[MF] Halloween Hookup With Longtime Friend.

I had known (for privacy I’ll call her Jamie) since my Junior year of college. We were both political science majors at our very very (can’t stress very enough) conservative school. She made an impression the very minute I had laid eyes on her.

She was a Freshman in one of my intermediate Government courses when I saw and interacted with her first. I knew she was a freshman because she wore it on her face, also was in a class of people that I knew either through interaction or just in passing. She had long blonde hair, the deepest blue eyes I’ve seen, was around 5’2″, and was super skinny not a lot of curves. She looked very shy but still looked like she wanted to talk to someone. I sat next to her for one very obvious reason but the second was I wasn’t very popular among my classmates as I was the only “Liberal” in a very big sea of conservatives. I sat next to her and I introduced my self as a typical college guy, “Sup I’m Jack” (Super smooth). She responded, “Hey I’m Jamie! Nice to meet you”. She was very warm but concise in a way that you knew she wasn’t everything she seemed on the surface. We got to talking about current events and political issues making very clear that I’m most likely not like everyone else in the class. She said to me “I think you’ll probably be my only friend in the class”. She was correct we didn’t exactly gel well with everyone else. That class was where we called ourselves the “Resistance” (before it was cool) and we formed a pretty close friendship.

Over that year we would go out several times mostly to parties, but always together not as an item or even friends who were hooking up just really good friends. That all changed this past year.

A few months ago I found myself in a bit of a weathered relationship I had started at the end of my Junior year (not with Jamie). She was kind but we were just so different and it wore on us when we tied to make it work. We were also long distance which didn’t help so around mid-September we broke up and I was crushed. I wanted to make it work I loved her so much but it wasn’t supposed to be. I didn’t go out anymore I stayed in pretty much every night people wanted me to go or I would pick up extra shifts at work or drown myself in unnecessary amounts of studying. I would mostly just sit in the library on Facebook or Reddit I just didn’t want to interact with people. It was a numb feeling, not a sad feeling.

Then Halloween came around and I had plans with two friends to all dress up in a group costume I hated to let people down so I went. We started the night at a party that one of our friends was throwing at his house. We took an uber so we could all keep drinking (we were pretty deep). We pulled up and went inside. It was a smaller house with a kitchen which we walked in through in the back which led out into a living room turned nightclub dance floor that at least 150 people were dancing on. We walked onto the dance floor and immediately I feel someone pull me back. It was Jamie. She pulled me in for a really tight and for some reason unreasonably long hug, but I really didn’t mind. I loved feeling her body against mine. She was in way deeper than I was at this point and kept telling me that she was so happy to see me. She said it around 15 times. She looked amazing she told me she was dressed as a fallen angel (she was dressed very sexually). We started dancing not super sexually but together. Later we snuck out to share a cigarette. It had been a while since we talked she had also been in a relationship while I was in mine but she had ended hers sooner than I had ended mine. We hadn’t talked since either break-up. We told each other the stories caught up on things we planned to do after school. It honestly had looked like we were just friends catching up.

The party fizzled out and we were all trying to figure out what to do next. It was now my group of friends and Jamie’s roommate who took a liking to one of my friends. We were walking to her roommate’s car when Jamie grabbed my arm which traditionally isn’t the international signal of I want you, but honestly made me feel not horny but warm as if someone made me feel wanted. We made the decision to go to a bar that we all loved. On the drive over Jamie cuddled up underneath my arm and the feeling went from warmth to horniness and she knew it.

When we arrived we all got our drinks and made our way to the dance floor. Jamie’s roommate got straight to work grinding on my friend and I saw Jamie upset and walk away. I followed her out of the bar and we talked outside. “I hate when we agree to go for a night out she always finds a guy to bring home and fuck”. I told her, “Yeah Nick’s kinda like that too. I guess we found a perfect match”. She laughed. She told me,”I’m mostly just annoyed because she told me that I couldn’t hook up with you later and now it looks like she’s about to hook-up with your friend”. Immediately I was taken aback and not knowing what to do I just laughed and pretended like she was joking. She laughed too and then said,”Do you think there’s a reason why we never hooked up in the past”. She was persistent.”Uh, I’m not really sure”, I said sort of stumbling over my own words. She then said, “It’s been a while for me”. I responded same. Then I thought to myself “I’m drunk enough and I like her enough to do this”. So I leaned over and went for a timid kiss on the lips. Then she went for a full makeout kiss. I went from shocked to fuck it very quick and kissed back with the same amount of passion.

I then said, “I think we should get out of here”. She agreed and I called another uber. She sent a kind of bitchy text to her roommate telling her she was leaving and I told my friends the same. The entire ride it was nothing but very subtle teases. She would whisper in my ear and bite it. Which sent me absolutely insane. I would slip my hands up her skirt and feel how wet she was and then just take my hand away. The ride felt like it took a million years.

We got to my house and I pinned her against my door (a little afraid I was gonna wake my roommates but not really caring). We made out against the door for around 5 min then I finally slipped out so I could put my code in the door. We slipped into my basement where my room was without waking a single person.

It didn’t take long before we were taking off each other’s clothes. She took off my shirt and I slipped her shi and bra off. Her tits were small but so perky. I brought her nipple to my mouth and started moaning. Then she whispered in my ear, “I like it, rough baby”. Right then I lost my mind. I picked her up and she wrapped her legs around me I pinned her against the wall and we kissed aggressively. Then I threw her onto my bed and she crawled to the end where I stood and started undoing my pants. She pulled out my cock and started licking it up and down then she put my head in her mouth and started sucking I was surprised I lasted while she did that. I made sure I didn’t cum by pulling it out of her mouth, picking her up and turning her around so that her ass was facing me. I then slip her panties off and begin rubbing her clit. I crept my face up to her pussy and started tasting her sweet juices. She tasted amazing I could’ve done it all night. Then she turned around and said, “Put your cock in me”. She didn’t have to ask twice. I stumble around in my drawer for a condom slip it on and enter her from behind. She moans out in pleasure. We keep this up until I turn her around lay on top and fuck her missionary. She keeps moaning louder and louder. I was scared my roommates would hear, but at that point, I didn’t care. Then she said,”I wanna fuck you so hard”. I laid back and she got on top and rode my cock until I heard her say “Oh fuck I’m cumming”. Hearing that sent me over the edge and I came so hard.

After we spooned and made out until we fell asleep. When I woke up in the morning there was a note from her on the pillow next to me. It read: “Thanks for an amazing night to remember. Had to run to work but I’ll see you soon ;)”. I sent her a text thanking her for the note and saying I hope to see her soon. She replied a few hours later and said, “Hey so sorry I had to run but I promise I’ll make it up to you”. We met up and hooked up multiple times after that. I knew we had something deeper so I took her on a few dates and we’ve been dating for 3 months now. I was scared after my break-up to open up to her but we opened up to each other after a while.

I couldn’t be happier and I’m willing to tell more stories of our pre-dating hook-ups if you guys enjoy this one. Let me know thanks.

Source: reddit.com/r/gonewildstories/comments/7t9nae/mf_halloween_hookup_with_longtime_friend

5 comments

  1. I enjoyed the story. Glad it worked out for you in the end. Hope it all goes well!

  2. I like reading at the end that the two are dating. The sex was great to read about. But you guys seem like you belong together. Take care of each other.

  3. I loved this, even more cuz I can relate to the whole situation, cuz after 6 or more years I am on a relationship with my college best friend, and I love her!

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