First time Cheaters

MrSneak

Virgin
Joined
Jan 12, 2018
Posts
10
I met this woman online and we hit it off. We’re both married and have never cheated before. I tell her my hotel room and number, I leave $200 on the desk because she wants to be treated like a whore after years being in a dead bedroom. I’m blind folded on the bed, she walks in and sucks me off. This removes my nerves. She leaves. We meet down in the lobby for the first time before we head off to our date. I give her a bag and inside are panties with a built in vibrator. I tell her to put them on in the Uber. The remote to the vibrator is in my pocket....
 
Sometimes life has been good and sometimes life has not been so good. I have been married for 15 years, and my husband and I have been in a "dry patch" for the past 3. Whereas we both seemed compatible when first married, the stress of responsibility, illness, and kids has seemed to remove the romance from our marriage. At this point we are good room mates.

I have always been adventurous in the bedroom, but my husband was slow to follow along. But there has been something in me that wants more, that wants to be dirty, sexy, even dominated. So when I saw the ad posted online, I had to answer it. I have never cheated before, but between the lack of sexuality at home, and my burning desire to do something "slutty", I knew that this was my chance.

After sucking you off in the hotel room, we go out for the night. You have given me a pair of panties with a vibrator in them. I hesitate at first. I have never seen panties so thin and wispy. My cotton briefs always covered me more than that, but knowing that I have already taken the first step to giving up my will drives me to don the panties. I take off the cotton briefs and drop them in the garbage. I first slide one leg into the new gift, then the other. Carefully I pull them up under my dress, lodging the vibrator neatly against my pussy lips.

"What a night this will be!" I say in a sultry tone, as we go down to the hotel lobby.

You open the door of the Uber for me to get in, and then enter yourself. The car drives off with us in the backseat, and you shown me the remote in your hand.

"What does that do?" I ask, wondering what it goes to.

Immediately you switch it on, and my pussy dances with delight. The sensation demands my attention, and I struggle, losing focus on the world around me. And then, just as quickly as it started, the vibrator turns off, and you wink at me.

"This gives me control of part of your body tonight. I will be able to turn you on and turn you off, just as I use this remote to turn it on and off."

The thought of wearing these panties, and giving a stranger control of a vibrator lodged against my aching pussy, is so dirty, so sexy, so slutty. This IS what I have been looking for.

"So where are we off to tonight? Somewhere dark and private? Or somewhere more public and exciting?"....
 
I married my wife because it was the right thing to do. We did it the right way. Meaning, we treated each other respectfully and honestly. Sex was not the main factor in our relationship and that was the first time in my life where I was in a relationship that was good and clean, and not about sex. My wife is smoking hot so it was her first time as well. I was the first guy to treat her with compassion and not as a sex tool. Unfortunately, we never turned the corner when it came to sex. Our marriage was everything but sex, however, my past started catching up to me. My desires started growing fiercer. I couldn't stand being in a dead bedroom anymore. We've been married for 10 years and I needed to experience life! My thoughts and fantasies started going so wild that I put thought into action before I could process anything.

As I laid on the hotel bed naked with the blindfold on my heart was pounding like it has never done before. I had a slight smirk on my face. My mind was all over the place, "I don't know even know this woman, and I really doubt that her name is Cathy. We spoke on the phone and shared some videos so I really do know it's a woman and I believe that we are doing this to help each other out. She seems like a great and sexy person and we both have good intentions. What if she flakes? Will she say hello when she walks in or will it be complete silence as she engulfs my cock." Speaking of which my cock was rock hard facing the ceiling. I as so exposed and vulnerable. By allowing Cathy to be in control at first I am letting her know that I can play nice. Somewhat important for the woman to feel safe I thought! Plus, the way my heart was pounding I knew this was the best way for us to both get over the jitters. I totally would have freaked out and done nothing if we did this in a traditional manner. Also, only a hungry slut would agree to something like this. She’s going to suck and drain my dick before ever seeing my eyes or kissing me. I loved her hunger I thought. Cathy was older by nearly 10 years. I love older woman. When she sent me those videos I couldn't believe a woman like this had answered my ad. I am 5’10, brown hair, blue eyes, 180 lbs, and somewhat fit. I made sure to trim around my cock and shave my balls. My wife won’t notice.

