Becoming a Drag Queen

"Ladies and gentleman and ladies, give it up again for Flame," the hostess demanded. Explosions of cheering and clapping echoed off the walls. It seemed louder than when I was at an Edmonton Oilers Stanley Cup final playoff game when we forced game seven back in 20006.

The hostess announced another performer as I made my way back to my seat. I had enjoyed being out there while Flame performed, but I was still way out of my comfort zone out there. I eventually made it back to my seat, dripping with sweat, it was damn hot in the bar, and chugged the last half of my beer. The bartender gave me another beer a couple of seconds later. I gave him a look and he smiled, "Flame said to make sure you always had a drink."

I tool another long sip before I felt a hand on my shoulder. I assumed it was Flame and turned around. It was a tall black man dressed in all leather, with both his nipples sporting clamps and a chain.

Although he looked tough and not one to fuck with, his voice was the stereotypical high-pitched you hear on TV. "Flame would like to see you backstage."

"Oh," I responded to this new development. Yet again I had a chance to turn and walk away, but instead stood up and followed the large black man.

I was led to a long hallway and eventually to a room with the number six on it. He knocked and Flame called out, "Come in, baby."

The black man opened the door for me and closed it after I entered.

Flame, still in full costume, smiled, "So baby, did you like the show?"

"You are very talented," I replied, avoiding the actual question.

"Thank you darling, you know exactly what to say to a girl and you know flattery will get you everywhere," she teased, coming over and giving me a hug.

After a short, but cock tingling, hug, she sat down on the couch and said, "You know the worst part of being a girl?"

"Every fourth week," I joked.

"Funny," she said, giving a sweet laugh. "Walking all day in four inch pumps. My feet are killing me. Would you be a dear and unbuckle them for me?"

I paused for a second pondering what this implied, before I moved to her and dropped to my knees at her feet. My hands were shakings slightly as I unbuckled the straps of her heels.

Once I had one heel off, I slowly, with a bit more confidence, unbuckled the other.

This done, Flame asked, "Can you be a darling and massage my feet for me?"

Already on the floor in a serving position, I did as requested, taking her stocking-clad foot into my hands. I gently massaged her foot as she talked, "So, you still haven't told me your name yet, baby."

"It's Paul," I finally admitted.

"And what does my cute little Paul do for a living?"

"I am in software programming."

"My Paul is a nerd, how adorable," she purred, flirtation dripping on every word.

Being referred to as 'my Paul' had my still hard cock begging for attention. "Yeah, I have always been good with computers."

"Well, you sure seem good with your hands, baby."

I moved to massaging the other foot while she continued talking, "So how long are you in San Fran, baby?"

"I fly out Sunday afternoon," I answered.

"So you could come out tomorrow night to our once a month newcomers show," she said, excitement brimming with each word.

"What is that?" I asked, suddenly nervous and curious.

"Stand up," she ordered. I did. She stood up and stretched before walking around me and seemingly inspecting me. "You are six feet tall, correct?"

"Yes."

"You wear size ten shoes?"

"Usually."

She put her hands on my hips and asked, "A thirty-four waist?"

"Impressive."

"Excellent!" she exclaimed.

"What is excellent?" I asked.

"We are almost the same size," she informed me. I looked at her with a slightly confused look. She then announced, like the mother of a debutante, "You, my darling, are entering tomorrow night's amateur drag queen competition."

I gasped and confidently responded, "There is no way that is happening."

She returned to face me, her eyes never leaving mine. "This is non-negotiable. Now out of curiosity let's see what you are wearing under your I-am-straight disguise." She reached for my belt buckle and quickly undid my belt. She pulled on my pants button and it popped open. Her eyes still boring into mine, she unzipped me and put her hand directly on my slightly exposed cock. I shivered with anticipation, wanting her to drop to her knees and take my dick in her pretty little mouth. "My Paul, is this for me?"

I nodded my head just slightly.

"Oh honey, a girl needs to hear that she gets a boy excited," she explained, her hand rubbing my cock through the sheer pantyhose and panties.

I took a deep breath and crossed the invisible barrier that my body had been begging to cross all night. "Yes Flame, you got my penis all excited."

"Your penis?" she teased, her hand going inside my panties and gripping my erection. "Boys have a penis, men have cocks. Don't you mean your cock?"

