Not a Sugar Daddy

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An hour later, Tadd's phone rang (it actually played a snippet of BB King's 'Lucille', the ringtone he'd assigned to only Connie) and her name popped up on his caller id. "Hi Connie," he answered.

"Hey sexy! How's it hanging?" she joked.

"Low and soft so far. Lack of stimulation I expect," he gave back as good as he got.

Connie laughed. "Good to hear. Look, there's something kinda serious I want to tell you. A confession of sorts."

"Umm, okay," Tadd said, cautiously concerned.

"I have a bit of an obsession. I mean, besides the sex. I'm addicted to reading erotic stories. It started when I was in a dry spell, not getting any real sex. I came across a website called Literotica, devoted to erotic stories. They have probably tens of thousands of mostly amateur written erotic stories in lots of categories."

"I see. How often do you read these stories?" he asked.

"Well, when I'm not getting any real sex, pretty much every day if I can find one that turns me on. Not at all since last Saturday when you came to visit and then I went to your place. Do you think I'm a pervert?" she asked fearfully.

"I guess I don't think anything yet. You said that site has lots of different categories. Which one or ones are your favorite?"

"Well, it varies with my mood, but I like Erotic Couplings, Incest, Anal, Lesbian some times, and Group Sex the most I guess."

"Tell me about one story that you really like," he instructed.

"Ummm, okay. There's one incest story with a lot of parts about two cousins who have the same birthday. They spent a lot of time together as kids, then went separate ways and finally reconnected when they were around your age. They got it on, she moved in with him, he found out she also slept with her own adult daughter, the daughter visited and they had a threesome, and on and on. It's very well-written and hotter than a Saturday night special," she told him, growing more excited the more she said.

"Interesting. Sounds like a pretty good story," he told her.

"So, am I a pervert?"

"Any chance the author of that story is someone with the online name of Ollegio?" he asked.

"YES! How did you know that? Do you read that site too?"

"I do. But I also wrote that story," he confessed.

"Shut the fucking door! You write erotica?!?" He had to pull the phone away from his ear, she screamed so loud. "I have read every story you've posted! I love nearly all of them and almost always give you five stars!"

"So I guess we're flip sides of the same perverted coin, eh?" he chuckled.

"Wait, I've noticed that there are long gaps between times you post stories. You'll post several in a bunch and then disappear for months or years. What's up with that?" she asked.

"I've never written while I'm in a relationship. Kind of like you - I write, and you read, when we're not having real sex," he said.

"Your fans are going to be very disappointed in the future," she promised.

"Perhaps I'll continue to write when we're together, inspired by things we do," he countered.

"I have to know, are your stories pure fiction, or are they based on actual experiences you've had?"

"Only one of my stories so far is completely true. Many of the rest were inspired by something that actually happened but are 95% fiction. Did you read the State Rally series?"

"Yes. I loved it!"

"Well, the only true event in that series was that, at a State bike rally with a club I belonged to, I was asked to be the other man in a threesome with a married couple. But I turned them down. Everything else I wrote came out of my thinking about what might have happened had I said yes."

"Incredible! It felt so real I was sure you'd actually done it. Now you have to tell me which story is completely true," she insisted.

"Nope, not a chance. You'll have to figure that out yourself," he teased.

"Challenge accepted! You know how competitive I am. I'll figure it out!" she declared.

"Change of subject," he said.

"To?"

"You said that you couldn't wait to retire and move to my cabin. Have you given any thought to time frames? When would you like to retire?" he asked.

"Well, I was targeting seven years - when I'm 55. But now I don't think I want to wait that long. The problem, as you probably know, is healthcare insurance. But if we are together, and I sell my house, or lease it out, and move in with you, I can afford private insurance. And since I'll have good savings, and I'm in great health, I don't have to get a gold plated plan."

"Okay, thanks."

"What are your thoughts about our future?" she said.

"I actually expected you to want to work until maybe 60. So I figured when we're ready I'll move up there with you, keeping the cabin for mini-vacations and the like."

"I like that. How soon can you be here?" He could imagine the grin on her face.

"Hon, six days of sex probably isn't the best basis for moving in together, fantastic though that sex was," he said.

