Danielle's Diary: A Casino Run and A Dinner Date

By Danielle Stefani

Published on Jan 15, 2024

Transgender

DISCLAIMERS: -This story involves sexual situations between one or more cross-dressers and/or other adults. All characters are 18 years old or older, regardless of role, costume or apparel choice(s).

-Any similarity between characters/institutions in this story and real world entities is wholly coincidental.

-The author takes no responsibility for the legality of this story in your locale. The responsibility is your own and by continuing to read, you accept this responsibility.

DO NOT repost/link to any of my stories without my prior written permission.

Now, please enjoy yourself!

Danielle's Diary

The Amorous Exploits of a New Jersey T-Girl


Episode 1: "Vacation in Atlantic City!

Chapter II: Check-In"

by DanielleStefani997@yahoo.com

Copyright(c)2023 Danielle Stefani, All Rights Reserved

Day 1, Continued:

Daniel arrived at the hotel slightly after 12:30, no worse for wear from his, Danielle's, earlier adventure on the train. Wider at the bottom than at the top, The Starr was a rectangular-shaped building with the longest sides being concave and sloping upward. The wider floors housed the lobby, casino, numerous conference rooms as well as restaurants and shops. The 50-story hotel was a grand, white concrete and glass structure that had been built on the old site of the Midtown Motor Inn. The hotel ran from Pacific Avenue to the Boardwalk and from Indiana Avenue to Martin Luther King, Jr Boulevard. He paid the taxi driver and grabbed his bags; walking up the long, majestically-styled staircase into the building, he entered the bright, spacious lobby. This early on a Sunday, there weren't many people about as they were out on the boardwalk or the beach. He saw a few of the bellhops either sitting in the reception area or conversing behind the large counter. He once again thought about his damp panties; the result of his exciting activities on the train. Looking quickly, he needn't have worried, there were no wet or damp spots that might give away that he'd dampened his undies in pee just an hour earlier.

Approaching the counter, he saw a 30-ish, sandy-tinted haired man shuffling some papers. Putting his bags on the floor, he pulled out his wallet; looking up, he read the man's name was Scott and heard him say pleasantly, "Good afternoon. Welcome to The Starr, how can I help you?"

"Hi, I have a room reserved for the week," he answered, handing the man his I.D. and credit card, "under the name Stefani".

"Thank you, sir," he said, typing in Daniel's name into his terminal. "Yes, you're here and your room is paid in full, but check-in isn't until four," he said sympathetically, handing Daniel his credentials.

"Oh, I'm sorry, I thought it was noon."

"No need to apologize," Scott said, smiling slightly. "You can check your luggage and visit the casino or stroll on the boardwalk. Or," he said, gesturing toward the many unoccupied seats in the lobby, "you could relax in the lobby until check-in time. I realize it's a bit over three hours, but it should be rather quiet in here."

"Um, okay, I think I'll do that. I can still check my bags?"

"Yes, of course," Scott answered as he signaled for a bellhop with a wave of his hand.

"Okay, I'll just need a couple things..." Daniel said as he bent down to open his backpack.

Grabbing the two items he wanted and zipping up the bag, he stood to see a handsome young man in his mid-20s standing by him, smiling gently. "Hi, I'm Jason. Let me take those around for you." He had a soft, melodic voice. She thought he might be gay.

"Hi, um, thanks," he said, blushing slightly.

Jason carried the two bags around to the staging room behind the counter and Scott attached numbered tags to each bag. Coming back toward the counter, he handed Daniel a similarly-numbered stub. "Just claim your bags when you check in."

"Thank you," he said, tucking the tag in the paperback he was carrying. "What's the wi-fi availability? I have my iPad with me."

"Standard-speed access is included with your room price. High-speed access is available for $12.95 per day. Did you want to subscribe for high-speed for your stay?"

"Please."

Scott tapped a few keys and handed Daniel another stub. "Here's the network name and your access key. It will expire at check-out, unless you cancel one day beforehand."

"Thank you."

Daniel looked over and nodded gently to Jason and got another soft smile from the young man then turned and walked to center of the lobby which had numerous easy chairs and lounges in a sunk-in area. Stepping down the few steps he picked a particularly comfy-looking single-seat chair and settled down on the soft cushion. Kicking off his sneakers he powered on his iPad and waited for it to boot up. Moments later, he signed in to the hotel's network and began surfing the 'net.

