Unexpected reunion with high school friend [MF]

(If you’d like to skip to the explicitly sexual part, scroll down to the **** section break)

Helena and I became friends in high school our senior year. I had a pretty good social life at that time and spent time with lots of people and made easily my best memories that year. Of all the people I spent the most time with, Helena was one of four, and I considered her one of my closest friends.

I always found her very attractive, she was very much my type being a perky little brunette with big brown eyes and a tight body. She was fairly athletic and you could tell. She had tight, thick thighs and a desirable ass. Most people that I talked to agreed how hot she was.

I was aware at the time that she had a crush on me, and having come out of a long term relationship the previous year that really messed me up, I wasn’t ready to commit to anything serious. With that, on top of knowing her feelings, I never made a move on her because as attracted as I was to her, I genuinely did consider her a dear friend and valued not hurting her or making her feel used. There was one occasion when I spent the night and we ended up cuddling, but it was a friendly encounter and that was it, as much as I wanted it to be more.

Not too long after high school, we drifted apart. She went her way to college and I went my own. We eventually lost contact, and last I understood, she had gotten married in some other state. So during this time, I really didn’t think much about her. She’d pop in my head occasionally but it had been years since I’d heard from her so she wasn’t really a person in my life anymore.

Recently, I was looking through old photos and found an album from a trip I went on that included her. It made me miss her, and I tried looking her up on social media hoping to reconnect. Unfortunately I wasn’t able to find her, presuming she must have deleted her accounts. Her number wasn’t the same either, so at this point I had concluded I would likely never hear from her again.

That is until only **weeks** later I hear the door bell ring, Expecting nobody, I assume it’s for my parents and continue playing my game. But then my dad comes and opens my door:

*There’s someone here to see you*

“What?”

*Hurry up, she’s waiting outside*

Quickly throwing pants on and thinking about how I haven’t showered in two days (it’s the weekend and all I was doing was playing games, give me a break), I head outside to see Helena chatting with my dad. My heart skips a beat, I feel elated. I go up and hug her as I’m laughing

“What the heck?? What are you doing here?!”

*I was in town and thought I’d stop by!*

Getting along as if nothing changed, she heads straight to my room while continuing to talk to me and invites herself right on my bed. As we’re talking I keep thinking about how insane it is that I was just trying to reach her, assuming I’d never see her again, and now here we are sitting on my bed talking about what’s been going on all these past years. That, and that she’s still just as beautiful as I remember. Aside from looking a little more mature, she’s the same woman I knew in high school, from her beauty to her infectiously cheerful personality. We play catch up for about an hour or so before she says *I have family I need to visit, I’m going to get stuck here talking to you all day if I don’t leave.* I laugh and nod in agreement and walk her out to her car. Just as she’s about to leave, I start to pull out my phone to ask her for her number when she turns around and says *Oh! Let me give you my new number.* So we exchange numbers and she heads out.

Soon after, I sent her this decently sized text saying what a pleasant surprise it was to see her and how I had missed her, and to come by again if she gets the chance. All I get in response is *Of course, it was a pleasure to see you again.* All super cordial and not at all like her. I joked about how she doesn’t need to be all proper with me and stuff, and she replied *Alright darlin’ :)* which I appreciated much more. I made a comment about her calling me more pet names, and the conversation slowly got more flirty until the time had come to go out with plans I had with other friends that day. She texted me saying she had some free time if I wanted to grab coffee, which unfortunately I didn’t since I was in the middle of doing some shopping for my plans for the day. I let her know and went on with my afternoon/night, not really paying attention to my phone. It wasn’t until 1am that I finally got around seeing her text and responding. She texts back at 3am and after a bit of back and forth, says

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sexting starts here, keep scrolling to next **** for sex
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*Yeah, I’m usually up around this time of night so I can’t sleep*

I throw a half joke back at her, “We’re both up alone at 3am, shouldn’t we be like making out or something??”

*No, it’s definitely late enough in the night where we should be having sex.. for like the third time*

A bit more back and forth and I cut the joke and be more forward with her: “But seriously, I would be down to meet up and make out right now if you wanted to. It’d be like finally seeing through all that high school tension.”

*I can’t right now, the house I’m staying in has an alarm.*

“What, why aren’t you staying at your house??”
(from what I remembered, her parents owned a house in the city that was vacant)

*I didn’t want to stay alone in it.*

“Well wtf, why didn’t you invite me?”

