Sex job scenarios

Hitchiker69

Literotica Guru
Joined
Aug 18, 2006
Posts
1,642
Rather than individual sex encounters that get me off, my mind wanders to scenarios that would set me up for multiple sex experiences. All of these involve people celebrating their sexuality, in whatever way gets them off, with no reservation or judgement

For example, one of my fantasy scenarios is to be a writer for Advocate magazine. My job is to travel the world to evaluate and review gay resorts, bath houses, gay cruises, gay beaches etc. and write reviews for the magazine.

Every place I go the owners/managers want to make their best impression. I travel first class, stay at the best locations, get free massages from the hottest young guys. Free gourmet meals, free drinks, the best rooms on the beach, and a non stop supply of available hard cocks, and pussy whenever I want it.

Another fantasy is that I have a large house with a pool near a university. I have a reputation as a party house, especially among the LGBTQ athletes. A place where they can be accepted, come and relax, drink or get high, and enjoy the pool, getting nude and getting a tan. Open sex is accepted and frequently evolves into gay or lesbian orgies. Groups or couples have sex openly, with no reservations. It's like the Playboy mansion, but oriented to young horny gays and lesbians.

Then another is that I own a bath house. I live in the penthouse above the club. I spend most of my time sucking cock and enjoying hard asses. But I decide to open it to 'women's night' when women are allowed in for free, and join the men. I find that only hard core sluts show up, taking all the cock they can get. Most seem to like the glory holes, then take multiple cocks in the sauna, getting spit roasted.
It's so popular I decide to open the club to to a 'women only' night on Tuesdays, where lesbians can indulge themselves with multiple partners. I'm surprised how many show up, some that I know and didn't suspect where lesbian. Lots of cunt licking, kissing, tit sucking. I'm always there, naked and hard, in case any of them want a hard cock. But mostly I just watch and wank.

Do you have any fantasy scenarios that would set you up for all the sex you can imagine? Let's hear about it.
 
Do you have any fantasy scenarios that would set you up for all the sex you can imagine? Let's hear about it.

I’ll play :D

Owner of a over fifty online dating site with forums. Swingers welcomed , and we specialize in swinger virgins living in sexless marriages.

:devil:
 
Mine centres around running a sex education course at a select, private finishing school for privileged young men. The school has a progressive attitude, as do the parents, who want their sons to leave school with a mature attitude to sex and a sound understanding of how to address a woman’s sexual desire.

The course is delivered by me and my partner, an attractive matronly lady in her mid 50s. It is designed to give the students a sound understanding of a woman’s body, her sexual response and how to fully satisfy her sexual needs. The programme of instruction is largely practical in nature, conducted with small groups of just 3 students at a time, with the option for more specialised individual sessions to suit a student’s particular “interests”. The students are in the age range 18-20, are well-spoken and articulate, coming from good homes.

The sessions take place in a discrete facility tucked away on the edge of the campus, Lesson 1 focuses on female genitalia and takes takes place in a clinic setting, with Matron in a gynaecological exam chair. She is naked, with her legs in the stirrups, but is draped in a lightweight sheet and I am dressed in white scrubs as the Doctor. The students change into white vest tops and loose fitting shorts, then are invited to join us in the examination suite. I explain the aims of the course, how it will be delivered and they are expected to conduct themselves.

They gather around the chair and watch intently as I remove the sheet to reveal Matron’s lovely ripe body. She’s the sort of everyday middle-aged lady they would have seen in their home neighbourhoods, possibly even an Aunt in their family, but in this case she’s naked and her most intimate regions are fully open to their fascinated gaze. I know only too well that she’s already aroused, having a weakness for virile young men. That’s why I recruited her, although we run a professional service with a serious objective, both of us get hugely turned on by what we do and we run the business in such a way that we can discretely use it to satisfy our own sexual needs without causing offence or hurting anyone.

I proceed to examine Matron’s breasts, pointing out their features and characteristics using correct medical terminology, then do the same with her vagina. With the aid of a stainless steel speculum to open up the vulva I show the students her cervix. However our main interest is to show them which parts of her body require attention to bring her sexual pleasure and how this is best achieved. I begin to stimulate her gently, focussing on the clitoris and explaining every action and pointing out her response.

