The Resort Day 01

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Day 1.
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Girly1
Girly1
29 Followers

They had only arrived at the resort, but the amazement of the trip already had Tim buzzing. As he climbed out of the plane, another girl in yoga pants and a tight top like Clarissa's reached for his hand to assist him.

He caught her eyes as they sized up his still hard cock through his tight shorts, and smiled after realizing that she had also caught him looking at her hard nipples which were poking at her shirt.

She introduced herself as Janice and said she would show him to his room. The room was amazing, with a California King bed, two couches in a sitting area and a stocked wet bar.

The bathroom had a huge shower, where which he counted 12 shower heads at various heights and pointing in different directions. Janice walked over to show him the wet bar, and assure him that all beverages were included in his trip.

She poured them each a flute of Champagne, which she drank rather quickly, before instructing him to come down by the pool when he was ready, and she let herself out.

Tim sipped his Champagne, amazed at his great luck in winning this trip. As he did, he looked around the room and saw a calendar on the wall behind the bar. It had a single page, with a seven day week. Day one was filled in with "Fun, drinks and meeting new friends".

Tim explored the room, and when he looked out the sliding glass door, he saw the huge pool, just beyond his patio. Anxious to explore the resort, he finished his champagne, opened the patio door and walked over to the Tiki hut by the pool where some others were gathered.

As he approached, he saw that there were 4 other guys there, all wearing similar clothing, and 5 girls in the sexy yoga outfits. There was also a banner above the bar which stated "Congratulations Contest Winners".

As he approached, Janice stepped forward from the group and made introductions. It turned out that all 5 of the guys there had won their trip as Tim had. He found it hard not to let his eyes linger on the girl's nipples and the guys aroused cocks in the tight outfits everyone was wearing.

They had a round of celebratory shots, and after a couple more toasts, everyone was feeling pretty comfortable with the group.

It wasn't much longer before one of the girls suggested they move to the hot tub. Janice let everyone know that resort approved swimwear was available in the change rooms, and they went off to get changed.

Tim and the guys all walked over to the men's change room together, and inside they discovered there was a small locker with each of their names neatly printed on it. They opened them up and laughed at first, thinking it was a joke. The swimsuits were the skimpiest things they'd ever seen.

They all decided to continue when one of the guys noted that if their suits looked like this, the girls too must be wearing something pretty skimpy.

Tim pulled out the little Speedo swimsuit from his locker and looked at it. He laughed at how skimpy they were. The other guys were starting to change though, so he followed suit and dropped his shorts.

As he reached into the locker to place his shorts, he couldn't help but notice the other guys 'equipment' on their smooth hairless bodies. He stretched out the skimpy swimsuit and slid it on, the pouch in the front providing a perfect cradle for his cock and balls.

Some of the guys made jokes again about the suits as they walked out together to the pool area, anxious to see what the girls would be wearing.

To their delight, the girls were already out there, and their bikini's did not disappoint. They were Brazilian style, with very little left to the imagination. Tim could feel his cock growing in his own swimsuit, and as he realized there was nowhere to hide his excitement; he noticed the other guy's faces and realized they were in the same predicament.

It didn't take much encouragement to get them into the water. The water felt warm and silky smooth, and had a soothing fragrance. Janice explained that it was a special salt water hot tub, which made it so comfortable.

She was sitting very close to him, and Tim couldn't help but let his eyes wonder to her perfect, and barely covered breasts. She smiled whenever she caught him looking, which seemed to be quite often.

One of the girls handed out another round of shots, and Janice took Tim's hand after he set down the glass and placed it on her thigh. Tim's cock twitched with excitement when he touched her thigh. The couple to his right, Allan and Amber seemed to really be hitting it off, and then Amber decided to sit on his lap, as she was getting too hot sitting in the deep water.