The door opened up slowly. I listened intently to hear if this was Cathy or a hotel worker. More steps coming towards the bed. Must be Cathy. I then focused on the $200. Was she going to take it? Sure enough I hear it slide off the drawers. “What a hungry hooker” I thought, and then “good for you, Cathy, lets fucking push way past our comfort zone.” I could only smile. Not a peep could be heard from Cathy. No hello. No moans. No gesture of approval. I could only see complete blackness. My fists tighten up.

That’s when I felt the warm breath on my cock. “Oh good girl” I say out loud. She was breathing on my cock, up the shaft, on the sides, and the back side. Very slowly. I felt her hair brush against my stomach. It gave me goosebumps. Then she opened her jaw and slid my whole cock down her throat. I couldn’t help but moan real loud. According to Cathy, after one of our video exchanges, her husband had a bigger dick than I did. I was average. But the most important thing is that Cathy was experiencing a cock in her mouth that she so desperately wanted. Precum started building. She was doing everything slow like I said I wanted it. She knew I was going to cum fast since I can’t even recall the last time I got a blowjob. She was treating me kindness. Letting my cock remember what it felt like to have a warm and wet mouth sucking on my cock. Cathy put her entire face down and held it there with my cock submerged into her throat. The First twitch. Cathy held it. The second twitch. Cathy held it. My hips leaving the bed because the orgasm was too much. Cathy held it. I heard her gurgle and she released my cock. More came out. My arms were to the side because those were the rules, and my head was going back and forth as I grunted.
_____________________________________________________________

In the uber I got my first real chance to look at Cathy. She was beautiful. I could see the lust in her eyes after she asked me where we were going. I was still in awe that this woman sucked my cock before we even hugged each other.

“We’re going to grab some wine and cheese and go to this park over by the lake before we walk to a concert. I hope you’re ready to have some more fun.”
 
Cathy

"My middle name is 'fun'." I reply with a smirk.

Having walked through the lobby, and now in the Uber where the light is better and your blindfold is off, I finally have a chance to get a good look at you. Your strong square shoulders is what I noticed first. I don't try to hide my obvious ogling, scanning my eyes down your body, towards your narrowed waist, where I know your bulge is tempting me. I see that my lewd looks makes you blush slightly, perhaps you are not accustomed to having women stare at you this way? I can hardly believe that. I have nothing against men my age, but you are such a fine younger man next to me, brings back memories of my "exciting" days. Days I remember fucking for hours at night, and then again in the morning. Oh, the thoughts are making me heat up just thinking about reliving those days. But I wonder if you will feel the same about me.

Running my hand up your thigh, I slide over, leaning close up to your side. In the process I can feel my skirt pull up a bit, leaving my ass directly on the car seat. These new panties you gave me don't cover enough of my ass, and I start to grow self-conscious again. "I knew that this dress was too short for a woman my age" I start complaining in my head. I know that my own insecurities have a chance to derail this, this chance at passion again, which starts to make me more uncomfortable.

"You are magnificent!" you whisper in my ear, almost like you knew what I was thinking. And with that one comment, my fear and insecurities melt away, and I press up closer to you. I am trying to press my breast into your arm, hoping to help satisfy this longing that is growing in me.

I lean over a nibble on your ear when something shocks me again. You have switched on the vibrator, which demands my attention. I lean back in the seat, my eyes growing wide, my breath caught, mouth open. I am trying to ask you to grope my breasts, but I can't get the words out. Such a desire is dragging at me, and I move my own hands up towards my chest, but just as my hands reach my breasts, your hand catches both of mine, gently moving them back down. Oh, I feel the tension increasing in my crotch, my eyes close and a moan escapes my lips.

"Ohhhh, I can't... I can't... I can't..." I try to mumble. Lights flash behind my closed eyelids, and my hips kick up, which causes me to slowly slide lower in my seat. I know that the Uber driver is looking at me in the rear view mirror, but I can't control myself. Finally, the orgasm finishes washing over me, and you turn off the vibrator.

Panting, I look up at you, "Thanks I really needed that!"

