This is the first of Jenna's adventures in the Blackmailed series. I hope you enjoy it.
Part 1 -- Jenna needs a vacation
Jenna Booth and her husband Sam had been working very hard. Jenna was exhausted running a charitable foundation started by her grandfather. Sam, a high school mathematics teacher, longed for a break from his recalcitrant students.
"We deserve a holiday," Jenna said as they sat down to their dinner. "How about we go on a last-minute cruise?'
"We can't afford it," Sam said.
"Sometimes you can get great deals on those sell-offs websites."
"It's too late," he said. "March break is next week. Nothing will be available."
After dinner they searched websites. Cruises were too expensive. Resorts weren't available on such short notice. Vacation homes required too much maintenance. After a frustrating hour of trying, they went to bed too tired and exasperated to have sex.
Sam tossed and turned. At three in the morning, he slid out of bed, careful not to wake Jenna. He didn't bother to get dressed and instead tiptoed naked into the living room, sat down at his desk, and booted his computer.
There had to be someplace sunny and warm with no squealing kids.
He typed in Caribbean adults 21+.
The list was pages long. He reviewed some websites. No availability. Too pricey. Not on the beach. Too crummy looking.
The computer's clock glowed 3:49 AM.
This was tired and sleepy. He wanted someplace relaxing.
He misspelt sedate. The computer said: Caribbean adults 21+ seductive.
Two sites appeared on his screen.
The first looked promising, but it was a bust. Availability in two weeks, but nothing for next week.
He clicked on the other website.
The first page of the resort looked great. Photos of well-appointed villas with an ocean views, king sized beds, luxurious bathrooms with Jacuzzis. Long private sandy beach. Chaise lounges. Palm trees. Main restaurant with dance floor. Luncheon restaurant by the beach. Two swimming pools. The women in the photos at the swim up bar didn't have any bra straps.
It's topless, he thought. Great.
His wife was a twenty-eight-year-old knockout. Shoulder length red hair, beautiful face, gorgeous athletic body, 38 D breasts, tight ass, narrow landing strip of short red pubic hair. It would be a pleasure to see her topless in a tiny bikini.
He typed in availability.
Success! Only one villa left for next week.
He went to the reservation page. The price was more than they had budgeted. But it was all-inclusive. Good, because they couldn't afford to pay for any extras at the resort. He typed in the relevant credit card information and hit entered.
Just as he was about to turn off the computer, he heard a ding. He opened his email. There was a confirmation, with a note. We look forward to your arrival at the Seduction Resort.
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They sat at the island in their kitchen having a late Saturday breakfast. Outside it was cold and drizzly.
"I couldn't sleep last night," Sam said, "so I got up and searched the web. I found a perfect resort, and I booked us in. I emailed you the link. It's a bit pricey, but we deserve it."
Jenna jumped up from her chair and gave him a big hug and a kiss.
"Just think," he said, "a week today, we'll being fly out of here at seven in the morning, and in the afternoon, we'll be drinking margaritas on the beach in Jamaica."
"I'm so exited," she said. "Maybe I should get a sexy new outfit for the resort. Thank you so much darling."
She gave him another kiss and rushed over to her computer to find the link to the resort's website.
"I've got to help my Dad repair the fence in his backyard," he said. "I won't be back until dinner time."
He left their apartment and Jenna clicked on the main page of the resort's website and then scrolled through the other pages that revealed the true nature of the Seduction Resort.
She logged off her computer and said to herself, "It's not a sundress I'll be needing."
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While working in the cold on his father's backyard fence, Sam imagined Jenna jogging on the beach at the resort, her large boobs bouncing in a red high-cut Baywatch one piece. Or topless in a sexy bikini showing off her large breasts with her oversized dark brown areolas, each about two-and-half inches in diameter.
At six, he entered the apartment and called out. "Hi Jenna. I'm home. Did you buy something sexy for the resort?"
She strolled naked into the living room wearing only a pair of sandals. Her pussy was totally clean shaven. From her eyebrows down, there wasn't a speck of hair on her body.
"This is all I'm wearing at Seduction during the daytime," she said.
"What?"
"Didn't you realize it was a nudist resort?"
"No," he said. "I thought the women in the photos were topless."
"And bottomless. Men too." She shot a look at his crotch. "You'll be a hit with the women when they get a look at your equipment."
"Nude all the time?"
"During the day, you're naked. Then you dress for the nightly themed dinner. PJ evening. Temptation Thursday. And I bought something special for Friday night. Stay right there."
He sat down on the sofa as she re-entered the bedroom.
Jenna had a body to die for. She'd be a hit walking around naked at the resort. But that didn't mean he was prepared to be nude. He wasn't ashamed of his body. He'd maintained his college football physique. But totally naked? All day? That would take some getting used to. And what if he got a hard on while seeing the other women walking around the resort in the buff?
Two minutes later Jenna re-emerged wearing black high heels and a sheer black mesh nightdress that fell to her ankles.
Around her neck was a red faux leather choker collar. It was same colour as her shoulder length hair. Attached to the front of the collar were three silver chains, designed to look like interlocking curved links. Each was about a quarter inch in diameter.
The middle chain was taut, stretching down her chest and flat stomach and ending with a shinny butterfly clamp on her clit. The other two chains were fourteen inches long. They hung loose, falling between and below her large round breasts. A butterfly clamp secured the end of each chain to a nipple. The three clamps connected to the most sensitive parts of her body.
"This is for the BDSM party," she said.
"You look so hot," he said standing up.
"That's not all," she said. "It's a resort for swingers."
He'd fantasized about having a foursome. But it was a passing daydream that he never mentioned to Jenna.
"I had no idea." He took a deep breath. "We don't have to go if you don't want to."
"Oh, we're going," she said. "We both need a holiday, and we can't get our money back if we cancel."
"Okay. But that doesn't mean we have to swing. We can have our own fun, just the two of us."
He put his hands on her shoulders and slowly slid the spaghetti straps off her shoulders. The sheer nightshirt fell to the floor. She was totally naked except for the body jewelry.
"What happens if I pull on the chains?"
"Then the clamps get tighter, and my tits and clit get even more stimulated."
With his right hand he gently pulled on the long chain that was connected from the collar to the clit clamp.
"Ooooh," she purred.
"If I let go of the chain will the clamp loosen."