By this stage, with Matron’s arousal starting to become all too obvious, the 3 young students are also showing the inevitable signs of their own arousal, especially with no underwear to constrain their burgeoning erections. This isn’t lost on Matron and she reaches her first climax quickly, prompting all 3 students to show precum leakage on their shorts. While she comes down from her peak I explain the different orgasms that women can experience and I move onto a demonstration of g-spot stimulation, deliberately bringing her to a violent, noisy orgasm that culminates in her squirting uncontrollably onto the floor in front of them. Some of it even splatters the young red-headed student standing next to her. She and I had carefully engineered this situation having discussed todays students before the session started. The room they shower and change in before the lesson has a one way mirror panel that enables Matron and I to view them undetected. We like to pick the one we both find the cutest, with the aim of grooming him for some extra-curricula instruction in our private suite. Today we had both agreed it was the pale skinned redhead we’d like to have, hopefully as our shared fucktoy in due course. He also happened to be beautifully hung, uncut and with a neatly proportioned body. In short, a real cutie we both wanted in our bed

The students were visibly shocked by the intensity of Matron’s messy climax. The realisation that a woman can squirt in that way was clearly a revelation and we talked about it with them while Matron recovered her composure. After a short Q&A session the students were invited in turn to examine Matron’s body, wherever and however they wished, to explore her vagina to the extent they were comfortable with and to manually stimulate her to a climax. Sue, (ie Matron) has a huge sex drive and is multi orgasmic so the outcome was never in doubt and they each successfully brought her to orgasm. She and I enjoyed seeing the students gain confidence with this first step in their instruction and we brought the first session to a close with a discussion on their learning and how the afternoon’s lesson would be conducted.

We explained that lunch would be taken in a breakout space in their changing room (so we could monitor their conversations) before they reconvened for Lesson 2. We explained that this would be in another part of the facility and would be a different setting to the clinic session. What we didn’t tell them was that it would be a bedroom setting, more intimate in nature, that the lesson plan would be centred on oral sex, and that they would be allowed to ejaculate at the end of the session. Part of the course preparation required them to refrain from masturbation for 3 days beforehand. While we couldn’t enforce this, we nevertheless knew they were highly charged and horny after the morning session and would need release before leaving the facility at the end of the afternoon.

I knew Sue always looked forward to the first afternoon session and the opportunity to see for the first time her young students climax themselves. She loves cum, but has a particular weakness for fertile young seed with the volume and force of ejaculation she’s come to enjoy from our students. I also knew that once they departed the facility for their accommodation blocks and a well earned dinner, Sue would badly want to fuck
 
Sorry the last part of the above post got truncated. I got a bit carried away with it so maybe I should develop it into a story for submission.
 
Rather than individual sex encounters that get me off, my mind wanders to scenarios that would set me up for multiple sex experiences. All of these involve people celebrating their sexuality, in whatever way gets them off, with no reservation or judgement

For example, one of my fantasy scenarios is to be a writer for Advocate magazine. My job is to travel the world to evaluate and review gay resorts, bath houses, gay cruises, gay beaches etc. and write reviews for the magazine.

Every place I go the owners/managers want to make their best impression. I travel first class, stay at the best locations, get free massages from the hottest young guys. Free gourmet meals, free drinks, the best rooms on the beach, and a non stop supply of available hard cocks, and pussy whenever I want it.

Another fantasy is that I have a large house with a pool near a university. I have a reputation as a party house, especially among the LGBTQ athletes. A place where they can be accepted, come and relax, drink or get high, and enjoy the pool, getting nude and getting a tan. Open sex is accepted and frequently evolves into gay or lesbian orgies. Groups or couples have sex openly, with no reservations. It's like the Playboy mansion, but oriented to young horny gays and lesbians.

Then another is that I own a bath house. I live in the penthouse above the club. I spend most of my time sucking cock and enjoying hard asses. But I decide to open it to 'women's night' when women are allowed in for free, and join the men. I find that only hard core sluts show up, taking all the cock they can get. Most seem to like the glory holes, then take multiple cocks in the sauna, getting spit roasted.
It's so popular I decide to open the club to to a 'women only' night on Tuesdays, where lesbians can indulge themselves with multiple partners. I'm surprised how many show up, some that I know and didn't suspect where lesbian. Lots of cunt licking, kissing, tit sucking. I'm always there, naked and hard, in case any of them want a hard cock. But mostly I just watch and wank.

Do you have any fantasy scenarios that would set you up for all the sex you can imagine? Let's hear about it.
Can I be your executive assistant? Working under you would be my favorite position.
 
I have a long time fantasy that my wife is a high priced call girl. Her clients are rich, older businessmen in town for a weekend. She makes plans in advance for a time and date that I drop her off at his hotel. He drops a special pill and he’s ready when she arrives. She strips for him. Then he fucks her. He pays her quite handsomely. But it’s not about the money. It’s the thrill.
 
Back
Top