Disclaimer - No, I am not Sydney Thomas, and this never happened in real life.
The Arrangement
This all happened before the madness that my life became after November 2024. I never expected things to get as crazy as they did after the fight, but there we are. That's another story for another day. This story, well that's maybe a little more interesting for y'all.
At first, I was apprehensive about going through with all this, but after I met Alec, my whole thought process on it changed. He wasn't some weirdo; he was charming, super confident, and really, really good-looking. Everything about him was legit -- especially his big dick.
But maybe I'll talk about that later.
I met Alec on Raya, the app that everyone talked about but no one admitted to using. Not publicly, anyway. Nikki had mentioned it to me one night when we were out, and we'd had a little too much to drink. She was seeing a rich guy who was "helping" her with tuition and other things. She had a way of making it sound so casual, like it was no big deal, but I knew she was into it for money and the occasional designer bag.
"Who do you think paid for that little trip to Europe, Syd?" she'd slurred, giggling a little. "And these older guys know how to fuck."
The words echoed in my mind as I swiped through the endless parade of faces, looking for something that might catch my eye.
And then I saw him.
Alec's profile was simple: a few photos that highlighted his chiseled jaw, piercing blue eyes, and a body that looked like a Renaissance artist sculpted it. It was like the statues I'd seen in Europe the previous summer, but with more tattoos and less marble. His bio was straightforward: "Looking for someone who can handle the heat." He was working in Birmingham, 45 minutes from Tuscaloosa. I swiped right without hesitation, my mind racing at the thought of what "the heat" could possibly mean.
We agreed to meet at The Collins Bar in downtown Birmingham, a pretty trendy bar where I knew we wouldn't be interrupted by Bama students I knew. I wanted to keep this as discreet as possible, especially since I hadn't told anyone I was doing this. I wore a tight black dress that ended just above my knees and had a plunging neckline that showed off my best assets. I figured if I was going to do this, I might as well look the part.
Alec had wanted to come pick me up, but I asked him to pay for an Uber instead. Tuscaloosa is a small town, and the last thing I wanted was to be seen getting into a car with some random guy who was at least ten years older than I was. Plus, I liked the idea of keeping my escape routes open. The Uber dropped me off at The Collins Bar, and I took a deep breath before walking in, my heart pounding in my chest.
The bar was dimly lit, with the sound of clinking glasses and laughter echoing off the exposed brick walls. Alec was already there, leaning against the bar with a drink in hand, dressed in a tailored suit that made him look like a million bucks. When he saw me, he grinned, a smile that was somehow both warm and self-assured. He pushed off the bar and walked over, his eyes never leaving mine, and kissed me on the cheek. His hand lingered on the small of my back, and I felt his thumb trace a circle over the fabric of my dress. It was possessive, and very forward, but I liked it.
He led me to a booth in the corner, and we sat down opposite each other. The conversation flowed easily, a mix of flirty banter and probing questions about our likes and dislikes. Alec had this way of making me feel like I was the only person in the room, like he was genuinely interested in everything I had to say. It was flattering, and very different from the college guys I was used to, who often had their eyes glued to the TV screens above the bar or were too busy trying to impress their friends. But then again, he was 36 and running a multi-million-dollar company.
"What are you looking for out of this, Sydney." he had asked directly, his voice deep and smooth, as if aged like the fine whiskey he was drinking.
I took a sip of my vodka cranberry, trying to seem as nonchalant as he was. "Well, I'm not looking to marry you or anything," I said with a laugh. "Just some fun, you know?"
"Beneficial relationship, huh." he answered, his grin widening. "I like that. I can offer you that. And more."
"Oh really." I said, cocking my head and grinning a little. "And what does that mean exactly."
He returned my grin, taking a sip from his whiskey.
"I'm flying to New York next week on business and I'm going to be gone for three days. Why don't you come with me." he said, his eyes boring into me. "First class, five-star hotel room, and while I'm in meetings, you go shopping. On me, of course."
It sounded too good to be true. "What's the catch?" I asked, playing it cool.
Alec leaned back. "The catch is, I expect you to be my companion, in every sense of the word."
My heart skipped a beat. The way he said "companion" didn't just mean someone to hang out and have a few drinks with. It was clear he had certain expectations. I felt a little thrill at the thought of it all; the secret rendezvous, the fancy hotel, the shopping spree. But I wasn't about to let him think I was some starry-eyed college girl ready to hop on the first flight to anywhere just because a rich, handsome guy promised me some fun.
"Let me think about it," I said, trying to keep my voice steady.
Alec's smile didn't falter. "Of course," he responded. "But if you decide to come, be prepared to follow the rules."
I raised an eyebrow, intrigued. "Rules?"
"Just a few," Alec said, leaning in closer, his breath a warm whisper against my ear. "When we're together, you're mine. No distractions, no talking to other guys, no constantly texting friends. And we'll be sleeping in the same bed."
The way he spoke, with such confidence and authority, made me shiver a little. I felt a mix of excitement and nervousness. This wasn't like any relationship I'd ever had before, but maybe that's because I had been with boys rather than men. Alec was a man, a powerful one at that, and the thought of being with him was both thrilling and more than a little intimidating.
"I think I can handle that," I said, trying to keep my cool.
