Her First Tryst [MF] [cheating]

I sit forward on the edge of the hotel room bed. It’s a mid-tier “economy” model, the kind I’ve seen far too much of in my years of business travel. I’m fumbling with my phone, trying to calm my shaking hand and quickened breath. My thumb flips through my message history. *I want do do this, I want to do this* I tell myself. For years I have dabbled with these fantasies, trying something new with a stranger in a strange city, enjoying the freedom to dabble without the risk of being caught. It’s not that I’m unhappy at home – far from it – but 12 years of marriage and a limited history before that have made me a bit antsy. Beyond my husband, my experience consists of a few college boys who were still struggling to put a condom on properly. I hear my friends talk about their experiences – a gallery of exotic dick, if you will – big ones, thick ones, every color of the rainbow. Just this once, I’ve been telling myself, it’s time for me to try.

For motivation, I start opening the long chain of messages with my mystery caller. We’d met through an app a few weeks back, when I’d decided that this city, this 5-day stay, would be an ideal spot for a tryst. He was confident and charming, and married too – something I’d wanted, so he’d have a little skin in the game too. Our chats had slowly devolved from conversations about our lives to our deeper desires. I didn’t care what his motivation was for his lack of fidelity, only that he was willing to help me with mine. What I did care about was what he was bringing to this party – that’s what I’m flipping for now. I open the first image, then start swiping through. Relatively defined abs and pecs, salt and pepper hair, slightly tanned skin – all nice, but window dressing. I’m looking at the main attraction. In photo after photo it practically jumps off the screen. There it is, his hand looking almost tiny as he grasps it, or putting a soda can to shame. I’ve had penis, but this is a *cock*, big and assertive, 9″ ready to open me up.

I edge forward a little more on the bed, until only the edge of my ass is sitting on it. With phone in one hand, I reach under my blue and white sun dress and rub myself over my white thong. I can feel myself soaking through already, warm juices soiling my fingers. I feel like I might go right over the edge before he even gets here when my phone vibrates.

*Shit*

My shaking hands drop it on the floor in surprise. I reach down and pick it up, and there is his one-word message: *Parking*.

*Holy shit, holy shit, holy shit* I can’t believe it’s almost here. I open the mini fridge and pull out a chilled bottle of chardonnay – just enough to set the mood and calm nerves. I pour two glasses, gulp down mine and pour it again, letting a pleasant buzz start to wash over me. I start to straighten out the bed, but before I can I hear a knock at the door.

My breathing quickens again as I walk to the door and pull it open. There he is, just like his photos, mad men-esque jaw line and a salted, no-hair-out-of-place look that screams “senior vice president.” He strolls in and places his hands on my hips. I look up and strain on my toes to give him a hello kiss – a little tongue, a little lingering but nothing too hot and heavy. We walk over to the night stand and pick up our wine glasses. We smile and toast – still silent – and in a few sips it’s gone.

I laugh a little and smile and start to speak, but he places his index finger over my lips. Instead he kisses me again, a bit rougher and lustful, backing me up until I find myself seated on the bed. And there I am, staring at his soft leather belt and the fly of his tailored pants. He reaches down and brushes a few long red hairs away from my face, then cups my cheek so I look up. He nods, letting me know it’s time, and I get to unbuckling his belt. With a slow pull of his zipper I peel his pants away, revealing his tight black boxer briefs and a very generous bulge. Even then, with it sitting flaccid in in shorts, I am almost frightened at the thought of trying to fit it into me.

But temptation urges me on, and I pull down on the elastic until it reveals itself. It greets the air with a slight bounce, as if to remind me of how hefty it is. After a moment of reflection, I reach up to feel for myself. It’s half hard when I take it into my hand. I can reach all the way around it, but barely, as I start to stroke it. It responds appreciatively, its length and girth filling out until it’s practically straining against my grip. I give it a few more strokes, looking back and forth between his face and the engorged head just inches from my lips. Finally he reaches down and brushes my hair again, then pushes gently on the back of my head, guiding it toward him.

The salty-bitter taste of precum hits me as he passes my lips. Even with just the head in mouth I feel full, almost unable to take more. At first I move back and forth without moving down to his shaft – my tongue licks at his hole, my lips alternate between enveloping his head and kissing the tip, while my hand slowly strokes his shaft. With a bit of urging from his hand, still pressed against the back of my head, I push onward. My sexy toying with his head gives way to slurping, slobbering and gagging. He moans appreciatively as I hit the halfway point, my spit dribbling down my chin and onto my dress and the floor.

