I'm Jimmy James and this is a story of cross dressing and sexual submission at the hands of my girlfriends father.
============================ Monday
I dreamily walked inside as I thought about all the tricks I had turned last night. I absently stripped nude and threw all my clothes into the changing room. I danced and giggled playfully as I thought about how Bob was making all my fantasies come true and how much fun I was having.
I was so excited, I knew I couldn't sleep so I went to the kitchen to make coffee. I threw open the curtains, squeezed my tits and admired my pussy. While I did that, I thought about how glad I was that Bob had caught me and talked me into going out with him. How much fun it was to be a girl. How sexy it made me feel to make so many men hard. Mostly, I was thinking about how lucky I was to be able to do this, without anybody knowing.
While I filled the coffee maker, I couldn't help but to play with my pussy some more. The thought of walking the streets and being a real hooker was a huge turn on for me. It was the same thing I did at the club, except I was all by myself. For the first time in my life, I knew I could get sex any time I wanted. All I had to do was stand on a street corner and men would pay to fuck me. I had done a lot of nasty dirty things since becoming a girl, but this was the best. It was even better than sucking off that guy in the mens room at the mall. Or swallowing for all my best friends at a glory hole.
Just as I hit the button on the coffee, I heard a small tapping on the glass door. I turned to see Ed standing in his robe with an empty coffee mug in his hand. I smiled and gave an affectionate wave. He smiled back, raised his cup and opened his robe to flash me his cock. I giggled, did a big stretch and walked over to open the door. I looked up at him with a big smile, reached into his robe and stroked his cock a few times.
"Good morning Ed. How are you doing this morning?" I asked cheerfully as I led him inside and pulled out a chair for him.
"Good. I hope it's not too early, but I saw the curtains were open and I couldn't wait to get a cup of coffee." he said as he sat down and opened his robe for me.
I had a big smile as I openly admired his half hard cock.
"No, I'm glad you did. I look forward to our morning coffee together." I said as I got to my knees and stroked his cock while gently licking and sucking the head.
"Oh good. Me too. Monday morning just couldn't get here fast enough for me. All I thought about all weekend was coming over to see you again." he told me anxiously as he watched me lick up the first few drops of pre cum.
I giggled and began sucking his cock slow and easy. I luxuriated in the way it felt as it slowly eased it's way down my throat. When I felt his balls on my chin, I looked up to see a look of unadulterated joy on his face. I slowly eased his cock in and out of my throat while stroking his cock with my tongue. It felt so good, I could feel my pussy twitching with excitement. I reached down and began fingering myself while enjoying the way it felt to have the head of his cock popping in and out of my throat.
"Oh God.... Here it cums." he groaned.
I quickly pulled back and worked the head. His balls exploded into my mouth while he groaned and thrust his cock into my mouth in short stabbing motions. My mouth filled to overflowing almost instantly. I gulped it down only to have him fill it again, just as quickly. I gulped it down just as fast and looked up to watch his face as his orgasm ended. I watched a look of complete satisfaction and relaxation swept across his face. I savored the flavor of his cum and eased his softening cock down my throat a few more times for good measure. When I was done, I got up, swallowed the last of his cum and smiled at him.
"Ready for some coffee?" I asked cheerfully.
"I sure am." he said with a big satisfied smile.
I giggled, poured us both a cup of coffee and took a seat. We smiled at each other while sipping our coffee. He asked what I had been doing all weekend. I explained that Bob was letting me work at the club while I was watching the house. I told him what I was doing and how much fun I was having. How exciting it was for me to take a vacation from my real life and do all the things I had only imagined doing before. How much I was enjoying spending my days and nights on my knees or on my back.
He listened intently while I talked. He made no secret that he was staring at my pussy. I spread my legs so he could easily see how wet I was while I told him what I was doing and how much I enjoyed doing it. At the same time I made no effort to hide my interest in his cock. When we finished our first cup of coffee, I smiled at him and got up to pour us both another cup. While I did that, he reached over and began fingering me from behind. I smiled and bent over slightly to make it easier for him but otherwise made no notice of what he was doing.
"That's nice. I'll bet you're real popular with the boys at the club." he said with a big smile.