"If you decide to come with me, we fly out on Sunday afternoon. Let me know what you decide, and I can make the arrangements for you." he said, his thumb brushing over the back of my hand.
I knew I would go, but I wanted to play it cool. To not seem like some eager college girl jumping at the first rich guy with a fancy proposal.
We had dinner together that night at Bistro 218, a wonderful eatery near where he worked that served French and Italian food. The owners knew him, of course, and gave me the best table in the house. Alec was a charming dinner date, telling me stories about his business ventures and his travels around the world. I felt like I was in a fairy tale, being whisked away by a handsome, rich prince. He was attentive, asking about my studies and my plans for the future, and I found myself opening up to him a lot more than I ever had a stranger on a date.
The food was amazing, and Alec insisted on ordering the most expensive wine on the menu. I was only 20, so technically still legally unable to drink, but no one asked me for ID. I was with Alec, and in a fancy place like this, the rules didn't seem to apply. The warm buzz from the wine made me feel a little more relaxed as we talked and laughed. And he made me laugh a lot. I couldn't help but feel enormously attracted to him, and it wasn't just his looks or money. There was something about the way he acted, the way he spoke, that made me want to be around him more. To be with him, too.
After dinner, he took my hand and led me out of the restaurant into the warm night air. "Would you like to come back to my place?" he asked, his eyes searching mine for an answer.
"I should probably get back to Tuscaloosa," I replied, playing coy. "It's a school night, after all."
"Of course." he said with a nod, a hint of disappointment flickering in his eyes, but his grip on my hand tightened slightly. "Let me drive you home at least."
"I think I should get an Uber, Alec." I said, trying to keep my voice steady. "It's a bit of a drive, and we've both had a little too much to drink."
He nodded, understanding my need for an escape. "Fair enough," he said, as he fished out his phone and found a cab. I shivered a little, and he wrapped an arm around me, protectively, possessively. I snuggled into his side, feeling safe and wanted. The Uber pulled up, and Alec opened the door for me, his hand lingering on my waist as I slid into the backseat. Before I could close the door, he leaned in, whispering in my ear, "Think about New York. You know you want to come."
Then he kissed me, a kiss that was surprisingly gentle, but left no doubt about his feelings for me. His hand cupped my cheek as he pulled away, leaving me breathless and more than a little dizzy. He closed the door, and the Uber pulled away from the curb.
The drive back to Tuscaloosa was a blur, and not just because of the alcohol. The feel of his lips lingered on mine, and his words echoed in my head. I knew he was right. I did want to go to New York with him. But I was torn. On one hand, the idea of a secret, high-class adventure was incredibly appealing. On the other hand, the reality of what it would entail was starting to sink in. Would I be okay with being his "companion" in every sense? No doubt I was attracted to him, but was I ready for that kind of relationship? As the Uber pulled into my dorm building, I figured I'd be better off sleeping on it.
The next day, my mind was racing as I sat in class, trying to focus on the drone of the lecturer's voice. I knew I'd have to give Alec an answer today at some stage. It was Wednesday now, and the trip was Sunday. After my last class, I retreated to my dorm room, where I could finally have some privacy to think. I lay on my bed, staring at the ceiling, weighing the pros and cons. I'd never done anything like this before, never slept around with guys. I'd always had a boyfriend, and even then, it had always been about the relationship more than the sex. But Alec was different. This whole situation was different. As the hours ticked by, the excitement won out, and I decided to take the plunge. I sent Alec a WhatsApp message, accepting his offer, my heart pounding as the text was delivered.
Minutes later, my phone buzzed with his response: "Perfect. I'll take care of everything. Be ready at the airport by 4 PM on Sunday. Dress to impress."
The days leading up to the trip were a whirlwind. I told my roommate I'd won an all-expenses-paid trip to New York for a weekend through a contest I'd entered back home in St Louis, and she squealed with excitement for me, totally buying the cover story. I couldn't tell her the truth; she'd either think I was crazy or judge me too harshly. I loved Ali like she was my sister, but she wouldn't understand why I was doing this.
I packed carefully, choosing outfits and lingerie that would make me feel both sophisticated and sexy. Alec had been sending me pictures of the hotel suite we'd be staying in, and it looked like something straight out of a magazine. I'd never experienced this level of luxury before, and the thought of sharing it with him had me buzzing with excitement and more than a little nerves.
Sunday came quickly, and before I knew it, I was standing at the airport, dressed to the nines and feeling like a fish out of water. The private jet was a shock to say the least, with plush leather seats and a personal attendant waiting to serve us. Alec greeted me with a kiss, his hand sliding around my waist as he whispered, "Ready to take off, baby?" His smile was infectious, and my nerves started to melt away as we boarded the plane. I looked at it and marveled, never in a million years thinking I'd be flying in something so luxurious.
"The jet is not for show, Sydney. It's a timesaver. I don't have to queue at airport security, and I can work here as well as take calls, you know?" he explained, as we climbed the steps to the sleek aircraft. The attendant took my bag, and I slid into the plush leather seat, feeling like I'd entered a different world.
