[Note: The hotwife in this story is, well, a wife, right? That means she has a husband. When she gets hot, he becomes a cuckold. You following this, Annony? Get over it, or read a different story. Oh, yeah, one more thing -- BTB is a fetish and has no place in Loving Wives.]
***
Tracy and Don Elliott, empty-nesters in their late 40s, supplement their income by offering two unoccupied bedrooms in their home on an internet B&B website. Tracy manages the flow of customers, and it was not a coincidence that the guests who slept in their home were mostly good-looking men.
***
Chapter 1 - 2020
"The reservation was only for two nights, Mr. Jackson. I have other guests lined up, and I also need time to clean the room between guests."
Tracy Elliott had dealt with flaky bed and breakfast renters before, so she had some experience dealing with unexpected problems like Jackson's. One of the banes of being a B&B host is that guests frequently want to leave early (and pay less), or stay longer (despite the owner's obligations to other guests). Being a host is often a scheduling ordeal.
Jackson's issue -- he wanted to stay an extra night - came up all the time. The good part of the stay longer problem is that it gives the owner a chance to gouge some real money, whether or not there's truly another guest on deck.
Tom Jackson had rented her Cleveland, Ohio guestroom through an on-line room-sharing website. Tuesday evening, which was to have been his last, he asked to prolong his stay two more nights. His business had stretched out into another day or two of negotiation. He had already rearranged his return flight; getting the Elliotts' room for the extra nights was his only remaining problem.
Tracy Elliott and her husband, Don were in their mid-forties. Their nest became empty two years ago when their 22-year old son took a job in Denver, near his older sister's home in Boulder.
Money was tight; Don only worked part-time. He earned a decent but irregular income from part-time computer work. He sometimes worked at home, and the convenience was awesome, but they needed an expensive high-speed connection and cutting-edge computer hardware. Both were expensive. One of Don's clients, however, forbade work from private residences due to concerns about intellectual property protection. When Don worked on projects for Trickle, a start-up in Oregon, they required that he work from an office in one of those new hourly shared office buildings downtown.
Tracy's office job at a downtown hotel paid well for the first 40 hours. But she often was made to put in a few extra hours, and because she was "Salaried Admin" she earned no overtime money when she worked late. Don and Tracy found it amusing that they each "ran a hotel." Tracy helped run the real hotel downtown, and Don was home enough to manage the B&B.
But it was Tracy handling Tom Jackson right now. "If you give me $200 cash, off the books, I'll cancel the next booking and let you stay longer."
Tom agreed. "And fifty more gets me a blowjob?" He grinned broadly. He had a killer smile, and he knew women thought him attractive.
Most of her guests knew that sex with Tracy was on the menu. She frequently had sex with a guest, and word gets around on-line. Tom knew that he could have had her pussy for $250, but he didn't think she would be worth it. She was kind of a dumpy-looking middle-age broad, and with time and effort, he could do a lot better.
But he was in a strange city, his time was valuable, and a mouth is a mouth.
She took his hand, led him into the bedroom, and waited for him to undress and sit on the bed. Then Tracy Elliott went to her knees and began to fondle his testicles.
***
Chapter 2 - 1994
Before her marriage, Tracy sometimes had sex for money. It had started back in Community College when she was 19 years old. The boss at her part-time job in the shopping mall offered her a way to make more money than the pittance he paid her. She would stay late after they closed up the store, and Carl would give her $15 to suck and swallow.
Tracy was happy to comply. She needed money, and she just didn't think sucking a cock for five minutes was a big deal. And the old guy never lasted any longer than that, unlike her first boyfriend who kept her mouth busy for 15 or 20 minutes for free.
She did the math, and $15 for five minutes worked out to almost $200 an hour. Few jobs paid that well for a teenager. Tracy's only regret was that nasty old Carl was one and done. She would have happily sucked more to earn more; college isn't cheap.
