Your father is taking me to Chicago for a long weekend,” his mother explained.

"Cool. You guys will have a blast.”

“Will you be ok?” she asked, concerned.

“Oh, sure. Is it ok if I go to the movies?” Allen asked.

“Yes. Remember, your curfew is midnight. Not one minute later!” She held her index finger up with a warning wag.

Mrs. McCall kissed his cheek, stood up, and left the room. Allen popped his headphones back on and returned to his thoughts.

Within the hour, his parents had their bags by the door. The pair checked to see if they had their wallets, IDs, and keys. Kevin stood by to see his parents off.

“Are you sure you will be ok, Baby?” his mom questioned.

“Mom, I will be fine,” Allen sighed.

“Tom and Anne are just next door, Karen. They said they would check on him.” Mr. McCall nodded toward Kevin.

“Tom and Anne? I don’t know. Peter, maybe we shouldn’t,” she turned to her husband.

“OK. Let’s go,” Mr. McCall said as he gently pushed his wife out the door and picked up the Samsonite luggage.

Allen waved as his parents drove away and then went to the family room. He turned on the TV and flopped on the couch, where he drank a beer and watched as a beautiful TV model demonstrated how the liquid concealer she used smoothly covered any flaws she had. The commercial triggered something inside Allen, and then he thought about his mom's makeup.

Allen quickly trotted upstairs to his parents’ bedroom. Without a thought, he searched his mother’s lingerie drawer to select a silver-colored bra and thong set trimmed with black piping and lace. He slipped the matching set on and made sure to tuck his small member between his legs. The teen marched over to the vanity and applied concealer, blush, eye shadow, and mascara. He found a shade of dark red lipstick that made his tiny cock flutter. He traced his lips with a pen and filled the remainder with the dark shade.

Allen entered the closet to slip on a pair of silver high-heeled sandals. Standing on his tiptoes, he reached for his mother's honey blonde wig. Strutting over to the vanity, he ducked his head into the wig and flipped it backward. Jennifer stood there in the mirror and admired herself. She quickly combined and styled her hair and headed to her sister's bedroom. She selected a sparkly tank top and a very short skirt from her sister's closet and slipped them on. Jennifer trotted downstairs to the family room, where she popped open another beer and drank several large gulps.

Jennifer scanned the newspaper's entertainment section and tried to decide which movie to see. She would ensure it was on the far side of town if she ran into someone she might know. None of the films listed piqued her interest; she chose a horror movie, thinking a girl alone wouldn't receive much attention. The next showing was in an hour and a half. Jennifer gathered her wallet, mascara, lipstick, and keys, but realized she had no pockets in the short skirt. She darted back upstairs to her sister's closet and chose a small leather purse, where she stashed her items.

She peeked through the blinds to verify no one was outside in the cul-de-sac's dim twilight. After she spied no one, she entered the red Malibu station wagon and raised the garage door. She pulled slowly out of the driveway and heard the door automatically lower. Her heart pounded in her chest and was about to burst as she drove through the early evening traffic. She assumed everyone watched her and knew she was a boy in a skirt. Cars sped by her frequently, and when she stopped at traffic lights, no one paid attention to her.

She drove down a street when a sign leaped to her attention. It read: "Doc's Adult Books and Novelties". Her heartbeat leaped, and she made a bold decision. She pulled into the parking lot to park where her car could not be seen in the shadows of the building. She got out of the car, tugged down on her skirt, held her breath, and went to the door.

When she opened the door, she was assaulted by a pungent smell, some type of cleaning fluid, she guessed. She walked in to see rows of magazines on the walls and in racks. She started down the aisle next to the wall. All the magazines were wrapped in cellophane with covers of large-breasted women and well-endowed men in every sexual position.

"Miss. Miss. Miss!"

Jennifer turned at the increasing voice to see what was happening. A large, older woman sat behind a counter, her glasses on her nose as she peered at her. She waved for Jennifer to come to her.

"Honey, I need to see some ID," the woman said flatly.

"Uh... I..." Jennifer stammered.

"You have to be eighteen to be in here."

"Oh yeah, right," Jennifer answered and thought for a second.

The woman glanced at the girl, then said, "I won't tell. I just want to see how old you are."

Jennifer dug in her purse and handed Allen's driver's license to the woman. She checked the Allen's birthdate and found he was eighteen and handed it back to her. She lifted her newspaper to start reading.

