Dear ████,
It's great that you are coming to ████ again! And that we should have more time together than last time.
Here's a program for us. I hope you will like it. Two days and nights of sex ending with the fulfillment of one of your fantasies (yes, you know which one!) ... and some of mine too.
Day 1
I booked a room with a view in a nice hotel for you.
On the first day I join you in your room at lunchtime with a bottle of white for aperitivo. Do we start with a glass of wine or do you prefer to go straight to the window, lean against it and look outside while I go down to eat you?
My tongue slides between the folds of your beautiful and smooth pussy. I lick, tease, suck, taste you until you climax. Then I move around to fuck you from behind. I remember you telling me how much you like a nice view with a good fuck. Should I take a picture what I see to share my view with you? You, both hands against the window, slightly bent over, legs apart, your wet pussy offered to my view and to my cock! People in the garden outside may also like the view... maybe I should have booked a room in a higher floor?
We fuck. It's been a long time. We come together. Your cunt tighten around my cock as I shoot load after load of cum into you.
We get down on the bed. You ask me if you can sit on my face. Of course you can! You stride over me and rub yourself against my chin, my mouth, my nose. My tongue eagerly tries to reach your clit and your lips. You come once more and my face is inundated with your juice and some of mine too. You get off me, lick my face to taste yourself. We kiss. I caress your breasts, your back, your hips, your... Your pussy is still wet. I use two fingers to scoop what I can and we both suck on them, our tongues touching.
We cuddle for a while. My cock is still hard and pressing against your ass. I hold your beautiful firm breasts and play with your nipples.
We order food from room service. We eat and drink and lie in bed and doze off for a while. We wake up to find ourselves in a 69. Did I wake up with a hard-on, my cock in your mouth and my balls in your hands? You tell me you like that I shaved my balls. They're almost as smooth as your pussy in which my face is once again buried, drinking your sweet juice.
I reach to lick the sensitive area between your pussy and your asshole. Your breathing and shivering shows me how much you like it. My tongue circles and then goes over and inside your asshole. You shake as another orgasm hits you.
I break it off before getting too close to coming myself. For a while I watch you playing with your clit and dipping fingers in your pussy to lick them. I get up to get... something.
See, I didn't just brought wine but also a nice massage oil. I won't pretend that I can give anybody a pro massage but a sensual one to you, yes. As you lie on your stomach I oil and rub and caress your neck. I slowly move down to your back, your buttocks, your legs, your feet. Then back up the inside of your thighs and to the crack of your ass. You moan softly as I repeat this a few times. You spread your legs to give me access. How many well lubricated fingers can your pussy take?
My attention shifts to your ass again. My thumb follows the same path as my tongue before and slowly finds its way in your asshole. My index and middle finger are still in your pussy.
I gently finger fuck both holes until you tell me you want to feel my cock in your ass. I make you turn around on your back. I put a cushion under your hips. I get more oil around your butt and on my cock.
I raise your legs against my chest, over my shoulders. Your asshole is fully exposed and in the best position to be fucked. I press my cock head against your opening. "Yes, fuck me in the ass!" you say. Slowly, for the very first time, I get inside your backdoor and start pumping, in and out, not too deep in order to excite the most sensitive area, close to the entrance. I put a hand on your pelvis and a thumb in your pussy. Your hand gets underneath mine and one of your fingers joins mine in your pussy. We can both feel my cock in your tight ass. You start rocking back and forth and amplify the penetration until you suddenly push yourself completely on my shaft. I am ball deep in your ass. I feel your muscles contracting. I can't hold it anymore. I come hard and you do too.
Next time we will try doggy style. And then, each time I'm about to fuck you from behind, you can grab my cock and guide it where you want it.
We rest only for a short time because we have to go shopping before we go out for dinner. I found a bookstore-café kind of shop that you should like: first they don't serve coffee but wine, and second they don't sell books but sex toys. Dildo, vibrator, anal plug or beads... what is your choice? Definitely one you can wear later when we go out, maybe a vibrating egg that I can control remotely? But we also need one you're comfortable to use when we fuck again later tonight. Maybe we should buy two?
*****
We ask the shop to clean the egg, you will wear it to for dinner.
While we're having a glass of wine you go to the bathroom. You come back with a smile and give me the remote control.
As we said that these two days were "no underwear" you are not wearing anything under your sexy black dress. My hand crawls along your leg until I can feel the moisture of the lips of your stretched pussy.
I turn the egg on a little bit and we are satisfied that the noise is very discreet. And you are satisfied by its effect on you.