Second Date with a T-Girl

"They were approaching their second date and the anticipation was scorching hot."

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Kay couldn’t believe she had sent that message to Daniel. She had agreed to a second date and all because her tiny brain at the end of that thing in her panties got aroused at the thought of an anal-virgin, part-time crossdresser. 

The fateful Friday night arrived too soon, though she had to admit, that Daniel had spiced her life up throughout the week despite her thoughts slowly turning to another online acquaintance that she had connected with only two days previously. Stacy, as her name was displayed was also transitioning and from the pictures she had been privileged to view, Stacy looked every inch the feminine girl that Kay had been looking for.

The trouble was, Daniel was a nice person and she liked him, especially when he wore stockings. His long legs and pert bottom were rather fetching when cased in silk.

During the week, Daniel had the effect of making Kay ever hornier whenever they spoke. It wasn’t cyber-sex as such, just a description of what he would do under certain circumstances. He would often make them up out of the blue and it would start with a message ‘Can you imagine…

At that point, Kay would just type back telling him to go ahead and imagine for her. Daniel did exactly that, and to a very high standard.

The bathroom sink unit was a spectacular hour-long episode when Daniel just rattled off how it would all come about and what would happen. All Kay had to do was close her eyes and imagine the scene that he painted with his words. Daniel was good with words. The actual description of the bathroom sink wasn’t all that long; what extended it was the interjections that Kay threw back at Daniel, the impossibilities and general oversights. Still, Kay was aroused at the way he spun a tale.

The bathroom sink was one where she masturbated, a bit like the shower scene that he also enthused about, but the bathroom sink one was slow and sensual. The build-up was wonderful.

Daniel had Kay standing by the bathroom sink in the early evening getting ready to go out on a hot date. Somehow, the hot date got into the house and watched her wash at the bathroom sink from the open door. There was a lot of discussion around that issue, but the story continued nevertheless. The hot date would then walk up towards Kay and put his hands on her shoulders. She would sigh deeply and then arch her back at his sensuous touch. His hands would work their way down to her waist and squeeze her bottom. The date would tell her to put her cock and balls over the edge of the sink where the water flowed out of the waterfall tap in the hope that it would splash onto her cock.

Kay closed her eyes during that suggestion and she could see herself at the sink lifting her balls over the edge of the cold porcelain. She could feel the hot water splash over the end of her cock.

The hot date would then coat both of his hands in soap; lathering them up until they were sticky. One hand would circle Kay’s cock and stroke it, all the while whispering in her ear about how nice it felt and how he liked the way it responded.

At that point in the story, Kay actually started to stroke her cock getting it nice and ready; especially as she surmised where this was going to take them.

The hot date then whispered into Kay’s ear about what he should do with his soapy fingers. Kay, of course, said nothing, preferring Daniel to continue with his storyline. One soapy finger did indeed find its way into her backside as the hot date’s other hand tossed her cock off over the sink; the end of which was being covered with hot flowing water.

Then the hot date suggested she squeeze some toothpaste onto his hand which she did. This was something Kay had never done, but since Daniel’s story, it had been something that she did almost every morning before going to work.

The toothpaste was wetted in his hands and before it had a chance to dissolve it was smeared over Kay’s cock and balls. The heat rose. Kay could feel her balls glow with the heat but it didn’t get too hot, not burning hot like deep heat. No, this was a pleasurable heat that spread through her cock; warming her. Daniel tossed her off over the sink while his finger wiggled in her back entrance.

The obvious happened, of course, the hot date suggested that something hard should replace the finger. Daniel described the action of the dropping of the hot date’s trousers and the pulling out of their cock that nestled into the crease of Kay’s bottom. The newly released cock was coated in soap and like a homing missile nudged and pushed at the little star that was preventing it from going further without a little force.

At that point in the story, Kay remembered masturbating while pushing her bottom back on the chair that she was sitting on. At one point she almost thought of taking the laptop into the bathroom, stripping naked and doing all those things that Daniel was suggesting but it was just too much effort.

Daniel described the dirty act of the hot date pushing his cock inside Kay’s eager bottom. His soapy hand circling her waist and pulling her back from the sink while the other toothpaste smeared hand sucked at the end of her cock. The hot date fucked Kay’s bottom until she moaned and groaned out of the sheer pleasure.

In her mind, she imagined a wonderful sensual experience of being fucked and tossed off at the same time. It was the sheer heat of all the elements that made her sit in the chair, read Daniel’s words and concentrate on her orgasm.

Daniel described how the hot date was constantly whispering in her ear about what a tight little gurl pussy she had and how he wanted to eat her cum; constantly telling her how she should inform him when she was about to cum.

Kay did just that. She told him Daniel was about to cum; typing with one hand into the message box.

