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Dani, The New Neighbor

"A crossdresser goes all out for a relaxing day at the pool. A voyeur neighbor likes what he sees."

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Author's Notes

"This is the beginning of Daniel's adventures as "Dani"."

Daniel sighed heavily as he walked through his front door, slamming it behind him.  He climbed the stairs to his bedroom and shed his corporate uniform of business casual attire.  After shedding his khakis and polo shirt he stared into the mirror and admired the lacy camisole and matching satin thong he chose to wear today. 

Spinning to admire his ass and completely shaved body, he smiled at how the thong shaped his cheeks. Gazing back in the mirror,  he unwound his man bun and let his shoulder-length brown hair cascade freely. 

Daniel had never considered himself anything but a man, although his quiet demeanor, soft features and minimal, lightly colored facial hair made many people consider him quite effeminate.   

Daniel had discovered his love of women's undergarments early in his life, sometime during high school. At that time he had to make do with occasionally pilfering a pair of panties from his mother or sometimes his sister, although his sister’s were much too small for him to wear. They were, however, just fine for stroking his cock while looking through the latest Victoria's Secret catalog. 

Daniel had been alone since his wife discovered him doing that very thing while dressed in bra, panties and matching thigh-high stockings… none of which belonged to her. She just couldn't understand, packed all of her things and except for the divorce papers, hasn't been heard from since. That was nearly a year ago and Daniel hadn't pursued anyone yet; his heart and his head just weren't into it. Until now, that is. He was both very lonely and very, very horny, making him ready to take a chance. He just wasn't sure how to go about starting again. 

He decided a little quality time with the ladies of Vic Secret and a good night's sleep would be a good start.

The next morning, Daniel rolled out of bed wearing one of his favorite nighties. He loved the sheer material and how it barely covered his buttocks, and this morning, it was tented out by his morning erection. After the bathroom he poured himself a cup of coffee and stared out the kitchen window.  His backyard was highlighted by a large pool and deck. The rest of the yard blended into the hillside, which was dotted with a few other houses and neighbors he barely knew. Daniel decided he would make use of his backyard oasis to clear his head this weekend, and he knew just what to wear.

Jim stood on his patio overlooking the valley. His home was high on the hill and had an incredible view of the houses and the open space below him, as well as the city in the distance.  Since his retirement from a command position in the police department, Jim had a lot of time on his hands. He found himself either watching porn or watching his neighbors in the valley. Jim bought a telescope that was never aimed at the sky, and a set of powerful binoculars. While he fancied himself a bit of a neighborhood watch captain, in reality he was nothing but a voyeur or a peeping tom.

Daniel finished running his razor over his face and touched up his body so he was completely smooth. He applied scented lotion to every place the blade had touched, ensuring the slippery feeling he loved. Carefully examining his reflection, he reached for the new bikini he recently purchased. Daniel tied the top around his neck and behind his back, adjusting the small triangles of fabric over his nipples. His pectorals were soft and doughy, almost appearing to be A or B-cup breasts in the bikini top. Daniel then pulled up the bright red bottoms, carefully tucking himself in and adjusting the strings on each hip. Satisfied with the results, he fluffed out his hair and examined his reflection. Something is missing,  he thought to himself. He wanted to look more feminine in his new swimsuit. 

It was time to go all the way, he thought to himself. Digging through the drawers, he assembled a number of unopened makeup products and started applying them to his face. First, foundation and a hint of blush to heighten his cheekbones. Then, eyeliner and finally, bright red lipstick that nearly matched his bikini. Daniel was quite pleased with the results; gazing back at him was a very attractive woman. He preened and posed in the mirror, turning back and forth, examining every inch of skin. He liked what he saw, so now the final touches. He grabbed a big, floppy straw beach hat and a pair of oversized Prada sunglasses. 

Daniel strode out of his back door and onto his deck. He adjusted his lounge chair to take advantage of the late morning sun. Daniel sat down and began to apply tanning oil to the front of his body, assuring an even tan. Once he was satisfied with the coverage, he lay back and began to sip his poolside cocktail while thumbing through the most recent issue of Cosmopolitan. 

