[f]ingering [m]y high school crush while she was on a hiatus with her BF

This story dates back to 2011. An old one sure, yet one that I remember vividly and fondly
We went to the same primary and secondary schools in the same grade. As usual, it wasn’t until high school, when we were 16/17, that I ever thought of her in any form of sexual context.

This was the time when MSN reigned supreme. We would often chat at night after school, generally pretty boring. Music, homework etc.
I remember one Friday, Mum and Dad had gone out for the evening. It was my brothers graduation. Conveniently her sister also graduated the same year and was home alone too. I must’ve felt bold, and began flavouring our chats with some sexual undertones. This was certainly well received and we spent the night talking about masturbating, turn ons etc. it ended with us agreeing to explore stuff together when we get a chance.

We flirted online religiously for a few years. We rarely acknowledged the sexual tension, but would occasionally lock eyes in certain ways. I don’t know what she felt from it, but my heart would always skip a beat and would find my penis getting hard in my pants.

She “dated” (high school dating is barely dating) a few guys throughout high school, but she’d still always talk to me religiously, Even sexually.
she’d tell me about being fingered or sucking dick, but still wanted to here what I wanted to do with her.

For reasons I’m still not sure, I never put myself in a situation to be with her. Probably insecurities. A lack of confidence. But I digress.

This continued for a few years, till we graduated high school. Until she got her first boyfriend outside of high school. We would still talk, she certainly avoided the sex topics more. Which was fine, I was always eager for that topic but not pushy. I had a lot of mutual friends with this guy, so I wanted to respect that too.
However after a few months of being together they had split up. Conveniently right around her 18th birthday and just before a small get together between our friend group was planned too.

We talked about their break up. Immediately she instigated questions about what I would do with her if she stays the night at this party. Being a horny 18 year old I obliged. Told her that I couldn’t wait to finally taste her pussy. Little did we know her ex had logged into her msn and was watching her conversations after their breakup. I received a message out of the blue from him. I ignored it, told her, and we stopped chatting for the night.

A week or two later we’re at a house party with all our friends (maybe about 15). Their parents are away, so naturally our group got together for some beers. It had been 8 months since high school ended, so we hadn’t seen each other a lot. It was amazing to catch up, hang out and drink together. She and I spent a lot of time talking, she was very handsy all night. I was incredibly shy whilst in the group setting. So didn’t really play into her mischievousness. This unintentional tactic certainly teased her a lot. To the point that she was constantly trying to get me alone. She did many times, every time ended up with her coming in close, lips connecting and her hands running down my torso and grazing my cock.

This was awesome.

Unfortunately, her ex was there. He was adamantly trying to thwart our plans on hooking up that night. No sooner would we be missing, only to start heading back and would find him away from the group trying to find us.

Fortunately for us, he was sober and there wasn’t room for him to stay the night. So he drove home, reluctantly… the night fizzled out, everyone found some couches to sleep on, and I scored the room downstairs with a couch. That could fit one and a half people on it. I invited her to come sleep down there. She so happily obliged. A few nosey friends knew what was up, they said it was cute we were down there alone.

We locked the door, turned the lights off. We both wanted this moment for a long time. The tension was in the air. We chatted, as I caressed her stomach and hips. She’d breath heavily in between words. As I continued to caress her words became infrequent and her breaths deeper. I’ll never forget her laboured breath on the cusp of moaning. I realised then that in my unconfident stupidity that I’d been teasing her all night so every move I made was ecstasy for her.

I slowly bring my hand up to her tiny tits. I softly pinched her perky little nipples, she squirmed and let out soft moans. I continued giving one nipple pinches as I bring my mouth down to her other one. Slowly circling her cute little nipple, and flicking it after a few rotations. The moans are constant now, slightly louder too. I pull away from her small perky breast and slowly glide my hand down her stomach. Her breath quickens. My heart races. I can barely see her in the darkness but I know exactly how beautiful her body is. I find the edge of her pants and slowly slide my hand underneath. She’s still wearing panties, I didn’t make my way under them. She new I liked panties, she’d sent me photos of panties she was wearing throughout our flirting.
I continued on my path and began to press my finger softly onto her clit.
She couldn’t take the teasing anymore and leapt her tongue into my mouth. This caught me by surprise, but I happily returned the favour. What started as teasing quickly turned into horny 18 year olds releasing years of sexual tension.

The making out was sloppy, out of time, yet it was perfect. It was dirty it was raw. Our tongues wrestled as I continued to rub her pussy through her panties. She’d intermittently break from my mouth to nibble and whisper moans into my ear. I quickly put my hand underneath her panties and felt how I much of a wet horny slut I had made her. I began to bury my knuckles inside of her. One finger at a time. until I had three inside her. I could feel that I was stretching her and with every additional finger her moans would louden in my mouth. We continued like this for what felt like forever. We were in a moment outside of time and space. Truely alone but together.

I pulled my fingers out of her pussy bringing them up to my mouth and tasted her. She went wild for this. She began to suck my fingers clean too. As we made out with the taste of her pussy between out tongues. I pulled away, kissing her earlobe, making my way down her neck, her collar bone, her nipples, her stomach, just above her pants. She hastily removes them, knowing full well that she was about to be devoured. she’s naked on a couch in front of me and I continue kissing down from where her pants were. This time, slowly, inch by inch until I’m kissing the sides of her lips. I can taste her juices here and I begin to edge in closer. My tongue begins to explore her. Taste her. Feel her. Experience her. I’m in complete awe as I guide my tongue around her clit, lips and vulva. I try to experience every part of her with my tongue. Paying close attention to her reactions figuring out how she likes it. I slowly circle her clit with my tongue as I gently slide My fingers inside of her. She grips the back of my head, tilts her hips and buries my face in her pussy. I can feel I’m wearing her juices like a mask. She tastes better than I imagined. She feels better than I imagined. It wasn’t long before I feel her body convulse and tighten against my fingers. She was dripping. Panting. Sweating. She pulled me up to make out with me more. We made out for hours. I fingered her many more times throughout the night. Like horny little teenagers. She wanted to ride me, but we didn’t have a condom.

At some point that night we fell asleep cuddling. I woke up to her hand trying to find my cock. We made out some more and told her this will have to continue another time. I ended up having to work super early. I was too naive to call in sick and have more fun that day.

I accidentally rubbed against her tight little asshole with a finger throughout. I apologised the first time, she never minded and I think moaned more when it happened. It happened a few times, but I never focused or followed on it.

Source: reddit.com/r/gonewildstories/comments/ky7qwh/fingering_my_high_school_crush_while_she_was_on_a