[f]irst time playing the whore with an older [m]an | 2016

First time posting - and it's a long one sorry! - so be gentle.

Winter of last year I broke up with my first serious boyfriend. It was a compound of reasons, chief among which was I couldn't deal with his stifling jealousy and immaturity. I wanted to get back out in the world and have some fun and wasn't looking for anything serious. I wanted a fling or a hookup. I wanted to fuck and get fucked and not have to deal with any of the other bullshit.

I joined Tinder and went on a few different dates. Most of them were young and at my university and I was enjoying myself. I got fingered in our library, I gave a guy a blowie in his closet during a frat party. It was fun, light stuff.

Waiting for my Econ class to start one Thursday morning I got my Tinder on and started swiping. One of the guys that popped up on my screen was a bit of an older distinguished looking man. I pegged him as late 30s from his touches of gray in his hair. I considered it for a second and thought 'fuck it' and swiped right.

He swiped back and we started messaging. We send messages back and forth for a week. He was in the process of divorcing his wife of 12 years - he was essentially a big ball of all the pent up sex and aggression from the last few bitter years. He'd text me in the morning on my way to class instructing me to 'forget' my panties. He'd demand photos of my tits. He'd send me porn clips and ask for my opinion. I told him my sexual fantasies about being tied up and having a man treat me like a whore. He was depraved and I kind of loved it. We had phone sex which was a surprising turn on - his voice was low and deep and reminded me in a strange way of a teacher as he instructed me on where I could touch and when. At the end of our session I begged for him to set the date when he'd finally fuck me. He could turn me on like nothing else and the week long ramp-up of sexy messages and pictures had me incredibly turned on. I would have let me come to my dorm and fuck me if he'd asked but instead he insisted on meeting me at a swanky hotel bar in a few day's time where he'd 'treat me like the whore I was'.

He asked for my address to send me a 'gift' and I gave him my campus mail box. He'd expressed me an outfit - dress, heels, panties - to wear to our big date and a toy to keep myself occupied until then.

He actually sent two pairs of panties since he couldn't gauge my size from the photo. They were very flimsy and sheer. And the dress was an incredibly tight, incredibly short bright red number with side cut outs. I'm a bit of a curvy person. Not a chunk - I have a very hourglass situation with large breasts and a bouncy thick ass. And I definitely felt very exposed in this dress. When I tugged it to pull down the fabric over my ass the neckline would plunge. When I tugged at the neckline I felt like I was borderline going to expose myself. He'd included a pair of black heels - they were sky high with even a little platform to boost the height. I looked like a whore.

I decided that I might as well go all out with this idea. I wore my hair down - partially hoping it would cover my nearly-exposed boobs - in big loose curls. And I went for the porn-queen makeup. Lipstick to match my dress, dark smoky eyes, a dewy touch-me shimmer to my skin.

You should understand up until this point I'd only had experience with highschool and college boys - sneaking sex before their parents came home or when their roommate was in class. I was seeing frat boys. It was good sex - and I'd have some fun adventures - but this was really my first very very adult experience.

I arrived at the hotel and proceeded to the bar. He had a little table, arms slung over the back of his chair. And he smirked as I walked in. I admit there were a lot of eyes watching me - I was dressed extremely provocatively and the bar was filled with bored businessmen. I knew exactly what it looked like when I sidled up to his table - this extremely young woman in a tight little dress and an older man at a hotel abr. I didn't give a fuck. He ordered us wine for me and gin for him. The waitress discretely gave me the once over. I prayed she wouldn't card me - I wasn't 21 yet - and she thankfully didn't ask.

He murmured naught things to me while we waited. He told me how he wanted to touch me there in front of everyone. How he loved their looking at us. How I looked like a proper prostitute, praising me as a good little slut. He had his hand on my thigh, gently stroking the skin, easing his way higher. He traced the seam on the panties and could feel that they were wet.

We drank our wine and our gin. I am a lightweight - one class is enough to get me tipsy. And I'm a horny and insatiable drunk. I started letting my hands wander too, massaging him over his pants and giving him little kisses on his neck and jaw, working my way to his mouth. He kisses me hard on the mouth and stands suddenly. He throws down a bill on the table and takes my hand, pulling me behind him back through the lobby to the elevators. When the doors close behind us we're alone and he pushes me back against them - hard - pinning me between them and his hard cock. He ground his hips against mine, kissing me roughly. He had just a touch of stubble and it felt amazing against my face. Raw and exciting. He pulled me back just a second before the doors opened again on his floor and we stumbled down the hallway to his room.

