Sugaring Olivia And Jasmine

Author's note:

The following story is based in part on my study of and experience with the world of sugar dating. It includes mild non-consensual elements. All characters are fictional, and all are over age eighteen. Thank you for reading.

*****

The bed creaked softly as he knelt close to her. On her back in the tangled sheets, Olivia couldn't see his approaching organ, nor did she care to. Instead she tried to remain focused on her friend. Jasmine lay close, propped on her elbows just inches from Olivia, her expression a mix of sympathy and desire. Olivia wished she would say something comforting, something to ease her worry. Instead the man spoke.

"Did I say to stop kissing?"

Chastised, the two moved to comply. Jasmine closed her eyes, leaned down and parted her lips. Their mouths met. Olivia quickly found her tongue sliding against that of her friend.

"Good," he said huskily. "That's so fucking hot, you two girls." The bed creaked again under his weight. He must be very close.

He was. Olivia felt the pressure against her. His cock had found her slit.

***

"...oh and now I want to show you the pool!"

The camera followed the giggling blonde as she pushed open the french doors and breezed out onto the pool deck. Arms spread, she spun, the gesture calling attention to the sun-drenched scene. In addition to a cluster of inviting lounge chairs and umbrellas, there was a trellis heavy with grape vines, an outdoor bar, and a diving board. Several pool toys floated in the water.

The bikini-clad girl playfully snagged a colorful drink from the bar and took a sip. She faced the camera.

"It's beautiful, right? I love it out here!" Her bronzed skin suggested hours spent lounging in the sun; her curvy but firm body spoke of plenty of time in the gym. Full breasts jiggled invitingly as she performed a little dance and spun again. The camera obligingly followed her, catching every shake of her round ass.

"And all thanks to him!" She wiggled her finger toward a shadowy figure, a man just out of focus at the edge of the pool seated and seemingly absorbed in work. "My sugar daddy."

Olivia and Jasmine watched the video on Olivia's phone, transfixed. The video had shown the girl's entire home from the gorgeous sports car in the drive, to the closet stuffed with designer shoes, bags, and clothes, to the gleaming kitchen. With a wink she had even playfully shown off the marble bath with the dual shower heads. 'For when we just can't keep our hands off of each other,' she had said.

The scene couldn't have had less resemblance to their current environment. Olivia's cramped basement room didn't even have a sitting area. The two sprawled across her bed, pressed side-by-side to share the phone. Shoes and clothes were scattered about, hanging from door knobs, the end of the bed, and the radiator. The tiny closet was stuffed to the point of bursting.

"We're cuter than she is," Jasmine groused.

In fact, apart from hair color, Jasmine and the girl in the video had more in common than not. Both were curvy and soft, with full breasts and a round butt. Jasmine was probably an inch taller and had streaked her brunette hair liberally with purple.

"Yeah we are." Olivia was less interested in the girl's looks than she was her gorgeous home. Her own two tiny windows, even at midday, barely let in enough light to illuminate the piles of clothes. "That place is ridiculous."

The two had watched the video twice, along with another showing the same girl and a friend on a night out. Like the first video, this one focused almost exclusively on the lavish lifestyle the girls enjoyed, with minimal acknowledgement of the role their benefactors played. It was dazzling.

"You could totally do that," Jasmine mused, eyeing her friend.

"

We

could totally to that, you mean."

"I dunno," said Jasmine. "The cars and the apartment sure, but I just can't see myself sleeping with some old guy. No way."

"You don't even have to do that," said Olivia, thinking back to the videos. "Those guys just like having hotties around. Arm candy."

Jasmine shook her head. "Maybe a few guys, sure. But I'm sure most want sex, Liv."

"I'm just tired of this dump!" Olivia threw her arms out in exasperation. "Fuck this place."

The cramped living situation Olivia had found herself in following college graduation was far from satisfactory. The twenty-three year-old shared a house with three other girls, and it wasn't even some great place. She was allotted one shelf in the refrigerator, had to share a bathroom, and was routinely booted out of the common area when she played videos on her phone.

She knew Jasmine's situation wasn't much better.

"What if we signed up together?"

***

We are two fit and fun girls that love to party. Can you handle us both? Take us to the beach or the club. Take us shopping and we'll show you what we bought. We can be elegant and classy, or down and dirty. You pick!

