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Dad sat across from me at the table and shoveled oatmeal into his mouth more out of habit than for nourishment. Dark circles under his blue eyes confessed a lack of sl**p. His constant sad expression made him look older than his forty-seven years. It didn’t help that his hair had rescinded back to his ears. Worry had thinned his once bulky frame. He had been in a declining emotional state since my mother had left us last spring.
The day after I graduated high school my mother packed her suitcases and left to find herself. She said that she had devoted her life to my father and to raising me and now that I was grown she was going to live for herself and that didn’t include my father or me for that matter.
My father had been f***ed to sell his business and our house and the profits divided with my mother to settle the divorce. Even my college fund had fallen victim to her lawyer and now I went to the local community college instead of to the university I had planned to attend. I still lived with Dad in a small two bedroom townhouse apartment.
Dad had gotten a job with a former competitor. He was miserable with it, but at forty-seven there weren’t many opportunities available. Looking across the table at me, he said, "The company Christmas party is tonight. So you’ll have to make your own plans for supper."
"No sweat, Dad. I’ll order pizza or go out with some friends. Maybe you should take a date."
Dad laughed bitterly. Frowning he said, "Even if I could find a woman at the last minute, I’m not ready to date. I don’t think I’ll want a relationship with a woman ever again after your mother broke my heart."
Outside an automobile horn honked. I looked out the window and spotted the white hybrid with the "Save the Planet" bummer sticker and said, "That’s Britney, I have to go."
"Study hard, Alex and learn something new," my father teased me then mussed my hair with his hand. His fingernails gently sc****d my scalp as he continued, "And, get a haircut."
I pushed my glasses back up my nose and looked deep into my father’s blue eyes. The sadness they reflected filled me with emotion. I blinked to keep from tearing up. I paused before opening the door and gave my father’s six foot frame a hug. I said, "Bye Dad, try to have a good day."
He nodded stifling his own emotions, "Yeah Alex, you too."
Thunder clapped in the distance. I ran to the waiting car hunched under my backpack. The smell of rain danced on the static electricity that filled the air. The hair on the back of my neck stood up. A change in the atmosphere was being heralded. Yeah, a change was definitely coming.
"Hey, Britney," I said as I threw my backpack in the backseat and climbed into the compact car.
The big-boobed blonde smiled at me and said, "Hey, yourself."
Britney put the car in gear and eased into traffic. She wasn’t my girlfriend. She was just a friend that was a girl who drove me to school since I didn’t have a car. She pushed the car’s lighter and placed a cigarette between her full lips. After her cigarette was lit, she pursed her lips and blew a stream of smoke. Instantly the car was filled with a bluish haze.
I coughed and waved by hand in front of my face in an attempt to clear the smelly smoke. "Why do you smoke so much?"
"Because it pisses my father off," she answered, blowing smoke.
"Well, your father isn’t in this car right now."
"Okay, okay, don’t be such a pussy," Britney said snubbing out her cigarette. She sped up the on ramp to the highway and headed north to the community college.
Sitting in silence, I thought about my dad. He had fallen to pieces since my mother had taken off. He was barely holding on to his job due to his demoralized state. His boss had already reprimanded him twice for tardiness and chastised him for a lack of initiative. While I had tried to give him emotional support, there was only so much a son can do. He needed a woman I concluded.
I met Britney in the Student Union for lunch. As I chewed on piece of pizza, I mulled over my father’s dilemma. With a sudden inspiration I glanced at Britney, who came from a wealthy f****y, and asked, "Can I borrow some money?"
"What for?"
"I want to hire an e****t for my dad."
"Wow. Can’t your dad hire his own hooker?"
"It’s not like that, but no he can’t. He’s nearly broke. My mother financially cleaned him out with the divorce. I think he needs a woman to boost his morale, he’s been really depressed. I just think if he had a date for his company’s Christmas party, it would cheer him up."
Incredulously, Britney asked with a smirk, "And you think the best way you can help your emotional shattered father is to hire a hooker to be his date for a company function?"
"Not when you put it like that," I replied with a grimace. I choked on my own emotions. After clearing my throat I added, "I need to do something."
Britney looked me directly in the eye and said, "You be his date."
Thinking that she was joking, I laughed.
"I’m serious. You be his date to the party."
I was taken aback. Frowning, I said, "My father’s not a homosexual and neither am I. Besides that’s kind of i****tuous."
"i****tuous? Maybe, but the reason i****t is taboo is to prevent sexual abuse and since you’re eighteen and a consenting adult I don’t see it as a big deal."
"How about this for a big deal, my father and I are not homosexuals."
Britney laughed then said, "I’m not suggesting you be a homosexual. I’m suggesting you be a woman for your father."
"What?"
"At present nobody loves your father like you do, right?"
"Okay," I agreed with a nod.
"So does your dad simply need a woman for a sexual release or does he need a women to give him a physical expression of love?"