The flight was surreal, with Alec's hand resting possessively on my thigh the entire time. We sipped on champagne and talked about his business and the various places he'd been. He made me laugh, of course. His sense of humor was one of the things that drew me to him. As the lights of Birmingham grew smaller and smaller out the window, the anticipation grew stronger and stronger. This was it, the start of something new, something that could either be amazing or a complete disaster.
When we landed in New York, a sleek black car was waiting for us at the tarmac. The driver held the door open and Alec helped me out, his hand firm and steady as we walked to the hotel. The suite was more than I'd ever imagined, with a view of the city that took my breath away.
"Wow, this place is amazing!" I exclaimed, as Alec led me into the hotel suite. The room was bathed in soft light, the floor-to-ceiling windows revealing a stunning panorama of the New York City skyline. The plush king-sized bed was adorned with luxurious linens, and a bottle of champagne chilled in an ice bucket on the bedside table.
"I stay here all the time. It's my favorite hotel in the whole city," he grinned, his eyes gleaming with excitement. "You can see Central Park from here. Take a look."
I stepped closer to the windows, the city lights twinkling like a million stars. Alec's hand found the small of my back again, his touch sending shivers down my spine. He was so close that I could feel the heat from his body, and his aftershave filled my nostrils with a minty scent that made me want to lean in and kiss him right there and then. But I knew that wasn't the plan—not yet.
"Why don't we get cleaned up and go to dinner." he suggested "We have reservations at Daniel's, the best French restaurant in the city. I've been looking forward to showing you around."
My stomach fluttered with excitement, and I nodded, trying to play it cool. I had never been to a place so fancy before, and I wasn't quite sure what to expect. Alec led me into the bathroom, which was twice the size of my dorm room, and pointed out the walk-in shower and the double vanity. "Take your time," he said, "I'll be in the bedroom when you're done."
As the hot water cascaded over me, I couldn't help but let the reality of the situation wash over me, too. I was about to spend a weekend with a man who could buy and sell me without blinking an eye, a man who wanted me to be his "companion" in every sense of the word. But now, I knew I wanted that. Wanted to be with him that way. To be his companion, to share his bed.
I stepped out of the shower feeling both nervous and excited. As I went into the bedroom, I heard him on a phone call in the adjacent sitting area, talking business with someone. I had brought a silk, red dress with me for this occasion, and I slipped it on, feeling the silk caress my skin, and checked myself in the mirror. The dress was a perfect fit, hugging my curves in all the right places, and the plunging neckline showcased "the girls". I had to admit, I looked damn good.
When Alec finished his call, he turned to me, his eyes widening as he took in my outfit. He whistled low, "Damn, you look incredible, Sydney." His gaze raked over my body, and I felt myself blushing. "You're going to be the most beautiful woman in that restaurant tonight." He walked over, kissed my cheek gently, and took my hand, leading me out of the suite and into the elevator.
Dinner at Daniel's was an experience I'd never forget. The food was exquisite, the wine flowed freely, and Alec was the charming and attentive gentleman. He had a way of making me feel like I was the most important person in the room. As we ate and drank, I found myself relaxing into the evening, enjoying his company, his stories and his attention. I could feel my need for him growing with each passing second.
Waiting for the Uber outside Daniel's, we kissed properly for the first time. He had leaned down and claimed my lips with a passion that had been bubbling beneath the surface all day. His hands were on my hips, and he pulled me closer, my breasts pressing against his chest. The kiss grew deeper, more demanding, and my hands found their way into his hair, tugging gently as I gave in to the moment.
"We better stop or we'll get arrested for indecency." he joked, as he broke the kiss, his breath hot against my neck. We both laughed a little awkwardly, and I stepped away, smoothing my hair down and trying to compose myself. The Uber arrived and we slid into the backseat, and Alec’s hand found its way to my thigh. I leaned in and nuzzled his neck, feeling his pulse quicken. We didn't speak the entire way back to the hotel. We didn't need to. We both knew what came next. We both wanted it.
I was in his arms as soon as we were inside the suite, the door clicking shut behind us. Alec's mouth found mine again, and the pent-up desire from our dinner date spilled over into a frantic kiss that left me breathless. His hands roamed my body, tracing the curves of my waist and the swell of my breasts, his touch setting my skin on fire. He walked me backwards to the bed, never breaking the kiss, and I felt the softness of the mattress hit the back of my knees. I knew what was coming next. He practically tore off his dinner jacket and shirt, as I fumbled at his belt, causing his . I stood up and slipped the straps of my dress off as he kicked off his trousers, his dick tenting his underwear as he watched me.
When I was naked, Alec took a moment to just look at me, his eyes dark with passion. "You're so fucking beautiful," he murmured, reaching out to cup my breasts. I felt his thumbs brush over my nipples, which responded immediately, growing taut. He kissed me again, and I wrapped my hands around his neck, pulling him closer, feeling his cock begging to be freed. I slid my hands down to his waist and pushed his boxers down, breaking the kiss just long enough to take in the full beauty of his erection. Like I said at the beginning, it was everything I'd hoped it would be, long, thick, and perfectly shaped.
