What are your thoughts on the first part of my story?

Chapter 1: Adolescence

It’s the sixth grade, where you and I have assigned seats next to each other in several classes. We’ve been best friends since 1st grade and we are nearly inseparable. However, since we’re young, it has always been honest, childhood fun between us. We ride bikes together, trade snacks at lunchtime, and always choose each other for group projects.

But in sixth grade, things start changing. You and I both hit puberty at about the same time. I notice the changes in your body, and you begin to have different feelings towards me, feelings of conflicted attraction. In a confusing way, you think I’m cute but also “he’s like my best friend!”

One day, we are riding bikes and we go to our normal hangout spot in the woods in our neighborhood. I comment that I’ve noticed your body and ask to see your chest. You are hesitant, but agreeable, as long as I show you mine. We agree to a full 60 seconds. Deal. Within the first 20 seconds, you reach out to touch me; I let you know that’s ok by me reaching out to touch you. We both enjoy the time, but that moment changed our relationship. It was never the same after that.

For some reason, you start avoiding me. Naturally, I fall for you a bit and want more, but eventually, the others in the class tease me and I let you go, but I never stop crushing on you. By early seventh grade we’ve hardly spoke. I still miss you and I wonder if you ever think about that time in the woods. I am managing ok, because at least I get to see you each day in school and occasionally speak to you.

In eighth grade, your family moves away to a nearby school district and I am crushed. I don’t know what happens to you in the coming years but I move on, but always remembering that “first time.”

Chapter 2: Honeymooning

Fast forward a few more years, I graduate high school, go off to college, connect with another girl, April, from our same class (one of your old friends), date her, and we marry. April and I stay local and I get a good job, she raises a couple kids, and all is going to a typical “happily ever after” until our 20 year high school reunion comes up.

Throughout all these years, that moment in the woods with May is a recurring thought. My happy place, if you will. My first love. With each passing year, the yearning desire to know where life has taken you grows deeper and stronger. I really that moment in the woods and wonder, if we never shared that moment together, would we still be great friends? If I delayed that gratification until later, would I be married to her now? In one, simultaneous guilt trip and day dream, I am equally upset, curious, and thankful we shared that moment.

The 20th anniversary is coming up and it’s at a ritzy hotel bar neighboring a live music venue downtown by the river. What an awesome location! Romantic even! April and I are thrilled to attend! We can’t wait to dress sexy, book a hotel room, dance the night away, and really put on our best to impress our old classmates! The anticipation grows as the event approaches!

On the day of the event, we are getting ready to leave and holy shit! April has really decked herself out for this event! It’s our first night out in months without the kids and she is dressing to be noticed! She is 5’6” 135 with red hair, green eyes, and the smoothest skin. Her breasts are perky, yet also larger from when she breastfed our kids. Her hips are wide, with a round booty that shakes just right. She chose a short, off shoulder, tight fitting cocktail dress that hugs her curves in ways I had t seen since college. Her toes look so cute in her heels. Her dress has a plunging neckline that shows more cleavage than she’s ever shown before and her hair is done up in a fancy, yet messy bun.

I can’t believe my eyes. She notices and is like, “what?” I respond, “holy shit April! You look incredible! I’ve never seen you dress like this!” “Oh yes you have!” “No, honey, believe me… I would remember!” “Pssssh thank you dear.” “A moment passes. “You’re really dressing to impress!” “Well, yeah babe! Aren’t we all?” “Yeah I guess so, but April, there’s dressing to impress and there’s dressing to make envious!” April, just says with a slight, playful grin as she puts her earrings in, “hmm well maybe you’re right.”

I am instantly filled with intrigue, fascination, and a bit of jealousy! Before I know it, I blurt out, “What’s his name!? Is it Nathan?” “No, babe, it’s not Nathan. He won’t even be there tonight.” I think it’s odd how she knows that but I choose to ignore it. “Is it Clay?” (Her ex boyfriend from junior year). “No babe.” “Well who is it?” “It’s no one in particular. It’s all the girls from our class. The ones who thought they were the hottest, but now they’re fat. The ones who flirted with Clay when we were together. The ones who called me names, and especially the ones who tried to kiss me! I want all of those girls to envy me, and of course, any guys who notice, only help with that!” “Oh April that’s so hot! And what?! Who tried to kiss you??” “”Whatever…. No one. Just get dressed, and put that hard on away! We will need that later!” She’s all ready. She adjusts her tits, wiggles her hips as she pulls her dress down, takes a brief look in the mirror, and simply says, “let’s go!”

Chapter 3: Dressed to Impress!

We stop at valet and get checked into the hotel. It’s a beautiful room! Soaking tub, corner room with two windows overlooking the river, a king bed, and a large, walk-in shower with two rainfall shower heads and even a full length mirror in the bedroom. April is impressed, “oh my! This is too romantic for a high school reunion, but I’ll take it! Are you suuuure we are only here on night, Dave?” “Yes, dear. But we will definitely be back!”