Furrowing my brow, I thought for a moment then responded, "You’re talking about the difference between sex and making love. So sure my father needs to make love."
"Your father is not a homosexual, therefore to give him what he needs, you have to become a woman."
I stared at Britney as I digested what she was suggesting. Shrugging I said, "I wouldn’t know where to begin."
"Google Twiggy on your smartphone," directed Britney before biting into her sandwich.
I did as she instructed. After I found the Internet entry on Twiggy, I read it out loud, "Twiggy was the world’s first supermodel, known for her androgynous looks, large eyes, thin build and short hair."
"Does it have a picture?"
"Yeah."
She took a sip of her soda then said, "Twiggy was 5’6" weighed 112 lbs. and had a 31-23-32 figure, with an androgynous sex appeal."
"So?"
Britney shot me a Cheshire Cat grin and said, "So, at your height and weight, I can make you look just like Twiggy."
I glanced down at the photo on my phone and asked, "How?"
Britney smile again then said, "Skip your afternoon classes and come home with me. I’ll show you."
For a moment I studied Britney’s expression to judge her sincerity. My stomach churned with nervousness, as I thought of my father’s downward trajectory. I took a leap of faith and nodded my head.
After we arrived at Britney’s apartment, she took me by the hand and led me inside to her bedroom. She sat me at her dressing table and stood behind me like a beautician. She went to work teasing my hair with a brush. Her large breasts bounced beneath her shirt to the tempo of her flailing arms. She took a pair of scissors and gave my hair a few snipes. Looking at my reflection, she said, "There, a perfect pixie. I’ll add some red highlights to spice up your hair and get the attention you crave."
Bewildered, I remained silent.
She went into the bathroom and handed me a shower cap with tiny holes in it. She ordered, "Put this on. I’ll be back in a minute."
I complied and heard Britney rummaging around in the kitchen.
She returned with some kind of paste she had whipped up in a bowl. After handing me the bowl, she pulled strands of my brown hair through the tiny holes of the shower cap. Once she was satisfied that she had enough strands, she took a small paint brush and applied the paste to the strands of hair. She explained, "This is a paste made from cinnamon and water with a bit of lemon juice. We’ll let this set while I put your face on."
Britney scooted me around on the bench and began applying some kind of cream to my face. She talked as she worked, "Always moisturize first, you’ll thank me later for that advice, dry skin needs to be hydrated with a creamy foundation before you apply concealer or blush."
She put down the foundation and picked up concealer. She dotted the peach-colored concealer onto the dark areas under my eyes. Exchanging the concealer for blush, she lightly brushed it on my cheek bones, "That will add some pop. Now to set you face," she spritzed my face with mineral water.
Britney stepped back and studied me for a moment then reached for the eyeliner. "Now your face is in place, we need to highlight your eyes and lips. I like to apply eyeliner first, then the eye-shadow."
She applied a light pink lipstick to my mouth, "Never highlight your lips and eyes at the same time. You’ll look like a clown. I highlighted your eyes with a smoky eye-shadow so we’ll go with just a very light red gloss on your lips."
Finally, she pulled the shower cap off my head and quickly brushed my highlighted hair into place. A satisfied smile painted her face. Her voice trembled with excitement, "All finished. What do you think?"
I turned around on the bench and faced the mirror. My mouth fell open, I didn’t recognize myself. Usually when I looked in a mirror I saw a nondescript looking guy, but now I saw a beautiful woman. I choked, "I can’t believe it. Is that me?"
"I knew you’d pass for a woman, Alex," Britney said then she asked, "So do you want to be your father’s date?"
I looked back at my reflection and just nodded.
With a commanding presence Britney said, "Okay we have a lot to do and short time to do it. So let’s get started. I want you to take a bubble bath right now, not a shower. Women find something spiritual about a bubble-bath. I’ll light some aroma therapy candles for you."
With a silent nod, I followed Britney down the hall to the bathroom. She threw a scoop of bath salts into the bathtub before turning on the water. Once the tub began to fill and bubbles began to rise, she lit several candles. She instructed me, "First, wash your hair, but don’t get your face wet and ruin your makeup. Then, I want you to shave all your body hair…pits, pubs and legs. Got it?"
Nodding, I stripped out of my clothes. I couldn’t believe how excited I had become. My penis had always been small and it was difficult for me to think of it as a penis while sporting feminine makeup. I squeezed it with my hand and felt it pulsate with excitement. Talking to myself, I said, "I’ll think of you as my big clit instead of my small pecker."
Turning off the water, I slipped beneath the bubbles and quickly washed by hair, careful to keep my face out of the water. Resurfacing, I inhaled the aroma from the candles then used a luffa instead of a washcloth, it felt more feminine to me. I didn’t have a lot of body hair so in no time I had shaved my pits, my pubs and my legs.
Closing my eyes, I just soaked. My mind raced with questions: Could I pass for a girl in public? What if I didn’t? Would I embarrass my father? Would he think I was a freak?