"Yes, my cock. You got my cock so fucking hard," I moaned, her hand doing wonders.

She dropped to her knees and pulled my panties and pantyhose down to my knees and released my raging hard-on. She looked up at me and asked, "What do you want Flame to do next, Darling?"

I moaned, "Please suck me."

Her smile went even wider, "Baby, I will give you pleasure you can't even imagine. All you have to do is promise me one tiny, little thing."

"Anything," I moaned, her hand slowly sliding up and down my cock.

"Anything?" she repeated as a question. "You got to be careful what you say to a girl."

I stammered, long past caring about consequences, "What do you want me to do?"

"Enter the show tomorrow night," she informed me, her tongue flicking at my mushroom head, while she fondled my balls.

"Ahhhhhh," I let out before agreeing, "Fine, but I don't have any dance style."

"Don't you worry your pretty little head about the details, let Flame take care of all that."

"Ok," I stammered, while she took my balls in her mouth. It was an amazing stimulator and had me dying to feel her lips around my cock.

"Do you want me to suck your cock, Baby?"

"Please," I mumbled wanting nothing more.

She gave a sexy wink and engulfed my cock. I have no idea how she did it, but I felt like my cock was in a constant whirlpool. She used her tongue and lips to give me the best blow-job I had ever experienced. She kept a steady, but slow, pace, unlike most girls who just wanted to get it over with. She clearly loved sucking cock. "That feels so good Flame," I moaned a few minutes in.

She squeezed my ass in response and picked up the pace just a bit. Her hand on my ass slowly moved towards my no-enter zone. I stiffened as her finger parted my ass cheeks. She moved her finger between my cheeks while never missing a beat with the cock in her mouth.

I could feel my cum bubbling in my balls and warned, knowing most girls I had blow me didn't like to swallow, "I'm going to come soon."

She ignored my warning and instead surprised me by pushing her finger in my rosebud. The violation of my ass was a shock and much to my surprise seemed to send an electric shock through my body. While she slowly penetrated her finger deeper into my virgin asshole, she continued her masterly cocksucking. Less than minute of this focused teasing and pleasing and I shot my load down Flame's throat. Again, unlike most girls, she didn't miss a beat as she continued to suck my cock. Much to my surprise, my cock didn't shrivel like it usually did, but instead remained stiff as a missile ready for take-off. Her finger still in my ass, she took my cock out of her mouth. "Is my Baby ready to fuck me?"

I hesitated. It was one thing to get a blow-job from a drag queen, but fucking her made it officially a homosexual act. The hesitation didn't last long though. "Flame, that was the best blow-job I have ever had."

"I have heard that before. Wait till you fuck my tight pussy," she replied, standing up. She walked over to the couch, bent over and lifted up her dress. "Get over here baby, Flame needs her fire rekindled."

Long past the point of no return, I walked, well waddled really my pantyhose still half-way down my legs, and got behind the sexy drag queen. From behind there was no evidence that this she was a he. No cock hanging down, not one hair on her ass, just a tight ass, a red thong, and pantyhose with a hole cut open so I could have access to her pussy. "Are you ready?"

"Yeah Baby. Slide that beautiful cock in Flame's tight warm pussy. Flame's pussy is dying to feel you inside her," she purred.

Hearing her talk in third person was a turn-on for some reason and I slowly pushed my cock between her smooth white ass cheeks. She let out a soft moan when my cock broke through her tight opening. The feeling of my cock encased and squeezed in her pussy was the tightest sensation I had ever felt. As I pushed forward deeper into her lava warm pussy, I was in awe with the warmth. She purred, "Yes baby, fuck Flame. Fuck her warm pussy. Shove that big cock of yours deep into Flame's cunt."

I pushed deeper and soon watched my whole cock disappear into Flame's warmth. I have never felt such tightness. It was amazing. Once deep in her pussy, I began to slowly fuck her amazing pussy. Although I had fucked some girls who got a bit animated while I fucked them, Flame was so vocal and so sweet and nasty, an oxymoron of naughtiness. "That's it Baby, fuck Flame's pussy. Fuck it hard," or "Oh yes Darling, your cock feels so fucking perfect in Flame's cunt," or "Oh yes, Sugar, your cock was made for Flame," or "Yes Honey, fuck Flame all night long." Having already come once, this turned into a marathon fucking that lasted forever. The longer I fucked her amazing pussy, the more animated Flame got. "Oh my God Baby, that feels so fucking good in Flame's hotbox," to "Yes, Baby, yes, pound Flame's tight cunt," to "Oh my God, fuck the shit out of Flame."