For over an hour he went through various websites; reading stories, viewing pictures and even watching some videos. He had settled nicely into the comfortable chair, so much so that even at one point, he tucked his legs under himself, oblivious to the glances and snickers toward his girlish pose from the few patrons that passed through the lobby. Sometime later, his concentration was broken by a voice close to him.

"You look comfortable."

Daniel looked up and saw Jason standing by him. He smiled and said, "Yes, this chair certainly is comfy. Wish I had one at home." They both chuckled.

Jason stepped closer and held a cup down to Daniel. "I wasn't sure what you might have wanted, so I brought you some tea."

"Thank you." He smiled. Sipping the hot liquid, he looked up at Jason and saw that he was definitely a man that Danielle would enjoy a lengthy love- making session with. Standing just over six feet with a sort of lanky build topped with neat, wavy brown hair, he carried himself well and was very pleasant-mannered.

"Well, as you can see," he said gesturing to his nametag, "I'm Jason. I've got a few minutes break, I hope you don't mind if I join you."

"It's nice to meet you, Jason," Daniel said holding out his hand to shake Jason's, "I'm Danielle-" He gasped and tried to take his hand away, closing his eyes and blushing deeply. "Oh, my God," he whispered, hanging his head. "I-"

"It's okay," Jason said, sitting on the arm of the chair, still holding Daniel's hand. "If you don't mind me saying, I did notice your bra when you bent down to open your backpack. And you do look cute sitting that way. Very feminine." His smile was warm and friendly, not demeaning in any way.

Daniel whispered a 'thank you' as he looked about the lobby. He exhaled with relief when he saw there was no one else in the lobby, save for Scott, but he had his attention buried in his terminal, so they were effectively alone at this point.

"I'm sorry, I'm not usually so careless. God, I'm so embarrassed."

"Don't be, it's okay, really. It's a pretty name, I like it."

"Thank you," he said, blushing.

"And I did notice you checking me out," Jason said with a chuckle.

This made Daniel blush even more, but he did manage to speak in a normal tone of voice, "I'm sorry I was so obvious. I guess I get carried away sometimes."

"It's okay, I find you rather attractive as well. I would like to get to know you better, Danielle."

This surprised Daniel but he liked it and smiled at Jason.

"I have about 20 minutes left of my break, can we sit together?"

"Um, yes, of course," she said.

They moved to a multi-seat lounge and Daniel blushed once again when Jason requested that Daniel sit as she had on the easy chair. Jason sat down on the lounge next to Daniel, her knees brushing lightly against Jason's thigh.

Daniel began, "I hope you don't mind me saying, I love your voice. It's lovely, almost musical."

"Thank you," he answered. It was Jason's turn to blush. "Something I inherited from my mother."

"I know how that is, my mother is beautiful, in many ways."

"I can see that in your appearance," he said, making her smile warmly. "How long have you been 'Danielle'?"

"Several years, since my late-teens, mostly in private. I started with just panties and progressed from there. I'm glad I did, I feel content."

"I understand," he said.

"Although I know it probably doesn't look that way since I'm not as 'out' as you are. I'm still bothered by people's negativity. I was hoping to spend this vacation entirely in feminine mode."

"Well, you should be who you really feel you are. I try not to let other people bother me. Being a gay man in America is a lot easier today than it was for gays ten years ago. So how did you come up with your name?" he asked, smiling softly.

"Oh, that is a long story," she chuckled, brushing her fingers lightly over his. "When I started dressing, someone I was chatting with online suggested that if I was going to be taken seriously as transgender, I had to have a feminine name."

"Makes sense," he said, caressing her hand in return.

"It must have been something that was sub-conscious, because it didn't take long for me to pick my name," she said, temporarily removing her hand from his to hold up the paperback she had with her. "She's my favorite author."

"I should have seen that," he chuckled. "It was a very nice choice. The name suits you."

"Thank you," she said, placing her hand on his thigh, under his caressing hand.

"Middle name?"

"Elizabeth."

"Sweet. It's a very pretty combination."

"Thank you," she said, blushing.

