[M/F] First time I hooked up with an old ex | 2016

This story happened probably about 4-5 years ago. I wanted to write about it because I still remember the first weekend that her and I ever slept together... I've never had sex like this with anyone that I hadn't fucked at least 20 or so plus times - this is the whole reason that I think sexual compatibility is even a thing. This girl and I immediately clicked in the bedroom.

We both worked for this sales company and it was for both of us our first job right out of school. Our office was sent to New York for a sales kickoff and the first night we were there everyone decided to go out.

We got a bottle at some really cool rooftop club that overlooked Times Square. It was really trendy. It was set up like one of the loft apartments that you would see in something like Gatsby. The place was almost like an apartment the way it was set up too, it had narrow hallways and a bunch of different rooms. It was two levels with the top being a patio, and the inside was a bunch of bars with lounge areas. There was furniture throughout – couches, chaises, end tables etc. There was actually nice artwork on all of the walls too – mostly oil paintings in gold ornate frames. I had never been to a place like it and was really excited.

The group that I went out with consisted of about 7 people. There were 3 guys and 4 girls. Two of the girls were good-looking, but I wasn’t super interested in them at this point in time. They were hot, but being young, horny and in New York for the first time I was looking to find some strange to hook up with ;)

There were a tonne of girls there and I wasted no time trying to run game on them. I am 6’3 Caucasian, athletic build, I have brown hair and eyes. I’m a pretty decent looking guy and when the drinks start flowing so does the conversation with women at the bar.

I find a tall brunette and start talking to her right away. Her and I are having a few drinks, and I end up trying to make something happen with her. She turns out to be an accountant that lives in the Bronx or something like that. She gives me some song and dance about how we have to meet up again because she has a meeting in the morning blah blah whatever I’m gone.

My buddy and I find another group and start chatting with them – nothing gives here as well and it continued on like this for the next little while. When we got to the club it must have been 11pm or so and now it’s around 1am – I guess time flies when you’re drinking.

Up until this point the girls were at our table with the bottles and I had been roaming around, but with prospects of finding women at this bar slowing down, I decide to head over and drink with everyone else.

We’re all hanging out, and the bottle service girl is lingering around for a while. I know that they’re supposed to do that, but this one is hanging out exceptionally long so I decide to chat her up.

She is a short brunette wearing a black top and black pants. She’s really fit and has nice breasts with great cleavage showing – I’m really attracted to her right away. We talk for about 15 minutes and I get her number – nice. At this point I’m thinking I’ll call her later and see what I can make happen.

As soon as I get the number I turn back to the group and one of the girls I was with is staring right at me with big time fuck-me eyes. I’m not talking about ‘you’re attractive let’s talk eyes’, I’m talking about ‘I want your hard cock inside me immediately eyes’. This girl might have let me bend her over in the bathroom if I had asked she looked so horny. I immediately got rock hard – any guy that has gotten this look knows exactly what I’m talking about. There’s nothing more exciting than when a hot girl gets doe eyed at you from across the room with one of those looks.

Sarah is mid-height probably about 5’9. Thin blonde hair that went a few inches past her shoulders. She has a strong jawline, and a narrow face. Her body was near flawless. Soft pale skin and a thing athletic body. Full C cups, and a nice tight ass. She was wearing a long tight black dress and had pink lipstick on – something about pink and red lipstick really gets me going.

Up until this point I not only wasn’t thinking about hooking up with a colleague, I was going to purposely not try. This was my first job and I cared about my image – I figured that messing around with a colleague could potentially mess things up for me there.

We all left the club shortly after and as we’re leaving, I remember everyone laughing and joking kind of running around NYC. For a kid right out of school it was exhilarating to be in the big apple right by times square. As we’re heading back to the hotel Sarah and I are joking around, laughing and chatting – I make a joke that we’re married/together and we lock our elbows as we head back.

Everyone gets to the hotel and we head back to Sarah’s room. It is her, me my buddy John and two of the other girls. We leave the lights off.

Sarah and I get in the same bed and get kind of close… I’m so horny at this point, trying not to make it painfully obvious to everyone in the room that I’m rock hard. Everyone else was occupied anyways though so I don’t think that it mattered.

She’s brushing up against me gently and leaning in, I feel her hair slowly brush over my shoulder. Her soft arm brushes up against mine – I have butterflies at this point. Our legs start to touch as well.

Fuck it.

She’s on my left and I reach my right arm over her, grab her waist and aggressively pull her right into me. Her lips hit mine and she fires her tongue right in my mouth and starts swirling it with mine – I get goosebumps.

I move my hand down to her butt and squeeze hard pulling her right on top of me. Her pussy is directly overtop of my throbbing cock in my pants. We start grinding together and she’s working herself up and down the length of my shaft – clothes are going to start coming off.