"How many days of sex do you think we need first. 7? 8? Surely not all the way to 10!" This time he couldn't tell if she was serious or still kidding.

"I'll come back up there whenever you think your work schedule is clear enough for us to spend time together. I don't want to give up Habitat, but I could always come up Wednesday night and stay until the following Tuesday," he suggested.

"I love that idea! I'll work on my schedule and hopefully you can come up next Wednesday," she gushed. "But it's been a long day. I need to call it a night. Stay horny and keep falling for me. I'm already in love with you, babe. Bye!" she said and quickly hung up.

Tadd poured himself a glass of Oban and sat to reflect on the conversation. He had no doubt that she sincerely believed that she was in love with him. He was concerned that her feelings were actually lust, not love. 'Best thing to do,' he thought, 'is just let things cool off for a few days. Might be best not to go up next Wednesday but to give it another week. Have to see how it goes.'

He was also exhausted so, after letting Tess out, he peed, brushed his teeth, and stripped. Once Tess came back in he sent her to her crate, latched the door, and crawled into bed. He fell asleep quickly, thinking of Connie and how much he missed having her body next to his.

Over the next few days Connie texted Tadd when she was between showings and closings. They were always short, flirty messages, and Tadd responded in kind. Evenings, if she didn't have work to do, they phoned. Most times they had interesting discussions about things that interested one or the other. It might be politics, or some medical discovery or issue. They continued to hold similar views 80% of the time and listen to each other's viewpoints on the balance. Tadd thought he had converted Connie to his position slightly more than she had him, but that was likely due to his greater life experience. Intellectually, she was easily his equal.

At the end of each call Connie always said, "Love you!" before signing off. Tadd had yet to tell her the same, although he admitted to himself that he had fallen for her. On the call he expected tonight he decided it was time.

"Hi Connie! How's your day?"

"Great! Signed a new property and closed on another!" she said excitedly.

"That's fantastic, superstar. Congrats. May I change the subject?" Tadd asked.

"Of course, what's on your mind?"

"I'm sure you've noticed that while you say Love you each call, I haven't said the same. You know I have some concerns about commitment, due to several women in my past. I've given us a great deal of thought and I want you to know that I'm in love with you."

"YIPPEEEEEEE!!!!!!!" she shrieked so loud he had to yank the earbuds off. "Are you coming up here Wednesday?"

"I had actually considered waiting another week as I don't want us to rush into anything too fast, But, yes, now I want to," he admitted.

"But you aren't ready to move in yet, right?" she correctly concluded.

"That's right. Let's just see how it goes. We're only a little over two hours away from one another so we can make that trip easily anytime we want."

"Okay, I can deal with that for now. But when you come up Wednesday you should bring some extra clothes you can leave here, so you'll always have what you need without having to pack each time. If it's okay with you, I'll do the same when I next visit the cabin."

For the next six months that was the pattern they fell into. As top agent in her office, Connie never worked on Monday, Tuesday, and Wednesday as these were the slowest days of the week for realtors. Tadd cut the sessions with his trainer from Monday and Friday to just Monday, and joined a gym in Connie's town as well as the one near the cabin. Most weeks she drove down Sunday evening and stayed through Wednesday. If Tadd got home from Habitat early enough they would often drive up to her place that day, otherwise Connie would go alone and he'd follow the next day.

Regardless, they had sex, or made love, or fucked, every day they were together. Tadd had initially been worried that he wouldn't be able to keep up, but the opposite proved to be the case. The more they did, the faster he recovered. He could easily achieve at least three rock hard erections per day, provided they were spaced out.

Connie was ecstatic. She couldn't keep her hands, or mouth, pussy, and often ass, off his cock. They screwed in every room of both houses. Connie could never decide what her favorite was. She loved when he bent her over the kitchen counter and took her from behind. Standing up, her back against the wall, and pounding her so hard her ass cheeks hurt the next day. Pushing her down to her knees and sticking his cock into her mouth for a blowjob. Fucking on the front porch, in the open air, knowing that her voice would carry so the neighbors might hear. And, of course, kneeling her in front of the ass chair and taking her back door.