"Took the name from a family member?"

"Nope."

"Then my next guess would be singer or movie star."

"That's right. One of my favorite classic-era actresses is Elizabeth Montgomery. My Dad loved her, too. She was so beautiful."

"Hmm, yes, you are right about that. So your full name is Danielle Elizabeth Stefani. It's got a nice ring to it...it suits you."

"Thanks, honey."

"Are you 'out' to your folks?" he asked.

"No, that would be a major undertaking."

"I know how that is."

"So, where do you call home?"

"Atlantic City," he chuckled, holding up his hands in an all- encompassing gesture. "Well, I do have an apartment here about twelve blocks from the hotel, but my hometown is in Pennsylvania, a town called Willow Hill."

"Sounds nice."

"It is, especially if you like a small town situated in almost the middle of nowhere. My parents moved to Barnegat Township a couple of years ago, so I'm not sure I'll be going back to Willow Hill any time soon."

And for almost 15 minutes they exchanged more small talk, adding some other personal information about each other as well as more soft caresses as they occasionally touched their fingers together. And she frequently glanced down at his lap, to see if she could get any indication of his endowment. Not that size mattered to her; she just found it fun trying to guess. She wasn't certain of his size, but she was certain he was hard. And she did everything she could to resist reaching out and caressing him through his pants.

"I have to get back, Danielle," he said, rising off the lounge. "I'll come get you when it's time to check in. And I'll be happy to carry your bags up for you," he said smiling. She smiled to herself as she noticed the faint outline of his cock in the front of his pants.

"Thank you, Jason," she said, looking up at him, again lightly interlocking her fingers with his.

And for the last hour leading up to check-in time, Danielle spent some of her time gazing inattentively at her web browsing and some of her time stealing glances at Jason, who she'd seen on more than one occasion stealing a glance toward her as he did his bellhop duties.

Sometime later as she was in the midst of a daydream, she felt a soft pressure on her shoulder. She shook herself and looked to see Jason bending over her. "Anybody in there?" he chuckled.

"Sorry."

"Check-in time."

"Thank you," she said, reaching down to slip her sneakers back on her feet.

Daniel went up to the counter where Scott was waiting to process the room. After a few moments and a few key presses, Scott handed Daniel a plastic card. "Here's your key, room 2939."

"Thank you."

"Enjoy your stay. If you need anything, just give me a call."

"Thanks," Daniel said, smiling gently.

A moment later, Jason came out from the luggage room with Daniel's bags and headed for the elevator. Daniel followed his lead into the small, enclosed car. Jason pressed '29' and the doors closed quietly.

The ride was uneventful; Daniel wanted to reach out and hold Jason's arm, but knew there was a camera in the elevator and didn't want to do anything that would get him in any trouble. A few moments later, after walking through the quiet corridors, they were standing in front of room 2939.

"May I?" Jason asked, holding his hand out for the key.

"Please."

Jason took the plastic card and slipped it into the slot above the doorknob. A second later the small LED above the slot turned green and Jason opened the door and allowed Daniel to enter first.

As the door closed gently behind them, Daniel walked into a spacious room with beige walls and a king-size bed in the center of the room. A few small tables and chairs were interspersed around the room to give it a comfy, almost homey, feeling. Jason put the bags down near the tall dresser and went to the window and opened the curtains. Although the room didn't directly face the ocean, the view was no less spectacular: Daniel saw the boardwalk fade into the north with the city on its left and the crystal-blue sparkling water of the Atlantic Ocean on its right. He kicked off his tennis shoes and pulled off his socks, enjoying the softness of the coffee-colored rug on his feet and toes. He looked at Jason when he felt the young man's hand brush his forearm.

"Pretty toes," he said, smiling.

"Oh, thank you," she said, blushing. Even after all his earlier compliments, she still managed to blush at each one.

"Well, as Scott mentioned, Danielle," he said as he started toward the door, "if you need anything, just call."

"Wait, your tip, honey," she said, as he turned to face her.

"It's ok, you don't-"

He was cut short as she quickly pulled off her blouse and shorts, standing before him in just bra and panties. She took a few steps toward him as he looked her over from head to toes. He then noticed her discolored panties.

"Did you-"

"I...had an accident on the train," she said, embarrassingly.

