One of my first jobs after finishing college thirty years ago was to work at the home of a couple whose fortune was made in the real-estate boom in Texas. I was 25 then, they were in their early forties. I had a lanky athletic build, being 5' 10", 175 lbs., and loved cycling, using every opportunity to bicycle, even to work.
The couple I worked for was normal in every respect except for one detail I hadn't noticed at first. They didn't sleep together. For whatever reason unknown to me at the time, they slept in separate bedrooms. While I worked hard week by week to maintain their home, clean their cars and water the plants in their sprawling multi-floored residence, their twenty-one year old maid took care of the laundry and cooking. As time went on, I became more familiar with the wife, who was actually my boss more than the husband. She was extraordinarily beautiful and elegant, intelligent and witty. I began to have sexual fantasies about her and couldn't help but integrate her into my daily masturbation sessions, which were sometimes conducted on their pool-house toilet.
I was a typical horny male who hadn't had much sexual experience except for a lot of masturbation when young conducted while looking at my father's porn magazines. I had a girlfriend that I loved but had never sex with. Her older sister attempted to seduce me, but I stopped her advances before they progressed to intercourse because I cared so much for her sister. I had a normal youth's fantasies that focused especially on performing cunnilingus.
As time went on, I became familiar with the interior of the couple's home, and I eventually found a drawer full of Mrs. B.'s used pantyhose--they were clean but she had worn them at least once. I would stare at them in the drawer--different colors, all sheer and seamless, and I knew that the crotch fabric had touched her pussy and asshole. I was especially drawn to the white ones since I had seen her wear them and I liked the way white showed off her sexy legs. I took a pair, stuffed them in my pocket, and took them to the pool-house where I used them in my masturbation sessions, sniffing and licking the fabric and rubbing my erect penis against the crotch before I ejaculated into them. I dabbed up the semen and let them dry, slipping them back into her drawer. The stain was barely visible on the white fabric, but it excited me knowing that her pussy would contact my semen.
I occasionally wore a pair under my jeans, and was especially excited when I wore them in her presence. Their tightness, since my hips were broader than hers, stimulated my penis and scrotum. I would fantasize what she would say if I suddenly pulled off my jeans in front of her, projecting and lunging my hips and my erect cock towards her, and telling her that the pantyhose I was wearing were hers. Once, I wore a pair for several hours, went up to her bedroom, slipped them off, placed them in her drawer, and put on my own underwear and jeans.
As I gained experience working at their house, Mrs. B. became more familiar with me, and I often met with her in the morning to discuss the plans for my work day. She often was still in bed wearing her negligee or in her bathroom preparing to shower or dress. I once saw her in lingerie walking up the stairs to her bedroom, with her hand covering her private area under her panties and garter and her arm blocking my view of her breasts in her lift-up bra as we passed on the stairs.
I came upstairs to her bedroom once to talk to her and I saw her from behind sitting on her bathroom stool wearing only pantyhose, her full backside exposed to me while she talked on the phone. I stood staring at her for nearly a minute and she never glanced back at me, even though she must have known I was there.
Other instances included when she asked me to hold a ladder while she climbed up to retrieve some shoes from the top of her closet. She was dressed in a very tight skirt and nude pantyhose, and my eyes were fixed on her backside. I couldn't help but look at her sexy legs and gaze up her skirt as she stood near the top of the ladder. I could look right between her legs at where her vulva and anus were through the thin fabric. I thought that she must have known what she was revealing to me, even playfully warning me not to look up her skirt.
Then there were the times she would talk to me from the stairs while she'd sit at face level and slightly spread apart her legs as we talked so I could look up her skirt. Once, after I purchased her a workout bike, she asked me how to adjust the seat. Then she went into her bathroom to change and emerged wearing a thong leotard cut high on the hips. Her protruding, round buttocks were quite visible through the thin, sheer fabric. She even noticed me ogling her backside as she sat astride the bicycle seat but didn't say anything. I also saw her dressed in a slit skirt, with no discernible underwear, a see-through bra walking around the house displaying her full breasts and nipples, and a very skimpy thong bikini down at the pool. One time she wore a one-piece, see-through bikini and went swimming while I worked down at the pool-house. When she came out of the water, her tits, nipples, and pussy we're completely visible. Putting all these incidents together made me think that exposing herself to me in these ways could only mean that she was trying to seduce me.