My own juices are starting to flow rather hard, so I decide to give him a hint that I want more. I let go of his shaft and position myself on all fours on the bed, my mouth still facing him. He places his cock back in my mouth, then reaches down and slowly pulls up my dress to reveal my soaked, white thong. With one hand on my head, still guiding his cock into my mouth, he reaches down and runs his finger along the tiny strip of white fabric. I shudder as it passes over my soaking wet pussy, and as it pauses on my puckered asshole. It lingers there, pushing the fabric ever so slightly into and out of my ass.

I’m practically beside myself, moaning until I can’t take it any more. I pull away from his cock and break the silence, if just for a moment.

“Fuck me, please.”

He steps back and starts unbuttoning his shirt. I oblige myself, pulling my dress over my head and removing my thong and bra. I position myself on the bed again, still on all fours but facing away this time. For all that I’ve done so far, I’m not sure that I can fuck while looking at him – a little too much guilt for one encounter. Instead I push my ass up a little more and lower my face toward the white hotel sheets. I had considered shaving or waxing before, but knowing that it might arouse too much suspicion kept it as I usually do. I’m certain he doesn’t mind the view, though – creamy white ass with a bit of cushioning, with a line of red hair running from my pussy and forming a faint ring around my asshole.

I grip the sheet in anticipation as I feel him step onto the bed. He kneels between my legs, and I can feel his hand start to massage my ass. His fingers move from the outside in, finally touching my soaking clit and moving upward toward my ass. He pokes it again, then leans down and gives it a gentle lick, which elicits an ecstatic moan from me. He lingers there for a moment, rubbing my clit and licking my ass, until I’m begging him again and again to fuck me.

Finally I can hear it – the sound of a wrapper being opened, of him rolling a condom onto that massive cock. A cold squirt of lube hits me in the ass and slowly runs down toward my pussy. His hand reaches down and massages it in, pushing for the first time inside of me. I grip the sheet even harder knowing it’s finally going to happen. One hand grabs my hip while the other guides his cock in. Even with just the head inside I feel exceptionally full. I cry out, half in pain, half in pleasure, begging him to go slow as he stretches me beyond what I have ever experienced.

He starts pumping back and forth, first with maybe half of his cock inside, then working more and more with each thrust. The pain subsides and is replaced with a rapturous pleasure. I’m screaming, even crying, as each impact sends waves throughout my body. He drives my face hard into the sheets, and each thrust sends my 36D’s flying about. The first wave of orgasm seizes me, then the second, and third. His cock keeps going – 5, then 10, then 20 minutes – longer than I’ve ever experienced for a continuous pounding.

By the time it sounds like he’s ready to cum, I’ve lost track of how many times I have. I’m soaked in sweat, barely able to speak, let alone move from the bed. His fingers have been probing my ass for the past 10 minutes – first one, then two, then three – adding to the exceptional pleasure of his cock, but I know he’s angling for more. Too worn out, I gasp out my agreement. He pulls out of me quickly, leaving an obvious void which I am already desperate to have him fill again. Instead I feel another cold shot of lube hitting my ass, then his fingers working their way in. They are quickly replaced with the lubed up head of his cock – unwrapped, ready to cum inside me. He plunges in, sending a wave of pain through me. I scream into the mattress as he pumps hard. Unlike with my pussy, though, he’s ready to cum. After a minute or two he grabs my hips and starts hitting me as hard as he can. With one final thrust he knocks me flat onto the mattress; I can feel him exploding inside of me, then dripping down my pussy and onto the mattress.

It’s not long before he’s up and about again. He pours himself a glass of wine, then gets dressed, looking as clean pressed as he did coming in. He nods to me and, just like that, is out the door and gone. I’m left to lie on the bed contemplating it all. I’m sweaty and exhausted. My pussy and ass will take days to go back to their normal shape. The bed I’m supposed to sleep on for the next three nights – not to mention me – is soaked in a stranger’s cum. Despite it all I feel amazing. I finger my stretched out pussy and ass, rubbing his cum all over. I had expected guilt but instead all I can wonder is one thing.

*I wonder who’s at the hotel bar tonight?*

Source: reddit.com/r/sexystories/comments/6gh0uk/her_first_tryst_mf_cheating