"Well, you helped settle my nerves already, so I thought I would return the favor to settle your nerves as well." you reply with a dark smile.

I try to push myself back up in the seat, as we arrive at the destination. You get out of the car, walking around the back, and then open the door for me, offering me your hand. I see a nice row of small shops with a park on the other side of the street. I am unfamiliar with this area, as this is not in my town. Which means I am not worried about anyone seeing us together, who knows me. Taking your hand, I get up out of the car and we start walking down the street. I need to adjust my top, as it is very low cut, and got pulled out of place during the car ride. In doing so, you catch a glimpse of my black lace bra.

"I like that bra under your dress, it matches nicely" you mention casually, as we stroll down the street.

"Thanks" I reply, feeling a bit more emboldened. I slide my hand around your waist, slipping in close to you.

"Although I think it would look better on the floor" you whisper down into my ear.

"Well, I am not as young as I used to be, and I wanted to hold them up, and..." I trail off as I make excuses, blushing at the suggestion. "It just seems wrong to go around in public without proper undergarments" I continue.

"You are hardly wearing 'Proper Undergarments' now" you remind me with a smile, and switch on the vibrator quickly, which makes me catch my breath and stop walking. "In fact it would be rather slutty of you to go around without a bra" you mention squeezing my hand.

I can't think, or respond while the vibrator is on. The idea of going around these shops with my short skirt and low cut top without a bra seems so dirty, so sexy, so slutty. It makes me blush to think about it, and I secretly hope that you will ask me to take it off too. After a few more seconds you turn the vibrator back off, so we can continue walking, although my knees are still weak, so I can only walk slowly.

"Well, I could be your slut, today, if you wanted" I say in a sultry voice, "but first I think I should get to know you a bit more. Lets go into one of these shops to get some wine while you tell me about yourself. For starters, I only know your screen name, but what is the name I should call you by today?"...
 
Cathy

"For now you should call me 'Soren'." you reply, obviously happy that I continue to embrace the slut that you hoped I would be. You continue to speak, with a bit more commanding tone than you first used, "'Soren' as we start, and later it will be 'Sir', if this goes well enough, in time I will let you know my real name, but not just yet."

I am a bit surprised at your tone of voice, but in a way it feels good too. If I am going to be a slut, it helps sooth my conscience that I did not do it by myself, but rather because you made me do it. Still flush after my last orgasm, I am feeling a little more carefree than I would normally, so I nuzzle closer, and whisper in your ear "Well, lets get some wine, and get somewhere I can be released from this bra. If I am going to be your slut, I should probably dress the part."

Where is this coming from? I would never talk like that, let alone suggest going out without a bra on. My head starts to get dizzy with conflicting thoughts, just then you pull me into a store called "Vine & Brew". It is nicely lit, has a wide selection of wines, a few other customers with the staff serving samples at a bar.

"Come in here." you say, "I have signed us up for a Wine Tasting Tour, where they will give us samples of wines from around the country. Whatever you decide is your favorite, I'll buy and we can go to the park."

I catch sight of your profile, your strong jawline is covered in black stubble, black hair brushed over to the side and gelled in place. A very manicured appearance, careful in all the details. As you turn back to me, I catch your dark eyes. So dark it is difficult to tell where the iris ends and the pupil begins. Your tanned skin is smooth, so new, so lively, so much different than what I am used to.

We start the wine tasting, and with each sample I feel a little more tipsy. It almost seems like they are purposely giving me more than everyone else. When we are all done, you ask which one I like the best and I choose a Michigan Riesling, you in turn choose a Laurel Glen Cabernet.

"Nice taste." you say.

"Well I like something light and new, things that are sweet and tasty, just like you." I say, hoping you catch the double meaning.

Smiling you respond with "That is exactly what I was thinking, I chose my wine because it is aged to perfection, dark, and full bodied" with an emphasis on the last part.

"Full bodied?" I question. "What are you implying?"

"Only that your assets are extremely appealing, and I am hoping to taste them soon." The dark twinkle in your eye starts to excite me again. "I need to use the Men's room" you begin, "wait here for 2 minutes and the follow me. Knock lightly on the door twice when you get there."

