“You can call me Harry.”
Harry. Yes, the name suited him; it seemed distinguished yet accessible. He led me down the corridor towards his door, and pushed the key card into the slot, allowing me to enter the room before him. Once the door had clicked shut behind us, he was on me again, his hands sinking gratefully into my waist as his mouth covered mine. We fell back on to his generous double bed, him on top of me, and he pinned my arms above my head as we made out. God, it was hot- having this guy control me as he peppered kisses down my neck and towards my breasts, using his spare hand to yank down my dress and lacy bra to reveal my nipple. Looking up at me, he slowly sank his teeth into my breast, eliciting something between a moan and a shriek from me. The feeling was exquisite. I looked down, and could see his erection pressing at the trousers of his navy suit. Now that was hot.
Pulling back from his torture of my breasts, Harry leant it to whisper in my ear, his breath hot on my prickling skin.
“Now, I want a taste of that delicious pussy. Then I want to fuck you senseless while you scream my name.”
I had never really been one for dirty talk, but those words sent a bolt of electricity through me - the kind that made my knees buckle and my breath hitch in my throat. He deftly pulled my dress over my head, unhooked my bra, and sat astride me, staring down at my naked form. The desirous look in his eyes was one that I wished I could take a snapshot of. Then he slid down between my thighs, his breath heavier and more urgent, and pushed my knees apart so my pussy was on display for him once again. I had never seen a man so keen to eat me out, and the feeling was outrageously hot.
Feeling his breath on the aching flesh of my pussy was unbearably good; the kind of anticipation that I thought only came in those seconds before orgasm. But nothing would top the feeling of him pressing his mouth into me.
His tongue was clearly practiced, as he started with long, slow licks from the bottom of my slit to the top of my pussy, letting out a series of moans and groans that confirmed to me that he enjoyed what he was doing. My body writhed under him, his hands on my ass, as I tried to arch my back to press my pussy against his mouth. He pulled away for a second and looked up at me, teasing, daring me to test him- the tense pout on my face must have convinced him to do more. He pressed his lips around my clit, sucking slightly, and I let out a desperate cry, my body wriggling under him, feeling my orgasm building inside me. I wanted this to go on forever, but I knew that, after foreplay that started down in the bar all of half an hour ago, I wouldn’t be able to hold out much longer.
When it hit me, it was sudden and shocking, my body convulsing as I curled my abdomen and let out a long, satisfied groan. But he didn’t stop; my pussy was so sensitive, almost sore, but he kept going, his mouth slower and gentler to accommodate my aching flesh. I had never had someone keep going past the perfunctory single orgasm, and knowing that he desired me this much was intoxicating. I kept moving underneath him, my body trying to wriggle away as he focused on the most sensitive part of me, but he wouldn’t stop. I knew I wouldn’t be able to fight off another orgasm much longer, and I didn’t want to- this was a guy I wanted to indulge in, like expensive wine or posh chocolate.
Just as I felt another orgasm cresting, he pulled away. I let out a disappointed mewl, and he looked up at me, his mouth glistening with evidence of my wetness.
“You’ll come when I say you can come, Roberta.”
His words were like bolts through me; I had never had someone tell me what to do like this in bed before, though I’d often wondered what it would be like. And it was super-hot- this dominant, gorgeous man had complete control on my body, down to my orgasms, and I loved it.
“I want to fuck you now. Is that okay?” Harry asked, his breathing heavy as he pulled himself back above me. I nodded, breathless, my body still tight and desperate for an orgasm. He pulled off his trousers and his shirt, undressing completely, and I finally got a look at his cock- it was thick, and must have been eight inches long. It looked like the kind of dick that would stretch you out in the most delicious way. I heard the ripping of a foil packet, and the condom was slid on; I was glad we didn’t have to argue about it. I noticed that Harry had kept hold of his tie.