The door wasn't even closed behind us when he yanks down the shoulders of my dress, exposing my tits. He kisses me, hiking me up so my legs can wrap around his waist as he walks us back to the bed. I fall against the comforter and try to pull him down on top of me. I want it fast and hard and - most of all - now. He pulls my arms above me and my tits press up into his chest. I wriggle and smile as he peels the dress down over me. He praises my body, telling me what glorious breasts I have, what a small waist, what beautiful skin. And what a gorgeous pussy. I don't normally go completely bare but I knew from our texts that he preferred a bald puss. He leaves my panties on - now completely sheer from my wetness.

And as I try to reach for him I feel him slip something soft over my right wrist. I look up and realize he's strung restraints from the headboard. He kneels over me, grinning as he tightens them around my wrist. He kneads my breasts as he sits back a little and said "You're my whore now." He made me say it too - I'm your whore, I'm your dirty fucking whore.

He placed his cock at my lips, pushing in slowly. I did my best to lick and suck and kiss his cock, letting my tongue trace over his head until I felt it pulse just a little and tasted his precum. I kept my eyes on him. When he pulled out smears of my red lipstick were staining his cock and he wiped them off on my tits.

He was rough with my body - he gripped my tits hard and rubbed his hands down my body to my legs. I spread them wide, wide open for him. He hooked his fingers into the fabric of the panties and tore them apart. They shredded beautifully and he looked incredibly primal holding bits of panties soaked with my juice. He fingered me, and I was throbbing with the need to come. After I came - hard - I felt super sensitive but he wouldn't stop rubbing my cit and plunging his fingers in my pussy. I tried to twist away and nearly came off the bed when the second wave of orgasms hit me. I screamed loud and hard.

I flopped back on the bed, momentarily blind and exhausted. He asked if I was ready for him. I said no. And he spanked my pussy. he gave it three hard little hits. I whimpered in shock. But it brought me back.

He lifted my legs and, eyes locked on mine, slowly entered my pussy. He felt incredible. He was about average sized but ultra thick and I felt immediately stretched in that very pleasant 'full' way. I rolled him hips to bring him deeper. He fucked me hard. His hands kind of roved my body, moving from gripping my thigh to pulling hard at my hips to pull me closer. He kissed and bit my nipples, one and then the other, teasing them with his teeth and then his tongue.

He knew I tended to need my cit played with to cum. So when he hauled my hips higher with one hand, he circled the other one over it with short erratic little storkes. I moaned and thrashed my head back riding out the pleasure until I came again. My pussy tightened hard on his cock. I felt like I was coming so hard that he'd be pushed out entirely. He shuttered and I could tell he was close. He pulled out for a second, just looking down at his thick red cock, glistening with my juice. He told me he couldn't ever remember a tighter fucking pussy.

He trie to roll me over the restraints were too tight. He reluctantly let one slip so I could turn, lying on my stomach. He pulled my hips up, burying his cock inside me again. His thrusts were growing faster and with the new position I could feel I was tighter than ever before. He was hitting a beautiful place in my pussy thad had me seeing little sparks. I pulled my free hand down to my pussy to rub my clit and he spanked my ass for being a sinful little slut. The feeling of his little slaps, the threats, my rubbing - I was out of his world. I begged him to come - I wanted nothing more in this world than for him to cum - and he gave a few more hard thrusts before giving the groan.

He rolled me back over onto my back and we lay beside each other, silent, recovering. We hadn't used a condom and I felt his cum slide down my pussy. But after our vigorous fucking I just couldn't care to get up.

He eventually got up - just as I was getting doze-y. I felt the mattress shift just a little as he leaned over me, giving me a kiss. I barely registered the restraint tightening again on my wrist. He walked naked to the mini-bar and pulled out a little bottle, pouring into a hotel glass. And he stood there, leaning against the bar, just looking at me spread over his bed, skin flushed, hair rumpled, makeup smeared, tattered bits of panties strewn beneath my ass. Watching him watching me was hot.

He finished his drink and reached for his pants, pulling out his cellphone. I begged him to come back to bed - to leave his messages until morning - until I heard the distinctive click. He was taking pictures. I asked him what he was doing and he told me he was taking some pictures to remember his night with his little whore. I crossed my legs to cry and cover myself and turn my face away but he cajoled me into relaxing, stroking my pussy until I parted my legs for him again.

I wanted to go again but he couldn't get it up again. He popped a little blue baby and fed me gin and ate my pussy while we waited for it to take effect.

In the morning I woke alone, unrestrained. He left his blazer for me to wear over my slutty little dress and 200$ on the nightstand, thanking me for a brilliant time. We saw each other a few more times for various little other fantasies. I snuck him into my dorm room one night; he took me to his office party and fucked me on his desk. Our situation fizzled when he reconciled with his wife, unfortunately, but I know he kept the photos of me sprawled on the five star hotel bed, his jizz coating my bare pussy.