Author's note: Many thanks to my muse for this story, SweetCheeks. The character was inspired by her pics and her writings. All of the actions in the story are fantasy and from my imagination. I did receive her permission to write a story inspired by her. She and I have never actually physically met. That is not to say that she does not lead a sexually exciting life. Her profile indicates that she does. However, this story is my fantasy inspired by her.
Tom was 69 years old when his wife passed. Since retirement she had been most of his social life. He had spent his time either home with her or doing solitary things like hiking and kayaking. Of course, hiking and kayaking can be done socially, but he had always preferred to go solo. They had been married for 45 years. They had an excellent relationship and enjoyed doing things together.
But on her passing he was alone in the world. No real friends. No sex or romance of any sort. He felt like depression was on his horizon.
Speaking of sex, he and his wife had led a very vanilla sex life. Of course his sexual stamina at 69 was not what it had once been, but the two of them had made things work. They enjoyed each other in a variety of sexual and romantic ways. It had just been very vanilla.
In private, however, Tom had been obsessed with some more kinky thoughts. He had never acted on them in the real physical world, but he had spent time looking at online porn, reading erotic stories online, checking out various fetish blogs, and fantasizing about a less vanilla sex life. Which he knew his wife would not be into.
Tom was particularly drawn to fantasies and videos where the male was subservient to the female. He liked CFNM (Clothed Female, Nude Male), femdom, and other fetishes in that line. Obviously, with much more free time on his hands and no wife to surprise him, he started spending even more time on this little hobby- meaning a lot of time on the internet.
And he continued to feel more lonely and in need of human interaction and touch.
One day he was on the personals section of a fetish blog and ran across the following listing:
"71 year old BBW looking for a male house "boy" to move in and serve her in a variety of ways. Do not answer this if you are not okay with large women and older women. Do not answer this if you are only interested in a short stay. I am looking for a man for an extended period of service. In addition, he must not be the jealous type as I like to enjoy the company and service of many partners. You will be joining others on my staff. Age is not an issue. Room and board provided. If interested contact me to set up a time that we can interview each other. Obviously compatibility is needed on both sides." A gmail address was at the end of the listing.
Also in the listing were her city and a face pic. A pretty woman looked out at him with a friendly smile and sparkly greenish eyes. Her shoulder length hair was dark with a reddish tint. Tom assumed that at 71 it was dyed. Bangs covered her forehead. Prominent cheekbones defined her face. Tom decided that she looked friendly, nice, and definitely lovely. He knew some men would consider her too big, but he preferred larger, curvy women over skinny ones.
Tom read the listing about 10 times. The city listed was only an hour away. Was this something he was interested in? Yes. But was it something he wanted to do? He wasn't sure.
He had trouble sleeping that night. His mind was dwelling on the listing. By morning he had decided to at least follow up. He could always back out later. He sent an email to the address listed.
"I came across your house boy listing and I am interested. I am a 69 year old retired widower. I think I am interested in the position. What should I do next? I live about an hour from you." He listed where he lived.
Within an hour he received a response. "Since you are so close, how would you like to meet today? Say around two this afternoon?" It was signed "Karen."
Over a few more emails they agreed to meet at a bar near where she lived.
The rest of the morning Tom was restless and had trouble concentrating on anything. A few times he almost emailed her and canceled. Other times he was very excited about the meeting. He forced himself to eat a small lunch before leaving his house around noon.
After he had driven there, parked, and entered the bar he looked around as his eyes got used to the dim light. There were a couple of guys sitting at the bar. He spotted Karen sitting at a table in the rear. She was a large woman who exuded sexuality. Her face was even prettier than in her picture. She wore a patterned skirt that came to below her knees. It hugged her ample thighs and hips. Her left calf was covered in a large tattoo dominated by roses. On top she wore a green, tight, short sleeve sweater that showed her large breasts to advantage. Her forearms sported more nice tattoos.
She saw him focus on her and gave a wave. He headed back.
"Hi, I'm Tom."
"I'm Karen. Have a seat." Tom sat across from her. She went on, "But I prefer to go by 'SweetCheeks- in honor of this." She smiled as she leaned to the side and gave her own rump a slap.
He said, "I've never done anything like this before. I'm a bit nervous."
"Relax. I'll be gentle. Let's get to know each other a bit. If at any time you decide this isn't for you, just say so and head off. No hard feelings. I will be honest if I don't think things will work out from my perspective."
"Fair enough. Can I get you a drink?"
"A beer would be good."
Tom went to the bar and brought back a beer for each of them. He set them on the table and sat back down.
"Thank you, Tom. I may as well start. If at any point you don't like what you hear, just say so and we can part as friends. My first impressions of you are good, but I will want to know more about you in a bit. So I'll try to give you a picture of what I want."
"Sounds good."