The profile Olivia created on the sugar baby website was concise and suggestive, clearly stating she and Jasmine were a team. She had read that a few women chose to go this route, mostly for safety purposes. Of course, dangling the promise of a three-way could only help. To further encourage attention, she had included a photo of her and Jasmine drunkenly kissing at a spring break bar. At the time, the simple act had drawn a chorus of hoots and whistles from the rowdy male patrons. Guys loved it when girls made out.

The response was almost overwhelming. Especially during first few days, Olivia was swamped with messages. Many were scammers, men who tried to coax them out of their bank account numbers or other personal details. Others just wanted to chat, turning the conversation as quickly as possible to sex. She was also bombarded with requests for explicit photos. Filtering out the offenders was tedious.

"This sucks!"

The two young women were carefully nursing fancy cocktails at a popular happy hour bar, a rare indulgence for the cash-strapped duo. Olivia was flipping through the responses on her phone while Jasmine looked on.

"Are they all scammers and losers?"

"No," Olivia responded carefully. "Some are just... old."

Groups of young men from time to time would approach them, only to be swiftly dismissed. Olivia in particular had sworn off of guys her age, guys who were only after a quick fuck, who were as broke as she was, or who would probably turn out to be creeps.

"What about this guy?" Jasmine had spotted a new message from someone calling himself CEO4Yachting. The two checked it out.

Hello beauties! There's plenty of room for both of you to sunbathe on my boat. Pretty sure I can handle it. LOL

Olivia tapped on his profile. Most of the photos showed a man relaxing on what appeared to be a power boat of some size. Although the photos weren't very clear when it came to revealing the details of his face, he seemed to be in at least decent shape. He listed his age at forty-nine.

Most of the profile text was predictable blather, a mixture of thinly-disguised boasting and attempts to make himself sound cool. Still, his writing showed a sense of humor and used proper English. He had a dog.

Olivia handed the phone to Jasmine, who reviewed the profile with interest.

"He doesn't sound like an axe murderer. Hit him up."

***

Hey CEO, it's 2Babeez. How's your week going?

Olivia was supposed to be studying for the GRE. Her undergraduate degree in Humanities was turning out to be worthless. Still, she was distracted, checking her phone every few minutes for a reply.

Hey gorgeous, I'm good. Had to stay late today but I'm free now. Enjoying the view from my condo. Mauler says hi.

LOL! That's a cute name for a beagle.

Hey, you don't think he looks vicious? Haha

Their conversation flowed well. She shared that she was studying for grad school -not really a lie, Olivia decided- and he talked of being divorced for several years now.

Is it just you there, or both babeez?

Ha. No, just me. Why?

But you go on dates together, right?

Yeah. Definitely. Twice the fun. Ha.

Hell yeah! I think you'd look good on my boat, getting a tan all over, listening to some tunes. No one else around. Some beers. You deserve a break from studying.

Yeah I do!

They chatted a bit more. He hinted that the weather for Saturday looked promising.

Kinda awkward I know, but what sort of allowance are you two looking for?

The question took Olivia by surprise. In the videos the girls just always seemed to have what they wanted. She had never considered the realities of how things like allowance were handled. She decided to stall.

Well, what do you think we're worth?

He replied back almost immediately.

1000. Cool?

Confusion replaced surprise. $1000 couldn't be right.

$1000 for a month?

LOL, no. One complete date. 500 each.

Oh. I think we're looking for a monthly allowance.

That's cool, but let's start with one date first.

Olivia was torn. Getting $500 for an afternoon sounded like a dream. She could post all kinds of photos for her friends to be jealous about. She wouldn't have to tell them she was with a sugar daddy. It wasn't the thousands of dollars, gifts, and cars she had fantasized about, but surely that would come later.

Let me check with my friend

***

Craig picked them up at the public dock, pulling alongside just long enough for the two girls to hop aboard. As he steered the sleek boat back into the channel, Olivia joined him on the bridge. Jasmine looked back at the dock ruefully.

Their host grinned at her sideways. Although it was difficult to tell with the mirrored sunglasses, he didn't look as young as the man in the photos. The chest hair popping over the collar of his bright polo shirt was completely grey, as was the hair at his temples. And though not exactly overweight he was carrying around a few extra pounds at his midsection. Olivia felt a touch of disappointment settle over her. The man she had committed to spending the afternoon with was nothing like her ideal of a mature and vibrant man of wealth. He was nothing but ordinary.