I kissed his chest, my hands tracing the contours of his abs as I moved downward, my heart racing, my pussy aching. I knelt in front of him, and Alec groaned as I took his cock in my hand, feeling its heat and weight. I leaned in and took the tip into my mouth, my tongue swirling around the head. He tasted faintly of salt and musk, and the feeling of him in my mouth made me hotter. Alec groaned, his hands playing with my breasts as I licked and kissed him. I took him as far as I could, feeling his cock hit the back of my throat. He was so much bigger than anyone I'd ever been with, but I liked the challenge. I liked making him feel good. I desperately wanted to make him feel good.
I licked and kissed his dick slowly, making sure I hit every nerve ending I could. Cupping his balls in my hand, I took the head back in my mouth, flicking it with my tongue. Alec let out a low moan, and I looked up to see a wave of pleasure wash over his face. I shivered a little, knowing how much he was enjoying this, and took him deeper, feeling the muscles in my throat contract around his cock.
"Oh, Sydney." he groaned, his hands playing with my tits, pinching my nipples. "You're so fucking good at that."
I felt a thrill of pleasure at his words, and I picked up the pace, bobbing my head faster and faster. I wanted him to come, to make him feel pleasure like he hadn't before. But before he came, he pulled away, gently lifting me to my feet. He kissed me deeply, his tongue tasting himself on my lips, and then he pushed me back onto the bed.
He climbed onto the bed and looked down at me with dark lust.
"I'm going to lick your pussy until you beg me to stop." he rasped, his voice gruff.
What could I say? I just bit my lip and nodded, shivering a little as he started to kiss me, to kiss all over my body.
He took his sweet time, too, moving down my neck, across my collarbone, down my chest and stomach, until his mouth was hovering just above my clit. The anticipation was killing me; my pussy was wet and aching for his touch. He kissed the inside of my thighs, teasing me, making me squirm. And then, finally, he took a long, slow lick that made my body arch off the bed.
"Oh...yes." I moaned, my eyes squeezed shut as Alec's tongue swirled around my clit, his teeth grazing my super sensitive flesh. He knew exactly what he was doing, and I couldn't help but whimper in pleasure as he licked and sucked, his beard scraping against my inner thighs in the most delicious way. His fingers found their way into my pussy, filling me up as his mouth worked my clit, and I grabbed the sheets, my legs trembling.
The sensation was intense, and I could feel the storm of my orgasm approaching.
"Alec, I'm...I'm gonna come," I gasped out, my hips undulating against his face.
He didn't stop, though, just kept licking and fingering me, pushing me closer and closer to the edge. And when I finally went over, it was like nothing I had ever felt before. A wave of pure ecstasy crashed over me, and I cried out, my body shaking with the force of it. It was a wave of pleasure I had never experienced before. It felt like my whole body had been electrified, pleasure ripping through every nerve ending in my body. I'd read about full-body orgasm's before, but I had never experienced one before.
Until that moment, at least.
Alec pulled away, smiling up at me, his face glistening with my essence.
"Want me to continue?" he smirked, flicking his tongue over my clit, causing me to jerk a little.
What could I say? I just nodded and he went down on me again, kissing my thighs and licking my clit gently.
"I want to taste you again." he murmured, his breath hot against my skin.
My body was still trembling from the aftershocks of my first orgasm when Alec slid his mouth back down to my pussy. He was insatiable, it seemed, and I couldn't get enough of the feeling of his tongue against my clit, his fingers inside me. The second wave of pleasure hit me like a ton of bricks, my toes curling and my back arching as he continued to lick and suck, his fingers moving in and out of me at a steady rhythm. I grabbed his hair, pushing him closer, my legs spread wide open for him, my hips jerking against his mouth.
The room was filled with the sounds of my moans and the wet noises of his mouth working me. He didn't let up, his tongue moving in circles around my clit, his fingers curling inside me in a way that had me seeing stars. And when he slipped a third finger in, I lost it. My whole body spasmed, and I came with a scream, my pussy clenching around his digits as he kept licking me through it.
It was too much for me, and I had to beg him to stop! He chuckled as he kissed up my body, taking his time, kissing my skin softly.
"Hold me, Alec." I heard myself whisper, my body still trembling from the aftershocks of the most intense orgasms of my life. He looked up at me, a smug smile playing on his lips as he slithered up my body, his hard cock nudging against my thigh. He wrapped his arms around me, holding me tight as my breathing returned to normal. I could feel his heart beating fast in his chest, his skin slick with sweat from his own arousal. He kissed me gently, his tongue probing my mouth, and I could taste myself on him. It was erotic and overwhelming, and I wanted more. I needed him in me, to feel his cock fill me.
"What do you want me to do to you?" he whispered in my ear.
I swallowed, trying to find my voice. "I want you to fuck me."
"How do you want me to fuck you?" he murmured, as he kissed and nuzzled my neck, reaching down he positioned his cock against my sopping pussy, sliding it up and down my clitoris. Teasing me with it.
"Hard." I breathed out, feeling his cock pulse against my clit. "I want you to fuck me hard, Alec."
He groaned, his teeth grazing my earlobe, as he rubbed his cock against my pussy, teasing me more. I reached down and took him in hand, guiding him to my entrance. He didn't need much encouragement, pushing in slow, filling me inch by inch, making me feel so full, so stretched. As he pushed all the way in, I couldn't help but let out a little gasp, my body adjusting to his size.