"Bob says I'm the most popular girl there." I giggled.
"I can see why." he said as I put the coffee pot back.
When I turned back, he was stroking his bloated cock. As I watched, I couldn't believe how hard it was. It still wasn't really hard, but it was bigger and harder than I had ever seen it before. I smiled real big, straddled his lap and sat on it as quick as I could. Because I had been fucked senseless by so many big cocks the night before, it slid in easily. He groaned with pleasure as I settled into his lap and felt his balls pressed against my ass. I swiveled my hips and ground on his cock while he squeezed my ass and smiled.
"Holy Shit.... You like hearing my stories, don't you?" I giggled.
"Oh God Yes.... I come from a time when women weren't supposed to like sex. Hearing how much fun you're having working at the club is the hottest thing I've ever heard. It's no wonder you're the most popular girl there." he chuckled.
I giggled, rubbed my tits in his face and began bouncing in his lap.
"Hold on to your hat. You're gonna love hearing what I did last night."
I watched him suck my nipples while I continued bouncing and grinding on his cock. I told him about going to the motel. Letting the guy at the desk fuck me to pay for the room. About Bob telling me he was sending guys by that wanted to believe they were picking up a real hooker. I told him about the thrill I got from walking the streets pretending to be a hooker. How good it made me feel to let them pick me up and fuck me. How much I charged and how many guys I was with. I told him about sucking the clerks cock before I left. How turned on I was when Bob told me I had been turning real tricks all night. How dirty it made me feel to have enjoyed being a hooker. How eager I was to suck his cock while he drove me home. How thankful I was to have met him. How helpful he had been in letting me live out all of my sexual fantasies.
Just as I was finishing my story, Ed began to jump and groan under me. I giggled, pressed my tits into his face and sat down hard. I could feel his cock throbbing inside me while I cooed about how good it felt. When I felt him relax under me, I had an enormous sense of satisfaction. I couldn't believe how kinky this was. I had just made my elderly neighbor hard and had sex with him. While telling him dirty stories about how much I enjoyed being a whore. This was too good to be true.
I got up and sat back in my chair. I watched him panting for breath, sweaty and exhausted. I sipped my coffee with a coy smile as I watched the last few drops of cum drip from his satisfied cock.
"That was fun. Thanks." I said as I continued to stare at his cock.
"Oh No.... Thank you... That was great..... That's the first time I've had sex in over ten years. I didn't think I could get hard enough to do that anymore." he said as he smiled at my pussy.
"Glad I could help." I giggled while spreading my legs.
He pulled his chair close, fingered me and played with my tits while we talked some more.
"It is just amazing that you could be such a pretty girl and that you could enjoy having sex with so many men. I love seeing you strut around in the nude for our morning coffee. The blowjobs are great and you wouldn't believe how much I look forward to them. I can't tell you how surprising it was that I could get so hard while listening to your stories. How good it made me feel to be able to get hard enough to fuck you and how good it felt to be inside you." he told me with a warm smile.
I smiled, reached over and began stroking his cock.
"I love spending time with you in the mornings too. I really enjoy sucking your cock. I wish I could tell you how much I like the way it feels in my mouth. How much I like the way it feels sliding down my throat. How sexy it made me feel to know that I had what it took to make you hard. That I could be there for you and give you what you need." I told him while blushing brightly.
While we did that we smiled at each other. Then he leaned back in his chair and began drinking his coffee again. While I continued to stroke his cock, he had a big smile and stared at my tits and pussy.
"Still, I feel bad about just stopping by for coffee and a blowjob every morning." he said.
"Don't.... Like I told you. I love doing it. All my life I wondered what it would be like to be able to get as much sex as I wanted. I never really pictured this is the way I would get it, but now I can. All you have to do is sit back and enjoy it while you can. I know I am." I said as I got to my knees and kissed the tip of his cock.
"You sure are. What is it you like the best about it?" he chuckled as he watched me suck the head.
"Well, for two weeks I can do every nasty, dirty, perverted thing that a girl can do for a man and when those two weeks are up. Nobody will ever know." I giggled while stroking his stiffening cock.
