[MF] Waking up in the middle of the night to make her squirt for the first time

So some of you seemed to enjoy my first story about me and Madison, and as promised, I want to share more stories of our time together. For those of you who need a reminder, Madison is a super gorgeous girl that I met on Reddit and started hooking up with ([first story here ](https://reddit.app.link/g3C8ONcVBO))

Reminder of our descriptions:
Me: 32 years old, tattoos, 6’5, average build, brown hair, brown eyes, beard, I’ve been told I’m an attractive guy
Madison: 23 years old, 5’5, the most fuckable curves (perfect round ass, huge natural, perky tits), cute smile, long brown hair, and hazel eyes that scream “fuck me” in the most innocent way possible

So this story actually took place on the same night I met Madison for the first time. We met for drinks and then made our way back to my place for some seriously amazing sex. We went back and forth between just hanging out in bed, talking, fucking, laughing, and eventually fell asleep.

At some point after we fell asleep, I started to wake up. You know how you have those dreams when you’re half awake/half asleep? Like when your alarm is going off, so you’re dreaming about a car honking at your or some shit like that? Well I’m pretty sure that’s what happened here. I don’t remember exactly, but I know I was dreaming about Madison’s mouth around my cock. I know I was hard as fuck. And as I slowly started to wake up, I realized that what I felt was Madison slowly wiggling her hips so that we were spooning with my cock resting between her ass cheeks. Now I’m pretty sure this girl is awake, but she isn’t showing anything on her face, her eyes are closed, she’s breathing normally. So I pretend to be asleep too. I close my eyes and let out a sigh, kind of like when you just need to roll over in your sleep. At the same time, I move my hand to rest on her hip. Now ever so slightly, I start moving my hips. I’m trying to keep it subtle, because that’s the game we’re both playing right now. Problem is, feeling her ass squeezing my cock is making me even harder than before. I can’t help but pick up the pace, and when I do, I can hear my breathing get louder and deeper. I keep it up until I am not-so-subtly grinding against her ass. And now I can hear her breath getting quicker. Oh she’s definitely awake now.

Neither of us had said a word since we woke up. Madison slowly slid her hand down my arm until it rested on my hand that was on her hip. She locked fingers with me and slid my hand in hers until I was cupping her perfect tit. She let out a sigh as I started squeezing it, pressing myself against her even closer as I continued. As my hand continued to grope her boob, she moved hers to wrap behind my head and pull me in to kiss her neck. I was so turned on by all of this. Something about waking up in the middle of the night to this girl against me was just too much. You know how it is. You wake up, and you’re still groggy and your mind hasn’t really woken up with you. That’s how this was. Neither of us were talking, so it was just the sound of us breathing heavy, quietly moaning, and the only thought in my head was that I needed this girl. Now.

We’re still spooning, she’s grinding her ass against my rock hard cock, I’m running my hand over every inch of her body that I can reach, while I bite her neck (that got a great response from her). I decide to put her out of her misery, so I wrap her leg around mine, and pull it out and prop it up a little, so she is still pressed against me, but her legs are now spread and she really can’t move. Then I slowly move my hand down between her legs. She’s like whimpering now. It’s the sexiest thing in the world when she does that. She wanted my fingers in her so bad. I could feel the heat coming from her pussy. I slowly slid my index finger between her lips. God she was so wet. I love that. I teased her, just running my finger between her lips, feeling how wet she is, listening to her wordlessly beg for more. When I finally pushed my finger inside her, she let out the hottest moan. Like she’d been holding it in the whole time. I quickly increased to two, then three fingers inside her. As I fucked her with my fingers, her whole body was rocking and pressing against me and my cock. I pulled her as close as I could to me. I just wanted to feel all of her. She’s moaning pretty loud now, and I’m breathing and moaning right into her ear, and we’re both getting closer and closer. I can feel her pussy start to contract and tighten against my fingers and I know she’s going to cum soon. I curve my fingers and start going deeper than before. I know exactly when I found the right spot, because she lets out a little yelp and then starts bucking her hips against my hand.

This is a good point for a side note. Through our conversations, I learned that Madison had never been able to squirt through actual intercourse. She told me she’s been able to make herself squirt while masturbating and that guys have been able to by fingering her, but never from just fucking. I swear, I’m not trying to toot my own horn, but I was pretty confident that I could make it happen. We had been fucking a lot that night and I think she got pretty close a few times. So me, being a guy, am making this a personal challenge.

So back to the story. She was close, I could tell. I slid my fingers out and adjusted so my cock was right at the entrance of her pussy. I pushed into that tight, wet, pussy and started fucking her like my life depended on it. After all the build up, I wasn’t going to last very long. Especially when she reached down to grab my hand and bring it to her mouth so she could suck each of my fingers that were still covered in her delicious juices. Fuck she’s so hot.

So I’m fucking her like that, and I reach around to rub her clit while I do. She’s moaning my name now, telling me that she’s about to cum. But this isn’t the right spot. So somehow I summon the strength and will power to remove my dick from this girl, I quickly roll her onto her back, grab her ankles, and push her legs up so her knees are basically at her ears (oh, she’s flexible. Nice) I don’t waste any time now. I shoved my cock in that perfect pussy again. All the way all at once. She was taking me deeper than ever before now. I could feel the head of my cock bottoming out in her. Fuck I was about to cum. But damn it, I was going to make this girl squirt too. So I’m pounding her, circling my hips at the same time, until I find the spot. She’s basically screaming now (sorry to my neighbors). Her pussy is tightening, contracting, I swear like she’s trying to push me out. I just put all my weight into it, I keep pounding away. I reach down to rub circles on her clit, and I can tell she’s about to lose it. She’s screaming that she’s about to cum, her head is tilted back, her eyes closed, and I don’t even realize that I’m cumming in her. She just looks ridiculously sexy like that, just completely out of control, letting her pleasure take over (personally, I hate it when girls consciously try to look “pretty” or whatever during sex, feels super fake).

So I told her that I was filling her up with cum and wrapped my free hand around her throat and told her to cum for me. That seemed to do it. I was still thrusting as hard as I could, choking her, demanding her cum, and I could feel that with one contraction, she actually did force my cock out of her pussy, and she fucking exploded. Like everywhere. It wasn’t necessarily like the huge fountains you catch in porn, but her sweet sweet juices everywhere. I felt it on my chest, saw it drench the sheets below her, her stomach was wet, and I dove right in. I went tongue first into that pussy, catching spurts of her juices in my mouth, feeling it soak my face. She was done, breathing heavily, coming down from her orgasm, but I couldn’t stop licking every bit up that I could. Yeah, I’ll admit it, I was pretty fucking proud of myself. And it tasted amazing. So I spent the next hour licking her clean while she just smiled that cute smile down at me.

And this was still just the first night.

Source: reddit.com/r/gonewildstories/comments/8zfxa7/mf_waking_up_in_the_middle_of_the_night_to_make