On the other hand, being out on the water was exhilarating. After clearing the no-wake zone of the channel he pushed in the throttle and took them down river at a brisk pace. Olivia was fine on the bridge, but Jasmine, still lingering aft, had to scramble for a hair tie. Eventually she joined them on the bridge. Craig grinned at her, too. He seemed to be having a great time.

"Hey," he said, over the sound of the motors. "I'm glad you two could come along. It's such a beautiful day to be out on the water. Have a beer."

Jasmine found the cooler and soon the three were sharing a drink. Craig had packed plenty of drinks, none of which were the cheap brands that the girls typically bought. The beer was too strong for her taste, but there were two bottles of French rosé that turned out to be wonderful.

As they cruised down river the view gradually changed from the city skyline, to Old Town, and finally to undeveloped shoreline. Craig kept up a running commentary, pointing out a favorite waterfront restaurant, a park where he liked to hang out, and even a townhome community that his ex-wife had moved to after their divorce. He made a joke of flipping the bird.

"I joke though," he said. "I'm happier now than I ever was when I was still married. I'm having much more fun!" For a telltale moment his eyes ran over the bodies of the two young women. "I thought you two would wear bikinis."

"We have 'em, yeah," Olivia offered. "Maybe once we stop."

"Okay, sure."

The alcohol and sunshine gradually relaxed the girls. Jasmine opened up about how difficult it was living under her parents' roof after college graduation. Olivia griped about dating boys her own age. This seemed to catch Craig's attention.

"No shit," he said. "I remember what I was like when I was that age. Broke and horny." He chuckled before adding "If I could do it over again I wouldn't get serious with anyone in my twenties." He looked at the girls to see if they were paying attention. "You need to look after yourself. Work on your career. Have fun, sure, but don't put down any roots. Plenty of time for that. Save up some cash."

Isn't that exactly why we're here, Olivia thought.

"Oh hey, we're almost there." Craig had spoken of a secluded spot to anchor. As the girls peered forward, he eased the boat around a point of land and headed into an inlet. There were no other boats in sight. "Nice!"

With Craig's attention absorbed by anchoring, the girls took the opportunity to explore below. A compact galley with a modest seating area opened to a single cabin. Olivia found it appealing in the way that carefully designed spaces often are. The bed was full-sized, with clever storage underneath. A sliver of a closet and two tiny dressers provided a touch more space.

"We might as well change, right?" Olivia already had her hands on the hem of her top, ready to tug it off.

Jasmine, as she had been from the start, was less eager. "Yeah, I guess. Are you drunk at all?"

"No," Olivia laughed. "Maybe a little. That wine is so good."

"Okay, that's cool."

"Jas', relax. This is fucking awesome. Would you rather be helping your mom with errands right now?"

"Fuck you," said Jasmine, but not without a laugh. She tugged off her shirt, revealing a bright yellow bikini top. Her jean shorts followed.

"Hey, baby!" Olivia whistled suggestively. Jasmine had an admirable body. Full breasts, round hips, a small belly with just a touch of feminine softness. She wasn't particularly tall, but her legs were toned. Only her insistence on coloring her hair kept her from more conventional beauty.

Olivia followed suit. She had packed her bikini separately and had to change while Jasmine guarded the door. Once finished she caught a glimpse of herself in the tiny mirror. Her own build was more delicate. She had a graceful neck, slender arms, smaller breasts, and a flat tummy. She stood at least two inches taller than Jasmine. Men definitely noticed her legs, especially when she wore her favorite black bikini. She wore it now.

It was Jasmine's turn to admire her friend. "We're fucking hot, you know."

"Yeah we are bitches. Let's go."

***

Topside, Craig had finished setting anchor and cut the engines. He tried to play it cool when the girls emerged, but Olivia caught him ogling them more than once. Not that he seemed chagrined. He met her eyes with a fleeting wink before carrying on with whatever he had been up to.

In fact he'd been busy. The cooler, two beach towels, and bag from a local deli were spread out on the bow. After refilling the girls' drinks, Craig offered them a choice of sandwiches with pretentious names. Jasmine settled on a shrimp roll called 'The Shoals', while Olivia chose a vegetable stuffed baguette called 'The Green Flash'. Whatever that was. Classic rock played from the boat's built-in audio system.