"Fuck, you're tight." Alec said, his voice strained as he started to move. And he was right, it hurt a little at first, but the pain was quickly replaced by a deep, burning pleasure as he began to thrust in and out of me, his rhythm increasing as he found his stride. I wrapped my legs around his waist, my nails digging into his back as I held on, my moans echoing around the room.
We kissed as we fucked, and while he was a little rougher than I was used to, it was exhilarating, not scary. Like he was claiming me as his. Every pelvic thrust sent shockwaves through my body, and I could feel another orgasm building. Alec leaned down and sucked my nipples, and I almost lost it right there. When he moved his thumb to my clit and began rubbing it in time with his thrusts, that's when I did lose it.
My whole body shuddered as my third orgasm rocked me, the intensity of it making my toes curl and my back bow off the bed. Alec groaned into my neck as he felt me clench around him, his hips jerking as he tried to keep his rhythm steady. He was so deep inside me, so thick, that every stroke sent waves of pleasure through me. I held on to him for dear life, my legs tightening around his waist as he pumped into me, his breathing heavy and fast.
"Fuck, I'm gonna' cum. Where." he rasped, his teeth gritted as he felt himself getting closer and closer to his own orgasm.
"Inside me," I moaned, holding him closer, my hands roving his back.
He groaned, his hips moving faster, and I could feel his cock swelling, getting ready to explode. He drove into me one last time, and with a roar, he came, filling me up with his hot cum. The feeling of him spilling inside me was incredible, and it set off another round of contractions in my pussy, my orgasm prolonged by his release. He collapsed on top of me, panting into my neck, and I held him close, my eyes shut, a smile of pleasure on my lips as our bodies shuddered together.
I'd never had a man make me feel that good in bed before. I guess it's true what they say about men with experience. As he pulled out of me, we both lay there, panting and sweaty, the silence broken by the sound of our heavy breathing. He looked down at me and grinned, a contented look on his face.
"How you feeling?" he grinned, as he stroked my face gently with his thumb.
I couldn't help but smile, feeling both sated and a little overwhelmed by the experience. "Stress free," I breathed, my voice still a little shaky from the orgasms.
He laughed heartily at that, which caused me to giggle a little. He kissed me softly on the lips then, his cock still half-hard against my thigh. "Good," he murmured, his voice a low rumble in his chest. "Because I've got a whole three nights of this planned for you."
The thought sent a thrill through me, and I knew I was going to enjoy every single moment of it, if it was as good as this. I pulled him to me and kissed him, our bodies still slick with sweat. "I can't wait," I whispered against his mouth, feeling his smile grow as he kissed me back. I felt him harden again, his cock pressing against my thigh, and I knew that we weren't done yet.
I slid on top of him, straddling his waist, feeling his hardening cock against my inner thighs. My hands rested on his chest, feeling the steady thump of his heart beneath my palms. Alec's eyes smoldered as he watched me, his gaze hungry. I leaned down and kissed him, our tongues dancing together as our bodies reacquainted themselves. His hands found my hips, guiding me down onto him, and with one smooth motion, he was back inside me, filling me up once more.
"That's so deep." I exclaimed, closing my eyes and savoring the feeling of him deep inside me. Alec's smile grew wider as he began to move his hips, his cock sliding in and out of me at a leisurely pace. "Ride me, baby," he whispered, his hands gripping my hips as he helped me find a rhythm.
I rocked my hips back and forth, feeling him hit all the right spots with each stroke. His hands moved to my breasts, playing with my nipples as I began to bounce up and down on his cock. The friction was incredible, and it wasn't long before I was on the edge of another orgasm. "Fuck, yes," I moaned, my head thrown back, my hair cascading over my shoulders.
"You look so fucking beautiful riding me." Alec growled, his hands tightening on my hips as I picked up the pace. I leaned forward, my breasts bouncing as I took him deeper, my clit grinding against his pelvic bone. His words only fueled my desire, and I could feel my pussy tightening around his dick.
Our rhythm grew more frantic, and I knew we were both getting close again. He sat up, his hands sliding around to my ass, helping me bounce faster. The angle was perfect, and every thrust sent sparks of pleasure through me.
"Look at me, Sydney." he ordered, his voice thick with lust. I opened my eyes and met his gaze, the intensity in his eyes making me wetter than I already was. He was in complete control, and I loved it.
I leaned back, my hands on the headboard as he took over, his hips pumping into me, his cock sliding in and out of my pussy with a steady rhythm that had me moaning. His eyes never left mine, and I felt a deep connection forming between us. It was more than just sex now; something else was growing between us.
"Come for me, baby," he murmured, his strokes growing faster and deeper. I felt his thumb press against my clit, and that was all it took. My orgasm crashed over me, my body spasming as I screamed his name. Alec groaned, his eyes squeezing shut as he came, filling me up with his warm cum. I felt it ooze out of me as we collapsed on the bed, our bodies slick with sweat and sex. Alec wrapped his arms around me, holding me tight as our breathing returned to normal.
"Fuck, that was incredible," he whispered into my ear.
"Mmhmm," I agreed, my breathing still shaky from the intense pleasure he had just given me. His arms tightened around me, and I could feel his heart hammering against my back. We lay there for a few moments, our bodies entwined, before he pulled out and rolled over, taking me with him so that we were spooning. He kissed the side of my neck, his hand resting on my stomach. That's how we fell asleep, both of us exhausted from the long day of travel and intense sex.
