If you read "I Become a Therapeutic Instructor" and you learn about Lisa.
I wanted Lisa to have a good time and talk to some ladies and since neither of us knew anyone in Las Vegas, this seemed like a nice way to make some friends.
Actually, I hired two ladies and let me tell you why. Women love to talk. Most guys talk, but not anywhere near as much as women do.
Women talk about anything and they do it forever. Guys talk about their jobs, their hobbies and sports. Oh, and women too. But women have little interest in hearing about work, men's hobbies that they could care less about, or sports. So, hiring two nice looking ladies to be friendly and talkative with my girlfriend around the pool about the stuff they like conversing about was my way of setting up a fun time for Lisa.
I had never done anything like this before but it worked out well. For the two ladies I hired, it worked out very well. High hourly rate, paid in cash, be nice, talk, have a good time. Home in time for dinner and lunch included, whatever you want on the menu.
Her initial interview, if you could call it that, consisted of meeting me and her friend at the cabana poolside when the place opened. Read the story "The Affair Continues in Las Vegas" for some specifics.
When she took her bathing suit top off in the cabana with Lisa and the other girl, well, that sealed the deal for me.
I didn't see any physical flaws, far from it.
She was gorgeous and I found out later why she was a late starter with boys; she was so good looking she was never asked out. Her beauty intimidated the male species.
Over the course of the day I gave her additional favorable marks for being bold with Lisa, applying suntan oil to all the exposed parts of Lisa's body, including her breasts (with special attention, of course, paid to Lisa's sunburn prone nipples), kissing Lisa on the mouth and being upfront with me when we were alone by letting me know if I ever wanted someone else to spend time with, she would drop whatever she was doing, and wearing, to join me.
Part two of the interview took place later that same day when she and Lisa got better acquainted with one another. By that I mean, this young lady enjoyed eating Lisa's pussy. Not just once, but repeatedly from the late afternoon into the evening up in our hotel suite. Lisa loved being licked, kissed and finger fucked by her. Lisa requested that I set up another session for the two of them to continue the, what will we call it? Conversation.
I agreed to set it up with my MILF Lisa on one condition. The condition being I be an active participant of the ahem; conversation.
Oh, and before I forget, this same young lady helped Lisa prepare her virgin ass for my throbbing erection by adding a lubed butt plug to Lisa's ass to stretch her out a bit before I introduced my MLB baseball bat sized cock to Lisa's tiny rosebud.
I'm kidding; it only feels like a baseball bat when it makes its way into a female ass.
It feels like a small redwood tree once its in all the way.
Part three took place in the same suite in the early evening hours when Lisa and the young lady in question undressed me and together, the young lady and I took a bath together. During this bath, she started out blowing me, with the goal to help me reduce my tension, but I removed her mouth from the redwood tree. First I made out with her, kissing her like she had never been kissed before and she melted, literally in my arms, surrendering to me on my kissing ability alone. (She was impressed by me physically too, including my dick).
I showed her I wanted to be with her alone and she said she wanted to be with me. After that I took over the situation by eating her to two orgasms, the first by a male mouth for her in months. The poor girl, as gorgeous as she was, was sex starved.
Part four of the interview consisted of me knocking lightly on her hotel room door at about 5:45 the next morning. I had just dropped a load of swimmers into Lisa, at Lisa's request and told her I was off to the hotel gym for a morning workout. I had a workout alright.
I proceeded to pound this beautiful, firm, young, stacked and willing woman in all three of her holes while Lisa slept in upstairs. I ended her sexual drought.
What I learned later is that she had been saving herself for someone and had finally given in to her boyfriend in April and they promptly broke up. So, she was tight, and fresh and needed to be schooled in the sexual arts.
She opened her hotel door nude. Kissing me hello, she stripped me out of my gym clothes in a few seconds, all the while trying to kiss me. We kissed, and I fondled her. She had arranged for room service to deliver breakfast at 5:30. I didn't ask how she dressed when she answered the door because I already knew. In addition to coffee, she had some English muffins, jam and jelly delivered.
As for the hot coffee blowjob, it was outstanding. She said she liked Orange Marmalade and that ended up spread all over my balls, which she licked off for her breakfast.
Rimming? No need to ask, I simply indicated with my hands for her to "Go lower."
Her tongue was magical.
She got me hard with her lips, tongue, mouth and throat. She even nibbled my balls with her teeth. Her techniques were amazing and if I hadn't just cum I would have spurted in just a couple of minutes, that is how good she was.
Her nude body was amazing. Just looking at her brought me to redwood status. Remember, I had just spent the previous afternoon around the adult pool with this young lady as she wore no top and the smallest amount of clothing I have ever seen covering, or attempting to cover, a fully shaved fresh young cunt.