Olivia was in heaven. The gentle swaying of the boat coupled with the kiss of the early summer sun lulled her into a near trance. She and Jasmine took turns applying sunscreen, helping each other with the difficult-to-reach places. The alcohol further soothed her. When she got too hot she'd sit up, take a sip of the chilled wine, then flop onto her other side. It was exactly like an afternoon on the water should be.

Craig joined them for a while, the three continuing their earlier conversation. He'd carry on enthusiastically about some topics, then listen attentively when the conversation turned somewhere unfamiliar. But he eventually got restless.

"I'm going to go for a swim," he announced. "Anyone else?"

It didn't seem to bother him when the girls demurred. He pulled off his shirt and stood at the edge of the boat, peering into the water below. Olivia couldn't help but look. As she had suspected, softness was beginning to overtake him. It wasn't that he was in terrible shape, just that he looked exactly like any aging man did.

He paused before jumping in. "You know," he said "no one can see us here. There's no reason you ladies can't sunbathe without your tops." Not waiting for a response he jumped overboard and swam away.

Jasmine pulled off her sunglasses specifically for the purpose of rolling her eyes. Olivia laughed but carefully considered the suggestion. In her reading on the sugaring scene one suggestion had been repeated.

Always give your daddy something special, something to make you stand out.

Clearly, he wanted to see the two of them topless. It would probably be bragging rights back at the yacht club, or wherever he hung out. Or just a secret thrill. Either way, it was important to him, and therefore a way to move toward a monthly allowance.

While Jasmine looked on in stark surprise, Olivia sat up, undid the fastener on her bikini top and tossed it aside. "They do it in Europe," she said, before laying back down. She felt naughty, and possibly a bit aroused. She closed her eyes again, savoring the moment, listening to the waves slapping against the hull. She was drifting toward sleep.

"Mmmm, ahhh, ohhh, I'm gonna cum, aahhhhh..."

Startled, Olivia opened her eyes. Jasmine, smiling wickedly, was stroking the bottle of sunscreen as if it were a penis. She held it over Olivia's chest. Before she could react Jasmine moaned out "Oh, I'm cumming!" and squeezed the bottle. Globs of white lotion splattered across Olivia's breasts.

"Goddammit!" Olivia couldn't help but laugh. "God fucking dammit!"

Jasmine collapsed giggling. "Rub it in. You don't want to burn those little titties."

Olivia complied, covering her perky breasts with the lotion. "What about your little titties?"

"Mine aren't little," Jasmine protested.

"Let's see 'em then."

Jasmine glared at her crossly but took the bait. In a flash, she tugged off her top. Her full breasts bounced heavily in the afternoon sun. Olivia took in an eyeful before reclining yet again.

"They're okay I guess," she smirked.

"Just okay?"

Olivia dared a look. Laying on her side and facing her friend, Jasmine was suggestively groping and squeezing her own breasts, her skin slick with lotion. She managed to circle her lips with her tongue seductively before laughter overtook her once more. Both girls fell back, giggling.

The relaxing haze of the mid afternoon was fully upon them. As Craig splashed about, the young women soaked up the sun. More than once Olivia drifted briefly into sleep before being lifted softly back to consciousness. Jasmine did the same, and also filled their wine glasses from time to time. Without being fully aware of it, the two were well into the second bottle. It was one of the most peaceful afternoons Olivia could recall.

At last, Craig returned from his swim. Olivia heard him haul himself aboard with a grunt. Shortly, he joined them on the bow, toweling himself off and surveying the scene. If he was surprised to find the girls topless he hid it well. He fetched one of the beers from the cooler and took a long pull.

"That was so nice," he said with a grin. The older man was still panting with exertion but otherwise looked the picture of contentment. Propped against the rail, he faced the girls, free to drink in the view of their half-naked bodies. "Water was a bit cold, but I really needed that."

Olivia was beginning to feel good about the afternoon. Not only had she thoroughly enjoyed the sunbathing, she was sure she'd given Craig something special. Surely he'd want to see them again. Or perhaps just her, she thought. If Jasmine didn't want to come along next time she didn't need to. She smiled at him sweetly.