"If you want to go back to the movie booths, you have to buy five dollars' worth of tokens," the woman said.

"I'll take five dollars' worth," Jennifer said quietly.

The register rang, and the woman handed Jennifer a handful of brass tokens. She slid them into her purse and entered the doorway with a sign indicating "Adult Arcade". The doorway led to a narrow, darkened hallway with a series of doors on each side. A small poster indicated on each door which movie was playing behind that door. Moans of ecstasy came from the rooms.

When she entered the hallway, she saw there were two older men; she guessed in their thirties. She squeezed by one man, who turned and left the hallway. The other, a small, balding man, turned away and looked down. She moved past him and examined the movie poster on each door. Jennifer turned the corner and continued to review the titles. A door opened at the end of the hallway, and a very large man stepped into the narrow corridor. Jennifer recognized him immediately. It was her neighbor, Tom Smith.

She glanced up at him and then looked down. She quickly turned and entered the nearest door. The tiny room was lit with a red light bulb, and a bench was on one side, while a small screen was on the opposite wall. She reached up and locked the bolt. She followed the instructions on the screen and slid two tokens into the slot. The movie came on to reveal a dark-haired woman sucking a man's cock. She bobbed her head up and down on the swollen member, licking and sucking it. She messaged the man's balls while she bathed his cock in spit.

Jennifer was mesmerized. She never saw a woman suck a man's cock. The woman would stop occasionally to jerk the man off, then engulf his member again. The actress looked as if she enjoyed it. Jennifer felt herself stiffen. Her hand drifted down between her legs to rub her panty-covered member. She watched the woman's lips slide up and down the large shaft, which caused Jennifer to pull her cock out from her panties. She tried to match her strokes to the woman on the screen. Her breath quickened. It was then she noticed a finger, poking through a hole in the wall next to the bench. It would slide in and out of the hole, but it stopped, only to slide along the bottom of the hole.

Someone was in the next room, and they could see her! Frightened, she covered her softening dick and unlocked the door. Jennifer stepped out into the empty hall to flee down the hallway. Once in the store, she ducked down an aisle, where she picked up a magazine and pretended to examine it. No one followed. She glanced down at the magazine she held in her hands. On the cover was a very attractive showgirl, with large pink feathers in her hair, and she wore a sequined bodysuit, fishnet stockings, and high heels. The title underneath the woman said, "Angel Cake - A Sinful Treat." The magazine was called "Boys Will Be Girls."

She stared at the beautiful woman on the cover. She was so feminine and sexy. But she was a man; a man who wore women's clothing! Jennifer looked at the price and was shocked; the magazine was fifteen dollars.

"I know who you are," whispered a voice behind her.

Jennifer jumped at the sound. She turned and discovered Tom Smith behind her. She was speechless. The big man loomed over her.

"I will be outside," he said, turned, and left the aisle.

Jennifer heard the tinkle of the doorbell and remained frozen in shock. She slowly went to the register and paid for the magazine. She exited the door and turned the corner to go to her car, where Tom Smith leaned against it. Jennifer walked to the Malibu's door and started to open it, but Mr. Smith reached down to take the brown paper bag that held the magazine. She tried to protest but remained silent.

Tom Smith scanned the cover and flipped through its pages. He returned the magazine to the bag and stepped over to his pickup truck. "You need to follow me."

Jennifer nodded and got behind the wheel of the station wagon and followed Tom's white pickup out of the adult bookstore's parking lot. She was in shock as they drove only a few minutes to a small local park where there was a shelter house. Once parked, Tom got out of his truck to sit down in the passenger seat of the station wagon. He took the magazine and examined the cover again.

"What's this?"

"Just a magazine," Jennifer replied sheepishly.

"Hmm-mmm," Tom nodded.

He examined the magazine and the woman on the cover. She was attractive. He flipped through the pages and found that most pictures were in black and white, but they were still sexy. Most of the women had big, soft breasts and long legs; posed provocatively. Tom's cock began to stiffen.

"You into this, Allen?" He asked.

"I...ah…don't know," she said.

He scanned more of the pages and found another model in lingerie, with her hands strategically placed. He was semi-hard now, the woman was so beautiful and sexy. Tom unzipped his pants to wrestle his cock out; a few strokes and it was hard. Tom discovered another model clad only in thigh-high hose and heels, perched on a stool. The big construction worker groaned and pumped his rod.