April begins double checking herself in the mirror, adjusting her tits again. I’m loving every bit of this. The anticipation of seeing other’s reaction to her is turning me on. I come behind her and place my hands on her hips. Kids her neck, and say, “I’m so proud of you April! Look at you! I want you. Now.” “Not yet Dave! Later!” But she feels my growing cock against her ass cheek, and exclaims, “oh my! Dave wait!” “No, I don’t want to wait! I can’t go out there looking like this!” April loves fondling my cock through my pants and she can’t refuse another opportunity to play with me. “Oh yeah? You want me? You want to play with the sexiest girl in the class?” “Mmmhmmm yes, yes I do!” She’s using two hands at this point… “But prom is about to start and we don’t have time babe!” She unzips my cock and makes it flop out of my pants. “Hmmm” she says. “Maybe we have time for some fun…” as she locks eyes with me and slowly gets down on her knees. “Since I’m already for the party, maybe we can sneak some fun….” As she gently takes the tip of my cock in her mouth…. At the same time, I moan in pleasure, and April goes up and down my shaft, stoking my cock with her hand, and looking up at me. She glances over and says, “ god we look so hot in this mirror! I look good sucking your cock!” As she swallows me again! I look in the mirror and it about takes me over the edge. April has sucked my cock many times by now and realizes this, and instantly stops, backs up, and stands. I’m look at her like “what the fuck!?” “There’s more where that came from, let’s go to prom!” I relent and simultaneously frustratingly and intrigued by April, put my wet cock into my pants, zip up, and leads her downstairs.

Chapter 4: Dinner is Served

We’re a bit early so we decided to get a drink and a bite at the fancy hotel restaurant. We notice more and more old, familiar faces walking in, and with some of them, a cheerful “hello!” and friendly acknowledgment is given. Many people had the same idea, it seems. We don’t chat much because we know we’re headed to the real party next.

We enter the music venue and have a look around. It’s an open air venue, right on the water. Seats, benches, even some couches and lounge chairs are scattered throughout the venue. An outdoor fireplace, a cigar bar, cocktail bar, and even an ice sculpture.

We grab a drink, I grab a cigar and we find a seat, near the water. April loves a fresh breeze. We start chatting with some friends, having the same boring conversation with each person, “yeah kids, job, we’re really living the dream! How bout you?” Rinse and repeat. April is receiving tons of compliments from everyone! Other guys are saying, “is that April?! No way!” “You’re lucky dude! If I had known she’d turn out like that, I woulda pursued her in high school!” “Haha yeah tell me about it!” Even the girls are really impressed with April. I overheard some saying, “I wish I looked like that now” and I was thrilled! April’s plan is working! Hell yeah! But as the night went on, I sensed April was more and more disappointed, and she wouldn’t tell me what’s wrong.

Soon after, he finally walked in. The one April wanted to impress. Nick. I should have known. He was the one who never noticed April in high school. She always admired him but he was always with Lauren. I noticed April instantly perk up. It all made sense now. She had never gotten over Nick looking past her. She was decked out for Nick. I was turned on and filled with jealousy. But I loved it.

And holy shit! Who is that that walked in with Nick? She is stunning! Piercing blue eyes. Dark brown, straight hair. A tight fitting dress with a rose pattern. Her breasts? Exquisite. Ass? Oh it’s there!

April takes her eyes off Nick to look at me. She wanted to avoid me noticing her ogling Nick, but instead she noticed me fixated on the mystery woman. She is filled with curiosity, but then I mumble loud enough for her to hear, “Fuck me! It’s May!” “Excuse me?” Says April. But I can’t snap out of it. The memory comes rushing back. I can instantly feel how her hand felt on my cock back then. I remember how her breasts felt in my hands that day. I remember how she looked at me and smiled. And I remember how she “left” me soon after.

I am stunned and overwhelmed right then. I am jealous. I am thrilled. I am captivated and aroused. My heart is sinking and my cock is filling. I’m mad, yet happy. And that’s all just remembering May!

I try to snap out of it and look at April. She’s bewildered by my reaction as she never knew about May. April came to the school after May left. I look at April but then I instantly remember how she just eye-fucked Nick! All over again I’m jealous and turned on by my wife! “Well you perked up when you saw Nick! So it wasn’t about impressing the girls was it?” April stutters and blushes, the changes the subject. “Who is this girl with him? You can’t take your eyes off of her?” “Oh, that’s May. She left the school before you came. We have a history.”
April responds, “well you already can guess why I want to impress Nick. It’s pretty fucking obvious.” “Yeah, you were always goofing over him back then haha” April stops me laughing. “Yeah you’re right. Now tell me about this girl!” I can sense her envy.

I tell her everything. We have been drinking a bit and I perhaps tell her too much. Not just the moment from when we were kids, but how I never forgot about May. How I How I would jerk off to May. And in that moment when she walked in, I was unprepared for all of those feelings.

To my surprise, April instantly understood and admitted she always wanted to know be with Nick. I say to her, “so all those times we joked about a threesome, you weren’t kidding?” “Nope,” says April. “And you need closure with May don’t you?” April looks down at my bulge and strokes it with approval. She finishes her cocktail and says, “Davey baby? Why dont we be each other’s wingman tonight, and go chat with Nick and May?” I smile in competitive approval and April gives my cock one more pat and says, “Buckle up baby, let’s get another round of drinks and introduce ourselves to our new friends!”

Chapter 5: The Pursuit

TBD