Jake and his friends began their little jog on a dare. A giggling "I dare you," from their girlfriends. They had been on the beach, at the resort on the south side of the wall; now, the three of them were jogging on the beach on the north side of the wall. And they were completely naked. Everyone else on the beach on the north side of the wall was naked too. The difference was everyone else on the beach on the north side of the wall was lounging, relaxing, drinking, reading, sleeping, kissing, sucking, or was he seeing that right? Fucking. No one else was jogging. Jake heard Todd one of his naked jogging friends exclaim semi-silently, "holy fuck," as he also took in the scene. Jake realized that he looked childish jogging as a naked gang of three past the naked vacationers, many of whom were now staring, so he stopped as the pale asses of his two friends continued on.
The wall Jake and his friends had just crossed was a 8 foot sand colored wall, bland, but resort tasteful. On the south side was a full service beach resort populated by beautiful bodies lounging under palm trees, drinking margaritas, playing in the ocean, but at least partially clothed. Also on the south side was a small sign that read, "Private Property: Absolutely No Photography." The scene on the north side was similar, except everyone was naked, and their range of activities was a little wider. The sign on the north side read, "Now Leaving XXX Resort Properties: Clothing Required Past This Point." Next to the sign, to the left or to the right depending on which way you were traveling was a narrow staircase. Traveling north you went up three steps; traveling south you went down the same three steps. Jake and his two friends had traveled north, up the three steps while simultaneously pulling down swim trunks and tossing them behind them to their girlfriends who waited on the south side of the wall.
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"Girlfriend" was a strong word for the girl on the south side of the wall waiting for Jake's return. Maybe she was waiting, maybe she had lost interest, anyway her name was Sarah and she was on the south side of the wall.
Eight days ago, Jake's two friends, Tim and Brad were offered the chance to buy into a super cheap charter to Cancun. Wouldn't it be great if Jake came to, and, "we could all bring our girls." Tim and Brad definitely had girls. Tim had Brittany and Brad had Riley. Those four were definitely locked into twosomes. Jake, more or less, had Sarah. Sarah and Riley worked together as trainers at a local gym. Riley thought if Brad was going to keep hanging out with Jake then Jake needed a girl so it could be a couple hangout.
Sarah was really pretty and had a fantastic body. She was tall, blonde, blue-eyed, and trim with firm but heavy titties. Sarah was a personal trainer. She was smart and knew what she was doing, but she also knew that her looks were part of the package that attracted the highest paying clients, so she liked to dress in skimpy gym wear. Sarah was also really nice and funny and she liked to fuck. Jake found out about the really hot, really nice and funny parts on their first date and the "likes to fuck part" on their second date.
On the occasion of that second date Jake had arrived at Sarah's apartment to pick her up for dinner. She opened the door in a mostly open black satin robe and invited him in because she just needed a couple of minutes. As soon as the door was shut her mouth was on him. "Let's fuck a little bit before we go," she breathed directly into his ear. He was cumming inside her in plenty of time to still make their dinner reservation. She helped to make sure they would make their dinner reservation by not bothering to wear a bra or panties under the tight blue dress she snaked on as they were leaving the apartment. They fucked again in the bathroom of the dark bar where they stopped for pre-dinner drinks, and a third time, a little more slowly, upon the return to her apartment. "I would have fucked you on our first date," Sarah told him later, "but I didn't want to seem like a slut."
So, anyway Sarah was great, but for some reason Jake didn't think they were quite clicking. Jake was a single guy with a great job and liked to treat girls he was dating well. Sarah was hot, and liked to get dressed up and go out (plus the "likes to fuck a lot" thing). When Riley mentioned the trip to Cancun and suggested that Jake and Sarah should join, Sarah had said yes with a deep-throated, cum-swallowing blow job. "I'll have to rearrange a couple of clients, and get a new bikini, but I'd love to go," Sarah said and then licked her lips.
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The three couples had arrived at the resort on the south side of the wall 3 days ago. They had completely enjoyed the beautiful beach, sparkling blue green ocean, consistent flow of alcohol and decadent meals. And Jake at least had completely enjoyed Sarah This vacation had rendered her constantly horny; Jake couldn't believe how much she wanted to fuck. He wasn't complaining, she was perfect, and should have been perfect for him, but there was some missing piece that told him they wouldn't be a couple for long.
On the first day, when they first saw the wall and the narrow stairs, Riley had asked the group, "What do you think is really happening over there?"
"I Don't know," answered Brad, "why don't you get naked and go scout it out for us?"
"Maybe I will," replied Riley. But she didn't.
On the second day Sarah said, "I really want to go check out that other resort."
"Yeah, me too," chimed in Brittany.
"You guys go look," Riley implored the three guys.
"Maybe we will," answered Tim. But they didn't.
On the third day, after a solid morning, lunch, and early afternoon of drinking, Sarah brought it up again. "Seriously, we need to check out the other resort," she said.
"Do we have to be naked to go over there?" Brad asked.
"Yes! Yes you do!" Riley declared. "Finish your drinks, drop your shorts, and get going."
"Why don't you girls get naked and go over there?" Tim asked.
"Are you nervous about getting a sunburn on your cock?" Sarah teased. "Just do it already, We've been talking about it for three days. I dare you"
"Yes! Yes!" joined in the now very excited Riley, "We dare you."
"Definitely a dare," concluded Brittany.