"That's the spirit!" he cheered as he watched me begin sucking his cock hard and fast.
I drove it down my throat relentlessly. All I could taste was last nights cum. I reached down and began rubbing my pussy hard. I sucked his cock and rubbed my pussy for what seemed like a lifetime. I could feel my orgasm building. Suddenly he grabbed my head and drove his cock deep into my throat. He shivered and groaned loudly as I felt his cock start to throb. My cock was so hard it felt like it was about to tear it's way out of it's prison. I drove three fingers into my pussy hard and my orgasm exploded. My hips bucked and twitched as I felt cum shooting down my throat. Ed mashed my face into his crotch as hard as he could while he finished dumping his load.
When he was done, he released his grip and watched me continue to suck his cock. I looked up to see a look of complete and total relief on his face. I pulled back and sucked just the head for his entertainment. He had a big smile as he watched. I sucked the whole length of his cock deep into my throat one more time and pulled back slowly while we watched each others faces.
"Wow.... You really do enjoy it. Don't you?" he chuckled.
I blushed as I ran my tongue around the head one more time, then smiled up at him.
"I love it! This is the best thing I've ever done. Since I only have one week left. I wanna make the most of it." I told him cheerfully.
"Good for you. I'll be here bright and early every morning. Just for you. As soon as I se those curtains open, I'll come running." he said with a smile.
"Good..... I'll be looking forward to seeing this guy all week then." I giggled while stroking his cock playfully.
"He'll be looking forward to it too." he said as he smiled down at me.
When I finished playing with myself, I looked down to see my hand was covered with cum. I got up, bent over the counter to rinse it off in the sink. While I did that, Ed stared at my pussy with a big smile. He reached out, stuck two fingers in and began to finger me slowly. Without a word, I bent over a little further and continued to wash and dry my hands.
"Wow... I can't believe how nice your pussy feels." Ed said as he continued to finger me.
"Bob says it's the best in town." I giggled over my shoulder.
"I'll bet.... It's the best I've had in a long time." he said as he pulled his fingers out and sat back in his chair.
I turned, put one foot on the table and used the towel to wipe up the cum. He stared at my pussy and smiled the whole time. Then I refilled both our cups.
"That's enough coffee. I need to get back before my wife gets worried." he said as he stood up and grabbed his mug.
I looked at the clock quickly. "Yeah, I need to get some sleep. I start work in a couple of hours."
"Work? You just got home. What do you have to do?" he asked.
"Well first I go to the restaurant and take care of the lunch crowd at the glory hole. Then I go to the strip club. Serve drinks. Give lap dances and take as many as possible to the back rooms. Then I work the glory hole at the club for a couple of hours." I told him.
"Sounds like a full day. Have fun." he chuckled as he walked out the door.
"I will." I giggled.
I watched him walk out. I cleaned up the kitchen and went to bed. I couldn't stop thinking about how I had made Ed hard for the first time in ten years. How special it made me feel to know that for that whole time, the only time he had sex was with me. I spread my legs and began to finger myself while thinking about how good it felt to have him cum inside me.
I was so tired, I fell asleep without knowing it. I was awakened a few hours later when the phone rang. When I answered it, it was Bob telling me to get ready for work. I quickly showered and douched. Did my hair and makeup. When I went to the changing room, I couldn't help but to admire how nice I looked. I gleefully shook my tits and ass in the mirror. I savored the way felt to jiggle and bounce like a girl. I loved the way I looked and felt as a girl. Having tits and a pussy made me feel so good, so feminine and so horny.
I put on some white high heels and a simple white pull over dress with nothing underneath. It was a tight fitting, low cut sleeveless number that showed miles of cleavage and only made it half way to my knees. It made me feel so sexy, I could hardly wait to get to work.
While I drove, I thought about Bob and how much fun we were both having. How helpful he was being and how much time we were spending together now that I was a girl. It was hard to believe there was ever a time when we didn't get along.