The hot date then described how he had pulled his cock from her arse and turned her around, sank to his knees and while tugging at her cock in the direction of his face aimed her spunk towards his mouth until the first jet spurted over it. The hot date then sank his mouth over the end of her sensitive knob and sucked and swallowed until she was empty.

Kay’s sperm ended up over her panties, some splashing on her stomach. One leg was propped up against the table while the other was shifted to the side of her chair. She lifted her bottom off the chair several times during her bouts of spurting.

Daniel was proud of himself when she told him what had happened and even Kay admired his skills with all those lovely words that he used. After they ended the conversation she immediately went to the bathroom and spread some toothpaste onto her hand. She looked at it and was about to massage it into her balls when she pulled away, scared to do it in case it hurt more than Daniel had described. She let some hot water flow onto the paste and then with gritted teeth did the act. It was fucking hot. Not in the sense of burning, though there was a little, but in the sense of a spread of warmth that flowed over her cock and balls. Kay decided it was fucking hot and a bus ride to work in the morning with that feeling of heat spreading through her groin just had to be experienced.

The shower story was just as delectable, at least in Kay’s mind. The story started with Daniel finding himself spending the night at Kay’s; this was pure fantasy by the way, but in the morning, or so the story goes, Kay and Daniel found themselves heading to the shower at the same time. Kay giggled to herself when Daniel told of the way he pushed her against the wall, circled his hand around her body until it grasped her cock and whispered in her ear, ‘Your ass first or mine?

She remembered her retort at the time. ‘Your ass.’ The shower was one of Kay’s favourite places. She loved the stream of hot water on her body, that normally teased her tiny titties and rampant cock. She would often put the showerhead on a setting for a central jet and direct it against her balls and cock and her ass. Yet having someone else in the shower at the same time was one of her biggest fantasies. She didn’t care who they were as long as they were naughty.

The ring of the doorbell brought Kay back to the present; leaving behind her memories of the last few days. She answered the door to Daniel.

His body language was effervescent. He immediately hugged Kay, pulling her close and almost sweeping her off her feet. He stepped back and kissed her full on the lips and only then did he present her with a small bunch of flowers that she had seen go whizzing past her head moments earlier.

It was so sweet of him to do that, she thought. The four pounds and ninety-nine pence price tag from the local supermarket was still on the plastic wrapping. But it was the thought that counted. She quickly put them to one side and as they chatted, she prepared a vase of water to hold them.

The meal went well; the conversation was easy and amusing. Nearly two bottles of wine were consumed before they retired to the sofa where the kissing and touching started. Daniel pushed his hand down Kay’s top and started to fiddle with her nipples. She responded by kissing him and they both then slid down the slippery slope together. It was easier for Daniel to get to Kay’s bits because her skirt allowed easy access and so most of the sexual pleasure was one-sided. Kay wasn’t complaining in the slightest, though she did rub Daniel’s stiffy over the top of his jeans.

Kay stood up. It was to give Daniel a bit of a dance, a striptease of sorts but the only thing that needed to come off was her top and skirt, there was nothing else left to drop to the floor. In the end, she confessed that she needed the toilet and left Daniel on the sofa. She was hopeful that he’d be naked when she got back because he had fired up her desire to take his virgin ass.

Daniel was missing when Kay came back from the loo and so she went on the hunt for him. In her head, she played a game of hide-and-seek, but she knew that the only other room in the house he would occupy was the bedroom.

The sight before her was both exciting and amusing. Kay didn’t need to touch her cock; it had already sprung back to life, her eyes feeding on the luscious and depraved Daniel that lay on the bed and the smile on her face was fed by the sound coming out of his phone.

The chorus of the Squeeze song started up… Take me I’m yours ‘cos dreams are made of this.

It was apparent that it wasn’t the proper song but a mix he had made for this purpose.

Daniel was on all fours on the bed. His hands splayed wide, gripping the edges of the bed. His chest was prostrate and his head buried in the pillows. His gorgeous and shaved cock and balls hung from his slightly splayed legs and his ass – his ass had already been lubricated with clear gel from the tube that lay next to him.

She walked slowly towards her goal, her cock hardening with every step. Kay swallowed hard. her eyes watching him in case he made a sudden move. She crawled onto the bed and reached out with her hand. Grasping his cock she tugged on it before caressing his ball sack. He was just as hard as her and he felt just as needy. Kay edged towards him. She didn’t need to take hold of her cock, it seemed to know the way to his virgin ass and was just at the right level for her.

“Do you really want this, Daniel?”

He just grunted into the pillow.

“You want my cock up your virgin ass?”

“Uh-huh.” She was hoping he would affirm her wishes.

“You want me to push this inside you?” Kay’s hands came upon his hips. She couldn’t resist it, the temptation was too great.