My hands start to quiver as you stand up, say something quietly to the staff at the end of the bar, who points down the hall, and you stride down the hall at the back of the store. I am counting seconds, but not sure if I am counting too quickly, "118... 119... 120. Ok, that must be about 2 minutes" I think to myself. I stand up, and walk down the hallway, turn towards the women's restroom, and then quickly step past it to the Men's. I knock twice, and you open the door.

"So nice to see you, and your Fully Body", you say, in a low voice.

I step in, and you close the door and lock it. Immediately your hands are on my hips, you spin me around and lean me up against the wall. Your hot lips are on mine, with your tongue exploring my mouth. I can feel the bulge in your pants digging into my hip as your body continues to press me against the wall.

"Ok, now its time to see your assets" you say, as you pull away.

I slowly turn my back to you, look over my shoulder and say "I can't reach the zipper, will you help pull it down?" I see your eyes full of thought, as you decide what you want to do, then your hand reaches up and pulls the zipper down to my waist. As I turn back around to face you, I pull my arms in and the dress parts and falls down, exposing my full breasts, clad only in a black lacy bra. Your hands go quickly to my back and unclasp the bra, and then slide to my waist, pulling me into you again.

"This is in the way." You breathe into my mouth, as you pull the bra out from between us. Your mouth then drops to my nipple, tongue swirling, mouth sucking. It is getting hard to think again. Your other hand moves up to my breast and cups it. I can feel the cold tile of the wall against my now naked back, and I pull your head in tight, running my fingers through your black hair.

You continue sucking and swirling, alternating breasts. One hand on a breast, the other hand grabbing my ass under my dress, and your mouth on a breast. I know with your hands thus occupied, you can't get to the vibrator remote, so I pull your head back up to mine, and plant a kiss on your neck, and start sucking, just under the ear. My hopes is to leave a mark there, one that may be difficult to explain later. But just as I get into it, the vibrator switches on. The shock causes me to break my kiss, and loll my head back.

"Now, now" you chastise me, "No permanent damage, I still need to go home and be presentable to my wife."

I cannot argue as my mind is occupied by the fire growing in my pussy, all I can do is try to breath, and then, it is off. My first reaction is with a scowl on my face as to why it stopped.

You gently respond "Lets go somewhere more private, perhaps the park across the street."

I reach down to the floor to get my bra, but you step on it and say "No, you are my slut today, and sluts don't wear bras." With that you quickly pick it up and drop it in the garbage can. Then you come back to me, turn me around and say "I suppose if you could not get your zipper down by yourself, you cannot get it up either." and I feel your hand moving up my back with the zipper.

I struggle to get my arms back in the armholes as you pull the dress up and finish the zipper. The fabric runs across my already sensitive nipples, tantalizing me, and also making me miss your mouth. Checking yourself in the mirror you adjust your hair, wash your hands and say, come back out in a minute, I'll be waiting at the bar, and you quickly push out the door.

I check my makeup in the mirror, try to fix my hair and look at my dress. Without my bra, my boobs sag more than I would like, but the front of the dress seems to dip down lower too. Much of my chest is exposed, and my hardened nipples poke through the dress, showing clearly from the front. "I would never go out in public this way," I think to myself, "what am I doing?" As I turn towards the door, I can see my breasts visibly swing back and forth as I move towards the door.

"Boy oh boy, Soren is going to like that" I think to myself, as I straighten my shoulders, and push on the door, bracing myself for what or who is outside.

Much to my relief no one is outside the bathroom, so I slip back to the bar, and sit next to you. Your eyes dip down and look down the top of my dress. Your gaze rests on the outline of my nipples on the front of the dress, and the attention makes me blush.

"Very nice, very nice indeed" you say, "You look much better this way. Now lets be going, I have purchased the wine and some cheese that pairs well, along with a roll of bread" as you hoist your hand with a fancy paper bag with bottles and the bread poking out the top. "Lets be off the the park", you say quickly, grabbing me by the hand and striding towards the door.

As we exit the door, I can not believe what I am doing, but I am excited to see what comes...
 
Sorry

Life moments took me away from writing. Message me if you’d like to chat real quick.
 
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