When I got to the restaurant, Bob was sitting with Jake and the guys. I smiled, waved, flashed my pussy and hurried to the bathroom. Once inside I could hear loud slurping and groaning noises coming from he end stall. I peeked over the door to see one of the waitresses naked and on her knees while voraciously sucking a big cock. I giggled and watched as she finished him off. I heard loud groaning coming through the wall as it throbbed in her mouth. I watched her spit a big load into the toilet then look up at me and smile. She collected her uniform and stuff then quickly opened the stall door.
While she was still nude she pulled me close and gave me a kiss. When she pulled me close, the smell of cum was overwhelming. When she kissed me all I could taste was cum. My pussy twitched wildly while I kissed her back passionately. She giggled, stepped past me and put her stuff on the counter by the sink. I stood in the open stall door, smiled at her, stripped off my dress, put in the teeth guards, closed the door and got to my knees. No sooner was I on my knees than there was a cock in my face. I quickly opened wide and began sucking.
Three cocks later, one of the guys I have lunch with flashed his company ID in front of the hole. I watched closely as he unzipped his pants. Pulled out his hard cock. Then stuck it through the hole. I licked, kissed and sucked the head lovingly while thinking of him sitting across from me at lunch. I drove it down my throat hard and fast while thinking about him looking at my pictures and talking about how much fun it would be to fuck me. I sucked his cock franticly until his passion exploded into my mouth. I cheerfully gulped down his cum while imagining the look on his face while he emptied his balls. When he was done, I had a sense of overwhelming joy as I watched him stuff his satisfied cock back into his pants. Knowing who's cock I had just sucked made me unbearably hot.
One after the other, the guys flashed their company ID in front of the hole and I repeated the process. Jake was the last to use the hole and by the time I got to him. I was so turned on and my pussy was so wet, I could hardly stand it. I forced his cock down my throat as hard and fast as I could. When his cock became unnaturally stiff, I couldn't contain my excitement any longer. I was so hot for his cock, I had to have him inside me when he got off.
I sprang to my feet. Turned my ass to the hole and impaled myself on his cock. I drove my ass back furiously several times and felt him begin to cum hard inside me. I pressed my ass hard against the wall and luxuriated in how good it made me feel to swallow for the guys. Then have my best friend fill my pussy with cum.
When he was done, I quickly got to my knees again and watched anxiously as he stuffed his satisfied cock back into his pants. Before I knew it, one of the guys from the shipping department flashed his ID and stuffed his cock into my waiting mouth. I fingered my cum filled pussy while sucking his cock lovingly. By the end of my shift, about half the guys I had swallowed for had flashed a company ID. The thought of going back to work was a bigger turn on than ever. I knew that when I saw them at the office, all I would be able to think of is what it was like to suck their cocks and swallow their cum.
When I went to the club to start my shift there. Buddy greeted me warmly, signed me in and took me to a room first thing. He laid on the bed and smiled while I took my dress off. Then he watched my tits bounce while I got on top of him and rode his cock hard. Feeling my tits bouncing while I rode his cock like that was such a turn on, I came almost immediately.
As soon as I stopped twitching, Buddy rolled me onto my back and fucked me mercilessly. I spread my legs wide and squealed like a school girl the whole time. Finally he drove deep and dumped a big load inside me. I had such a big happy smile as I laid under him with my legs spread. Listening to him grunt in my ear while his cock was buried deep inside me. Using me the way girls were meant to be used.
While we were cleaning up, I stared at his cock longingly. It was so big and I couldn't help but to think about how much pleasure it had given me. How good it made me feel to be able to take care of it for him. Buddy had a big smile as he watched me stare at his cock while I wiped the cum from my pussy.
"I shouldn't do this, but you wanna do something fun?" he asked.
"YEAH" I gushed as I reached out and started stroking his cock.
"Good Girl... Wanna wait tables in the nude today?" he asked while watching me stroke his cock.
I could feel my pussy twitching as I thought about walking around the bar in the nude. Waiting on groups of men while they admired my pussy and fingered me.
"Fuck Yeah... I would love to." I told him emphatically.
I proudly walked out to the bar and strode through the crowd. I sat in guys laps. Let them finger me and play with my tits while bringing them drinks. Some of my regulars were really turned on by it. The first guy was my Mon, Wed, Fri appointment. He took me to a room and fucked me harder than ever. That afternoon, I gave 15 lap dances and got fucked 10 times. Even though I wasn't supposed to, I let several of the lap dances cum inside me while I rode their cocks in the booth. It was so much fun, I could hardly stand it.
