I [M] had sex with a long time crush of mine [F]

This might get a little long, so look to ——– for the good shit.
I apologize if this isn’t great, this is the first time that I’ve really written about my experiences, sexual or otherwise.

I met Ellie during my sophomore year at college, in one of the mandatory classes that nobody really cared about. We kind of bonded over having a very strange professor, but other then that, we didn’t really spend much time together. That said, I clearly remember thinking that she was pretty cute. That semester ended and that was the last I saw of her for a little while.

Then the big flaming dump-truck that was junior year rolled around. My classes were difficult, partially due to the subject matter and partially because of the fact that I’m not very smart. All of my grades were awful, and the cherry on top of that garbage sundae was that I hated all of my many roommates. The only redeeming quality of this year was that Ellie was in a handful of my classes.

During these, I really realized how awesome she was. She was ridiculously cute, with a personality that only amplified my attraction to her. She had long auburn hair that played perfectly off her pale skin, and eyes that could simply level a man. On top of that, she truly had curves in all of the right places. Put very simply, she was the kind of beautiful that wars used to be started over.

The hitch , as with many matters like this, was that she had a boyfriend. As shitty as this was, I respected that. The last thing that I wanted to do was fuck up an excellent friendship by doing something stupid.

Our friendship continued, even after she graduated a year earlier than me and moved back across the country. During some of the worst of times, she kept me from thinking some incredibly unhealthy thoughts, which I will always be thankful for.

Ellie and I kept in touch as best we could with our pretty busy lives, especially while we were trying to find jobs and such, until about two months ago when I got a call from her.

“Hey, I just found out that my boyfriend’s been cheating on me for months,” She said.

“Oh fuck, that’s terrible,” I said. I honestly meant it but couldn’t help being a bit excited.

“I can’t stay here, I don’t even want to be in the same city as him. I’m looking for jobs out by you, would it be okay if I spent a few days with you while I look for apartments in your city?”

“Absolutely!” I said. We made plans for her to come out to my coast, and I set to work making my apartment less shitty. In just three weeks I managed to make my place look like a real person lived there (still honestly kind of proud of that). We’re talkin’ the whole 9 yards. I actually bought a couch, got some house plants and wall art, all of that stuff.

About a month and a half after that call she got to my city. It had been a couple years since I had seen her, and she was exactly as gorgeous as I remembered, even with her mask on. She got here pretty early in the day, so we spent the rest of it out and about, doing what we could in lieu of the pandemic.

As the day wound down, we ran to the package store near my place and loaded up on beer and wine, then set to work making up drinking games for whatever Disney movies we could pirate. The night progressed and we talked about everything that had gone down with her ex. Ellie was clearly angry about what had happened, but she seemed to have processed it much more than when she had first told me.

We kept drinking and the topics became more and more flirty. At one point, she asked about my ex and what had happened with her.

“Same as your ex, learned she was fucking random dudes from Tinder and I broke it off,” I replied. She put her hand on my thigh and took a long sip of wine.

“Well she’s pretty dumb to want to fuck anyone other than you,” She said. I must have blushed pretty hard, because she started giggling like crazy.

By the time we finished the alcohol that we’d gotten, it was closing in on 1AM. I hopped in the shower and then made up the couch for her. As I walked to my room, I desperately wanted to invite her to sleep with me. However, I figured that we’d have almost a week together, and how shitty it would be to fuck up and make things weird on the first day. I made sure that she didn’t need anything, then crawled into my bed for the night.

——–

I definitely didn’t sleep when I went to bed, in spite of trying. I knew how bad that I wanted to be with her, and even though it seemed like she wanted it too, the last thing that I will ever be is a gamblin’ man.

I dicked around on my phone for about half an hour when I heard Ellie get up off the couch. Naturally, I figured that she was going to the bathroom or something, but I didn’t hear anything else for a couple minutes. Then, I heard a very gentle knock on my door.

“What’s up?” I asked. The door creaked open and I saw her silhouette in what little light was behind her. Gone were her baggy pajamas. In their place, she wore absolutely nothing. The light coming through the window just barely reflected off her pale skin, and illuminating the most spectacular set of boobs I have ever seen.

“Holy shit,” I mumbled, just because I couldn’t help myself. Without another word, I got up and she nearly tackled me back onto the bed. I kissed her deeply and ran my hands across her body. She pressed her tits against my chest and began to grind her pussy on my dick over my boxers. After about three seconds, I was already rock hard.

Ellie leaned back while still grinding and I leaned forward to suck on her nipples. I slipped my hand between her thighs and found her pussy perfectly smooth and incredibly wet. I massaged her clit for a couple seconds before she pushed me back onto the bed.

“I need your dick, please,” She whispered into my ear. I immediately slipped my boxers off, and my cock sprang out at attention. She carefully guided it into her pussy. As it entered, I could have easy died a happy man. She was so wet, so warm that I had to keep myself from cumming right then. She slowly rode my cock up and down, keeping a near perfect rhythm, until she gradually began speeding up. I grabbed her hair and bit her neck as she continued riding faster and faster, until it was like she was trying to catch a train on horseback. She slammed down on my dick one last time, with her pussy spasming and gripping my cock like a vice. She let out a long groan and jammed her tongue into my mouth.

“Now I need your cum,” She murmured. Ever so slowly, she started grinding her hips against me again. I grabbed her perfect ass and began to guide her faster, before I knew I was about to cum.

“Cum for me,” Ellie said. That was all I needed. She slammed her pussy down against me and I came harder than I ever have. Rope after rope of cum shot into her pussy as I held her tight against me.

We laid there for a while, not moving and breathing heavily. Eventually she stood up, and I could see my cum running down her leg, mixed in with her own juices.

“I have wanted to do that for years,” I said. I stood up and gave her another long, deep kiss.

“Me too,” She replied with a smile.

——–

Suffice it to say, that night quickly set the tone for the rest of Ellie’s stay. We missed a couple morning appointments to look at apartments, because we had a much better time staying tangled up in my bed.

In case anyone was wondering, she did find a place not far from me for pretty cheap, and she’s got some very promising leads on jobs. For the first time in quite a while, I’m pretty excited to see what the future holds.

Source: reddit.com/r/gonewildstories/comments/i7fwax/i_m_had_sex_with_a_long_time_crush_of_mine_f