We lift off the covers and get under.

Her dress has ridden up to just above her hips and I have one arm up her back, the other grabbing her but hard. I grab a handful of her hair and go right for her neck – kissing and licking the back of it. She gasps in my ear in an excited tone. At the same time she reaches down and starts rubbing on my cock overtop of my pants.

Now what comes next is insane. I don’t believe in divine intervention or anything like that, but I’ve never had a more what the fuck moment of clarity in my life. For whatever reason I sobered up almost immediately and remembered that I was still technically at work…. And that this was a coworker.

That night ended by us slowing down, and passing out. She would have went all the way for sure, but for whatever reason I thought it best to pass out and wait for tomorrow.

I don’t know if girls get the equivalent of blue balls ever, but holy shit did I do that to this poor girl. She must have gone from soaking wet – and she was definitely soaking wet to Sahara Desert. Turns out I’m a bit of an asshole.

The next morning my boss calls me into a room and asks if I hooked up with her. I tell him I didn’t, he doesn’t believe my anyways, and I get in some trouble. Turns out that my buddy in the bed over had a threesome with the girls he was with. I’m a fucking idiot.

Fast forward a month or so and I end up getting sent to a different city on a two-week long trip. Sarah is sent on this one as well, along with at least 10 other people.

Her and I had spoken in between, but nothing sexual or anything like that. We both kept it professional and acted like nothing happened. I was happy to keep it that way.

When going for dinners and to bars she was chatting with me a lot and we were very close physically to each other for the first couple of days. There was obviously still a lot of sexual tension between us, but nothing was really going to be acted upon.

About 4-5 days into it, and the trip wasn’t going super well for anyone there sales-wise, myself included. It is at this point in my daily bouts of rage and frustration that I make the decision – it is now my mission to fuck Sarah’s brains out and I am going to do it tonight. The thought of her doe-eyed fuck me look and her sexy body are driving me crazy. I just need to get her alone.

That evening everyone has dinner and some people drift off to their rooms. Someone at one point proposes going to watch a movie in the movie room. Our company had stashed us at a college dorm actually as this was summertime, so it had a bunch of amenities.

As soon as the question is asked, I stare directly into Sarah’s eyes for a second or so. I’m doing my best to give her the look that she gave me that night in New York. I want her to know – no fucking games this time, no bullshit. We’re making this happen and this movie request is how it’s going to happen. You’re going to come, we’re going to watch this movie, and then later we’re going to do everything we’ve been dreaming about for a month.

After my look at Sarah, I tell the person that I want to go watch the movie – she says she will go as well. Everyone wants to get changed before we start watching so we all go back to our rooms. Sarah, me and two others will go.

I put on track pants and a t-shirt. As soon as I get to the movie room and see Sarah I realize that this is a terrible decision. I am going to have to hide a boner for 2 hours now in pants that are definitely not designed for that kind of concealment.

She isn’t dressed up or anything, but something about a girl in really casual clothes is hot for me. She has on skin-tight black yoga pants and an oversized t-shirt that hangs off of her. Before the movie starts she takes the t-shirt off and has on a tight pink top with straps going over her shoulders. Her breasts look amazing.

The movie room is really boring – just a black leather sectional couch in the middle, a 52” television on the wall and a table over in the corner. The floors art dark laminate and the walls a neutral tone.

When the movie is done everyone starts packing their stuff up to go – game-time.

Me: “I think I want to stick around and watch something else, I’m going to stay for a little while”

Sarah: ”Yeah I think that I will stay too”

[praying that nobody else sticks around and speaks up]

The other two leave.

I fumble to put something on in the background – Sarah says she doesn’t care what we watch.

As soon as the show is on I go over and lay myself right across her legs – more tension never hurt anyone, plus I wanted to make sure nobody came back in to get something that they forgot.

She puts her arms over me and starts rubbing my chest. Enough waiting.

I sit up, put my hand on her stomach, push her into the back of the couch and kiss her. She sticks her tongue in my mouth right away like she did the last time we kissed and this turns me on like crazy.

I pull her legs apart and she wraps them around my torso – I love how flexible girls can be in yoga pants. I grab her butt and she puts both of her arms around my neck to really pull me in closer.

I slide away for a second and I see her eyes widen and pupils dilate – that’s the look that I’m her for. She’s one step ahead of me and starts pulling her pants down below her ass. I help her finish pulling them down and she has on sexy pink lace panties.

I can clearly see the crotch area is darker than the rest of her panties and I get really excited. I love when girls get really wet for me, and she is absolutely soaking – my cock is completely throbbing at this point.

She slides my track pants down and I fully take them off – she lingers looking at the massive bulge on my boxers for a second and then grabs my hard cock.