Being nude in the bar was great. It was great for tips and got me more business than I could handle. I had never had so much fun. Being a girl was the most rewarding thing I had ever done. The more I accepted it the better it got. So far every day was better than the last.
When 5 rolled around, I strolled down to the glory hole and cheerfully sucked cock under the stage for the next two hours. About a half hour before I was done Bob walked in with a new girl. He gave her instructions that except for shoes and stockings. She was to be nude while working the hole. He gave her a locker and watched her get undressed. He fingered her pussy and squeezed her tits while they both watched me suck cock. As I glimpsed at them off to the side, I couldn't help but to think I knew her but couldn't put my finger on where I would have met her. It wasn't until Bob mentioned how nice her tits and pussy felt that I figured out who it was.
It was the guy from the after party. The one that licked the cum from my pussy. Then let me watch while he got hard sucking Bobs cock.
As soon as I was done swallowing for the guy at the hole, I anxiously introduced myself as Kitty. He smiled and introduced himself as Gloria. As I looked at him, I couldn't help but to notice his tits and pussy were identical to mine. I had a big smile as I admired how real it all looked.
"Is this the new girl?" I asked Bob with a coy smile.
"Yeah. She said she loves sucking cock and volunteered to be a glory hole girl. So I thought we could give her a shot." he chuckled.
Just then a new cock was stuffed through the hole. I smiled and began sucking it immediately. While I did that, Bob gave her instructions to pay close attention to what I was doing because I was he best cock sucker he had. He then bent her over a stool and began fucking her while they both watched me suck cock.
It made me so hot to know they were watching me while they fucked, that my pussy began drooling pussy juice down my leg. I reached down and fingered myself to an orgasm while they continued to fuck. I sucked three cocks while Bob fucked her hard the whole time. Just as I was swallowing for the last guy, I heard Bob groan and dump his load deep inside her.
"You're up Gloria. The next guys through that hole are your friends from the other night." I heard Buddy say.
I stepped back and Gloria quickly stepped up to the hole and started sucking. I was mesmerized as I watched her tits bounce while she sucked cock furiously. It was beautiful. I stepped behind her and couldn't believe how real her pussy looked as Bobs cum drooled out and dripped to the floor. Without thinking I reached out and began to finger her and marveled at how much it felt like a real pussy.
"What do you think? She's didn't turn out as pretty as Kitty, but I think she'll do." Bob chuckled.
"She'll be fine. That's the first time I ever saw matching pussies working the hole." Buddy laughed.
"KITTY! Quit Gawking! We got things to do." Bob barked while throwing me my dress.
As soon as I stepped away, Buddy stepped up behind her. Pulled out his cock, grabbed her hips and slammed it balls deep in one quick thrust. She squealed around a mouthful of cock, but didn't stop sucking. I watched in amazement as her ass rippled with every thrust and her tits bounced wildly while a big cock throbbed in her mouth. Watching it made me so hot, I could hardly put my dress on. Bob ushered me to the tip jar at the door, then to the bar to pick up my tips there. Then he told me to hurry home, he would meet me there.
On the way home, all I could think about was what I had just seen at the hole. I was dumbfounded by how natural his tits and pussy looked and felt. I knew mine were good, but I had no idea they were that good. I thought about how nice his pussy looked and felt while thinking about Jake laying on top of me fucking me cross eyed. I thought about the other guys and how good it made me feel to know exactly whose cock I was sucking at the hole today. How exciting it was to know exactly what all my friends cocks looked, felt and tasted like while I swallowed for them. It made me want to let them fuck me so bad, I could hardly stand it.
By the time I got home, I wanted to get fucked so bad, I thought I was going to die. My pussy was such a wet sloppy mess, my dress had a wet spot the size of a grape fruit.
As I was walking in the door, Bob pulled in with a big smile. By the time he got to the door, I was already inside, nude and ready for sex. I was laying on the couch with my legs spread while I fingered myself wildly. Bob just laughed, pulled down his pants, climbed on and started fucking me hard.