As much as they both enjoyed the sex and fucking, their favorite was always making love. Connie adored it when he would go down on her tenderly, making love to her pussy with his lips and tongue. Bringing her to an awesome climax and holding her close while she spasmed with bliss.

"Hon, would you consider going to Hedonism II," she asked one night.

"Sure. I've always wanted to see if I could handle a nude beach," he replied.

"I'm sure you can. I'll make the arrangements."

A month later they checked into their room at the resort in Negril, Jamaica. She had managed to get a room overlooking the nude beach and ocean. "Remember, there are two beaches and pools - one clothing optional where you can go nude if you like, and this side where nude is mandatory," she reminded him.

"Well, in for a penny, in for a pound. Let's start with a stroll on the nude beach to the ocean. Grabbing towels they locked the room door and exited through the slider to the patio and hot tub. Connie locked the door behind them using the keypad the resort had installed so guests needn't worry about carrying a key or keycard - an issue when you don't have pockets.

On the way, they saw naked people of all ages from 21 up, and with all body types. Some were extremely attractive. Tadd had worried that seeing good looking naked women would cause him to have an erection, but was pleasantly surprised to learn that the novelty wore off almost immediately.

"Jeeze," he said, "only here for five minutes and nude seems totally natural."

"That's because you're very comfortable in your body, and in great shape, especially for a man your age," Connie explained. "Plus you and I are always naked at home."

"But not in public," he said as he directed her to a tiki hut bar. They found two stools and ordered drinks. Connie being the outgoing, talkative sales type immediately struck up a conversation with the couple next to them. They hit it off and agreed to have dinner together that evening in the Japanese-themed Harrysan restaurant.

Each taking a fresh drink in a go cup, they wandered back to their room, checking out the 'scenery' on the way. They both laughed when they spotted a couple playing ping pong. Her breasts and his cock were all swinging wildly as they played a vigorous game.

Back at their room they soaked in the hot tub while they finished their drinks, then dried off and entered the room. Connie laid her towel on the 
bedspread and pulled Tadd down onto her. While he had remained flaccid the entire time they were on the nude beach, he was already hard. Reaching down between them he discovered she was wet as well.

Raising his hips, he placed the head of his cock on the wetness of her opening and as he lowered his hips slid his shaft inside her. "Oh god! I love this feeling!" she exclaimed. He began stroking in and out of her, relishing in the warmth and softness of her pussy. He changed the angle, sometimes rubbing across her clit and others caressing her G-spot with his head.

They made love until neither could resist the pressures boiling up inside them. They came together, both moaning loudly enough to entertain the guests in the next room, should there be any.

Tadd remained inside Connie, using his knees and elbows to take some of his weight off her. When he finally shrank and popped out of her, he slid down her body until her pussy was in front of his face. He saw mingled cum leak out of her opening and drip down to her perineum. He immediately reached out with his tongue and licked it up, then continued up to her opening.

Pressing his tongue inside her pussy as far as it would reach, he licked the inside walls as clean as he could. 'When I eat her clean pussy I think it's the most wonderful taste in the world. Then I do this and think it is,' he thought.

Connie was having thoughts of her own. 'I love that he does this. He's so gentle and tender, it's like a tongue massage of my pussy. I am the luckiest woman in the world.'

Afterwards, they showered together, soaping and rinsing one another. Tadd shampooed and conditioned her hair, but she had no way to return the favor since he kept his bald head shaved clear.

"So, what are we going to do if Bill and Lucy want to swing or swap or something?" Tadd said.

"Hon, this is day one of a week-long vacation. Let's not jump into anything too fast. Besides, back home we agreed that we wouldn't do anything with anyone else unless both of us are totally for it. We came for the nude experience, not to necessarily swing. Let it play out."

Dinner was wonderful, with both sushi and hibachi dishes available. Both couples ordered different sampler platters and everyone shared in everything. The conversation was stimulating as they were all first-time visitors. They each recounted their experiences for the day and how they had reacted.

Bill said "Just to be upfront, back home Lucy and I swing with several other couples. That's not a come-on, just wanted you to know."