The other girls agreed with Amber, and soon they were all moving onto the guys laps. When Janice moved onto his own lap, Tim felt her position herself so his cock was pressing between her ass cheeks. The combination of her adjusting herself to get comfortable, and the silky water was getting him very aroused.

He noticed the couple across from the, Ben and Beth, giggling, as Ben tried to grab her breasts. She spoke up, saying that she wouldn't let him take off her top unless all the girls would do it. Janice didn't say a word, and just reached around and untied her top, letting it drop into the water.

The group cheered and the other girls did the same. Ben's hands went immediately back to Beth's breasts, and Janice pulled Tim's hands to hers. Tim was amazed that her breasts felt natural, expecting them to be fake with how perky and large they were. He pinched her nipples lightly and she ground her ass against his crotch.

The group continued the play, until Amber and Allen started giggling. They refused to say what was going on, but shortly after, Amber threw something to Beth. Beth took a look, then held up the items and cheered; Amber and Allen had removed their bottoms. Janice turned to Tim and with her lips almost touching his, said "shall we?" and smiled as they took off their bottoms.

When Janice sat back down on his lap, it was now just smooth skin on smooth skin. Tim's cock was standing up, with her ass cheeks on either side of it, sliding up and down his length whenever she moved around. When Janice turned to speak to him next, lips so close he could feel her breath, he moved in for a kiss.

She kissed him back as she repositioned herself in his lap, now facing Tim, with her hard nipples right in front of his face.

Janice then reached down and positioned his cock and slid it into her slick pussy. For a moment Tim forgot about the others they were sharing the tub with, until the moans from the others in the group got his attention.

The hot tub was now full with 5 couples, all fucking. Janice's pussy was so tight, even though she was about 30 years old, her tight, slick pussy and firm tits reminded him more of his first girlfriend in high school.

After all the teasing that had gone on that day, it didn't take long before Tim was ready to blow. From the moans coming from the others, he could tell he wasn't the only one.

Between kisses, he whispered to Janice that he was getting close. That seemed to get her even more turned on, as she responded "yes, cum in my pussy, fill my pussy with your hot cum".

Janice's words were enough to push Tim over the edge and he gripped her ass tightly and pulled her in hard as he began unloading an epic load of cum. The orgasm seemed to go on and on as her pussy pulsed and milked every drop from his cock.

It took a minute for Tim to come back to reality after his epic orgasm. As he felt himself shrinking inside Janice, she slowly removed herself from his cock.

The other girls were doing the same, and while it crossed his mind that he was now in a hot tub with sexual juices from 10 people in it, it didn't really bother him. They were all good looking and clean looking people.

The bartender came over with a round of drinks. The group toasted to a life-changing vacation and they all drank their drinks, thirsty after their round of physical exertion.

They decided it was time to get out of the tub and dry off. After their hot tub orgy, nobody bothered to put their clothes on before getting out of the tub to get dried off and changed.

The guys took the opportunity to check out the girls. While some were taller or skinnier than others, they were all extremely hot. They also all had great, firm tits, and tight cellulose-free asses.

Tim caught himself sizing up the other guys as well. It looked odd at first, their hair-free bodies, but it did make their cocks look bigger. Tim had always considered his cock to be average size, and he felt comfortable in the fact that the other guys had similar sized circumcised equipment.

Back in the change room, the guys were all raving about how great the sex was as they dried off. In their lockers they saw that their shorts and shirts from earlier had been removed, and replaced with a new change of clothes. White fitted dress shirts and thin white cotton pants.

With no underwear provided, they laughed, realizing they'd be going commando, nobody was concerned with that though.

Tim slipped on the pants, which were very light, airy and extremely comfortable. The shirt fit perfectly and he felt good looking in the mirror. He could see the other guys giving approving looks as they too looked at their reflections.

As they walked out, Tim was in the center of the group, with Mike in front of him. He caught himself staring at Mike's tight ass in the pants, knowing Janice would be impressed if his ass looks as good in his pants.