I go right to her neck and kiss up and down while she plays with me. I nearly rip her top off and start kissing the top of her chest and neck harder.. every time I lick her soft sexy body she purrs in my ear with pleasure.

I use my hand that’s not grabbing her ass to undo her bra and she slips it off right away. Her breasts are incredibly sexy – very perky and she has incredibly soft nipples. I go right for them and start licking/sucking and lightly biting the right one which turns her on a lot, every time I gently bite down she moans for me.

She takes my shrt off and pushes me back onto the couch. She sits on top of me and is now grinding her soaked panties against my boxers. She is kissing my neck and then my chest. She sits up for a second and takes my boxers off.

She grabs my cock again and starts rubbing it slowly – it feels so good. I’ve waited so long to fuck Sarah and he playing with my cock feels just as good as I thought that it would. Her naked body is so sexy on top of me. I’m thinking about how rough I want to be with her and how much I want to devour her. I take my right hand and slap her ass really hard. She moans, brushes her hair back and bites her lip.

I love seeing how much it turns her on when I get rough so I grab her hair and pull it back hard so I can suck on her nipples again. She sticks her chest out towards my mouth and makes sure that I suck on both of her nipples.

I slowly guide my hand down her body and begin to tease the inside of her legs. She immediately spreads them wider for me wanting me to play with her pussy, but not yet. I’m going to tease her first. I slide my hand down her stomach and slowly one finger at a time into her panties until I’m hovering over her wet pussy. I can feel her cum on my fingers, as her grool is connecting from her pussy to the inside of her panties. I love girl cum so much.

Just before I’m about to touch her pussy I skip past it and palm the inside of her leg hard – I want her almost begging for me at this point and she gasps. I can tell she’s wondering how much longer I’m going to make her wait. I can tell she wants nothing more than to slide my hard cock inside of her, but I know the longer I tease her the wetter she will get for me.

I grab her neck with my hand and pull her in for a deep and final kiss before I give her what she’s been waiting so long for.

I let her neck go and push her back to take her panties off – she obliges very quickly and spreads her legs wide to present herself to me. Her pussy is beautiful. It’s completely shaven bare and is very tiny. She has tiny outer lips and her clit is exposed to me. Her slit is drenched from all of the teasing.

I take my finger and gently slide it up and down her lips up to her clit back and forth. She’s wincing, her abs are flexing and her legs are twitching. I rub her clit a bit more and slide a finger inside – she is insanely tight. Even just my forefinger is clenched pretty hard by her wet little pussy. I slide in and start pressing on her g-spot while rubbing her clit with my thumb.

Sarah is going to come already, and only about 10 seconds more has her body shuddering. She gets even wetter from this and I’m ready to fuck her.

I tell her that condoms are back at my room and she says she doesn’t care at all; she just wants me right now. I’m all for safe sex, but I want nothing more than to feel her beautiful wet skin on top of me – this is a non issue.

I take my cock and rub it up and down before pressing it inside her. She is so tight that it takes literally two minutes to finally work myself inside her. I am inching in slowly, each push more of her slides on top of me until finally I feel her slide down the length of my cock and we both gasp.

It takes all of the effort I have to not cum right away. We start going really slow at first, she’s slowly getting accustomed to my size.

I grab the back of her neck and push my cock in faster, kissing her the whole time. She’s grabbing my back and starts telling me how good I feel.

Sarah pushes me off and throws me onto my back. She jumps on top and guides me into her – still soaking wet. I can feel her dripping all over my cock, and it’s dripping onto my legs and the couch too.

She is riding my cock really fast and leans in to start licking and biting my ear. She eventually starts swirling her tongue inside my ear and it throws me off for a second until it starts feeling amazing. The ear has so many nerve endings in it every time she does it my whole body gets chills. I’m almost paralyzed for a second and freeze while she licks my ear there. I do the same thing to her and she is moaning and grimacing into me.

Sarah is in total control on top of me now and her tight dripping pussy feels so good.

I start slapping her ass again and grabbing it hard at the end of every slap. I slide my hand over her ass and she shudders again – I slide the tip of my finger in and start playing with it gently, and she is moaning really load and aggressively now.

I start to feel my cock harden and tense even more and my balls start to get really heavy. I tell Sarah I’m going to cum as my whole body is feeling euphoric.

She tells me she wants me to cum inside of her and I start going harder and faster. My balls are slapping on her ass and she is ready for my cum. She feels my cock tense again and pushes her pelvis into me hard, wanting to get all of my cum in her. I tense my body one final time, groan and fire my hot cum into Sarah – she moans while it’s shooting inside of her.

She collapses on top of me. We’re both sweating and breathing heavily. We exchange a sloppy kiss with lots of tongue and she smiles coyly at me.

There is another part to this story the next night, so if it got you horny or you got off to it let me know – I will find time to write it up.