Jim scanned the valley with his binoculars, noting all the weekend activities. There was the guy mowing his lawn and the mom and her toddlers playing in their fenced yard. Then he stopped and focused his attention on Daniel's pool. "What do we have here?" He muttered to himself.  Zooming in closer, he spoke aloud, "Not bad, not bad at all. No tits, but great legs." 

Daniel soaked in the sun's rays. His whole body was warm and relaxed; he rubbed his smooth legs against each other and crossed them at the ankles. He loved how he felt, comfortable, very feminine and desirable. He hadn't felt desirable for so long. 

A glint of light from up on the hill caught Daniel's attention. Looking up the valley, he located its source. It was that pervy retired guy, John? Jim? Something like that… he thought to himself. Daniel had met him at an HOA meeting a while ago. He struck Daniel as quite an asshole, definitely not someone he'd invite over for a drink. Who am I kidding? I don't have anyone over for drinks. He mused in his head. 

Lubricated by a couple of poolside margaritas, a wicked thought appeared in Daniel's head: If he wants a show, I'll give it to him.

Daniel rolled over on his lounge chair and pulled his knees up. He reached for the tanning oil, which made his ass stick up in an obscene way. Daniel stuck his ass up longer than he needed to while reaching for the oil, assuring a good view for his nosy neighbor.  He then stood up on his knees, poured oil onto his hand and began stroking his calf with it. He covered both lower legs and began to work up his thighs, making sure to spread his legs and rub along his inner thighs. Daniel's modest cock was as hard as it had ever been, poking above the front of his bikini bottoms. Totally lost in his seduction of his unknown voyeur, Daniel pushed his bikini bottoms up, tucking them into the cleft of his buttocks, creating a thong. He coated both his cheeks with the oil, making them glisten in the sun. He then flopped onto his stomach and snaked a lubricated hand underneath himself and coated the head of his penis. Daniel slowly rubbed the head of his cock with his fingers, causing his ass to wiggle and rise slightly off his lounge chair. To his admirer it would look like he was a female tickling her clit, a thought that excited him even more. Just a little harmless fun, enjoy the show! He thought to himself. 

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Jim watched from his telescope as Daniel squirmed by his pool. “My God, look at her. Horny little devil! She might need some help,” Jim said out loud. Quickly formulating a plan, he looked up the address in his old database, discovering that the place belonged to Daniel; he was divorced and there were no other occupants listed. I better make sure she is supposed to be there, he mused. 

Jumping into his truck, he headed down the hill toward his destination. He climbed out in front of Daniel’s house and made his way to the side of the house where the gate to the backyard was. Slowly opening the gate, he spied Daniel still pleasuring himself on the deck. Jim slowly approached the lounge chair; his shadow alerted his prey. “Shit! Who are you?” Daniel shrieked as he jerked his hand out from under himself. 

Jim replied in his practiced police demeanor, “I’m Jim, I run the neighborhood watch here. I keep an eye on everyone’s property. There’s been some people helping themselves to pools in the area and I know there aren’t any ladies living here. Who might you be? How do you know the owner?” 

Daniel was taken aback by his brazenness, and a little creeped out that Jim knew things about him and his property. He then realized how he was dressed and had to get back into character quickly, otherwise there was no telling how many in the area would end up knowing his secret. He also realized that looking like this in front of Jim was very erotic, so he decided to play it all the way and see what happened.

“I’m Dani, Daniel’s sister… twin sister,” Daniel added. 

“Daniel and Danielle?” Jim asked incredulously.

Dani shrugged her shoulders, looking up at him through her big sunglasses. Dani examined the figure in front of her; Jim definitely kept himself fit. He wore khaki shorts and flip-flops with a fitted polo shirt. She felt a stirring in her bikini bottoms as her eyes encountered a noticeable lump in those shorts.

“So, Dani, are you living here now?” Jim continued to probe, not convinced of her story quite yet.