Leaning forward, he slowly pushed his hands above my head again, wrapping the tie around my wrists. Oh my God, this was so hot-I felt my face flush as he wrapped the tie around my wrists, tightening the fabric just a little. He didn’t take his eyes off me, the previously soft brown now burning like a forest fire.
“I would love to do so much more to you, Roberta, but for tonight I just want to tie you up and fuck you silly.”
So much more? My mind reeled. What did he mean? The thought sent my brain into overdrive, but I tried to focus on the task at hand. I wanted to savor every second of our time together. I knew I would be replaying it over and over in my head for years to come.
Harry ran his hand down my waist and over my leg, lifting my foot onto his shoulder to allow for deeper penetration. He slowly kissed down my leg, and I shuddered at the feeling of his flesh against mine. Then, I felt him position the head of his cock at the entrance to my sex, and push into me.
I let out a cry as I felt his thick erection enter me; the feeling was incredible. I don’t think I’d ever wanted to get ducked as much as I did in that moment, and finally feeling him inside me was one of the most delicious sensations in the world. I looked at his face, and he was leant back, watching his cock stretch my pussy wide open. Being desired that much was a feeling I wasn’t used to, but one I very much wanted to become acquainted with.
I wanted to sink my fingers into his strong arms, but had to settle for watching his stunning face as he pounded into me. His hands occasionally roamed across my ass, peppering it was light slaps and spanks here and there, the kind that sent little shockwaves of pleasure echoing up to my pussy. Then he lent down to take a nipple into his mouth, and I practically exploded; the sensations, the atmosphere, our short but intense courtship were all coming together and all I wanted to do was feel that sweet release of orgasm once again. But I knew that I needed his permission. Even so, I felt my pussy begin to clench, and I knew I wouldn’t be able to hold it much longer.
“Do you want to come, Roberta?”
Hearing the way his tongue caressed my name, I almost didn’t have time to answer before I blurted out “Yes, sir!”
Sir? Where had that come from? Whatever it was, it seemed to please him, as he pushed himself deep inside me and used his spare hand to caress my clitoris ever so gently.
“Well, then, I think you’ve earned it by now.”
My body reacted to his words, exploding around him, my cunt clenching at him as I let out an uncontrollable series of moans and groans and gasps. I thought the last orgasm had been intense but this one- this one was devastating, in the best possible way. My breath was still ragged as he plunged into me once again, one hand on my breast and the other on my ass.
“I’m going to come inside you now, Roberta.”
His announcement came through gritted teeth, and knowing that it was me who’d bought him to this level of pleasure was the sort of moment I’d treasure forever. Letting out a gasp, I felt his dick tense and that release inside me. The feeling was intoxicating, addictive, and I immediately wanted more. My arms were straining at their binds, desperate to reach out and touch his toned body. He took his time pulling out of me, disposing of the condom in a nearby trashcan, and reached up to undo my wrists. Even his proximity now was kind of a turn-on, even though I was exhausted and in need of a drink. I wondered what would happen next. He was the first one to speak.
“Roberta, that was spectacular. Thank you so much.”
I nodded, smiling. “My pleasure. Literally.”
He laughed, displaying a row of perfect teeth. “Very good. I know it sounds like a cliché, but I have an early meeting tomorrow, and I need to be off early. Would it be terribly cruel if I threw you out, or…?”
I felt a pang of disappointmen
t, but brushed it aside. “No, no, of course, I understand. I kind of like the idea of screwing a stranger then never hearing from them again. Makes it so neither of us can mess it up.”
He nodded, smiling, as I pulled on my dress. “It was a wonderful evening, though.”
“That it was, Harry.”
And with that, I was out the door, trying to process what the hell had just happened.
3
Driving back down the road to my small town, my head was still reeling from the events of that night. I had tried as hard as I could to enjoy my weekend away, but it was impossible to push the memory of him out of my head. Whenever I closed my eyes, I caught a glimpse of his face in my pussy, or the look in his eyes when I exposed myself to him in the bar. It was by far the hottest sex I’d ever had, and I didn’t even know his last name. Hell, I couldn’t even be sure that Harry was actually his real first name. By the time I had arrived back home, I had resolved to push it to the back of my mind. At least I knew one thing for sure: I liked sex with strangers who dominated me. And there was always a way to get hold of that, right?