"You recognized Gloria, didn't you?" he grunted.
"Oh God Yes... I couldn't believe how hot she was." I squealed.
"Yeah, she didn't turn out nearly as pretty as you did, but she sure is a hot little pussy." he chuckled.
Bob fucked me hard and fast while I kicked around and squealed with delight. Having him fuck the shit out of me like this made me so happy. It's why I loved being a girl. When he finally drove deep and emptied his balls inside me I groaned about how good it felt. Just as I was starting to relax, I heard someone clear their throat and let out a startled squeak. I looked up to see Jake and the guys standing in a small group by the door.
"Sorry, didn't mean to interrupt anything, but the door was open." Jake offered sheepishly.
"That's ok. We're done anyway. You all said you wanted to fuck Kitty but didn't have much time. So we gotta do this quick." Bob said as he pulled up his pants and helped me up. "You can take her to the bedroom one at a time. You fuck her missionary style just like I did. When everybody has had a turn, you go home. Agreed?"
They all nodded eagerly. I blushed brightly. Took one of them by the hand and led him to the bedroom. As I laid on the bed, I couldn't believe I was going to do this. The thought of letting all of them fuck me made me so hot, I couldn't wait to get started. When he knelt between my spread legs and pulled down his pants. I felt a tingle run down my spine when I saw how hard he was. I stroked it gently and led him in while he got on top of me.
Once he was in, he didn't waste any time. He fucked me hard and fast while I squealed about how good it felt. Before long, he grunted in my ear that he was going to cum. I breathlessly begged him to cum inside me. Without a word, he drove deep and I felt his cock begin to throb. I quivered with excitement as I thought about what I had done for him and how good it made me feel. I thought about what he was doing inside me, because of it and pictured his thick white streams filling my pussy.
When we were done, I let him watch while I wiped my pussy clean. One by one, I led them to the bedroom. Let them have their way with me. Then repeated the process until they had all had a turn. Letting them all fuck me like that was so good. It was even better than I had imagined. Seeing their faces while I spread my legs and let them lay on top of me made me so hot. Feeling them use me for sex, then dump their load deep inside me made me feel so sexy. Being able to have sex with my closest friends without them knowing, was priceless. It gave me an immeasurable feeling of accomplishment and faith in my abilities as a girl.
While they were leaving, we stood at the door, I thanked the guys for stopping by. Told them how glad I was to help Jimmies friends. How much I enjoyed it and was looking forward to them stopping by for lunch. The instant they were out the door, Bob rushed me to the bedroom and threw me on the bed. I laid back and spread my legs with a big smile. I watched him crawl between my legs. Pull down his pants and caress my thighs while staring at my pussy.
"Fuck you're hot Kitty! I always knew Jimmy was a cock loving pussy, but I had no idea that you would turn out to be so hot. You really are as good as the real thing once you get dressed up." he chuckled while getting on top of me.
"Best pussy in town." I giggled.
"You sure are. Your friends thought so too, by the way.... Oh God That Feels Good." he groaned as he stabbed his cock into me.
I just smiled and wrapped my legs around his waist.
"You know the satisfaction you say you get from being a girl? I get the same satisfaction from watching you strut around pretending to be a girl. The way you suck cock and let men fuck you in the ass like it was a pussy. I tell you Jimmy. I get hard every time I think about what a cock hound you are. You're such a good pussy, I can fuck you any time, any where I want and you'll be happy to let me. Because, you're a pussy and you love my cock. Ain't that right pussy?" he grunted while fucking me hard.
"Oh god yes... I love your cock! Fuck me!" I squealed.
"Count on it Jimmy. You wouldn't believe how hard I was while thinking about what your friends were in here doing to you. You're the best pussy in town and I'm going to fuck you just like they did." he growled.
He continued to fuck the hell out of me while I jumped and squealed under him. When he finally dumped his load, my pussy was so sore, it was squeezing his cock like a vice. He groaned about what a good cum dump I was and how good it felt to fuck me. When he was done, he got up, pulled up his pants, said 'good girl' and walked out without a word. I smiled contentedly, fingered myself and went to sleep.