The front of her swimsuit bottom was so small she was initially constantly trying to keep her pussy covered and sometimes the material gaped, which allowed me to see the whole enchilada. I mean taco. From my perspective, her pussy looked very edible. She caught me looking a few times and knew I was interested.
How could I not be interested? She was gorgeous.
Knowing I was looking, after a very short while, she gave up trying to move her swimsuit bottom around to cover up. if the material gaped, so be it. As for the thong, it was hidden in her crack, so at a distance, from the rear, she looked like she was naked.
Not to be a jerk, because I loved Lisa, but even as she took off her bathing suit top the previous morning I imagined even then that this was a young lady I would like to spend the entire weekend with nude in a hotel room, or my backyard pool, hot tub and cottage. I wanted my hands on her, my mouth on her and my dick in her. I eye fucked her from the moment I saw her that Friday morning.
Back in her hotel room, My redwood tree turned into a Saturn Rocket Booster when her mouth, tongue and lips started in on my manhood.
Wide eyed at my size, she spread the Astroglide sauce on my large, angry penis. She looked up at me with those gorgeous eyes and said "I want you in all my holes. Would you mind starting in my ass because I want to get the painful part of your visit out of the way first."
I smiled and kissed her and I replied "As you wish." She simply said "Be gentle, Jack."
I then took her anally, having liberally lubed her back package and primed it with first one, then two fingers before I successfully navigated past that tight ring with fierce resistance until I pushed my way in, half inch at a time, until I was balls deep, my ball sack wet from its interaction with her dripping pussy.
Her hands gripped the sheets and she buried her head into a pillow as she screamed at my penetration. She never asked me to stop, or slow down or pull out. I got in balls deep and had her breath through the pain.
As her hands lightened their grip on the sheets, I started pumping.
She told me later she had played with butt plugs and English cucumbers and I was officially the first in her ass. She was scared of my size but knew I was going to be gentle about it.
I had wanted access to her rosebud from the moment she turned to walk out of the cabana. It was all I could do not to grab her ass with both hands and squeeze it, fondle it, slap it, kiss it, lick it, spank it and rub suntan oil on it. As I sat in the cabana I watched her ass and dreamed of being in bed with her with my hard cock in her crack and my hands on both of her breasts, rubbing them for good luck and pulling on her nipples to wet her pussy so I could plunder it.
I didn't cum in her ass, but I stayed erect and pumping in it long enough so that she could cum on her fingers, the fullness in her anal cavity aiding her pleasure. Or displeasure. She was relieved when I pulled my hard cock out of her ass. She literally breathed a sigh of relief.
She smiled at me as she collapsed on the bed, breathing loudly as her anal cavity emptied as I pulled out.
I slapped her on the ass and said "You haven't felt the last of him."
She laughed, and said "Not today, Jack, please. Give my ass a rest."
I asked her to go get a washcloth and wipe me clean, and then with my hand on her head, had her check her work with her tongue and lips on my cock. I had her suck me hard again and it was all I could do not to come. She knew she was good at head and she smiled at me as I groaned when she teased me.
She wanted to ride me and so I laid back on the bed as she lowered herself on me. She was hungry to be kissed and so with those big puffy nipples and large breasts crushed into my chest, I rubbed her bare back and thighs and butt as we kissed and she rode up and down. When she sat up, my hands went straight to her tits where I tweaked and pulled on her nipples and rubbed her breasts. She came on my cock in this position, breaking into a sweat as she squirmed on my erection.
After she came she rolled off of me and I directed her mouth to my cock again, and without hesitation, she licked me to full hardness. If she minded tasting her own juices, she didn't react.
She moved up to me on the bed and asked me if we could just kiss. Which we did, which led to more rubbing and kissing and licking and soon my hands were between her legs and I rubbed her to a nice quick orgasm with my thumb on her clit and two fingers slipping in and out of her very tight bare snatch.
After she came, I found myself licking that shaved pussy of hers. It didn't take long to get her hot and bothered because I was the only man that had spent time between her thighs. Lisa had dined there the previous afternoon, but only for a single course.
She was so very grateful to me for eating her pussy. She was highly responsive to my tongue and my fingers.
Her hands held my head down as I licked her across the finish line, her pussy humping my tongue as I sanded her clit.
After licking her to two more orgasms, I climbed up on top of her and pounded her missionary until I unloaded into her welcoming tight hole. I laid on top her draining into her, then I rolled off and she grabbed me and pulled me into the shower.
I spent some time washing her while the water poured down on us.