Perspiration dripped down my forehead. I was desperate to please Flame. I soaked in every word out of her red glossy lips. "How does Baby like Flame's pussy?" she asked.

I grunted, "Flame has the best fucking pussy I have ever fucked."

"Are you close, Baby?" she asked, huffing herself.

"Very close," I moaned.

"Where do you want to come, Baby? In Flame's warm pussy? In Flame's sexy mouth? All over Flame's pretty face? You choose, sexy."

I continued the fast-paced pounding of her cunt and decided, having always wanted to give a girl a facial, but never having had the opportunity to, to come on her face. I sheepishly said, "I would love to come on Flame's face."

Flame quickly dropped to her knees and devoured the cock that was deep in her pussy just a few seconds prior. Unlike the first time, where she was gentle and slow, this time she bobbed up and down with determination. A couple of minutes of her warm mouth ravishing my cock and I felt my cum bubbling inside. Another thirty seconds and I pulled my cock out of Flame's perfect cocksucking mouth and began pumping my cock with my fist. Flame's saliva had created some good lubrication and I looked down at the intoxicating drag queen who had pulled me deep into her world of sin. Flame watched me intensely and continue her dirty talk, "Come on Baby, spray your cum all over Flame's face." She opened her mouth wide open and waited for my cum. She didn't have to wait long for me to coat her face with my love juice. The first stream hit her forehead and hair, the second hit her nose and the last big shot of goo hit her lips and cheek. As soon as I was done cumming, she gobbled my cock whole and retrieved every last drop of my cum. A couple of minutes later she let my now shrivelling cock out of her mouth and stood up. She went to her purse while I pulled my pantyhose and panties back up. She returned, her face still coated with my cum, and handed me a card, "I expect you at this address at 11 tomorrow morning."

Without even thinking or looking at the card, "I'll be there."

"I know you will, Baby," she said, rubbing my cock through my panties and pantyhose one last time. Her hand still on my cock, she leaned in and kissed me. Her tongue darted into my mouth. I could taste my cum on her lips. She broke the kiss and said, "I got to get home, Baby. I suggest you do the same. Tomorrow is going to be a very busy day, Darling." She let go of my cock and I pulled my pants back up.

Once dressed, we said goodbye and I left her room and returned to the bar. The show was long over and the bar was only half full. I kept my head down and headed out.

*****

The next morning I woke up and replayed last night in my head. It had been the most sexually satisfying night of my life and it had been with a drag queen...with another man. I should have been ashamed, yet instead I felt my cock rise. She had given me the best blow-job I had ever experienced and she had the tightest hole I had ever plugged. My cock now hard, I didn't even pretend that I wasn't going to meet her. I was addicted. I only had one night left and there was no doubt about it, I was spending it with a drag queen...even if that meant I was going to be a drag queen too.

The thought of being dolled up was a great turn on; the thought of being on stage was a great fear. I showered, wished I had bought more panties and pantyhose before putting on the same undergarments I wore last night. A pair of jeans and a t-shirt that showcased my muscles finished the ensemble. I looked at the card again. The address was a spa. I took a cab and arrived fifteen minutes early. I walked in and went to the desk.

A pretty blonde greeted me and once I gave her my name her face changed and she said, "Ooooh, you're getting the full package."

"I am?" I asked, having no idea what she was talking about.

Her smile changed just a bit, as if she had a secret, "Yes, you are. Follow me." I looked around for Flame, but didn't see her. I really had no idea how to explain I was waiting for a friend without looking odd, so I kept quiet. I followed her and ended up in a room with a massage table on it. She said, "Get undressed and grab a robe." She paused and added, "Completely naked." She left so I could change and I wondered what I was getting myself into. I got undressed and hid my panties and pantyhose in my jeans. Once naked, I grabbed the soft white robe and waited.

I waited for a few minutes filled with trepidation before a petite Asian woman came in. Her green eyes were amazing and she ordered me to lie on my back on the massage table. I did and watched as she stirred what I would soon learn was wax. She moved my robe away and moved to my right leg. She coated my legs very liberally with the wax and then said in slightly choppy English, "This may hurt a bit."