"Oh."

She wasted no time getting on her knees in front of him and quickly opened his pants. His rapid breathing told her that he was highly excited, but his hard cock springing out of his boxers reinforced that fact. She had opened his pants so that only his cock and balls were accessible; she didn't even pull the slacks over his ass. Still grasping the front of his pants by the waistband in her clenched fists, she pulled him forward, causing him to shove his stiff cock in her mouth. He gasped aloud as she gagged on the head of his cock. She used her handhold on his pants to move him forward and backward to get him to pump her mouth; he reached up and took her head in both hands and followed her wordless instructions.

There was an intensity between them, an immediacy. An immediacy for him as she knew he had very little time and she sucked and slurped and rubbed her slick tongue all over his leaking cockhead, feeling his precum ooze into her mouth. He held her head and pumped her slick mouth, making her gag as she clutched his pants tighter. Her eyes watered as she felt his cock tighten as he continued to pound her sore throat.

She had no warning of the torrent of cum; most guys announced that they were cumming. He didn't. He grabbed her hair roughly in his strong grip and thrust his cock one final time. When she felt the first spray of sperm hit the back of her throat, she gagged violently. Pulling her mouth back, she nearly spilled the cum that had built up in her sloppy mouth. But not wanting to get anything on his uniform, she managed to suck his seed back in her mouth and swallow, feeling it slide down her throat to her tummy.

He continued to gasp with each spurt of hot semen from his cock. He spoke no words. None were needed. All that was needed was for her to relieve him; all that was needed was for him to fill her belly.

With the last few pulses of his cock, he mercifully let go of her hair; it hurt at the roots where he'd held her, but she would not complain as she knew it was a result of their passion. She also enjoyed it.

"Shit, that was intense," he breathed. "Thank you."

She moaned around his cock in acknowledgment.

"I have to go, baby."

Taking one last suck on his 7-inch cock, she finished up by licking and kissing it a moment longer. He patted her head sweetly and then tucked himself back in his trousers as she stood up on unsteady legs.

"What time do you finish work, honey?"

"Seven," he said, fastening his belt and smoothing out his uniform.

"Join me for dinner? I'm looking forward to trying room service."

"That would be great," he said, kissing her before turning for the door.

"See you then," she said sweetly, waving to him as he turned one last time to look at her standing there in the middle of the room, illuminated beautifully from behind by the light of the window, in bra and panties, licking her lips.

The door closed behind him and she turned and went to look out at the ocean and surrounding vicinity.

Fifteen minutes later she took out several bath items and walked slowly into the bathroom.

Putting her things on the rim of the tub, she turned the water on full, setting the temperature somewhere between hot and unbearable. She set a towel on the floor so she wouldn't slip when stepping out of the tub. Unhooking her bra and dropping it to the floor, she felt the need to pee. As the room filled with steam, she walked over and pulled her panties to her knees, sitting on the toilet. Ready to go, she had a sudden urge. She got off the toilet and pulled up her panties as she went over and stepped into the tub. Standing at the opposite end from the shower spray, she closed her eyes and let go. She felt the golden, hot liquid spread around her cock and recently-shaved-bare pubic area. She moaned at the eroticism of it. As her cock streamed piss into her panties, the pink fabric turned a deep yellow tint as the fluid leaked out of the crotch of her panties. She gasped as she watched the urine trickle down her thighs and legs, pooling momentarily around her feet. She wiggled her toes to feel her warm piss squish in between them before the liquid flowed into the water that ran down the drain.

The act of pissing herself was so intense that she began to get hard as soon as the flow of urine stopped; the resulting arousal reminded her that she hadn't cum all day. Pulling off her panties and leaving them at the end of the tub in a wet, yellow mess, she reached for the shower pouf and stepped into the hot stream of water, dousing her head and soaking her body. Pouring a generous amount of body wash on the pouf, she lathered herself from head to neck, front and back, the silkiness of the soap tickling her cock and bringing it to its full hardness.