Inhaling deeply, I caught the calming scent of lavender. I began to understand what Britney had meant when she said bathing was a spiritual experience. With a half grin, I recalled the time I caught my father and mother having sex. It was about two in the morning and I had gotten up to get a drink of water. I heard moaning coming from their bedroom. Stopping in the shadows, I watched as Dad thrust his hard cock in out of Mom’s pussy. I remembered his look of satisfaction as he filled her pussy with his cum. I wondered if I could give him the same gratification and grew excited.
I focused on the image of my father’s big hard cock glistening with sex secretions. Sucking on my middle finger, I imagined that it was Dad’s hard cock. After a couple of minutes, I raised legs out of the water and rested them on the edge of the tub. My legs were spread just like Mom’s had been when she had received my father’s throbbing cock.
Shyly, I slid my wet finger up my ass. My anus clamped down hard on it. My big clit pulsated and wept pre-cum. I gave myself just a couple of seconds to adjust before I slowly withdrew my finger. When just my fingernail remained inside me, I jammed my finger back inside myself. With a moan, I increased the tempo of my fingering. I stimulated my big clit, as I now thought of it. Water sloshed on the floor as my body writhed in the tub. Hot cum spewed over my belly in a torrent. I actually barked my release and cried, "Dad! Dad!"
There was a knock on the bathroom door as I came down from my climatic height. I pulled my finger from my ass, then choked, "Yes?"
"Alex, let me in," said Britney from the other side of the door.
Quickly, I let the water out of the tub, grabbed a towel and mopped up the puddles from the floor. Britney’s impatient knocking hurried me along, but it still took two towels to soak up all the water. I wrapped another towel around my waist and opened the door.
Britney entered the bathroom like a whirlwind. She placed some items on the vanity then spun around ripped the towel from my body.
"Hey!" I objected covering my crotch with my hands.
"I need to see you," Britney’s voice was as firm as her grip as she pulled my hands away from my body. She had me turn completely around as she inspected me. Then she said, "Very good, nice and smooth."
My face still felt heated from my blush, but I nodded. "As a boy you have a tiny penis, but an enormous clit for a girl. I once read an anatomical study for my biology class that described the penis as a big clitoris that has been pulled out of the body. The clitoris becomes erect just like a penis, and has nerve endings in it just like the head of penis and if stimulated results in climax. The only real difference is the penis contains the urethra."
She handed me a bottle of baby oil and said, "Rub that on your legs and pubic area to keep from getting razor rash."
With the lid down I sat on the toilet and did what I was told. I asked, "Do you really think I can pull off being a girl?"
"I can make you look like a beautiful girl and I can teach you all the techniques girls use to hide their flaws but, in order to be a girl you have to act like a girl. To act like a girl you have to think like a girl."
"So how do girls think?" Then I blinked and asked with an incredulous pitch, "And what flaws do I have that need to be hidden?"
Britney chuckled, "That’s exactly how a girl does think and that’s the exact tone she would use."
"Huh?"
"Women are much more conscious of their looks than men. It’s the primordial rules of attraction. Women instinctively know that it’s their looks that first attract a mate. So when anything is said about our looks we pay attention."
Understanding, I nodded and asked, "And my flaws?"
"Where to begin, you’re flat-chested, you have several chin whiskers and you’re more androgynous than feminine."
"Oh." Britney’s words hurt me more than I thought possible. I whined, "So I look like a freak."
She hooked her finger under my chin and pulled my head up forcing me to look into her eyes, "Alex, we’ll either fix or hide your flaws. All women do. We’ll take care of your whiskers with tweezers. And, we’ll highlight you’re beautiful almond eyes to draw attention to your face and away from your boobs. You do have assets we can highlight, like your eyes and legs and that tight little butt. You will be beautiful I promise."
I whispered,"Thanks. It’d nice to be good-looking for a change."
Britney nodded and handed me a pair of pink panties. "Put these on."
I slipped on the cotton panties and turned my body so I could see how they fit in the bathroom mirror. My butt cheeks peeked from the leg holes. I smiled at my reflection. My butt did look good in the tight pink material. I felt my big clit twitch.
"Just like a girl." Britney smiled at me. She noticed the soaked pile towels in the tub and asked, "Why did you use some many towels?"
I mumbled, "I sloshed water on the floor when I was bathing."
"Were you masturbating?" grinned Britney knowingly.
Red-faced I nodded.
"I’m sure you’ve masturbated before and haven’t made such a big mess. Why this time?"
"Uh, I was thinking…thinking about my father…and what it might feel like to…to be penetrated by his cock," I choked with bl**d pounding in my ears. My confession left me dizzy and flushed.
Britney’s grin widened into a smile, "So you fingered your ass and experienced the most intense orgasm you’ve ever had, right?"
"Yes! I never felt anything like it when I jerked off like a boy."