*I wanted to, you didn’t text back until late at night..*

At this point, I’m beating myself up. I could have spent the night again, like that one time when we cuddled.. except we would have done more than cuddling!! But in my head I’m kinda giving up, it’s obvious we can’t meet up. She’s stuck there until whenever they wake up, I have to leave for work probably by the time they wake up, FUCK.

Regardless, now with the air clear that we are still attracted to each other and are interested in making out, maybe more, the conversation starts getting more heated. We find out how we both like our ears played with, and I start talking about wanting to touch her.. Basically at this point we’re sexting. She ends up sending me a nude and we are now aggressively discussing how badly we want each other:

*I am dripping wet right now, I want to feel you inside me*

“I don’t think you’re taking me seriously when I say how badly I want you right now, find a way to get out so we can go over and I’ll fuck you any way you want.”

At this point it’s like 8am, we sexted all night long and I was ridiculously horny, still hoping for a chance to meet up with her. I ended up falling asleep for like an hour, when I wake up and see her text:

*They’re up, I’m free.*

“I can be ready in.. 10 minutes.”

*Okay, I’ll come to your house.*

“Why don’t we just meet at your house?”

*Coming over*

Okay.. So we’re meeting at my house, which is fine I suppose. I thought it would be easier at hers since you know, there’s nobody home, but I definitely wasn’t in the mood to argue about where we were gonna meet up after sexting for the past 4 hours. She texts me, *here.*

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sexy time
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I open the door and let her inside.

The tension is seriously thick between us. On the outside we’re acting normal, but I can feel it and I know she could too. We walk to my room and she goes and sits on the edge of my bed. I shut the door and turn the lock, when she says, *You can leave the door open!* Confused, I raise my eyebrows and slowly say “..okay” suddenly thinking maybe she isn’t actually comfortable doing this when she says *Or you can, it’s fine* and starts laughing, then I realize she’s just nervous. She starts making some joke, I can’t even remember what it was. But she’s clearly rambling and stuttering on some of her words. I walk up to her smiling and say “You’re so nervous.”

*N-no I’m not.*

I laugh, “It’s okay if you are, this is pretty tense.” I put my hand on her thigh and start rubbing it, “Is this okay?”

(laughing) *Yes*

“Okay, so I’m not making you uncomfortable if I touch you?”

*No*

“Good, because I’ve been thinking about touching you for the past few hours straight.”

She scoots further back on my bed near the pillows, still sitting. I straddle her and lightly push her down onto the pillows. I lean in to her face and kiss her cheek. She pulls away a bit, as if she’s uncomfortable so I sit up and stop. “You’re saying this is okay, but you’re pulling away and I am not going to do anything to you that you feel uncomfortable with. I’m not going to be mad if you don’t want to, that’s totally fine, okay? I just need you to promise me that I’m not making you uncomfortable.”

*I promise you aren’t making me uncomfortable, I just want to cuddle first.*

Well I’m perfectly fine with that. So I start to lay down under the covers when she says

*can I take my pants off first?*

“I mean, yeah I’m not going to complain hahaha.”

So she strips her pants off into her blue, laced sexy panties. I’m big spooning her and her ass is pushed up into my now erect penis. I start rubbing her thigh with my hands, and she seems to be enjoying it. So I bring her ear closer to my mouth and breathe on it with my warm breath, making her relax further into me. I start to kiss her lobe and she lets out a fairly loud moan, just like she told me playing with her ears would do. I continue to kiss up and down her ear, introducing my tongue and sucking on her lobe slightly, which makes her arch her ass into my crotch.

Suddenly, she stops me and flips herself on top of me, grabbing my hands and pinning them above my head. It catches me pleasantly off guard and turns me on even more. “You like being in control? You can do that.” She giggles and grinds herself against my dick a bit, teasing me. I look down and see her thick thighs pressed up against my sides, her belly button on her tight stomach barely showing through the bottom of her shirt. I release my hands and grab her hips, something else she mentioned that she likes. I start assisting her grinding motion on top of me when she lets out another moan and closes her eyes, getting as much pleasure from this as I was.

Now it’s my turn. I suddenly flip her over onto her stomach, while I lay on top of her. I grab her hips again while kissing her neck and she arches her back so her ass is up while her face is in my pillows, letting out a muffled moan. She pushes herself sideways with her back to me and pulls my arm around her, bringing us back into our original spooning position. I realize at this point that we’re going to keep frequently rotating positions during our foreplay, which I’m fine with, it feels fun and spontaneous. My hands begin exploring the front of her body, rubbing them around her breasts through her shirt while my other hand feels up her stomach and sides. I can feel her getting into it, so I start reaching both my hands under her shirt when she, again, suddenly gets up.