I quickly learned that was the understatement of the year. The first pull of hair shocked the shit out of me, the second brought tears to my eyes. The next half hour was pure hell and I wondered why any woman would put herself through such sheer pain. Once both legs were as naked as a newborn, she told me to take off my robe and turn onto my stomach. Confused, I did as instructed and felt hot wax on my ass. A few minutes later, my ass was also hairless. She asked me to turn back onto my back. I did with apprehension and put my hands over my limp cock. She smiled for the first time and moved to my chest. Luckily my chest has very few hairs and thus was relatively painless in comparison to my legs and ass. The petite Asian surprised me one last time when she requested I move my hands and open my legs. I looked at her surprised before I realized what she intended for my loin area. I stammered, "No, no, no."

She slapped my hands sternly, "Stop being a diva. Flame asked for the whole package and that includes your privates. Now be a good boy and do as you are told."

The sudden tone change surprised me and got me slightly horny as I felt my cock flinch.

The smile that returned to her face told me she noticed, but didn't say anything. She coated my lion area with wax and a few quick sharp tugs, the majority of hair in my loin area had disappeared. She then used scissors and a razor and warned, "I wouldn't move if I were you." Wiser words had never been spoken. I just closed my eyes, held my breath and prayed. Suddenly, I felt her hand grab my cock and begin stroking it. I opened my eyes and watched her giving me a hand -ob. She explained, "Sorry, but I need you erect to finish the job."

"OK," I stammered.

Once I was completely erect she finished the job. Once done, she gave me a lengthy full body lotioning. She suggested I lay there for fifteen minutes to allow my skin to recover from the treatment.

After about ten minutes the lotion burning sensation was gone and I was feeling much better. I jumped when the door opened and Flame in a complete Cher ensemble entered. Without realizing I was doing it, I covered my private area with my hands. She smiled, "Are we playing shy now, Baby?" She slapped my hand away and said, "Let's see all of you, Darling."

I moved my hands to the side and felt like a piece of meat as she surveyed my totally exposed body.

"Wow, Baby, you look so pretty" she said, her hand sliding down my smooth legs.

Being called pretty is never what a man wants to hear, yet such words from my drag queen lover had me feeling great. "Thank you, Flame." It was so absurd, yet so right.

Surprising me once again, without warning, she took my cock in her mouth. The moment she deep-throated my cock I let out a loud gasp. This time she sucked me fast, taking my whole cock in her mouth with impressive ease. After a couple of minutes of deep-throat bobbing, a hand went between my legs and a finger slid in my asshole. This time she finger-fucked my ass with quick thrusts while devouring my dick. The finger-ass fucking was surprising amazing and gave me a pleasure I had never felt before. It was too much and I came in her mouth in under five minutes. Like last night, she swallowed all my cum and continued until there was nothing left to swallow. She stood back up and said, "That is one."

"One?"

"To be prepared for tonight you need to follow my diva philosophy, which includes being completely sexually drained by the time of your performance."

"OK," I said, not understanding what she meant.

"Part one is always having a hairless body. Part two is shooting your load at least three times a day, maybe more, to make sure you are completely focused when performing. Part three is always having the perfect outfit and make-up. The rest takes care of itself," she explained. She handed me my clothes. "Get dressed, Baby, it is time for us to get your outfit."

"Ok," I said, still bewildered by the whole plan.

I got dressed and she took my hand and led me out. We walked a few blocks, me feeling incredibly self-conscious at the fact that I was holding hands with a drag queen. Yet, other than a few tourists who stared like tourists do, no one seemed to bat an eye at two drag queens walking down the street holding hands.

We ended up at a beauty salon where I was led by Flame to a ridiculously beautiful redhead with massive breasts. Flame noticed I was starring at her breasts and smiled, "I am sorry honey, but she is a cunt-muncher."

The redhead smiled and asked me to sit down. The next hour I had a full pedicure and manicure and both my fingers and toes were painted bright pink, as girly a color as one could ever wear. The whole ordeal was one of the most relaxing and humiliating of my life.

Once done, the redhead, who I now knew was named Kelly, leaned forward and whispered in my ear, "I am looking forward to the show tonight."

I stammered, "Y-y-you are?"

"Oh yes, watching a sexy boy like you being feminized is so fucking hot," she whispered, her hot breath doing a number to my ear.

"I don't think I will be very good."