My [F] first hook up was with a cocky hottie [M]

I’ve been enjoying reading this sub for a while now and wanted to share some of my stories with you. Compared to a lot of the other stories posted, it’s probably much more tame, but I hope you still enjoy it. Also, this is my first time writing a gwstory, so please be kind!

I met Kyle for the first time 3 years ago. I was going to start at the same school as him the next fall and happened to meet him while I was checking out the campus. He’s one of the most attractive guys I’ve met so far and he knows it. He’s cocky. He’s also the definition of tall, dark, and handsome. He has this smoldering face that he makes when he gives you a look as if he’s seeing you naked. He knows how to seduce and he’s a player. I knew all of this by the time our encounter took place.

Fast forward to 1.5 years after we met. We’d been flirting here and there and would some times see each other at school. He was attractive and we were into each other, but he never made a move. He isn’t the kind of man who would commit to one woman and stay monogamous anyways, so I didn’t mind it. I wasn’t looking for a casual thing — I didn’t do casual.

After a few months of flirting back and forth, I had had it. I needed to know where I stood with him. He wasn’t asking me out or making a move. I wanted to know if I should move on, so, I took matters into my own hands. Thursday night, I messaged him on social media, gave him my number, and told him to call me some time tonight or tomorrow. He called Friday evening.

I kept it short and sweet. After exchanging pleasantries, I invited him to come celebrate a friend’s birthday with us. Interestingly, he also had a friend over from out of town and they were going out that night. I’ll spare you the details of the night. I hung out with my friends, he hung out with his, and we kept in touch here and there. Finally, around 11 pm, he texted to say they were at Bar X.

A friend and I separated from the group, said our goodbyes, and walked a few blocks in our high heels to Bar X, where we (thankfully–this will be relevant in a minute) met another group of our friends. As I entered the bar, I saw him in my peripheral vision, but I proceeded to walk towards the counter where my other group of friends were and joined them. Thankfully they were there so I had people to hang out and drink with because Kyle didn’t even acknowledge that he’d seen us walk in. The bar was packed, but I knew he’d seen me. He came to order some more more drinks and was standing a few feet from me. But, we didn’t lock eyes. We both conveniently and intentionally pretended not to see each other. It was getting late, 11:30 pm and my friends wanted to go to Bar Z. We were talking about going to the next bar when he texted me from across the room.

“Coming ?”

“I know you know where I am. Come to me”

He was playing, but I had already walked several blocks in heels to join him in Bar X. I was not desperate. It was his turn. I watched him read my text, smile, and in a few seconds, he was right by my side. “Playing hard to get, aren’t you?” he said as he laughed and gave me a hug. I smiled as I hugged him. He’s taller than me and I fit perfectly in his arms. Then, me and my friend joined him and his friend group. He got me a drink, and we talked (or rather, flirted) until closing time. He asked us if we wanted to go back to his place with them and we said sure, after thinking about it for a second or two.

At the house, he asked me if I wanted anything to eat or drink. I was feeling a little nauseous at this point — maybe it was the nerves, maybe it was the cold I was getting over. So, I told him I was hungry, hoping eating something would make me feel better. He couldn’t find anything in their fridge, so we opted for eggs. It was actually really sweet — he made me an omelette and it tasted and smelled good. I couldn’t eat much of it because of the nausea, but I appreciated the effort regardless. I was in the kitchen, watching him cook, when he said, “I’m trying to behave myself, should I be?” I was speechless. And, suddenly a little wet. Kyle has a way with words. He has the gift of gab. He’s also much more experienced than me, considering he’s a player and ~10 years my senior. “I don’t know…” was all I could say, as I smiled at him. He smiled and went back to what he was doing. I was standing in front of the fridge, watching him, talking to him, when he comes to grab something out of the fridge. As he opens the door, I’m pushed against the counter and he is inches away from me. He looks at me with those smoldering eyes and kisses me. I didn’t expect it, which made it so much hotter for me. The element of surprise and our chemistry made it a kiss I still remember, almost a year later. And just like that, he stepped back, smiled, and went back to the eggs.

After we ate, I ask him to show me around his place, starting with his bedroom (he shared a house with a roommate). Even though it was a little messy, I liked his room. It represented him well — his art, his instruments, his books. I sat on his bed and we were chatting when he leaned in and started kissing me. This kiss was different than the first one. It was more passionate and lasted much longer. I kissed him back — I loved kissing him. I was a virgin (he didn’t know and I never told him) and I didn’t want to lose it to him…he doesn’t love me or care for me and I don’t feel anything but lust for him. I didn’t want my first time to be a hook up. So, I pulled back and smiled at him, “I won’t sleep with you though, is that ok?” He was more than ok with it. Didn’t question it and respected my wishes. Anyways, we went back to it. As we were making out, he started to get on top of me and took his shoes off. I took mine off, too. He started to touch me. I forgot to mention, I was wearing a little red dress that night. It hugs my body perfectly. I looked pretty damn good ;) To help your imagination: 5′ 6″, 116 lbs, athletic build, and 34 C. If you browse gw, you may have seen me, but I digress.

He asks Alexa to play my favorite music and dim the lights to 30%. Then, he starts to run his hands up my legs and thighs as we make out. He is gentle. Slow. Making me feel his warm hands against me. But I’m tipsy and my body is being stimulated in a way that it never has before…I’m having a hard time taking it all in and keeping up with it. I just enjoy the sensations. Before I know it, he’s reached my upper thighs. He keeps going. I don’t stop him. He slides my lacy thong aside and finds my clit — rubbing it a little too hard, but I don’t say anything. I just moan into his mouth. It’s as if I was in a trance. Slowly, he inserted a finger in my pussy — or maybe it was two. It hurt a little. I wasn’t as wet or creamy yet that night, but I still enjoyed it. He fingered me for a while and I was so close…”cum for me, baby” he said, as I started to feel an orgasm build. I needed my clit touched, but one of his hands was squeezing my ass cheeks and the other was fucking me. So, I started touching myself the way I knew I needed to be touched as he kissed me and fucked me with his fingers. That’s when I came. “Oh fuckkk…fuck meeee” I tend to say that when I cum and this time was no exception.

I get on top of him and start to kiss him — his lips, his face, his neck. He pulls my dress up, pulls my thong out of the way, strains his neck to get a good view of my back, and starts to play with my ass — slapping it, pinching it, grabbing it. I’m loving it. I hear him whisper “Damn”. He’s an ass man, I thought. Hearing him say that one word, knowing how much he was enjoying it, made me wetter. I loved being on top of him, looking in his eyes, kissing him, licking him, grinding on him.

He grabbed my ass cheeks and said “Is there anyway I can convince you to sleep with me?”

“No”, I said. I knew I would regret it if I did. He didn’t push me.

After fooling around some more, we finally decided to go to bed. We were both technically still dressed at this point. So, I asked him for a t-shirt and a pair of shorts to sleep in, which he provided. Then, I stripped for him as he laid back on the bed and watched. I was a little coy; it was my first time stripping for a man. It was thrilling.

I laid next to him. He started to take off his jeans and that’s when I saw a few wet spots on his boxers. I didn’t realize it was precum until months later, but the image is still in my brain. Every time I’m reminded of it, I get a little horny. We finally fell asleep around 4 am, but didn’t cuddle — which was disappointing. The only thing I regret about that night is not getting to see, touch, or taste his cock.

Source: reddit.com/r/gonewildstories/comments/8e5uw2/my_f_first_hook_up_was_with_a_cocky_hottie_m