After posting a few ads on sites like Fetlife to try and find a dominant man to have more regular encounters with, I turned to Craigslist, feeling salacious as I clicked through the Casual Encounters page. I didn’t know how serious I actually was about this, but I knew I wanted to keep my options open. Hell, I was single now, and I could sleep with whomever the hell I wanted. And I fully planned to.
There was the usual kind of adverts, the kinds asking for BBWs to meet men who were always older and handsome and well off but unwilling to share a picture. But that wasn’t what I was looking for. Scrolling further down, one advert jumped out at me. “Young dominant looking for submissive woman for mutual erotic exploration”. Yeah, that sounded like something that might appeal to me. Clicking on the ad, I scanned the page- it was posted by someone claiming to be in their mid-thirties, who lived in the city I’d just come from, and was keen to do a bit of exploring of their dominant side. It was well-written, and not peppered with spelling mistakes that shouldn’t have been a turn-off but were in those other adverts, and it had a couple of pictures at the bottom. When I saw them, my heart stopped.
There was nothing depicted explicitly in the pictures, just a couple of shots of whips and bindings that would have been enough of a turn-on by themselves. But the very last picture was of a hand holding a wooden cane. A hand that I recognized.
I scolded myself. It couldn’t be…could it? Though I had seared every inch of him on to my memory, I doubted myself now as I stared at the picture in front of me. Those fingers looked exactly like the fingers I had had inside me only a few days ago. I knew that it sounded crazy, and maybe I was just projecting because I hadn’t been able to get the encounter out of my head. But I could have sworn that the photo I was looking at was of Harry. Well, only one way to find out…
The advert has a suggested time and meeting place on it, where submissives would prove their dedication to the man by arriving in clothes that matched his exact specifications- black heels, a black skirt, and a black shirt that they didn’t mind getting ripped open. The thought sent a shiver down my spine. Look, I reasoned with myself, I could just go with the flow even if it’s not Harry, and see where the evening takes me. I have a car; I can leave whenever I want…what’s there to lose? All I had was the memory of a hot night, and the certainty that I wanted it to happen again.
The date on the advert suggested later that day, and I decided to use the last day of my work leave to get ready. I had had a facial, a pedicure and a manicure at the hotel, so I was already looking about as good as I could look with my sweats on and my feet still shoved in sneakers from a run I’d been on earlier. Drawing myself up a bath, I tried to quell the buzz of nerves inside of me, and focus on getting myself looking perfect for whatever the night might hold.
By the time I was ready to leave, I knew that I looked hot. My legs were shaved and moisturized to perfection, my hair clipped up and away from my face as the ad had specified. My clothes were smart and non-descript, but fit the description in the ad perfectly. They also happened to show off my toned legs and generous cleavage to a T, but that was really beside the point, of course.
Pulling on a pair of heels, I made my way out to the car. The meeting place was outside a hotel in the city, presumably so both of us had the chance to duck out of the encounter if we wanted. I pulled up on the street opposite, about twenty minutes early, and took a few minutes to carefully fix my make-up. On the off chance that it was Harry, I’d be damned if I didn’t look at least as hot as I had when we’d first hooked up. I wanted to blow his mind. I wanted him to blow mine. I tried to push down the swell of excitement that came over me every time I wondered if it was going to be Harry I met this evening.
Finally, I stepped out of the car, clenching the keys in my tense hands as I did so, and walked across to the hotel. Finding a bench a few feet away, I sat down, and looked around, my eyes drawn for someone who looked like he might want to whip me into submission. What did a dominant look like? I had no idea.
I was so lost on my thoughts that I barely noticed when a man actually approached me. I felt a hand on my shoulder, and a voice came from above me.