She asked him if he had any friends who might want to share her. He proudly bragged to a couple of his fellow shop-owners about Tracy's skills. Soon she was getting home an hour later but $60 richer. The nights she enjoyed the most were the times two or three of the men crammed into her Carl's little office and she blew them in front of each other. There was a kinky vibe that came from introducing competition between the horny old men -- who lasts longer, cums harder, or has a bigger penis, stuff like that. Tracy didn't mind sucking at all and rarely minded swallowing a load. Some guys taste better than others, of course, but it was mostly OK for her.
Towards the end of the semester, her boss started to pester her to go all the way. Tracy wasn't a virgin - she once had sexual intercourse, with that boyfriend who soon after dumped her. She hadn't enjoyed the experience. He had been a clumsy, unskilled, and callous lover interested only in his own orgasm. He'd left Tracy with no hymen and no interest in a repeat performance.
On the other hand, Tracy wasn't exactly fending off boys' advances right and left. She learned early back in high school that she wasn't pretty. Boys and girls in high school quickly sort themselves by physical attractiveness. The hot boys pair off with the cheerleaders and the ugly kids are left to date each other. Even among their own genders, rankings are cruel, with the big-dicked boys lording it over the little-dicked boys, the blossoming full-titted girls smirking at the flat-chested or fat girls. Everything flowed from how good-looking you are.
Tracy wasn't ugly, exactly. She had a pleasant but square face, and nice soft brunette hair. But she was kind of built a little wide and low to the ground. She had no curves. Small breasts and a waist the same size as her hips made her look like a boy. Life can be cruel to a young girl who looks like a boy. That one boyfriend she'd had didn't stick around very long after getting her naked once and popping her cherry.
Tracy drove a hard bargain with Carl before letting him get her in the sack, but those homely looks of her meant that she wasn't going to get rich selling herself. Carl gave her $100 dollars one night and took her home to her apartment to consummate their deal. He was underwhelmed by finally seeing her naked, and quickly maneuvered her onto her hands and knees. He would take her from the rear, her square face and floppy little breasts out of sight. Her cunt was the only part of her Carl wanted to look at.
He learned to his surprise that Tracy had the tightest pussy in town and instinctively knew how to use it. How ironic that the least sexy female he knew was the hottest trick around! She was only a two out of ten on the beauty scale, but he'd never had better sex. By the time Carl was finished slamming it to her that first night he was almost in love. Meaning that he was definitely coming back for more of Tracy's hole.
And the dirty old man was punching above his weight, too. That one painful and unrewarding experience with her jerk boyfriend had not prepared Tracy for the possibility that sex might actually feel as good as everyone said it does. Maybe it was the better position, or perhaps being in a bed instead of the back seat of a car, or even the shape of Carl's penis, but Tracy had her first-ever orgasm that night and then had her second. By rolling her hips and clenching her inside muscles, she wrung joy out of Carl's cock.
She kept his $100 that night, but from then on Carl didn't have to pay her again. Hell, he didn't even need to ask her again, she was so eager to fuck him. When he could, her boss started closing up early and spending more time riding Tracy's ass in her bed. Tracy liked it best - and could have multiple orgasms - if Carl leaned all the way over her back, hugged her chest, and pinched and twisted her nipples. There seemed to be a direct circuit between her otherwise unremarkable little A-cup tits and her cunt. She lubricated so much that her juices ran down her legs and soaked the sheets.
Whenever Carl instead kept his torso upright and off of her back, when he held her hips to bang his cock as deep as he could, then Tracy would use first one hand, and then the other to maul her own nipples.
Three weeks later she missed her period.
After two sleepless nights wrestling with her dilemma, Tracy came to work with a plan. She told Carl they were done, and why. Then she seduced her nerd coworker, Donny Elliott. Tuesday gamerboy got a handjob in the back room, oral sex in his car on Wednesday, and Friday night he scored a home run at Tracy's apartment. He wasn't much to look at, and his financial prospects were uncertain, but when Tracy told Don that he had knocked her up, he gallantly offered to marry her.
He was at her side, holding her hand, helping her breathe, when their daughter was born a month earlier than expected. Tracy ruled out naming her after anyone in either of their families and insisted on "Carla." Don didn't much care, so agreed.