The girls had again changed their clothes in record time and were at the bar waiting for the guys. They too had white outfits on, they consisted of white mini-skirts, and fitted button-up shirts. They each left the top few buttons undone, to show some great cleavage.

Janice gave Tim a dirty martini and a kiss. They all walked towards the lounge area, and the girls sat themselves on the guy's laps.

Tim couldn't help but notice that he could see right up Beth's skirt as she sat across from him. After a few too many looks, Beth caught him staring. She simply smiled, and relaxed her legs a little more, letting them part and improve his view of her cleanly shaved pussy.

As she parted her legs, he could see the clear outline of Ben's smooth cock through his thin pants, straining to reach Beth's pussy.

Janice must have felt his excitement, because she wiggled her bottom against his crotch.

The group enjoyed casual conversation, and a couple more drinks before Amber stood up, took Allen's hand and announce that they were going to call it a night.

When Allen stood up his excitement was clearly visible to the group through his thin pants, and he made no effort to hide it before turning to walk with Amber back to his room.

The rest of the group was quick to follow their lead and return to their rooms, each with their partner.

As Tim walked towards his room with Janice, he admired her perfect ass as it poked out from under her skirt with each stride.

When they got to his room and closed the door behind them, Janice instantly dropped to her knees and freed Tim's cock. She took it in her mouth and began sucking and moaning.

Looking down, Tim couldn't believe how lucky he was. A gorgeous girl sucking his cock while her tits bounced around, barely in her shirt.

After getting him very hard, Janice led him over to the bed and they both stepped out of their clothes. She pushed him to onto the bed, then crawled on top of him, placing her pussy in his face as she lowered her head back to his cock. "Suck my clitty" was all she said before she went back to sucking his cock.

Not needing more instructions than that, Tim eagerly began licking her pussy, sticking his tongue in deep and flicking her clit. He always prided himself on his cunnilingist skills, but Janice stopped him, and repeated her previous request "SUCK, my clitty".

Tim placed his lips on either side of her little clit, and began sucking on it as he ran his tongue back and forth across the tip. Janice began moaning louder as he sucked, and her clit grew to about a half of an inch long.

Her moans egged him on and he kept working her clit as she sucked his cock. He was getting closer and closer to orgasm himself and could feel a mix of his pre-cum and Janice's saliva running down his cock and balls and down his bum crack as she sucked him.

Janice began pumping her hips gently, working her clit in and out between his lips as he did the same with his. He couldn't help but think of Ben's smooth cock as she pressed her clit harder into his mouth. He sucked harder, trying to forget the image of Ben's smooth, hard cock, but the more he tried to stop, the more he thought of it.

They were both getting so close to orgasm now, and Janice slid her hand down his smooth, wet, slick balls and surprised him by placing her finger in his bum as she pressed her clit hard against his mouth, pressing it deeper as she began to cum, her clit spraying into his mouth as he kept sucking.

This pushed Tim over the edge and he too began to cum. Janice pushed her finger deeper and harder as he did, and he came hard, harder than he had ever cum before, Janice continuing to suck the whole time, draining his balls.

When they were both spent, he swallowed the cum which was in his mouth, and Janice turned herself around, and gave him a deep kiss. He could feel the remains of his sticky cum in her mouth as well as their juices combined in a deep kiss before they drifted off to sleep.

Girly1
Girly1
29 Followers
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AnonymousAnonymousover 2 years ago

Would love to see you writing again. This story has so much potential.

NikkiAdams5556NikkiAdams5556about 8 years ago
style

Thank you for your story so far, i am looking forward to seeing where and how you expand this piece. but that aside i enjoy your writing style, and hope that you continue.............Nikki

AnonymousAnonymousabout 8 years ago
To Socially Inept

You know that trans women aren't limited to pre-op, yeah?

AnonymousAnonymousabout 8 years ago
Very nice

I like the development of the story and can't wait for day 2 :-)

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