"You discovered your G-spot. All women have a G-spot on the inside wall of the vagina and when it is stimulated, the orgasms are incredible. Your G-spot is your prostrate and you just happened to massage it when you were climaxing."
Britney slapped my ass playfully, "Go to my room, Alex, we have a lot to get done and we’re running out of time to do it."
I squealed with elation and ran down the hall chased by Britney, who popped my ass with a wet towel. Giggling with schoolgirl giddiness, I slipped into red and white candy stripped tights that Britney dug out of her chest-of-drawers, followed by a wrap-around denim skirt and a too large gray sweatshirt.
Handing me, my own tennis shoes Britney said, "You’ll have to wear your shoes. You have a neo-grunge look. Not very fashionable, but you are passable for a girl."
"Really? You think I really look like a girl?"
Britney smiled, "Yeah in an androgynous sort of way, but by the time I get done with you at the mall you’re going to be a beautiful maiden."
"It would be nice to look beautiful. I get so tired of being plain." I said with a smile.
She grew serious, "Alex I can make you look like a girl, but you going to have act like a girl."
"How do I act like a girl?"
"Remember to act like a girl by not acting like a boy. Such as making sure you sit down to pee."
We both laughed.
"And you’ll need to feminize your attitude as well as your actions."
"What do you mean?" I asked. There was so much to remember.
As we walked outside to her car, Britney said, "Sexy doesn’t reflect your looks as much as it reflects your attitude. Just like Twiggy, plus-size girls like Anna Nicole Smith were considered sexy because of their attitude."
"Attitude?"
"Yeah, a here I am bitches attitude. You can like me or not, I don’t care, this is who I am."
Nodding with understanding I said, "Okay."
As we drove to the mall Britney continued her feminization instruction. "Alex, you need to talk like a girl. I did some quick research on the Internet while you were in the bathtub. The trick is in the pitch and tone of the voice. The female voice is just one third of an octave higher than that of a male. But, the most important thing is to speak like a female using the word choices females use."
"I’m not sure what you mean."
"Pretend I’m your father and ask if you can be my date for the party."
Raising my pitch slightly I said, "Dad, can I be your date to the party?"
"Your pitch is perfect, but most girls call their fathers, daddy not dad."
"Okay, Daddy, can I be your date for the party."
"Perfect," said Britney as she pulled into a parking space at the mall.
The first store she herded me towards was a shoe store. She had me try on several different styles of high heels, everything from a five-inch stiletto to an inch-and-half kitten heel. She correctly surmised my awkward walk would give me away and settled on a pair of black leather boots that hit me just below the knee with a three-inch wedge heel. She said, "You don’t have time to learn to wear high heels, but you should be able to navigate on the wedge heels of these boots and they’ll accentuate your butt and make it appear more feminine.
I looked at the price tag and objected, "Brit, I can’t afford these boots."
"Don’t worry about it. If I’m going to dress you, I’m going to pay for it. Actually, I’m putting it on my father’s credit card, so he’s paying for it. Consider it an early Christmas present from me."
I shrugged and followed Britney to the next store, a lingerie store.
She took me back to the fitting room saying, "Nothing makes a woman feel sexier than her lingerie. Choose your lingerie with the man in mind, it’s part of the teasing that leads to the pleasing."
I nodded as she handed me an alluring sheer black lace camisole with lace trim along the neckline, hem and straps. My nipples harden as the material caressed my chest. The hemline fell just above my navel, so sexy. A matching black lace garter belt and a pair of black lace thigh high stockings followed.
The frustrated look on my face told Britney I needed help figuring out how to put them on. She stepped into the fitting room and showed me how the hook and eye snaps worked. Handing me the stockings, she informed me the proper way to caress them up my legs.
By the time I had them up to my thighs and attached to the suspenders, my big clit was leaking excitement. Lastly, I slid a black lace thong up my legs. The feel of its dainty fabric against the bare flesh of my pubic area and its snugness in the crack of my ass made my big clit want shoot its delight.
"Ouch!" I cried out as Britney smacked the head of my clitty. The sting made it softened immediately.
She countered, "I’m sorry Alex, but you need to tuck your genitals. A woman doesn’t have testicles and you need to have a flat panty-line."
"You don’t have to be so brutal," I seethed with a glare.
"I’m sorry we just don’t have a lot of time to transform into a girl."
I nodded, "What do I need to do?"
She pulled out her Smartphone and quickly found an Internet entry that she had bookmarked earlier. Pointing at my testicles, she read, "When you were born your testes were hidden away inside your abdominal cavity, and at some point they descended into your scrotum. There is no reason the testes can’t be slipped back up inside the abdomen. So spread your legs and squat."
I widened my stance as far as possible just as Britney instructed.
She continued to talk me through the procedure, "Now press your fingers into the base of your scrotum, you should be able to feel the opening into your abdominal cavity."
"There it is," I confirmed.