"Not a come-on? What, we're not good enough for you," Connie said. Tadd knew she was teasing but the looks on their faces said Bill and Lucy didn't.

"No, no, no! Not what I meant at all. You're a sexy, beautiful woman, Connie," he hurriedly spit out.

"And I've seen your equipment, Tadd. Any woman would want a piece of that!" Lucy added.

Connie and Tadd burst out laughing. "You'll have to excuse Connie's sarcasm. She thinks it's an art form," Tadd explained.

"Bill, before dinner Tadd and I discussed what we would do if you did bring up swapping or swinging. Since it's our first day we decided we'd pass if you did, at least for now. No telling where things might go over the next week, though."

"Thanks," Lucy said, "We'll let you know if we are interested in hooking up but if not, no hard feelings, ok?"

With that the two couples left the restaurant and headed to the dance club. They all spent the next couple of hours dancing, including changing partners, and then declared it had been a long day and headed to their separate rooms.

"Are you really that tired?' Connie asked after each had undressed.

"I'll show you tired," he replied, grabbing her wrist and bending her over the back of an armchair. For the next fifteen minutes he pounded her pussy relentlessly from behind until she came in another loud orgasm. His wasn't far behind.

As soon as he pumped his cum into her pussy, Connie pushed him back and out of her. She turned and dropped to her knees, swiftly taking his cock in her mouth. She lovingly licked and sucked until his cock was completely clean, then released him, stood up and kissed him deeply. They took another shower together and then slipped into bed and fell asleep quickly.

They woke early the next morning, sun streaming through the sliders as they'd forgotten to close the curtains. Normally neither was a big fan of 69 as it was hard to focus on yourself while also focusing on pleasing your partner. But this was a vacation, time to push boundaries and explore. Connie pushed Tadd onto his back and mounted him, dropping her pussy on his mouth and taking his cock in hers.

They began pleasing one another, relaxing and let the feelings of what was being done to them wash over as well. Both found that, if they quickly alternated between thinking about their partner and themselves they could finally enjoy this position. Connie held back her orgasm until Tadd said, "Damn, hon, I'm going to cum!"

As they both came together they heard cheering and clapping and looked over to see two couples standing outside their room, watching them through the open curtains of the sliders. Always the showwoman, Connie leaped out of bed, faced them, and bowed deeply, eliciting another round of cheering. She quickly turned and bowed again, giving them a good look at her asshole and pussy before jumping back in bed and covering them both with the sheet.

The audience clapped again and the men did the tipping my hat motion while the women curtsied. They then walked off.

After breakfast they decided to check out the clothing optional areas. Since the restaurants and other joint areas required at least minimal clothing, Tadd wore shorts and a t-shirt and Connie was in a bikini. Once they reached the clothing optional area both stripped down completely.

Wandering around they were mildly disappointed to see that hardly anyone was fully nude. They wondered if this might be due to the time of day - about ten a.m. Then they headed back to their room to drop off their clothes and spend the rest of the day in the nude section.

They tried out many of the activities. They played pool, ping pong, joined a pickup beach volleyball game, and signed up for snorkeling lessons for the next day. They swam in the nude pool, and spent time in the communal hot tub with several other couples.

After lunch they carefully slathered each other with full body sunscreen, paying particular attention to breasts and pussy (Connie) cock and balls (Tadd) and asses (both). On the nude beach they found two vacant lounges. There was a single woman in the next lounge over so they asked if they were both available, assuming her partner might be using one of them.

"No, no-one is using those. Please feel free," she said.

Once they were settled, Connie struck up a conversation with the woman, as she usually did. Tina was an attractive strawberry blonde, who looked to be about thirty-five or so. "Tina, I'm surprised to see you here alone. I thought only couples could book here," she said.

"Oh, that's right. I'm here with my husband, but he's otherwise occupied at the moment," Tina explained.

"Occupied?"

Tina laughed, and said "I suppose I can't put that out there without explaining. Last night, at the dance club, we met a couple we assumed were lesbians. We hit it off with Jill and Beth and made a date for lunch today. Towards the end of lunch, Jill said, 'Tina, Beth and I were wondering if we could borrow your husband for a few hours.' Naturally we were both shocked.