Worst prostitute ever! Part III [m/f]

Oral sex can at times be a fairly complicated process, whether it’s a man or woman you’re performing it on. It’s made harder if you were in a situation like I was, where I had a large butt plug sitting rather uncomfortably inside me.

As a prostitute there are a few key points to consider when you’ve got a client’s cock in your mouth. The key one is when to put the condom on him. It was entirely up to me when to put the condom on during oral sex. With my first few clients, I’d always put it on immediately but then quickly discovered that caused all sorts of problems. It was hard to get guys to cum, they’d lose their erection and decide they wanted to fuck you vaginally or anally instead. It was easier just to leave the condom off and either put it on towards the end, or let them finish by masturbating and ejaculating onto me.

The second point was whether to let a guy put his hands on your head to guide you. With some men (not just clients) this could be seen as an invitation to try and jam their cock down my throat. However by letting him guide me, they often ended up finishing a lot faster, and provided I kept both hands on the base of his cock I could usually stop men from getting carried away.

To celebrate the supreme court ruling, I’m offering my entire catalog for free! [Hetero / Lesbian / Gay / Bisexual / BDSM][X-posted on /r/freeEBOOKS]

To celebrate this unexpected blessing, I've decided to make my entire catalog free on as many vendors as possible, for at least the next week. Participating vendors include:

Google Play

Barnes & Noble

iTunes

Kobo

Scribd

I'm just so stoked, I want to give something back to the universe. Thanks, guys.

EDIT: For those who want to use their kindle, I made up .mobi files for each title and put them on my google drive here.

My first time (f/m) (story gets juicy by the 8th paragraph)

I was 16(F) and just got over something sad. I tried to hook up with a guy for the first time with no success. Me and another guy (Justin) were horny teenagers, but we were just kind of friends because we had mutual friends.

I knew Justin was sexually experienced, he was a bit of a chunky guy (god damn, that was and still is my weakness). He was a really sweet guy who I was fortunate to have been friends with. I texted him asking for weed (it was my thing when I was sad), he didn't have any, so he seemed useless. But he kept trying to reach out to me, so I did the same, harmless flirting, no big deal.

Justin knew I was trying to hook up with his friend (David), but he wasn't emotionally attached, so he didn't care.

I half-jokingly texted David asking for a threesome, he was a nervous goody two-shoes, so he wasn't ecstatic.

David texts me back, "Did you tell Justin about wanting a threesome?"

"Yeah," I replied, feeling embarrassed.

"Lol he told me 'YOU BETTER HAVE THAT THREESOME AND YOU BETTER HAVE IT FOR ME' "

The Clerk [M] [MCtrl][humil]

“Raul, have those reports ready for tomorrow. No excuses.”

“You can bet on it, Mr. Lobo”

Why don’t you stick up your ass, idiot geezer, though Raul to himself. He winced, his own ass felt sore, although he wasn’t sure why. He left his work station and walked to the bathroom. If someone paid careful attention, they would’ve noticed the small protuberance that appeared in the back of his tight office pants with every step he took, or the very slight swaying of his hips, unusual in him for those who knew him well.

Inside one of the bathroom stalls Raul found the first surprise of the day, when he found out the pink lacey panties he was wearing as underwear. What was going on? He always used loose boxers, and wouldn’t have worn such underwear even if his girlfriend had begged him to. Besides, he would remember if he had indeed put on something like that this morning, no doubt about it. Dizziness overcame him and he had to hold onto one of the walls to avoid falling.

Glad Your Home

The warm air whistled by as she walked up the concrete sidewalk to Pier 7 Berth 4 for the arrival of her husband’s ship from an 8 month deployment. The heat was blistering, a humid 94 degrees, but the wind helped cool her body down as it gusted off the water in the Chesapeake Bay. The wind and hot air did little to ease the emotions she felt inside.

She thought of 8 months prior when she watched her husband leave from this very spot, her mind raced as she took herself back there, freezing cold weather all bundled up trying to stay warm.

Her mind took her to that day, watching him leave in his dark blue coveralls, his wave goodbye made her heart flutter inside her chest, she had never had to say goodbye to him like this in their 4 years of marriage. She couldn’t believe how fast the time passed by, the 8 months went by in a flash, but raising 4 kids alone tends to make time pass faster than normal.

She looked down to verify that her children were behaving and to her surprise they were. They looked kind of anxious not knowing what to expect and nervous about seeing their daddy again.