"Okay that’s where your testicles are going. Now press your fingers against one of your testes and align it with the hole and pop up it into your abdomen. Keep your fingers flat so that you are distributing pressure evenly across your entire testis."
In quick succession my testicles followed each other up into my abdomen. I could feel them bulge just above my pubis. I was thankful that it had not been a painful procedure.
Britney smiled at me, "Okay, pull your penis tightly back between your legs. This will act as a sort lid closing off your abdomen enough to keep your testicles inside. The thong should be tight enough to hold your penis in place."
"Very nice," said Britney patting my pubic area.
I looked between my legs surprised at the smooth feminine panty-line and grinned wickedly. With my intimate apparel needs met, I put the skirt and sweatshirt on over my sexy lingerie. Despite the baggy clothes I did feel sexy in the lingerie just like Britney said I should.
Once my new boots were on my feet, I followed Britney to another store. She quickly browsed through the racks until she found just the right dress for me. She handed it to me and as we walked back to the fitting room and said, "If you feel confident about your look, you’ll feel sexy. Red is not only a holiday color it’s a sultry color, just perfect for you. It will make your complexion appear warm and golden."
As soon as I was in the fitting room, I slipped into the red velvet dress. It was an above the knee mini that had an o-neck with long lantern sleeves. After I put my knee high boots back on, I wrapped a thick black belt, Britney had found for me, around my waist. Teary eyed I gasped at my image in the full length mirror and with elation said, "Wow. I can’t believe it’s me."
Britney had me turn a full 360 degrees to get a look at my appearance from all angles. She nodded her approval, "You look simply gorgeous."
She added a black purse that matched the belt and boots then paid the clerk. Since I now wore the dress, she asked for a shopping bag for the items I had been wearing. Leaving the store, she said we have one more stop to make and led the way to the next store. She instructed, "Now for accessories, remember Alex accessories make the outfit."
We charged into the jewelry store. Since there was no point in piercing my ears, Britney found a pair of clip-on earrings. They were black crystal chandelier earrings that were an inch wide and five inches long. They practically touched my shoulders. Noticing my frown she said, "We’re calling attention to your lovely face and away from your flat-chest."
Nodding with understanding, I giggled.
She placed a wide two-inch black lace choker around my neck. It had a large red rhinestone mounted in a delicate filigree in its center. She smiled and said, "It’s not only lovely but it will hide your Adam’s Apple, even though it is small. It’s the small things that usually give you away."
"One last item," said Britney stopping at a kiosk in the middle of the mall that sold acrylic fingernails. She found held several different sets of red nails to my dress until she found a set that matched.
I splayed my fingers on the counter while the clerk quickly glued the artificial nails over my chipped and chewed natural ones.
Meanwhile, Britney had slipped into a nearby d**g store and purchased some items for my purse to include facial tissue, lipstick, a compact, hairbrush and a small bottle of lubricant. She returned to the kiosk and placed the purchases in my purse and paid the clerk.
As we walked the length of the mall to the entrance, Britney taught me how to walk sexy, mainly by trying to put my feet in the same footprint while rolling my hips. She cautioned, "Don’t look at your feet."
"Damn it," I cursed after catching the heel of one boot with the toe of the other and stumbling.
Her grin reassured me, "You’re doing better than you think. You just need to walk with an attitude."
"What kind of attitude?"
She put her hand on her hip and strutted, "An I know I’m hot,kind of attitude. An attitude that says I know all the girls want to be me and all the guys want to fuck me."
I mimicked her moves.
She laughed and said, "That’s it."
We got outside and the rain had turned to snow. We got into Britney’s car and she started the engine. She let it warm and gave me another lesson on how to be a girl. She grabbed the back of my head and pulled me into a kiss. She overcame my resistance by stabbing her tongue into my mouth. For a moment our tongues wrestle until she pinned mine. She broke our kiss and said, "That is how a man kisses."
"And this," she softly brushed her lips across mine, "Is how a woman kisses. Feel the difference?"
I nodded then softly brushed my lips across hers. "Like this?"
"Very good," she whispered before she once again plunged her tongue into my mouth.
Outside the car a crowd of onlookers clapped their approval of our performance. I turned red-faced as Britney put the car in gear and pulled out of the parking lot. We drove to the restaurant hosting my father’s company’s Christmas party.
As she drove Britney continued her tutorial on how to be a girl. "You probably won’t get all your father’s cock in your mouth. Wrap your hand around the base of this cock. Your fist is at least three inches that leaves the top three inches of his cock for you to suck on. Your dad won’t mind because that’s the part of the cock with all the nerve endings."
I silently nodded. Butterflies in my stomach did loop-to-loops as I wondered what my father’s reaction would be to my appearance.
"You’ll want to swirl your tongue around the head of his cock and stick your tongue in the piss slit. It drives my boyfriend wild when I do that to him. Of course you know that," continued Britney.