She began to share personal details of her sex life, mentioning her husband's infidelities as the reason for their estrangement and her lack of an intimate partner. She was upset that he "would rather screw some young girl instead of me" and that she had to masturbate as a result. She asked me what I thought of masturbation and when I told her I practiced in it regularly, she admitted she also engaged in masturbation almost daily, adding that she preferred a dildo to her fingers or hand but was too embarrassed to purchase one in a porn shop. When I offered to get her one, she told me to get her one that looked and felt realistic, was flexible, soft and not too large and she would repay me. I told her I didn't know what too large meant, and she said to use my own penis as a gauge.
When I presented it to her I told her I forgot to get her lubricant for vaginal insertion but she told me she already had some. She reported back a few days later that she really appreciated my getting it for her and it was a real help to her falling asleep. I asked her how insertion of the dildo felt and how long she needed to masturbate each night and she said having a dildo inside her vagina felt almost as good as a real penis and it took her about twenty minutes of pumping inside her pussy to reach orgasm.
She said, "how about you?" How long do you jack off before you cum? And do you ejaculate each time?"
I said, "usually, about the same length of time, " depending on what I was thinking about when I'm doing it. And yes, I usually ejaculate each time I masturbate. Of course, there are times when I don't feel well and I just can't reach a climax."
"I know what you mean. So what do you think about when you masturbate?"
"Do you really want me to tell you?"
"Yes, don't be shy. I'm a mature woman and I know everything there is to know about sex."
"You do? Ok, I'll tell you. I like to think about licking a woman's pussy, especially if I know her. Sometimes when I'm standing next to a woman, I will fantasize about licking her pussy. That's what I think of mostly when I'm masturbating."
"Mmm, I also like to masturbate while thinking about having my pussy licked, especially by a younger man."
"Great. So we masturbate thinking about the same thing."
"Except I'm receiving it and you're giving it."
"Yes, I really hope that soon I'll find a woman who will let me put my face between her legs so I can lick her vulva, her most sensitive area."
"I expect that sooner or later, some woman will offer to let you perform this service on her, probably someone you already know. Tell me, have you ever fantasized about licking my pussy?"
"Oh, Mrs. B., I was hoping you wouldn't ask. Yes, I have, frequently. I dream about you forcing me to lie between your legs and beneath your buttocks to lick your cunt and asshole."
"I thought as much. And what about intercourse; have you had your penis inside a girl's vagina yet?"
"No on that score, either."
"Wow, that's tough, to be horny and not to be able to have sex. Well, hopefully while in my employ, you will begin to have a regular, healthy sex life."
I was getting horny during this conversation, and I was at that moment thinking of Mrs. B's cunt, and what it would feel and taste like to be kissing and licking it.
There was a time when she seemed very lonely and asked me to come upstairs to talk to her. She had on a tight-fitting short skirt. I started feeling horny as I she spoke to me in a hushed voice. She had a couch near her bed and asked me to sit in it as we talked. She sat very close to me and at one point pressed her pantyhose-clad thigh against mine. Her blouse was slightly open and I could clearly see the mounds of the top of her breasts as I peered over. She told me that she was very lonely and asked me to take her to see a movie. I told her I didn't think it was appropriate as she was a mature, married woman. She said not to worry about it, as her husband would not mind of he found out, but probably would never know.
So, we ended up going to see La Bonne, a French erotic movie with sub-titles at a small theatre. She had dressed in an elegant low-cut dress showing ample cleavage. I knew I would be staring at her breasts in that dress all night.
The plot line was strangely coincidental, with the neglected wife of a wealthy investor become sexually involved with her maid, and the two of them performing mutual masturbation and cunnilingus. I asked Mrs. B. If she liked the subject of the movie and she said it was something that she fantasied about. I asked her if she meant having oral sex with Annabelle and she said, "yes, but she is resistant." During the movie she asked me why I had not yet performed cunnilingus on a woman.
"I just haven't had the proper relationship with a woman to perform it."
"Then you've desired to lick a woman's pussy all these years?"
"Yes, although I have earnestly desired to perform the act on a woman in my fantasies, I have not had an opportunity."
"Would you like to lick a woman's pussy now?" she asked.
"Yes, I have, very much so."
"Would you like to lick the pussy of a woman who's older than you?"
"Yes, I think I would like that fine."
"Good, because I'm looking for a younger man to regularly perform cunnilingus on me. Would you be interested in doing so on me?"