She starts unbuckling her bra when I laugh and say, “I wanted to do that!” I think too late, she already got it, when she says *okay, well rebuckle it then and you can take it off.* Honestly, I struggled rebuckling it, and we both started laughing at my ineptitude with clipping bras back on. I get it around some of the clasps, which leaves it crooked and makes it hard to unbuckle. So basically, I look like a fool, whatever.

She removes it through her shirt and we lay back down, her breasts now free for me. I run my hands back up her shirt and tease the bottoms of her breasts, not yet going for the nipples. Then I flip her around on her back and get on top of her placing my head near her abdomen, kissing her sides up to her breasts. I pull her shirt up, revealing her perky D cup breasts. I start kissing around her right breast before lightly sucking on it, bringing extra saliva to my mouth to make it more wet. She moans as I continue this, using my left hand to massage her other breast. I start kissing down her stomach, to just below her belly button when she pulls me back up so we’re face to face.

I go back to kissing on her neck while my hand slides down her side towards her panties. I twist the band of her panties around my finger and lightly tug on it, teasing her before I go any further. I start moving my hand towards her pussy when she pull me on top of her and starts moving her hands down my pants and grabs onto my dick. Her hands feel cool, almost cold, but the sensation feels good to me. She looks at me while I let out a short moan, my breathing starts increasing. she doesn’t stroke me yet, just runs her hand up and down my shaft, cupping my balls lightly and playing with them.

I take her hand out of my pants and lower myself to her thighs, spreading them apart and licking them. She moans and brings her feet closer to her ass, inviting me to her now wide open crotch. I look up at her while I start rubbing her through her panties and FUCK this girl is wet. at this point we had probably been doing about 45 minutes or so of foreplay so it made sense, but still. She had absolutely soaked her panties to the point where I could easily feel it on the outside. I started kissing her right next to her panty line on her inner thighs, just outside of her labia. I give her one long lick from the bottom near her vagina to the top above her clit through the outside of her panties and she lets out an clear audible moan and

*fuck, /u/SmallRabbits*

Then, she pulls me back up to her and flips me over, pulling my dick out through my pants, she lightly strokes it before taking it into her mouth, making me throw my head back and let out a moan. She sucks on it for maybe 20 seconds before stopping and laughing, laying on her back and pulling me on top of her. I start rubbing my dick across her pussy through our underwear, pre-cum soaked through a spot on my boxers while hers totally soaked in her own juices. I bring my hand down to her panties and push them aside, scooping some of her juice onto my fingers before putting it into my mouth to taste. It was very light and surprisingly sweet, leaving me wanting more.

My alarm goes off, the one I completely forgot I set for when I’ll need to leave for work very soon, like next 5 minutes soon. “Fuck! Fuck! I have to go!”

She looks disappointed but understands. I get up and start getting dressed, as I’m putting my clothes on she starts pulling me back on the bed playfully, trying to get me to lay with her again.

“You gotta get dressed, seriously, I have to go like now.”

As soon as it comes out of my mouth, I feel like absolute shit. This girl is naked in my bed and I’m telling her to hurry and get dressed because she has to leave. I feel like I’m some asshole who just brought her over to fuck and then kicked her out. She gets up and starts getting her clothes, when I start tearing up and grab her by the shoulders and look her in the eyes

“Look, I’m sorry I have to go. I feel like a piece of shit right now making you get your clothes and leave, if I didn’t have work I would happily let you stay here all day. I’m really sorry.”

*It’s okay*

It’s not though, not to me anyway. I know she knew I’d have to leave and I know she understands but the situation still feels so fucked.

I sit down across from her as she puts her shoes on. “So you’re definitely going to be gone by the time I’m off work?”

*Yeah, I have a shift tonight*

“You aren’t going to have car trouble and not be able to make it..?”

She laughs, *No, I need to go too.*

We just stay sitting there, looking at each other for a couple of seconds, when she leans in really close to me, kisses me on the lips, then swings back to her original position. Then she leans in again, looks at my lips, gives me a slightly longer kiss and stands up.

I walk her outside and tell her how sorry I am again that I’m making her leave. She says it’s okay and we go our separate ways into our cars.

On the way there, I use the voice dictation mode (no texting and driving, folks) to say a few more things, among them:

“Also, do you usually get that wet? Not that it was a bad thing at all, it was super hot. I’m just wondering.”

*No, I have never been that wet before*

To be continued(..?)

Source: reddit.com/r/gonewildstories/comments/a0i22d/unexpected_reunion_with_high_school_friend_mf