I shook my head negatively and admitted, "No, Brit, I don’t. I’ve never gotten a blowjob. In fact, the only time I had sex it was disaster. I got so excited that I shot my wad before I could get my cock into her pussy. It was embarrassing."
Britney flashed me a sympathetic look and said, "That’s too bad. I hope sex with your dad is better for you. I won’t lie to you, Alex, anal sex is going to hurt the first time. The first time I had cock jammed into my ass I thought it was going to rip me apart. But, once the pain subsided I found it quite enjoyable in a decadent kind of way. You’ll need to use plenty of lube and remember, a girl was made to me penetrated."
"I so want to be my daddy’s girl," I said with a lusty confidence.
We pulled into the parking lot of the restaurant where the party was to be held. I said, "Thanks Brit, I appreciate you doing all this for me. I know I couldn’t have done it without you."
"It’s been my pleasure. If you love your father so much that you’re willing to go through all this for him, maybe I ought to rethink my relationship with my own father."
I took a deep breath to calm my nerves then opened the car door and headed to the restaurant. A wave of reassurance washed over me as Britney accompanied me. Once inside I asked the hostess the location of the company party.
She pointed down the hall to a private room.
Britney nodded and said, "Wait here, I’ll go get your dad."
I nodded and to busy myself, I took the compact and lipstick from my purse. After flipping the compact open, I looked at my feminine appearance and still quite couldn’t believe it was me. I popped the cap off the lipstick and brought it to my lips. My hand was shaking so much I couldn’t apply it. I bit my lip to steady my resolve and focused on my father’s need instead of my fear. I puckered my lips and rolled the lipstick along my lips.
A couple of guys saw my smooth move and one commented to the other, "Did you see that? She can wrap those lips around my cock anytime."
I chuckled and took his lewd comment as a compliment. My father arrived with Britney just as I finished painting my puckered lips. He did a double take then his mouth opened and closed a few times before he was finally able to ask, "Alex?"
"Yes, Daddy it’s me," I said using my practiced higher pitch.
"What the…"
"Can I be your date tonight?"
My father continued to blink rapidly then he shook his head and asked, "Alex is this your way of coming out?"
A sense of calm filled me and I reached for my father’s hand. I looked directly into his eyes and said, "No Daddy, I’m not gay. I just want to be your date."
"I don’t understand."
"You needed a date for this evening and I wanted to be that date, so Britney helped me change for you. Okay?"
"Sorry, I just need a minute to process everything," he said rubbing his hand through his thinning hair. He closed his eyes and sighed heavily. His voice cracked with emotion. "You’ve transformed yourself into a beautiful woman. I would be honored to have you as my date tonight."
Taking my father’s proffered arm, I winked at Britney conveying everything was fine and she gave me an easy nod as she exited the restaurant. I e****ted my father to the party.
We strolled into the festively decorated private room. In the corner was a Christmas tree surrounded by gifts. At the piano in near the bar someone played Christmas Carols. The CEO of the company and his wife welcomed us like f****y as we walked in and insisted that we pose for a photo with them. There was a table of appetizers and an open bar, complete with a bartender. My father ordered a generous whiskey and a wine cooler for me.
Daddy greeted his peers with handshakes and introduced me as his date. Several offered me flirting smiles and others shrewdly winked at him. He gulped down his drink in a single swing and ordered another one while I took dainty lady-like sips. He smiled at me and asked, "Why?"
"Because I love you, Daddy. I know you’ve been depressed since the divorce and I thought a date might cheer you up. And, since you made it perfectly clear you had no intention of asking a woman out on a date, you left me no choice, but to become a woman for you."
Daddy’s forehead wrinkled as he mulled my words over. He shrugged and said, "I appreciate you going to all the trouble and you do make a lovely woman by the way."
"I’m glad you think I’m an attractive woman, Daddy…," I said taking a jumbo shrimp and dipping it into cocktail sauce. Looking directly into his eyes, I sucked the sauce off of it and breathily said, "…because I have every intention of physically pleasuring like a woman."
His Adam’s apple bobbed as he gulped for air. His reaction made me giggle and pleased me greatly.
After an hour of good cheer we were invited to take our seats amongst the different tables. Daddy put his hand on my waist as we made our way to our table. Slowly, he slid his hand down my waist onto my butt possessively. Primordially, he was warning every other male in the room that my ass belonged to him. Smiling, I felt wanted and protected at the same time.
The CEO snuck up behind us and waved a mistletoe sprig over our heads. Chuckling, he said, "I think these two are obliged to kiss."
While the guests hooted and clapped, Daddy hesitated for a moment, I nodded then closed my eyes as he leaned in and kissed my lips. His lips were hard and held a dreamy intensity. His tongue invaded my mouth, letting me know how much he hungered for me.
I returned his tongue with reckless abandon, receiving his tongue like I wished to receive his cock. My senses reeled. I was shocked by my own eager response to my father’s kiss.