When I awoke the next day, he was gone. He had an early meeting that morning, leaving a sweet note on the pillow beside me. I lay there for a moment, relishing the memories of the day before, hardly believing that it had all been real. When I did get up, I was stiff as a board. I stretched and yawned, feeling a dull ache between my legs that only served to remind me of the previous night's exertions. I couldn't help but smile to myself.
I took the longest shower of my life, letting the hot water ease the soreness from my muscles. The bathroom was bigger than my dorm room — marble countertops, a rainfall showerhead, and products that probably cost more than my textbooks for the semester. I took my time, washing the previous night from my skin, feeling the warm water slide over my breasts, down my stomach, between my thighs. Every time I moved, I felt a dull reminder of how deep Alec had been inside me.
I dressed simply — jeans, a cashmere sweater I found hanging in the closet with a tag still on it (was it for me? Had he put it there?), and the pair of heels I'd brought. The concierge smiled knowingly when I asked for a car to Fifth Avenue.
New York in the morning was everything I'd imagined. The air was crisp, the streets alive with people who all seemed to know exactly where they were going. The car dropped me off near 57th, and I stood there for a moment, looking at the row of designer storefronts. I'd walked past places like this in malls before, never daring to go inside. Now I had a black card in my purse and nowhere to be until my man finished his meetings.
I started at Saks, because it felt the least intimidating. I wandered through the handbag section, letting my fingers trail over leather that probably cost more than my rent. A sales associate asked if I needed help, and I almost said no out of habit. Instead, I smiled and said, "Just looking," in a voice that sounded more confident than I felt.
I ended up in lingerie. It felt right, somehow. I picked out a set in deep emerald green, silk and lace, the bra cut low, the panties barely more than a triangle of fabric held together by thin straps. The matching garter belt caught my eye, and I added it without thinking too hard about it. I'd wear it for him tonight. The thought sent a pulse of heat through me.
From there, I found a dress, black, simple, backless, the kind of thing that looked plain on the hanger but would hug every curve when I put it on. A pair of heels that I'd never be able to walk in for more than an hour, but god, they were beautiful. A coat that felt like butter against my fingers.
I didn't look at the prices. I didn't want to know. I just handed over the card each time, signed my name, and watched the associates wrap everything in tissue paper like I did this every day.
By the time I got back to the hotel, it was just past noon. I had the suite to myself, and I spread my purchases across the bed, looking at them like a kid on Christmas morning. The green lingerie set caught the light, and I picked it up, feeling the silk slide between my fingers.
I took another shower, a quick one this time, and I dried off slowly, standing in front of the full-length mirror, watching the water bead on my skin. My hair was damp, falling in waves over my shoulders. My skin was flushed from the heat.
I didn't bother getting dressed.
I wrapped myself in the plush hotel robe and walked through the suite, leaving the bathroom door open, the bedroom door open. I wanted to hear him when he came in. I wanted him to find me waiting.
I sat on the edge of the bed, facing the door, and I waited.
The minutes crawled. I checked my phone. No messages from him — he was still in meetings. I lay back on the bed, the robe falling open slightly, my hand drifting down my stomach. I thought about last night. The way his mouth had felt between my thighs. The way he'd filled me, stretched me, made me forget my own name. My fingers ghosted over my clit, just a light touch, and I shuddered.
No. I wanted him to do it.
I sat up, retied the robe, and waited.
At 1:47, I heard the keycard slide into the lock.
The door opened, and Alec stepped in, still in his suit, loosening his tie with one hand. He looked tired. No, not tired. Focused. The way someone looks after hours of concentration. But when he saw me sitting on the edge of the bed, still in nothing but the robe, my hair still damp from the shower, his expression shifted. His hand stopped mid-motion, the tie dangling loose around his neck.
"Hey, baby," he said, his voice low. "Have a good morning?"
"Mmhmm." I stood up, letting the robe slide off my shoulders. It pooled at my feet, and I stood there naked, watching his eyes travel down my body and back up again. "I got you something."
His eyebrows rose. "Oh yeah?"
I crossed the room slowly, letting him watch me move. When I reached him, I didn't kiss him. Instead, I sank to my knees.
Alec's breath caught. "Fuck, Sydney." His voice was rough.
I looked up at him, my hands moving to his belt. "Let me take care of you. You’ve had such a busy morning."
He didn't argue.
I unbuckled his belt, feeling the metal give way. The button on his trousers was next, then the zipper. I pulled them down, and his cock sprang free, already half-hard, thick and heavy in front of my face. I wrapped my hand around the base, feeling the heat of him, the weight of him, and leaned in.
I started slow, just my tongue, tracing along the length of him from base to tip. I heard Alec exhale above me, a shaky sound that made my pussy clench with need. I took the head into my mouth, swirling my tongue around it, and he groaned, his hips twitching forward.
"Fuck, that's good." His voice was strained. "You're so goddamn beautiful on your knees for me."
I looked up at him as I took him deeper, letting my eyes water, letting him see me struggle to take all of him. I let him set the pace, bobbing my head slowly at first, then faster, my hand working the base of his cock in rhythm with my mouth.