Jennifer was shocked. Her neighbor was in her mother's car stoking his cock in front of her. She saw other boys cocks in the locker room and even once saw his friend, Jerry Dishinger, jack-off at camp. Here, she watched a man like Mr. Smith stroke his dick; it was unimaginable. His cock was much larger than the man's in the porn clip. It seemed to be thicker too; Tom's dickhead was also redder. Jennifer leaned forward to get a better look.

Tom's lust grew with each page he turned. Sure, these girls had dicks but they were hot with heavy make-up, stockings, and high heels. He closed his eyes for a moment, and he felt something soft. He opened his eyes to find a small hand gripping his cock. He looked at the pretty blonde next to him, her blue eyes locked on his dick.

"Lean back," she said. "And put your seat back."

Tom adjusted the passenger seat and stretched out. His large belly had been hiding most of his cock, now it stood straight up. Jennifer was surprised how big his dick was. She positioned herself to better grip him, and she spat in her hand, then stroked him. Tom moaned; he felt her hand slide up and down his shaft, and precum leaked from its head.

"It's not wet enough," she thought. She spat directly on it and moved her hand up and down his shaft. Her spit helped for a moment, but it wasn't enough to lubricate his entire length. When she played with her cock her saliva had provided plenty of lube but it didn't work on Tom's.

She pushed her hair back and leaned over his dick. Tentatively, her tongue snaked out to lick the tip, then the entire head, while she held his cock's shaft with both hands. Tom looked up at her and moaned. Jennifer smiled at his pleasure and opened her mouth and lowered it down onto his cock. She wasn't prepared for the heat of his cock. She pushed spit into her mouth and raised her head up and down. Tom groaned.

She lifted her mouth off and undid his jeans, and raised his shirt over his ample belly. Tom adjusted his position so he could watch her better. A man's smell came up from his pubic hair, which didn't turn Jennifer off but excited her. She mimicked the porn actress and began to lick and suck on his shaft. She nuzzled his hairy balls and bathed them with her spit. She removed a hair from her mouth and went down on his cock again. Her drool slid down the thick member, and she pumped the base.

The big man couldn't resist and held the blonde head while he pushed his cock deep into his mouth. His tranny neighbor took the entire length but gagged and pulled back off. The boy looked like a whore with strings of saliva linked from his mouth to Tom's cock; Tom was dripping from his spit.

"Come on, babe. Finish it," he told her.

With that command, Jennifer leaned and engulfed his rod. She licked, kissed, sucked and stroked his cock. She imagined she was the actress in the movie with men sitting in booths watching her suck a man's cock. They all wanted to be with her; to have her suck their dick. Her member became hard at that thought. Her cock stretched the sheer panties and wet them with precum.

Tom struggled not to cum. It had been a while since he had his dick sucked. His wife didn't seem to want sex anymore. He was used to jerking off in the garage or basement to the girls in biker magazines. Now, this boy dressed as a hot girl was giving him a great blow job.

At first, when Tom saw him through the doors of their house, Tom thought it was Karen, the mom, then he believed it was Marsha, the older sister. But something wasn't right when he thought about it. The person he saw was smaller and thinner than the older sister and didn't have the boobs Marsha had. "Man, does she have big tits," he thought. Tom looked down at the boy dressed in his sister's clothes and wondered. He reached out and pulled up her skirt. He wore a shiny, silver thong that accented his perfect ass cheeks. They were small, firm, and creamy white. He reached out with a massive hand and gripped an ass cheek.

"Oooh, Tom!" Allen said in a girlish voice.

That was the trigger. Tom pushed his cock deep into the boy's mouth and blew his load. Ropes of hot cum poured out from Tom's large dick. Surprised by the salty liquid, the boy pulled back; the strings of cum striking his face. Allen kept his hands on the shaft and pumped, producing more thick, sticky, cum.

"Oh shit!" Tom cried out and pushed against the car floor.

"Yes!" Shouted Jennifer and she stroked the large cock furiously.

Waves of ecstasy poured over Tom with each stroke. The feelings were too intense; Tom reached up to stop him. Allen looked disappointed when the older man pushed his hands away. "Babe, you have to stop. No more!"

"Was it good? Did you like it?" Jennifer asked.

Tom chuckled, "Yeah, babe. It was great."

"It's Baby."

"What?" Tom panted.

"My mom calls me 'Baby,'" the crossdresser explained.