Condo Maintenance Man
Copyright© 2026 by Seafarer
Chapter 5: Jenifer
Fiction Sex Story: Chapter 5: Jenifer - Jackson was a blue-collar guy working in A/C & R at a Health Maintenance Organization (HMO). That job fizzled out, so he applied to work at a large condominium. He got the job as the maintenance man. He was hired to replace the previous maintenance man, who is retiring. Oddly, a lot of needy ladies live in the all-female condo. The maintenance logbook, which was passed down, has some cryptic euphemisms in it.
Caution: This Fiction Sex Story contains strong sexual content, including Ma/Fa Workplace Mother Son First Oral Sex Petting
The next day, I got a text from Julia. Jenifer Collins had just volunteered to replace one of the ladies who quit after George had left. Evidently, the ones who had left the circle were older ladies. They felt George was in their age bracket, where I was too young for them. George was 23 years older than me.
Jenifer supposedly has a “squeaky door hinge.”
I pushed the doorbell at #5086, and it swung open to a tall lady I had seen in the halls. She’s maybe 5’ 10” and 135 pounds; much of that weight was inside her bra. She is attractively dressed and looks yummy in a skirt and top.
I could have sworn she was in her mid-20s and a fine specimen of femininity. A quick look around her main living area revealed that she was wealthy and had nice furnishings.
She showed me the squeaky door, and two drops of 3-in-1 oil fixed the offending hinge.
She offered me a drink, and I accepted a soda.
We chatted, and she told me her father owned a big realty company here in the Tampa-St. Pete area with several offices. She’s their CFO and typically works Monday through Friday. Today she was taking a comp day off because the bank had screwed things up last week. She got stuck in the office on Saturday fixing payroll.
Jenifer has a Master’s in Business Administration. ‘Daddy’s little girl’ took the college track her father wanted her to. Her brothers were interested in something other than what Dad wanted.
She will inherit the company someday. Until now, she’s had no time to cook dinner for anyone or change diapers. That doesn’t mean she doesn’t want some fun in her life.
Ahh ... that’s why she was available on such short notice. If I do right by her, she will be happy with my services for many years. She’s very well put together, and I think I might enjoy her. She sure smells nice.
I gave her the quick and dirty on me. I had two years of college and took classes mainly in the trades. I was not interested in any of the traditional four-year degrees. Mom has money, and I take care of her house, and she is nice to me in return. We are quite comfortable, so I won’t move out. It’s a win-win for both of us.
I guess that goes two ways, Mom and I, and Jenifer and I, too.
She said, “So, what do we do now?”
I said, “Normally, the ladies wear something flirty or revealing. When I am working on your problem, you lead me on somewhat so I can seduce you, or you seduce me. The ladies choose who the seducer is and who the seducee is. Normally, I get a little flash of skin to pique my interest. Many of the ladies like the play-acting a lot.”
She put her cocktail down and shifted her hips closer.
She said, “That’s just not my style; how about I kiss you until your head caves in?
I smiled broadly, “That will work fine for me.”
She kissed me for a while, and we both played advanced tonsil hockey as we stroked and fondled each other.
She did that thing women do: They pull an arm through an armhole and unclip their bra. The bra is then pulled through the armhole. Jenifer is suddenly way more comfortable and more interesting. She does incredible things to a soft cotton blouse. Her C-sized breasts are all hers and feel excellent.
Jenifer has light brown hair, which she’s wearing in a ponytail today. She has some flesh on her body, but not too much. She’s soft enough that I know she has a comfortable, easy existence and is nicely feminine. She doesn’t have considerable musculature; soft or plush is what you might call her.
Her eyes have spooky light blue irises, one or two steps away from being white. Oddly, a darker blue line rings the outside of her
irises.
I took the bra removal as an invitation to get to second base by fondling her perfect boobs.
She pulled up my shirt, so I took it off.
Jenifer exclaimed, “Ohh, look what I have found. You are well put together, Jackson. Julia said you are a hunk.”
I moved my hands under her top and caressed her soft breasts. “The feelings are mutual; right back at you, ma’am,” I said as I gave her pretty breasts more soft caresses.
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