He broke the kiss and looked at me with lust-filled eyes and a flushed face. The crowd applauded their approval and I blushed with arousal.
The wait-staff invaded the room bringing in the first course of our holiday feast, butter lettuce salad with walnuts and g****s emulsified in oil vinaigrette. The CEO gave a toast and we ate. The main course was prime rib, creamed spinach, and parsley potatoes. It reflected the jovial spirit of Christmas.
After dessert was served, employees took turns in a white elephant gift exchange. Each chose a wrapped gift from under the tree or took an unwrapped item from the previous person while everyone clapped and yelled jokes. It was pretty wild, it was friendly, and it was Christmas. Daddy started with a $50 gift card, but ended up with a pair of argyle socks. He didn’t seem to mind as he laughed hardily, the first time in ages.
The evening ended with the CEO passing out bonus checks to the employees on the way out the door. As he handed each an envelope he said, "Just to show our gratitude."
Daddy wrapped his arm around my shoulder as we exited the restaurant. As soon as we were in the car, I threw myself into Daddy’s arms and kissed him shamelessly. Hotly, my tongue probed his mouth. Suddenly, he broke the kiss by pushing me against the passenger door and I clung to it panting. He said, "This isn’t right, Alex."
"Why, Daddy?"
"It’s i****t, it’s taboo Alex. It’s a double taboo because you’re my son."
"Daddy, I love you and I want to physically express that love to you. Like a woman would, let me your woman tonight. There’s a motel right across the street. Let’s get a room and just make love."
He glanced across the street then with an impatient huff he nodded his head. Putting the car in gear, he drove to the motel. He parked and went into the lobby to get a room while I sat in car and freshened my make-up using the vanity mirror.
I took the key card from Daddy and led him by the hand to the motel room. Looking over my shoulder I smiled at him, he was mesmerized by the oscillation of my buttocks beneath my dress. I put a little more wiggle in my walk for him, it made feel sexy and feminine.
Once we got to the room, I lightly slid the card across the lock and it released. I pushed the door open and pulled Daddy inside by his tie. Flipping the light switch bathed the room in glowing lamp light.
I turned to Daddy. With a wanton grin, I grabbed the hem of my dress and pulled it over my head then tossed it into a chair next to the bed. I stood before my father in my sexy black lace lingerie and leather knee high boots. The combination of leather and lace made me feel sexy.
Daddy watched in silence as I walked slowly towards him seductively swinging my hips. His eyes roamed down my body and he licked his lips. Impishly, I smiled at him before wrapping my arms around his neck and kissing him with passion. Gently, but firmly he squeezed my bare buttocks melding me into his body.
I could feel my father’s very erect cock pressing against me through his trousers. I slid his blazer off his shoulders and let it drop to the floor. Then I unbuttoned his shirt, planting a kiss on his chest as I undid each button. Soon his shirt joined the jacket on the floor. Dropping to my knees I unzipped his trousers and his cock sprang out.
It was on my knees getting ready to take my father’s cock into my mouth that I experienced that wonderful connection that comes between a man and woman during the most intimate of moments. Looking up and seeing the wonderful half-smile on my father’s face as I stroked his hardening cock with both hands filled me adoration. I loved that look on his face.
Tentatively, I kissed his cockhead. I looked deeply into his eyes as I sucked his cock into my mouth. I could tell by the way his cock throbbed in mouth and pulsated against my tongue how much he is aroused. But it was his eyes that let me know how much he loved me.
Treating his cock like a delicious candy cane to savor, I sucked him. Each lick and suck got him harder. I lavished love on his cock as I slid up and down on his shaft. I paused to lick the top of his cock with a flick of my tongue. Then I focused on gently sucking just the tip of his cock.
Daddy broke the silence of the room with extraordinary moans of pleasure. Looking up into his eyes, I felt an incredible love connection to him. Stroking him lovingly made his orgasm achingly close. With a groan his hips bucked wildly into my fist towards my mouth.
My hands worked his shaft over and over, beckoning him to cum in my mouth as he got closer and closer to orgasm. The look on my father’s face was amazing, I’m his and he is mine in this incredible moment of pleasure. I felt the jets of his warm, creamy cum flood my mouth and I captured every sweet drop of his passion.
From my knees I smiled up at my father and showed him that he had, indeed, filled my mouth with cum. Then I swallowed, a look of pure pleasure crossed his face. I licked the few drops of cum drooling from his cock as it grew soft.
Daddy helped me to my feet and hugged me tight. His fingers danced on the bare skin of my exposed buttocks. "Alex, I love you so much. You’ve become my naughty girl."
"I love you too Daddy," I said reluctantly breaking our embrace. I slowly slid my thong down my stocking clad legs, revealing my pretty pucker to him. I paused briefly bent over to let him enjoy the sight. Then I stepped out of my thong and climbed on the bed and placed my head on the mattress, arching my butt up in the air.
