiped his card and walked up to me with a smile. He pulled out his half hard cock and stuffed it into my mouth until his belly was tight against my face.

I closed my eyes and pulled back slow and easy while caressing it with my tongue. I pulled back until I was just sucking the head, then began driving it in and out as fast and deep as I could. I could feel it pull out until just the head was between my lips, then slide back into my mouth and down my throat until my face bounced off his belly.

His cock never really got hard and it felt so good, I did that until I felt his cock throb. Then I put just the head down my throat and watched it throb. I could watch and feel the shaft swell. Then I could feel thick streams of cum shooting down my throat. I stayed as still as I could and marveled at how it looked and felt. When he was done, I watched him zip up his pants and walk away.

"God that was fucking hot!" I heard Bob say.

I smiled and turned to see him sitting on the other stool sipping a half mug of beer while squeezing a huge bulge in his pants.

"I've been waiting all night to see that." He smiled as he took another sip. "I've been so hard all night watching you, I didn't think I was going to make it until you got to the hole."

I just smiled and giggled. He moved the stool over and set his beer on it.......... He got behind me and began to squeeze my tits while pressing his bulge against my bare ass. I looked out the hole with a smile and pressed back against him.

"Watching you rubbing against all those guys like a cat in heat. Then watching you give them a lap dace, stroking their hard cocks and licking up the cum. Fuck that was hot!! I wanted to fuck you so bad I could hardly stand it!" he told me lustily.

I could feel Bob pulling his pants down behind me as I watched a guy unzip his pants on the other side of the hole.

"Then you took Tommy, just for the fun of it! I couldn't wait to stick my cock into this freshly used, cum filled cookie of yours! I swear to god.............. You're the hottest pussy in town!!!" he said excitedly.

We both groaned as he eased his fat cock between my butt cheeks and pushed balls deep into me. I was fairly close to the hole with my eyes closed and mouth open. I was rudely awakened when I felt a hard cock being stuffed into my mouth. I opened my eyes and tried to move back but Bob wouldn't let me. I wrapped my lips around it and began to suck it passionately.

"Yeah, that's it. Good Girl" Bob cooed in my ear.

He began pumping his cock in slow and easy while I sucked the cock slow and easy. I drove it down my throat and bounced my face against his belly. I pulled back slow and easy as Bob began to fuck me harder. I groaned even louder and began pushing back against his thrusts.

"Good Girl.... You love a hard cock, don't you? Sucking cock and getting fucked is what girls are for! I'm telling you Kitty, You're the best piece of ass I've had in a long time. I haven't had this much fun in years!" he chuckled as he picked up his mug and took another sip of beer.

I was getting so hot listening to him, I began sucking the whole length of cock in front of me. I would pull back until just the head was in my lips, then I would force it down my throat until my face bounced off the guys belly. Bob was fucking me hard while he talked about how hot it was to see me deep throat a fat cock.

I kept going like that until I felt the cock in my mouth start to throb. I pulled back and watched it while sucking the head gently.

"Good Girl!! Don't swallow!" Bob urged.

He drank the last of his beer and set the mug on the stool next to me.

"Spit it in the glass!!" he told me quickly.

I did as he said and collected the cum in my mouth. When the guy pulled back, I spit it into the empty beer mug. Bob and I both looked at it in the bottom.

"Fuck that's hot! Spit in there from now on! I wanna see how much cum you can get!" he said.

"Ok" I giggled as I licked my lips.

"Good Girl" Bob smiled and began fucking me hard again.

I watched as the next cock slid through the hole and I began sucking it like Bev had done. The feeling of a smooth hard cock sliding slowly in and out of my mouth while Bob was behind me, fucking the shit out of me was so intense, I began rubbing my pussy hard. After about 5 more minutes, Bob began to make funny noises.

"I'm almost there! You want my cum, don't you?" he whispered.

"MMMMM" I squealed around the bloated shaft in my mouth.

"Tell me you want it!" he urged.

I started stroking the cock while slapping it against my face.

"God yes! I want your CUM!!! I want you to cum inside me!!" I moaned.

"Good Girl..... Here you go!" he chuckled.

I smiled and kept stroking the cock while Bob drove deep and I felt his cock begin to throb. He pumped into me hard and fast a few times as the throbbing slowed, and I went back to sucking the cock at the hole. I sucked him balls deep and stayed like that. I luxuriated in the way it felt to suck a smooth hard cock while Bob pumped his satisfied cock into my cum filled ass at the same time.

Bob pulled out, leaving me with an empty feeling. He watched me suck cock while caressing my ass. While he watched, he told me how hot it was to see a woman who enjoyed sex as much as I did. How sexy I looked with a cock in my mouth. How good it felt when I would deep throat for him. How much he liked fucking me. How good it felt to stick his cock in me. How much he enjoyed seeing me with other men. How hard it made him and how it made him want to fuck me even more.