"Just like that." His breathing was getting heavier. "Look at me. Look at me while you do it."
I held his gaze, my mouth full of his cock, my tongue working the underside of the head with every pass. I could feel him getting harder, feel the pulse of blood through him against my tongue. I took him as deep as I could, feeling him hit the back of my throat, and I stayed there for a moment, breathing through my nose, letting him feel the warmth and the pressure.
"Jesus Christ." His hand tightened in my hair, and I felt a low growl rumble through his chest. "You've been thinking about this all morning, haven't you?"
I pulled back just enough to answer, my lips brushing against his cockhead. "I bought lingerie. Green. Silk. I'm going to put it on for you later."
He groaned, his hips thrusting forward involuntarily. "That's my good girl."
I took him back into my mouth, faster now, my hand working in tight spirals at the base. I could feel him getting close, his thighs tensing, his breathing ragged, the way his grip on my hair shifted from gentle to desperate.
"Swallow." It wasn't a request. His voice was a command, rough and low. "I want to feel you swallow every drop."
I looked up at him, my eyes watering, my lips stretched around his cock, and I nodded as best I could. That was all the permission he needed.
He came with a sharp groan, his hips bucking forward, his cum flooding my mouth. It was warm and thick, and I held his gaze as I swallowed, feeling him pulse against my tongue until he was spent. I kept my mouth on him for a moment longer, licking him clean, before I pulled back and let him slip from my lips.
I stayed on my knees, looking up at him, my lips wet, my chest flushed.
Alec stared down at me, his chest heaving, his tie still loose around his neck. He reached down, cupped my chin, and tilted my face up.
"Stand up," he said softly.
I did.
He kissed me then, slow and deep, tasting himself on my lips. His hands found my waist, pulling me against him, and I felt him start to harden again against my stomach.
"Green, huh?" he murmured against my mouth.
"Emerald," I corrected.
"Go put it on." His hand slid down, cupping my ass, pulling me tighter against him. "I want to see it. And then I want to take it off you."
I found the bag still sitting on the bed, the tissue paper rustling as I pulled out the emerald set. The silk caught the afternoon light streaming through the floor-to-ceiling windows, and I ran my thumb over the lace edge of the bra — delicate, almost too delicate, like it was meant to be torn.
Alec had shrugged off his suit jacket and was leaning against the dresser, watching me with hooded eyes, his tie still loose around his neck. He hadn't bothered to put his cock away — it was still half-hard, curving against his thigh, a bead of moisture at the tip.
"Go on," he said, his voice low. "Put on a show for me."
I turned my back to him, slow and deliberate, letting him watch every movement. I stepped into the panties first, bending at the waist to pull them up my legs. The silk slid over my hips like water, settling low on my waist, the cut barely covering my ass. The garter belt came next, clipping around my waist, the straps dangling against my thighs. I reached behind to fasten the bra, fumbling just enough to make it real, and when I turned around, Alec's eyes had gone dark.
The bra was barely more than two triangles of emerald silk connected by a thin chain between my breasts. My nipples were already hard, pressing against the fabric, and I could see his gaze fix on them.
"Jesus Christ," he breathed. "Come here."
I crossed the room slowly, the heels I'd bought clicking against the hardwood. When I reached him, he didn't speak. He just traced a finger along the chain between my breasts, following it down to where the lace met my skin.
"You bought this for me."
"I bought it for me," I corrected, smiling. "But I'm wearing it for you."
His hand slid lower, fingers dipping beneath the waistband of the panties, finding me wet and ready. He let out a low hum of approval. "You've been wet all day, haven't you?"
"Since I woke up."
He kissed me then, deep, demanding, his tongue sliding against mine. His free hand found the clasp of the bra and undid it in one smooth motion, letting the silk fall away. He pulled back just enough to look at my breasts, bare now, my nipples tight and pink in the afternoon light.
"Lie down on the bed."
I obeyed, crawling backward onto the mattress, the green panties and garter belt still on, my breasts bare, my skin tingling with anticipation. The late sun slanted through the windows, warming my thighs, and I watched him as he stripped. He took his time, unbuttoning his shirt, letting it fall to the floor, unbuckling his belt, pushing his trousers and boxers down in one motion. His cock was fully hard now, thick and curved, the head flushed dark.
He climbed onto the bed, settling between my legs, his hands sliding up my thighs, pushing them open. He didn't dive in right away. He just looked at me, spread out beneath him in nothing but green silk and straps, and shook his head slowly.
"You're the most beautiful thing I've ever seen."
I opened my mouth to say something clever, but before I could, he leaned down and pressed his mouth against my pussy through the silk of the panties.
The sensation was electric, the wet heat of his mouth through the thin fabric, the scrape of his teeth, the way his tongue pressed against my clit through the barrier. I gasped, my hips bucking up against his face, and he let out a low, satisfied sound.
"These," he said, hooking his fingers into the waistband, "need to come off."
He pulled the panties down my legs slowly, kissing each inch of skin as it was revealed — my hip, my thigh, the inside of my knee. By the time the panties were off, my heart was pounding, my pussy slick and aching for his mouth.
He didn't make me wait.