Daddy finished stripping and crawled on the bed with me. Tenderly, he kissed my butt cheek. He spread my ass cheeks and I clutched the bed sheets for all I was worth as his tongue rocketed into my pucker. Moans of ecstasy flowed from my mouth. He sucked hickeys on my cheeks then teased me with long, slow licks along my crack. Lovingly, he circled my anus with the flickering tip of his tongue. His hands massaged the round globes of my butt as his tongue worked its magic.
"You’re…you’re…driving me…insane," I stuttered as excitement dripped from my engorged big clit.
Liberally, Daddy coated his fingers with lube from the bottle I had in my purse. "Alex, I want you to know this is going to hurt. But, once the pain subsides I think you’ll found it quite enjoyable."
"A girl was made to be penetrated and I so want to be penetrated by you. Just get me really ready first," I replied. My voice was full of excited but mixed emotions.
Daddy slowly fought his middle finger past my sphincter and wormed it all the way into me as my face twisted into a grimace. As he pulled it back I moaned, when he pushed it back in I groaned. Kissing my butt, he comforted me with soft words of adoration and when my body finally relaxed with the single finger inside me, he added another digit.
"Oh!" I squealed and then sighed as he repeated the process of working his fingers in and out of me. When my anus grew accustomed to the twin digits sawing back and forth, Daddy separated his fingers ever wider, stretching my butthole.
At last he seemed satisfied. He kissed my buttock again and said, "I think you’re ready."
I feel the wet bulbous head of his cock as it tapped my butthole. I was glad he had spread some lube on it too. I held my breath and clutched the bed sheet as Daddy slowly penetrated me with his hard cock. Tears fill my eyes and I screamed into the mattress.
"No more…no more…you’re splitting me in half." I wailed and rose up hands and knees.
Daddy paused allowing me to adjust to his girth. He tenderly caressed my back, "Relax Alex, it’s half in…just relax the pain will pass."
Once my screams died down to a whimpers, Daddy gently and softly said, "You’re doing fine. Just think of the pleasure you’ll soon be enjoying…" He drove the rest of his cock inside me then completed his thought through gritted teeth, "…and giving me."
At last I could feel his testicles resting against my taint. I felt full. I blew out a deep breath. Slowly, my body relaxed as the pain grew less severe.
"Your ass is so tight, Alex, it feels so good." Daddy reached underneath me and began to stroke my big clit. It pulsated in his hand and he squeezed it. "Are you ready for me to fuck you now?"
"Yes," I mumbled with anxiety.
He slowly brought his hips back sliding his cock back out of my ass.
"Shh, Shh," I hissed as my sphincter tried to expel it from my body.
Just when his cock was about to fall out Daddy thrust his hips forward propelling it back into the depths of my innards.
"Uh-uh," I moaned when his testicles again made contact with my taint.
Daddy didn’t allow me to rest and quickly reversed his hips until his cock was just barely inside me again, only to push it back into me clear to the hilt. As the tempo of his thrusting hips increased he increased the speed at which he stroked my big clit.
My mind reeled between pain and pleasure then slowly sided with joyous pleasure as Daddy slowly thrust himself in and out of me. I moaned and groaned with elated ecstasy.
"Like that, huh, Alex," barked Daddy slapping my ass.
I squealed.
"Say it," he demanded.
"Yes, Yes," I mumbled as my body rocked in unison with his cock throttling in and out of me.
Daddy smacked my ass again, "Yes, what?"
"Yes, I liked getting fucked by you, Daddy."
He laughed and I could feel his cock jiggle within me. "Good, because I like fucking you."
I screeched as Daddy pulled by hair forcing me to arch my back. Tears ran down my face as he buried every inch of his cock deep into my butt. My ears rang with his blissful bellows as his cum shot into my innards. I reached between my legs lovingly squeezed his balls as they emptied deep inside me.
After he spent himself, Daddy left his still hard cock fully interred in my ass. With light-speed jerks, he stroked my big clit then he viciously slapped my ass. The savage smacking sound reverberated off the walls like a gunshot.
My eyes rolled back in my head as the sharp pain lit the fuse of orgasm, suddenly, ejaculate exploded from my big clit. The pleasurable pain overloaded my senses and I surrendered to the black. I collapsed into the puddle of my own cum.
"Alex, are you with me?" Daddy asked with earnest concern as he patted my face.
I blinked. I was sprawled on my back. My body tingled with gratification, but I couldn’t move anything. I blinked again and the blurriness gradually retreated from my eyes. Slowly, Daddy’s hovering figure came into focus. It took several moments for my breathing to return to normal. Finally I gasped, "That was so intense. I have never felt so much pleasure."
The knowing glint in Daddy’s eye was almost as bright as his smile. He whispered, "I love you Alex, I love you so much."
"I love you too, Daddy." I giggled with a gratified grin then asked, "Did you enjoy your date?"