“No, just visiting from the East Coast. The weather is so dreary there, I needed a break. It’s nice having a brother out here.”

Jim continued his questioning, “I don’t believe I’ve seen you here before, first time on the West Coast?”

Dani realized this may not turn out well if she didn’t get him off-topic soon. “I do appreciate you looking after my brother’s property, but I was wondering if you wouldn’t mind putting some sunscreen on my back? I think I might be getting a burn.”

Jim’s tone changed immediately as he reached for the tanning oil. “Of course, your back?

“Thank you, yes,” Dani replied.

The older man poured a generous amount of oil into his large hand, then rubbed it into his other hand to warm it. Standing at the head of the lounger, he touched Dani and pushed directly down her spine, his fingers slipping under the string of her top. He repeated that motion and on the next pass, he deftly untied that string, exposing her back. 

Dani was enjoying the warm touch, then her eyes shot open when he untied her top. She peered out from under her hat to notice the lump in his khakis had grown considerably. Dani ran her tongue over her lips unconsciously. Am I actually considering this? Her mind screamed, but her body betrayed her. The tension in her bikini bottoms was unmistakable.

Jim moved to her side and rubbed oil onto her lower back, his fingers lingering under the seam of her bottoms. Each stroke, he wandered further into them, each hand sliding into the bottoms, then moving out toward her hips. He then began to apply oil to her exposed butt cheeks, firmly and lovingly coating each one completely. His fingers slowly advanced in the direction of what he assumed was a very wet pussy. 

Dani squirmed as her buttocks were worked over by this very masculine man. She, however, had a problem. Jim was not going to find what he wanted. Dani grabbed his arm, stopping him from moving any closer to her sex. Pulling him up toward the head of the lounger again, she thanked him for all he had done. She was hoping this would suffice and he would go on his way, but she was again betrayed by her body. Dani was at eye level with the lump in Jim’s khakis and could not avert her gaze from it. Jim noticed where her attention was focused. “Want to see it?” He asked lecherously. 

“Oh... I don’t know, I…” Dani stammered. Jim didn’t hesitate. He unbuttoned his shorts, and let them drop to his feet. He stepped out of them and toward Dani, stopping just inches from her face. 

Dani was mesmerized by the thick, hard organ staring her down. Unconsciously, Dani licked her lips; that was all the invitation Jim needed. He closed the remaining distance and pushed his hard cock up against her lips. Dani opened her mouth reflexively and tasted another man's cock for the first time. It was a little sweaty, but clean tasting. The scent of Jim was showered and manly. Dani ran her tongue around the large organ in her mouth. Jim purred his approval and began to slowly thrust into the brunette's mouth. 

Dani's brain was turning rapidly, trying to determine if he (or she, it was hard to tell) was now gay. However,  Dani's hard cock had already made the decision for her. Jim grabbed the back of Dani's big floppy hat and was fucking her mouth with increasing intensity,  grunting with each stroke. Dani was squirming on her lounger,  trying to hide the erection poking above her bikini bottoms while still experiencing her first cock.


The older man grunted and increased his thrusting into Dani's mouth, fucking her face. Dani too, got into a rhythm, and was grinding her erect cock against the fabric of the lounger. 

Jim's cock suddenly exploded into her mouth, flooding it with semen. Dani swallowed reflexively trying to take it all in, but a drizzle of cum ran out of the corner of her mouth. In that same instant, Dani felt her cock release its contents onto the lounger, her bikini bottoms and belly.

Jim stepped back from the chair, popping his thick cock from her mouth. Dani continued to lick her lips and face, cleaning off his load. He pulled his shorts back on, slid into his flip-flops and watched Dani struggle with the mess he had made. 

"I sure am glad I noticed you down here…. Um… Dani," Jim said, using air quotes around her name. "Next time, invite me over and I'll fuck that cute little boy pussy of yours!" Jim laughed at his own joke as he turned and sauntered toward the side gate.

Published 
Written by Denverbikeguy
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