All night play with a guy I [F] met at a friend’s party

Skip down to the sixth paragraph for the good stuff ;)

I was recently at a birthday party for a friend at a local bar. It was a huge group of people, but I didn't actually know many of them, just the friend whose birthday it was, Sean, another friend who I came with, Alissa, and a guy who had I had gone out on a date with, but who I had not seen since, Chris. It was a weeknight, so I really only intended on having one beer and heading home since I had to be up for work at 6:30 the next morning. Before, I knew it, however, I was three beers in and about to start on some shots.

I spent most of the night chatting with a girl I met there, Jess, and watching Chris furtively stealing glances at me while talking to some other guy I didn't know. At around midnight, people started heading home, as the party had already been going quite a while. Alissa had a huge crush on the Sean though, and he was inviting whoever wanted to keep drinking back to his place, and she wanted to go. Being a good friend, I said I'd go with her. The group ended up being me, and the people I have named so far, plus the guy Chris was talking to, who I later learned was named Christian.

My [f]irst post here: Self love and forced edging

I've never posted here before, but I was inspired to after a particularly amazing session with myself.

I am a pro masturbater. Usually I can get myself off in 30 seconds or less. It sounds great, but often it's frustrating; I buy myself toys and read /r/gonewildstories to try to pace myself, but I get impatient and, once I've started, just can't stop myself rubbing my way to orgasm. My own vagina is a wham-bam-thank-you-ma'am kind of girl. It means I usually only get long, steamy sessions with other people.

Recently I started getting up early for bootcamp workouts. It's been intense, but fun; squeezing my 34G boobs into a sports bra isn't the most relaxing way to start the morning, but it's a good way to tone up and work on my core.

The other day I got home after a tough workout, and took a long, hot shower. It's so good to feel clean, and walking around in a towel post-shower is prime "self-care" time, if you catch my drift. I headed to my bedroom, and dug out my favourite little vibrator. A quick buzz before work, and I'd be good to go.

Risky sex with the Japanese student teacher

Skip ahead to SEXY TIMES if so inclined.

Midori

When I was in my 20s, I moved to Japan to work as an English teacher in the north. I worked in many different settings but spent most of my time in a sort of community college. Every year at our school, we would hire 6 college education majors in their senior year for some hands-on experience. They worked with us for a year at a time, learning English and American-style education while assisting us with our duties.

The Japanese academic year starts in April and essentially goes year-round. In July and August of every year, a new set of Japanese recruits would rotate through our school for one week at a time as part of the interviewing process to start working at our school the next spring. Some of the applicants were older, more experienced teachers, but most of them were juniors and seniors in college.

Nailing the Temp

I travel a lot. I own my own appraisal company specializing in large manufacturing plants. Sometimes I'll be away from home for weeks at a time as I examine plants in preparation for an appraisal. Since I travel so much, I really don't have time for a relationship in my home city. It's sad, but I will often spend an evening at a strip club just to feel the fake personal connection. My business is my life and hopefully someday I'll be successful enough to slow down, but for now it's go, go,go.

On a particularly large job in Oklahoma City, I decided I needed some help. The plant was exceptionally dirty so I called a day-labor type temp agency and asked for someone who could do some minor cleaning around critical parts of the machinery that I needed to see clearly in order to assign a value in my report. They sent me Katrina. Kat, as she liked to be called, was not at all the type of person who normally does the day labor gig. She was short and maybe 110lb soaking wet. Her long brown hair was tied back in a no nonsense pony tail, her plain blue T-shirt fit loosely over her B-cup boobs. The jeans she wore had some small tears and hugged her round ass tightly. She wore simple plastic-framed glasses that really set off her eyes. I was very happy to be spending the day with her and hopefully the week. My professionalism kicked in and I explained what I needed her to do. She learned quickly.

When hiring two prostitutes to have a threesome, there are some points to consider. [MFF]

The absolute key thing to remember is to try and make sure that the prostitutes you hire don't hate each other. There are other factors as well, but that one is pretty key.

Let's call our big spending customer Alex. For the 6 months I'd been working as a prostitute he'd been a regular of mine, for the most of it.

He was a bit weird, and a lot of the other women at the agency didn't like him, but I got on with him pretty well. With me at least he directed a lot of his energies towards role play and light humiliation, rather than the more extreme stuff he often wanted with other women.

He was that key thing, a regular. Someone that would adjust his booking around your timings. He'd book me for two hours twice a month on whatever time was convenient to me, so it spared me having to fight for bookings with the agency.

Let's call my colleague Alice. Straight off Alice called herself an escort rather than prostitute. Despite the fact that like the majority of the women at the agency rarely actually did anything that included the social aspect of escorting with the clients. Rather than a descriptive term, I felt she used it as a kind of euphemism, for how she earned a living.