He spread me open with his thumbs and lowered his mouth to me like a man who was starving. His tongue found my clit immediately, flat and warm, tracing slow circles that made my whole body shudder. I tangled my fingers in his hair, pulling him closer, and he groaned against me, the vibration sending a shockwave of pleasure straight up my spine.
"Fuck, Alec."
He didn't answer with words. He just doubled down, his tongue moving faster, his fingers sliding into me, one, then two, curling against that spot inside me that made my vision go white at the edges. He sucked my clit into his mouth, his tongue flicking over it in quick, merciless strokes, and I felt the first orgasm building, hot and inevitable.
"Cum for me, Sydney." His voice was muffled against my skin, but the command was clear. "I want to taste you."
That was all it took. My back arched off the bed, a cry tearing from my throat as I came against his mouth, my pussy clenching around his fingers, his tongue lapping at me through every wave. He didn't stop until I was trembling, oversensitive, pushing at his head with weak hands.
"Too much," I gasped. "Too much."
He pulled back, his chin glistening, his smile wolfish. "We're just getting started."
He crawled up my body, his cock dragging against my thigh, leaving a trail of wetness. He positioned himself at my entrance, the head pressing against me, teasing, just barely pushing in before pulling back.
"Look at me."
I opened my eyes, meeting his gaze. He held it as he pushed into me — slow, deep, filling me inch by inch until he was buried to the hilt. I cried out, my nails digging into his shoulders, the stretch of him almost too much after the intensity of my orgasm.
"Fuck, you're tight." His voice was strained, his forehead pressed against mine. "Every time. Like you're taking me for the first time."
He started to move, long, slow strokes that dragged against every sensitive nerve inside me. His hips rolled against mine, grinding deep, and I wrapped my legs around his waist, pulling him closer, wanting him deeper.
"Harder," I whispered. "Please."
He gave me harder.
His pace shifted, faster, rougher, the slap of skin against skin filling the room. The headboard started to knock against the wall, and I didn't care. I didn't care about anything except the feeling of him fucking me into the mattress, his cock hitting that perfect spot with every thrust.
"You feel that?" His voice was ragged, his breath hot against my ear. "Feel how deep I am? Feel how fucking good this pussy feels wrapped around my cock?"
"Yes," I sobbed. "Yes, yes."
"Whose pussy is this?"
"Yours." The word came out desperate, broken. "It's yours, Alec."
"That's right." He drove into me harder, his hand finding my clit, rubbing in tight circles. "Now cum for me again. I want to feel you squeeze my cock while I fill you up."
The combination of his words, his fingers on my clit, his cock buried inside me — it shattered me. I came with a scream, my body locking up, my pussy clenching around him in waves. He groaned, his hips stuttering, and I felt him swell inside me.
"Fuck, Sydney. I'm gonna…"
He drove into me one last time, deep and hard, and I felt him let go. His cum flooded me, hot and thick, and the feeling of it pushed me over the edge into a second, smaller orgasm that rippled through me as he emptied himself inside me.
He collapsed on top of me, his weight pressing me into the mattress, his face buried in my neck. We lay there, panting, sweat-slicked, tangled in each other. I could feel his cum leaking out of me, warm against my thighs, and I didn't care.
After a long moment, he lifted his head and looked down at me. His eyes were soft, almost tender, a stark contrast to the way he'd just fucked me.
"Emerald green," he said, his voice hoarse. "Definitely my new favorite color."
I laughed, weak and breathless. "Good. I bought the matching heels."
He grinned, kissed my forehead, and rolled onto his side, pulling me with him. His hand rested on my stomach, his thumb tracing lazy circles on my skin.
"I'm never letting you leave this room."
-----------------
We saw each other for eight months.
Not constantly, his work took him places, and I had classes and exams and a life I was still trying to figure out. But we found our rhythm. Weekends in whatever city his business took him to. Late-night texts that turned into phone calls that turned into him sending a car for me. He flew me to Chicago for a weekend in October, to Miami in December, to his family's cabin in Colorado in January, where we fucked in front of a fireplace while snow piled up outside the windows.
He never introduced me as his girlfriend. I never asked him to. We had an understanding, a silent agreement that this was temporary, that I was finishing college and he was building an empire, and that what we had existed in a bubble that couldn't survive the real world.
When I graduated in, he sent me a bouquet of flowers so large it took two people to carry them into my apartment. The card read: "You're going to change the world. I'm glad I got to watch you start."
I started making a name for myself on social media not long after. The UFC thing took off, as you all know. The followers came fast, then the brand deals, then the invitations to events where I walked red carpets and smiled for cameras.
I never posted about him. I never mentioned the private jet or the hotel suites or the way he'd whispered my name against my throat in the dark. Some things are yours to keep.
We stopped talking sometime the next fall. It fizzled out the way these things do, a text left unread, a call not returned, the slow realization that whatever we'd had had run its course. I didn't cry about it. I'd known from the beginning what I was signing up for.
But sometimes, late at night, when I'm alone in my apartment and the city lights are glowing through my window, I think about him. About the way he looked at me that first night at The Collins Bar, like I was something precious he'd just discovered. About the green lingerie I still keep in the back of my drawer, never worn again, but never thrown away either.
And I smile.
Topic: The Arrangement (Sydney Thomas) (Read 3955 times)