I was sucking hard and deep throating as fast as I could. I was so turned on by listening to Bob tell me how hot I was and how good the sex was that I was rubbing my pussy hard. I squealed and my orgasm erupted as Bob began fingering my ass furiously. I jumped and moaned through my orgasm while sucking cock the whole time. Bob just chuckled and watched.

Just as my orgasm was ending, I felt the cock in my throat start to throb.... I pulled back and sucked lovingly at the head while collecting the cum in my mouth. He pulled out when he was done and I had a big smile as I watched him zip up and walk off.

I grabbed the mug, spit out his cum, licked my lips and smiled at Bob.

"Good Girl" Bob said with a smile as he patted my ass and walked away.

I had a big smile as I looked eagerly through the hole and watched another guy pull out his cock and stuff it into my mouth. I sucked it slow and easy like Bev had. I savored the way it felt and tasted as it slid through my lips and down my throat. I began to make love to it with my mouth.

I became so focused on it that it seemed like the only thing in my world and getting a mouthful of cum was the only thing on my mind. It was so basic...... It was just me, a stiff cock and a mouthful of cum!

"Glory Holes Were Great!" I thought.

When I felt him begin to throb, I pulled back and collected another mouthful of cum. I spit it into the mug and smiled real big. The thought of sucking enough cocks to fill it up was making me hot.

As I continued to suck cock, I watched as the mug slowly filled. By the time it was 3/4 full, I was thrilled to think that I had sucked that many cocks. I had deep throated for all of them. I sucked them all from tip to base in smooth easy motions, and it was becoming second nature. My throat was feeling pretty worn out, but I loved doing it because I knew how good it made them feel.

"That's my girl" I heard Bob say from behind me.

I smiled and felt my ass tingle when he said it. He stood behind me and caressed my ass while he told me how sexy it was to watch me deep throat like that. As the guy started to throb in my mouth, I collected the cum and spit it into my mug. Bob began to finger my ass and unzip his pants.

"Fuck that's hot! I see your mug is almost full." he chuckled as I felt his cock probing at my ass.

"I know! This looks so cool!!" I giggled while holding it up. "You might need to bring me another one."

Bob poked his cock into me and I pushed back onto it with a moan.

"No... Drink it!" he insisted. "I wanna watch you chug down a big MUG-O-CUM!!"

"What?" I asked in shock.

"Come On!! Drink It Down!! You were going to swallow for them anyway. What's the difference? Chug a lug Kitty!" he smiled as he pumped into me slowly.

"Yeah, but.." I stammered while pumping my ass back.

"Yeah, but, Nothin'! Chug A Lug or I'm not going to fuck you." he said sternly as he pulled his cock out.

"OK" said I giving him a coy look, shrugging my shoulders.

I put the mug to my lips and began drinking. The cum tasted so thick and rich, I was in love with it immediately. The thought of drinking that much cum all at the same time was incredible. I thought about all the cocks I had sucked to fill the mug and how much fun it was. I began to swallow mouthful after mouthful of cum as fast as I could.

"Good Girl" I heard Bob cooing in the background.

I finished off the mug with a big smile. Small streams of cum ran from the corners of my mouth. I had a thick moustache made of cum. I licked up the mustache and smiled some more.

Bob grabbed my ass, stuffed his cock in and began fucking me as hard and fast as he could. I turned my attention back to the hole and began sucking cock again. When he came, I spit it into the mug.

Not two minutes after Bob finished emptying his balls inside me, Buddy walked up and started fucking me some more. I jumped and squealed with delight while I continued to suck cock and spit into the mug. Not long after that, one of the bouncers grabbed me by the ass and started fucking me.

A cock came through the hole that was almost as big as Buddy's. Except for being white, it could have been Buddy's. It was a bit of a stretch, but I finally managed to deep throat for him too.

As the night went on, I filled up and chugged the mug three times. Bob had sent all the guys that worked there and a few more that I had never seen before into the back to fuck me while I worked the hole. There was so much cum running down my legs, I was standing in a puddle of it.

After work, I cleaned up, got dressed and counted my tips. I only made $1,200 a week at my regular job, but I made a little over $600 in tips for four hours of sucking cock. WOW!!!

I smiled real big, stuffed the cash into my purse and walked out to the bar to meet Bob. He had a big smile when he saw me. We sat at the bar and had a drink while he told me what a good job I had done.

I smiled and blushed "You're just being nice"

Bob chuckled "You're locked in as the new superstar. We've never had a girl do it in two days before. And we almost never get girls with nights like yours. Last night you danced and took 15 guys to the back room. Tonight you gave 14 lap dances. Including Tommy, you took 4 guys to the back room. At the glory hole, you sucked 30 cocks and I sent 12 guys to fuck you.. You're the best in the land."

I had a strange look as I added up the numbers. Along with the shoe store, truckers and diner, that made over 80 guys. It was a mind boggling number. I had jerked off, sucked off or put out for 80 guys in 2 days. I had no idea it was that many. Or that it was that easy for a girl to get laid that many times. Again, it was mind boggling.

I thought about it all the way home.

Next: Chapter 16


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