“Well, fancy seeing you here.”
My heart exploded at the sound of that voice, and I turned to see who it belonged to. And there he was. The man I’d masturbated over every night in my hotel room. The man who had made me come with agonizing intensity only a few days ago. I was right. It was Harry.
I quickly tried to press down my excitement. After all, who knew why he was here? This could all be a coincidence. I tried to maintain my cool, smiling up at him.
“Harry, what are the chances?”
“Considering the fact that I posted that advert in the hopes of catching your attention again? I’d say pretty high.” His eyes flashed at me as I tried to process what he’d said. Even after I’d seen the advert, and that hand, and known in my heart of hearts that it was Harry, I’d tried not to let myself get too hung up on the idea. But here he was, in front of me, wanting me, needing me. He wanted to take things further. I could barely wait.
“Why did you post the ad?” I whispered, my voice struggling to be heard at all through my nerves.
“After I fucked you, I couldn’t get you out of my head. I wanted more. We had such chemistry, unlike anything I’ve had with anyone before and-” He paused. “I wanted to show you how good it can get with me. How intense it can be.”
I bit my lip, trying to conceal the surge of arousal that his words had caused in me. “I want that too.”
“Are you sure? Because we can go up to my hotel room right now and start out, but I have to warn you, it will be intense. You can stop any time you want. But I promise you, it’ll be better than last time.” His eyes were searching and genuine; he clearly wanted to make sure that this was something that I really wanted. He didn’t want to hurt me, and I appreciated that.
“Harry, I’ve been thinking about you all weekend. I want this. I want to explore this, with you.” I meant it. I had never wanted anything more in my life.
He smiled, widely. “Good. Then follow me.” He picked up a bag he had left on the sidewalk, and stepped into the hotel, holding the door open for me. Leaning in to my ear as I walked by, he whispered, “Your ass looks so good in that skirt. I can’t wait to spank it.”
Smiling to myself, I lowered my head and allowed him to lead me through the hotel, up to some elevators at the back of the room. My head spun. I loved the idea of spending another wanton night in a hotel with Harry, but who knew what this was going to hold?
We stepped into the elevator, and my mind flashed back to what had happened last time we were trapped in this small space together. The thought obviously crossed Harry’s mind too, as I caught him smirking at me. Then he turned to me, serious.
“Roberta, I want you to know that as soon as these doors open, you will be my submissive. You must obey
my every command, unquestioningly, from here on out. But don’t forget that you can communicate with me, and that if anything I’m doing is making you uncomfortable, then we’ll stop straight away. Do you understand?” His eyes were serious again, and his words spun around my head. As long as I had the option to get out, I would be fine. And I wanted this- the memory of what we’d been up to only a few nights ago was still fresh in my mind. So I nodded.
“Good. You will address me as Sir for the rest of the evening. Is that clear?” His voice was more clipped now, and I could see him changing in front of me-from kind, sweet, caring Harry to the Harry who wanted to dominate me, to bring him and me ultimate pleasure. His jaw was tougher and his eyes were darker, and I could see he meant business.
“Yes, sir.” I replied, looking back at him.
“Don’t look at me until I give you permission to,” he snapped, and his harsh tone took me by surprise. “As punishment, you will take off your panties, and put them in your mouth.”
My heart lurched. “Here?”
“Are you questioning me?”
“No, sir,” I cast my eyes back down. I couldn’t believe I was going to do this- I was really making a theme of going pantiless in elevators with Harry, and I liked it. Leaning down, I hooked my fingers around my panties and slid them down my legs, just avoiding ripping them on my kitten heels. Standing up, and keeping my eyes to the floor, I slowly pushed the panties into my mouth.
“Good girl.” Harry’s affirmation was all I needed to turn the situation from degrading to super, smoking, ridiculously hot. I could taste my own musky arousal on my panties, as the elevator pinged open and Harry led me down a corridor to his room.
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