My friend [F 25] almost fucked me [M 26] while sharing a bed

Long story short, I recently went through a painful breakup and have been feeling a bit lost. I had a small trip booked before we broke up—a three-night stay at a beach hotel in September—but since the breakup, I had to go alone.

My best friend and I met in college during our bachelor's degrees. At the time, we were both in relationships, so we used to hang out mainly in classes and at some parties. We really get along with each other, and I always felt a deep connection with her. She felt the same way, but nothing ever happened between us, which was always clear.

Last week, I mentioned to her that I had this trip booked, and she said, "You know what would be cool if I went with you." I hadn't even considered it since she has been in a very healthy relationship for about a year. I told her that we would have to share the same bed, and she was completely fine with it. She said it wasn't a big deal and that she could handle whatever came up, which sounded true, to be honest.

The trip was actually going pretty well. We had a nice day traveling there as usual friends, and I felt good, to be honest. We joked about how fun a bachelor's life can be and that she actually misses it in some way. On that first day, we spent some time at the beach, had a nice dinner together with some alcohol but not too much, and arrived at the hotel a bit late. She asked if it would be okay to take a shower first and then go to bed, and I said that was fine.

She came out with just a towel, and then I went to take a shower. I dressed in the bathroom because I didn't want to do it in the room. Generally, I sleep naked, but I couldn't this time for obvious reasons, so I put on my shorts without underwear (since I can't sleep with them) and a t-shirt. When I got back, she was already in bed, covered with sheets, so I couldn't see what she was wearing for pajamas.

We turned on the TV and had a nice time, laughing at a silly show and just enjoying the moment. This was a first experience for both of us; we usually hang out with other people and rarely spend time alone. When we did hang out alone, it was usually in her dorm or mine.

For some moments, it did feel a bit weird that she was willing to share a bed with me while being in a relationship, and we weren't like childhood friends or anything. I always thought she was pretty and even sexy in her own way—short but curvy, tanned, and with beautiful long dark hair. Just when we hang out, we usually were in relationships, so we never actually saw each other in that way or had any moments.

We both felt a bit sleepy, so we agreed to turn off the TV and go to sleep. We said goodnight, and that was it. She was sleeping on my right and still considerably far from me, which made me feel more comfortable as I didn't want to allow my mind to create any scenarios. I thought she was in a relationship.

Later, I woke up in the middle of the night feeling very hot and couldn't get back to sleep. I thought I needed to take some clothes off, but I was worried she might notice and be bothered by it. I considered taking my shirt with me without her noticing.

I rolled over to see if she was facing me, and in the dim light, I saw her bare, tanned back, with the sheets slightly covering her. I realized she was completely naked. I instantly felt aroused and couldn't figure out what to do.

I knew I definitely couldn't go back to sleep now, but she seemed to be sleeping soundly, so I pulled myself together and thought maybe she just sleeps like that. I decided to do the same, took my t-shirt and shorts, and tried to go back to sleep.

Believe it or not, I actually managed to get some sleep, but I had made a terrible mistake. You see, I generally sleep with earplugs, and today was no exception, but when I do, I have to remember to set my alarm to maximum sound, which I forgot to do this time.

So, around 8 A.M., my alarm clock sounded, and I did not hear it. Instead, my friend heard it but couldn't reach it as it was on my side. It was still dark in the room, so she couldn't see anything. She had to face down and put her leg right on top of me to reach my alarm.

The thing is, neither of us was under the sheets anymore, and I had my usual morning boner. As soon as she got on top of me, she felt my hard-on touching her. That's when I also woke up, and it took me a while to realize what was happening.

She had her hair on my neck, her medium-sized breasts almost touching my chest, and her short trimmed pubic hairs touching mine, with the tip of my penis touching her pussy lips. At first, when she was reaching for my phone, the movement was rough and accidental, which is when I woke up with the warmth engulfing the tip of my penis. But while she was stopping my alarm, she didn't really move her pussy lips away from the tip of my penis. In fact, it almost felt like she pressed slightly.

After she clearly disarmed the alarm and should have gone back to her spot, she took much more time than necessary. Her movements weren't just lateral; they were almost vertical and circular but very shy, as if she was really trying to decide what to do. I was getting more aroused, and for a moment, it seemed she stopped the lateral movements and started to very slightly rock back and forth over my gland, going more and more deeper into her inviting warm and moist lips.

I tried not to move the entire time so she wouldn't realize I was awake, as I felt paralyzed. My penis wanted to twitch badly, and for those seconds that seemed to last minutes, I thought I would cum just by that. Once one of the movements became more intense (maybe by accident), I could not hold it anymore my penis did twitch that time.

That's when she suddenly rolled back to her place in bed, got out of the bed, and ran to the bathroom. As soon as she closed the door, I took out my earplugs and couldn't hold back. I went to find a sock and jerked off into it, I didn't last more than 10 seconds. I then put on my shorts and t-shirt and got back to the bed, pretending to be asleep.

After a few minutes, she came out of the bathroom, opened the curtains, and yelled jokingly to me, "Good morning, sleepy beauty" I pretended to wake up, but when I got out of the sheets, my face turned white. I had messed up again, realizing that she knew I slept naked. So if I got dressed, she knew I was awake during that time.

We went to breakfast quietly and didn't speak about it at all. I will talk about the second night in another post, but it did not get any better.