She spanked his arse hard on his right cheek. Daniel yelped but kept his position on the bed. Her eager cock leaked as she let it loose on his bottom. It rested close to Daniel’s little star but then slid upwards and along the crack of his backside. Kay pulled back to reposition it. A glint in her eye and a smirk on her face. She applied a small amount of pressure just to get it started. Her eyes opened wide as it started to sink into Daniel’s asshole; his little cunny that he so desperately wanted to get filled.

The sensation of her knob prising open the hole brought an immense amount of pleasure to her and a large grin on her face. Before she pushed in she wanted to ask whether he was certain it was a virgin hole, but that would have been improper and impolite, so she refrained. She wouldn’t put it past him to trick her though.

There was no rush. She inched it inside, always listening out for the moans and groans or even the instruction to stop. Her hands grasped his hips tighter and she pulled them back towards her until she was all the way in. She adjusted her knees, swayed from side to side. She sighed out loud at the feeling of his ring tightening on her cock. Kay pulled back and thrust in a second time. All easy-going at first, but in the back of her mind, she knew that she was going to wreck his arse until she spurted in it.

Soft moans started to emerge from the pillow. Her thrusts were slow but steady as she savoured the feeling along every inch of her cock. Now and then she would pull him closer to her on her inward stroke; shuffling her knees forward at the same time. The urge to get in deeper was growing on her. Her body leaned slightly over his, which in turn gave her the stability to fuck him hard. She started to speed up and Daniel groaned louder and more frequently.

“I’m gonna fucking take this ass,” her words shocked him, he could tell they came from between gritted teeth as his ass was being pounded two strokes to the second, so fierce was it that Daniel’s body slumped to the bed but kay quickly adjusted herself to lie on top of him so that her fucking was uninterrupted.

“Such a lovely ass,” Kay moaned into his ear.

Daniel let out a few loud gasps and then turned on her.

“Come on you fucker, let me have it. All of it. Hard and fast.”

Kay thought she was doing him a favour by taking it gently but hearing his words only made her speed up, grasp his hips hard and fuck her cock into him. She straightened her body and pulled his hips back to meet her forward thrusts.

“Fuck you, you bastard,” she shouted as she spurted deep in his bottom. She pushed all the way in and held it as deep as she could, allowing her sperm to ejaculate into his depths. Unbeknown to her, Daniel had already soiled her sheets when he slumped onto the bed.

Kay held herself inside his bottom as she squeezed every last drop out of her wilting cock. The raspy conversation highlighted the fact that they both enjoyed it immensely. Kay eventually rolled off Daniel. She searched his eyes, he was too quiet and she knew he was planning something but she didn’t know what. She reached under his body and smiled when she found the wet patch.

 “So,” Daniel eagerly announced, “am I staying the night?”

Kay shook her head.

“You can’t, I have visitors arriving tomorrow, friends.”

Daniel thought it was a bit of a downer but Kay didn’t feel it was right to stay the night on a second date, though that shower scene story nearly swayed her decision.

“Well, thank you so much for tonight. At least it’s one off the bucket list,” he smiled and leaned in for a quick kiss. It took another hour for Daniel to reluctantly start to dress and make ready to leave.

After Daniel left her house, Kay headed for the shower only to be diverted towards the laptop as it beeped at her as she walked past it. Apparently, it hadn’t been as idle as she thought it had been. She opened the lid in the hope that Stacy had left a message for her but was disappointed that it was from someone else. She started to close the lid but noticed a star in the notifications at the top of the screen. She opened it.

Stacy has shared a private folder with you. Why not say thank you?

Kay clicked on the link that took her to Stacy’s page and waited for the thumbnails to fill in. Her jaw dropped open at the quality of the images and the erotic nature of Stacy’s poses; the girl took erotic photography to a whole new level and Kay swiped from one image to the next, each one sexier and hornier than the previous. By the time she was halfway through the sixty-odd images, her cock was hard and she found her other hand circling it and giving it a quick tug.

If only? She thought. But she knew there was no way a feminine T-Girl like Stacy would be interested in her. Right?

The Messenger App suddenly burst into life and a new message popped onto her screen.

Hi – I liked your profile – got time for a chat?

Hell, it was only eleven-thirty; of course Kay had time for a chat. She started to type a response and then stopped when her concentration was taken by an image she had clicked on in the background that showed a profile shot of Stacy in white lingerie with her cock spurting over her beautiful tits. The photographer, whoever it was, had captured the spunk mid-air as it arced over her suspender belt and the tops of her panties that were pushed to one side. The caption read: Catch it if you can. There were loads of comments from all types of people informing her of what they would like to be doing to her at that point in time; none of them was decent.

Kay typed her response – hoping! Hoping she would be the one to catch it.

Published 4 years ago

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