As I walk into the hotel lobby, I see you sitting on a couch, waiting for me. Your tight dress shows a bit of your cleavage and hugs your curves, stopping mid-thigh. Tall stilletto heels finish the outfit, making your legs look long and sexy. My jaw drops a bit as I see you. I had texted you with a few of my expectations and you blew them away.
“Wow, you look amazing,” I say.
“Well, I did a little research. You know I need to be somewhat prepared,” you reply.
I take your arm as we walk toward the elevator.
“No bags?” I ask.
“Just this,” you reply, holding up your purse and grinning.
“Are you sure you want this? Are you sure you can handle a whole night of being subjected to my imagination? You aren’t worried about what might happen if you aren’t in control?”
You think for a moment before responding. “I’m not quite sure what it is that I want, but the thought of being taken without my control does turn me on. Decisions are my career, I need to find a break from them.”
“Alright, I’ll be gentle. I don’t want to hurt you or scare you. What do you want your safeword to be?”
You look at me thoughtfully. “I trust you. I want this. I dont want a safeword and I don’t want you to hold back. Use me. I need to be fucked hard and rough. Teach me what you want, don’t give me a choice.”
The elevator doors open and we step on, followed by another couple. We lean against the back of the elevator, the couple is in front of us. You feel my fingers tracing the back of your thighs and pushing up your skirt. You place your hand over my crotch and can feel my bulge. Just then, the elevator stops and the couple wait to step off. You move your hand away, but you feel me push the material of your skirt between your legs. My hand slides further up until I am just barely touching your damp pussy lips through the fabric. You play it cool as the people glance back at you, but my middle finger finds it place and you can barely keep a straight face as I put pressure on your clit. The doors close. We are alone for the moment.
You turn towards me and I wrap my other hand around to your ass. I lift you up, pulling your legs around me and making your skirt ride up. Our lips lock together as you wrap you legs around me. My fingers play with your thong and tease your pussy and ass. We make out like this for a few more seconds until we reach our floor. I carry you to our room and fumble to get the key.
Stumbling into the room, I push you back onto the bed. I pull your legs up admiring their shape. The shiny high heels make your legs look long and sexy. I trace my fingers down the back of your calves and behind your knees. My hand keeps going lower to the hem of your skirt and my fingers slip under the edge. As i push your skirt up to your hips, your butt cheeks spread slightly, allowing me a glimpse of the bejewelled plug in your ass.
“I was never a prude,” you repond to my raised eyebrow inquisition. “I told you I wanted to be prepared.”
I kiss my way from your knees to the inside of you legs and to your crotch. The tiny thong is all thats blocking my destination. You feel my warm breath on the scrap of thong fabric as i move it aside using my teeth. Your damp pussy drips with anticipation as my tongue gently licks from the plug up to your clit. You arch your back and try to grind you pussy into my mouth. I focus my tongue efforts to your clit while my fingers wiggle and twist the plug.
For a few mintues, I keep up my teasing and licking. You begin to grind yourself harder into my face as you can feel an orgasm building. I push my fingers in and up into your g-spot. This makes your back arch and I suck hard on your clit. As your body tenses, I pull away and stand up.
“Why did you stop? I was so clo-”
*SMACK* My hand leaves a red mark on your ass cheek and you open you mouth in a silent scream.
“You will not cum until I say.” I command, “You will be cumming many times tonight, but you will not start until I allow it, understand?”
You nod, slightly in shock. I lean back down and gently blow on the red hand print. It soothes you a little.
As the sting fades to a throb, your legs are pushed up to your shoulders and I tell you to hold them there, spread wide.
I step over to the dresser where you notice toys laid out. I pick up a remote vibrator and turn to you. My fingers reach to your open pussy lips and I spread your slippery juices up and down your slit. I tug on your plug a little, spreading your asshole slightly but push it back in right away. Then I line up the vibrator with your opening and slowly push that into your wet pussy.
I step back, admiring the view of you on the bed, legs spread, dress around your waist and both holes plugged with toys.
“Turn and hang you head off the bed.” I pick up my phone to load the app to control the vibrator while you do as told. With you mouth upside down at the height of my cock, I open my pants and pull it out, already hard. You open part your lips and try to reach me with your tongue. I oblige and move closer so you can just reach. Your tingue swirls abound the tip as i move closer. As my head touches your lips, you feel the vibrator come alive in you. As you taste my precum, the vibrator suddenly goes to max and you involuntarily arch your back. As you do, you throat lines up with my cock and I push it slowly but forcefully. Your throat relaxes as i push my hard cock past your tonsils. The vibrator begins pulsing high to low repeatedly. You begin to be overwhelmed with the assault on all of your holes but then relax as i begin to fuck your throat in time with the pulses.
You feel the pressure of an orgasm building in you. The slap on your ass reminds you to wait until told to cum. I watch you struggle, watch your pussy pulse and know the ache you are feeling. I throat fuck you harder and faster. Your drool runs down your face from my cock, but you dont care. All you can think about is holding back your orgasm. After a few more moments, I hold my throbbing prick deep into your throat and you feel me swell as I unload straight into your stomach.
“Cum”
The words have barely left my lips as you explode, moaning around my cock in your mouth. You hungrily suck my softening cock to get every last drop out. The vibrator continues to pulse at you and keeps you cumming awhile longer. I pull my dick out of your mouth and begin wiping myself off and straightening my clothes. You stand up, excited to strip your dress and show off your new corset.
I hand you a towel and tell you to head to the bathroom to redo your makeup. “We have reservations.”
You look at me a momemt. “I thought this wasn’t a date? You can use me however you want, you dont need to take me out. Besides, I ate before coming, like you said. Im not hungry.”
“Its not dinner. We’re going for drinks and a show.”
Confused, you head for the bathroom. As you are freshening up at the sink, i come behind you with a length of rope. I lift your dress and tear off your thong, throwing it to the side. I loop the rope around your waist, down between your legs and tie it off in back. The rope thong is keeping the plug and vibrator firmly in you. I touch my phone and the vibrations begin again on low.
(To be continued…)
Source: reddit.com/r/eroticliterature/comments/v9n6qs/an_old_flame_desires_training_mf_pt_1