Clutching the pouf in her left hand, she gently ran her right hand over her shaved balls, feeling the ball sack tighten from her soft caresses. Moaning gently, she closed her eyes and moved her hand to her aching cock. The lather from the body wash gave her hand the slickness it needed to bring her to a higher level of arousal. She first teased the head, circling her fingers around the crown and across the slit. She then closed her eyes and began a steady rhythm of stroking, from base to just under the head. Up and down she stroked, occasionally stopping to caress her balls, but just as quickly returning to pleasure her hot hardness.

Thinking about the men that used her earlier in the day made her gasp and moan. She thought about the domineering Dennis; the way he humiliated her and used her without a second thought. She thought about the affectionate Eduardo; the way he caressed her head while she sucked his cock and the way he lovingly kissed her afterwards. And she thought about Jason; his sweet demeanor and the possibilities that lay ahead for them both. She thought about each cock, its length and thickness and its taste and texture.

She jerked her cock steadily; her breathing got heavier and her stroking became quicker as she flashed through her mind each man and his cock and how they used her. Images and memories played in her head as she dropped the pouf and used her middle finger to poke her puckered asshole. As she inserted the stiff finger, her mind moved on from reality to fantasy. Although it did not happen, though no less exciting, she imagined each man taking her, in turn, and using her tight fuckhole for his pleasure.

She imagined Dennis, making her get on her hands and knees, and fucking her senseless; using her as he would a cheap whore and dumping his cum in her insides. Sticking a second finger in her hole, she imagined Eduardo having her on her back, her legs around his waist, as he made love to her; hearing him profess his love for her as he ejaculated in her, as much as he would if he was trying to make a baby with her. She felt the precum flow freely as she imagined Jason, laying on her bed as she bounced fast and hard on his gorgeous cock; feeling him grip her hips and then thrusting as far as he could as he shot his sperm in her bowels.

But it was what she imagined next that sent her plunging into the abyss of ecstasy. Moaning loudly, as her precum mixed with the soap to make a slick mixture, she stroked her cock and finger-fucked her asshole rapidly. She imagined all three men, naked, standing next to the very tub where she now stood. She envisioned them pointing their cocks at her as she sat demurely in the tub in white lingerie, stockings and heels; her eyes never looking up beyond their cocks. Suddenly, simultaneously, she saw all three cocks erupt with hot piss, soaking her lace nightie, tingeing it yellow . She visualized looking down at her reclining body to see them aim their piss streams and cover her panties, stockings and heels in their emissions; turning her stockings from a virginal white to a whorish yellow.

Imagining herself soaked in their piss sent her body into a frenzy as she gasped loudly and fired rope after rope of hot semen down into the tub. Her eyes still clenched tightly and her breath held deep, her cock pulsed and spat as she felt her anal ring clench her thrusting fingers in cadence with each ejaculation. Her sperm eventually oozed out as she gasped for air, coming down from an orgasmic high she'd rarely felt often. She leaned against the shower wall, releasing her sensitive cock and letting her fingers slide sloppily from her asshole.

Between the time she spent on her knees sucking Jason's cock and the force of her orgasm, her knees began to weaken and she sank down into the tub, eyes closed, panting heavily. She leaned back on the wall as her legs tingled from the combined strain. The water continued to cascade down on her and splash on her thighs. She felt it tickle as it flowed through the slight space between the tub surface and the crack of her bare ass. Catching her breath, she opened her eyes and saw that some of her cum still remained on her pretty polished toes. She smiled to herself as she felt a slight tingle in her cock, thought it didn't even get semi-hard, as she was too worn out.

When she began to feel chilled, she got herself up, quickly rinsed and turned off the water. Getting out of the tub, she gave herself a half-hearted drying off and went back into the room and picked up the phone by the bed. She dialed the front desk as she sat, naked, on the comfy mattress.

"Hi, Scott? I'm good, no, the room is very nice...could you wake me in an hour, please? Thank you."

Placing the phone back in the cradle, she laid back and stared at the ceiling for a moment. Just before she fell asleep, exhausted, she realized that Scott had addressed her on the phone as 'Danielle'.

To be continued... :)

Look for it, coming soon!

Thank you... :)

Please drop me a line anytime! Hugs and Kisses!

Here are the stories in Danielle's Universe:

Episode 01: "Vacation in Atlantic City!"

  • I: The Train Ride to Atlantic City(Day 1)

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Next: Chapter 3: Dinner by Starlight


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