As I began my college days my friend group was held together by a particular bond between one female friend and I. Let’s call her Ivy. So before college Ivy and I were friends all throughout high school and grew very close. At the time neither of us could ever admit our feelings towards each other so when peopled asked we ALWAYS said strictly platonic friends. Ivy begins to date some jackass who’s not a bad guy but pretty lost in his attempts at trying to be a tool. High school ends and college begins. I go down a path of working and dropping in and out of county college because at the time I had no direction. Ivy is a hard working party girl. She is some how able to do it all. Party at night, work durning the week and still get good grades in college. All of my outings with friends consisted of Ivy inviting me to tag along. So the summer after freshman year our friend throws this small rager. The party supplies very well exceed the capacity of people by a large margin. Aka there is plenty of booze for the 10(ish) of us to get beyond fucked up.
Well by this time Ivy has dropped her nice girl act and knows she’s dating a tool so she decided to become a tool herself and have it all. The relationship with some dick on this side. In my mind, maybe I can be that dick. So the party goes on, early in the night I some how end up in the pool making out with another person. Which I’m sure would have resulted into a sexual evening however she begin to throw up over the edge of the pool. We get out, dry off and get inside the house and walk her to a bed. So I begin to count people and I notice Ivy is gone and so is this other guy. So I drunkenly devise a plan, in hopes that it will work. I’m hoping that I can accidentally “catch” them and interrupt maybe I’ll be able to stop them dead in their tracks and I’ll get a chance later. So I walk up stairs and poke open a door I see Ivy riding his cock on top of the parents bed. So I softly close the door and am ready to throw in the towel. MAN FUCK THAT SHIT!!! I’ve been crushing on this girl for years and I got all kinds of liquid courage in me. So I bust through that mother fucking door and I’m like “oh sorry” than I close it and walk down stairs. My courage lasted just long enough to get door open and I cowardly walked out.
So I go down stairs pound back a few drinks and play a few more drinking games. A few minutes later Ivy comes down and we act like nothing ever happened. Drinking games continue until everyone begins to pass out. At some point we all decide to go to the basement where the host had a spare bed and said we can all crash. In the basement it’s pitch black. Ivy cuddles up to me saying she’s cold and I invite her in. I think to me self, Had my plan worked? It’s now or never. Being pretty drunk much of the night is a haze but I could never forget the first time I kissed my crush. She was pressed up against me. I’m 6’1 and Ivys about 5’6 with a tiny waist and a nice voluptuous latina ass. This is the kind of phat ass that women go to Dominican Republic with their tax refund to try and buy. She had nice perky breast I would call the a large B or a small C. Honey brunette hair with blond highlights. Ivy is an athlete so along with these gorgeous curves she’s tight and fit. Her ass is tightly snuggled into my crotch and my cock is hard and pressed against her. Her shoulders line up perfectly for me rest my chin on top of. She smells amazing. So I finally say fuck it and i already have this gorgeous wonderful ass pressed up against me and I start it off with a silent kissing a shoulder.
Ivy turned around and began to silently press her lips against mine as we shared a king bed with two other people and others laid on the floor. People are talking across the the room and we stop kissing im between responses. The adrenaline is pounding through my veins as we were trying to be quite so nobody else would find out. Some of the people in the room knew her BF at the time and we had to be cautious. Some how in the drunken haze Ivy and I make an excuse to go upstairs, as I recall she went up first and I followed soon after. Low key but not so low key shit.
As we meet on the first floor kissing and heavy dry humping occurs. My time has finally come. I’m hooking up with my crush. I lift her up and sit her on the kitchen island. We very drunkenly make out, begin to suck and bite all over each other. Finally I lay Ivy down and pull away her pants and eat that pussy. The same pussy that was riding another mans cock earlier that night. Only thing is, I ain’t no bitch and I’m not gonna let anything get in the way of showing Ivy I’m worthy of that pussy. So I go to town on the pussy. Side Note worth saying that I’ve only hooked up with two girls before her and my pussy eating skills were limited to the many many pornos watched. At this point in my life I don’t know exactly what a clit is so I search around and try to find a spot that gets the best reaction. However what I do know is that if I curl a finger and signal that sweet pussy to come over here she definitely going to cum over here. So I’m in that pussy two fingers deep stroking the little spongy spot, forearm cramping, vein throbbing but I’m not gonna stop until Ivy begs me to fuck her. Finally Ivys legs begin to quiver, she sits up and demands I fuck her. We run up stairs to the parents bed room, get fully naked and begin to dry hump a little. I grab the condom that’s been burning a hole in my pocket all night, slap that mother fucker on my cock and my mind begins to run a mile a minute. I begin to focus on whether my dick is bigger than her earlier cock. I wonder if I’m going to be any better in bed. I’m starting to worry if I’m going to disappoint her. Sure enough my confidence shrinks and so does my cock. Ivy ask what’s wrong and I blame it on the alcohol “whiskey dick.” I can’t admit to her that I’m nervous. Ivy attempts to hand job my cock to life but nothing works. Ultimately we lay there cuddling and fall asleep for a while. I’m up and out the house for work in less than two hours while Ivy stays behind and helps the host clean the house.
Luckily this would not be the last time Ivy and I give it the ol college try. Sneaking around and (mostly) drunkenly hooking up. Never really admitting to ourselves what we were to each other. In hindsight It is inexperience at its finest, lack of communication and getting in my own head led to ED. Honestly I wouldn’t do a thing differently. From that point the future would offer many and many encounters between Ivy and I, but however we never encountered each other as experienced adults. Well not yet at least, there is always hope. I always think back on this day and remember the blast we had as horny teens that’s just wanna experiment and fuck around.
Source: reddit.com/r/gonewildstories/comments/k3l4cb/inexperience_at_its_finest_mf