The Extraction
Copyright© 2025 by Canairs90s
Chapter 5: A Long Time Coming
Coming of Age Sex Story: Chapter 5: A Long Time Coming - With one week until they graduate from college, two long time friends need to finally confront their feelings for one another and figure out what comes next.
Caution: This Coming of Age Sex Story contains strong sexual content, including Ma/Fa Consensual Heterosexual True Story Slow
I woke up Saturday morning fired up. It was college graduation day, which was a huge deal but I had a MUCH more important objective: this was the last day before Madison departed for her summer internship in Dallas and I left for mine in Boston. I felt like there was a vague agreement that today was not the end of the line for us, but I was not particularly happy after not seeing her on Friday and was determined to have a real discussion to try to figure out some concrete next steps for us.
I sent Madison a pretty aggressive ‘good morning’ text about this being game day and was pleased she responded positively. I got the sense she badly wanted to carve out some one on one time today as well. Enough Janelle. Enough Griff. Enough Ashley. Enough parents. We needed some time. I was a fan.
The roommates and I spent the morning finishing up our packing, and I cooked one last brunch with an assist from Griff. After that we started getting dressed for graduation. Griff had attended a private school called The Oaks that required him to wear ties daily, which was a lifesaver because the rest of us had no clue how to do a half Windsor. We managed to all make it to graduation on time and took our respective alphabetical spots. Although college graduations are pivotal moments in the lives of young adults, the fact of the matter is that they are boring as shit. Some of the more popular students were angling for the biggest cheer, but for Madison, myself and our friends we just wanted to get it over with.
After graduation there were the obligatory photos with family and friends along with the necessary small talk. Handshakes, back slaps, and entreaties to stay in touch. I think I put on a good front and was friendly, but internally I was seething - I wanted to fast forward to seeing Madison.
The small, private college we went to was big on tradition. After the ceremony there was a cocktail hour, followed by a big dinner served in one of the quads for all the graduates and their families. Once everyone had eaten and the sun had gone down there was one last ceremony involving candles and a heartwarming speech from our valedictorian. I tried to drink it all in and enjoy the moment instead of just worrying about seeing Madison.
After the ceremony I introduced several of my friends to my parents and was introduced to theirs. Eventually, I met up with Madison and we introduced our parents to each other. We told them we were just good friends. I doubt they believed us.
Once everyone had said their goodbyes and parents had been dispatched back to their hotels I met Madison outside the student union.
“So what do you think?” I asked.
“I think that was a long freaking day,” Madison said. I laughed. Her dry sense of humor was my favorite because my humor was exactly the same way.
“That it was, hopefully you have some energy left to hang out tonight,” I said.
“Hmmm well what did you have in mind?” Madison’s eyes danced with mischief. She knew exactly what I was thinking.
“Nothing that can be discussed in polite company,” was my rejoinder.
She scoffed and gave me a light shove. “Since when did I become polite company?”
“Excellent point,” I admitted. Madison and I had been consistently willing to discuss the most intimate, ridiculous things as long as we had been friends. The problem was most of those were emotional or moral quandaries. We had never really talked about sex, it seemed inappropriate while I was with Haley, and I had had no interest in hearing about her interactions with Braden. So despite my bluster I did not really know what I could say without potentially offending Madison. It was the last night of college I decided. Now or never, shoot your shot.
“I want you, in my bed, with not so many clothes on.”
Madison visibly shivered - she liked that idea.
“Jeez, you could at least buy a girl a drink first,” she said, grinning. I laughed. Her sense of humor was undulled.
“Yeah, I guess sometimes you do need a little liquid courage, like last Saturday,” I joked.
“Oh my god, are you ever going to let me live that down?” Madison whined.
“Probably not,” I admitted. “Nobody who wasn’t there will believe sweet little Mads would do that.”
“I really do need a drink to put up with you,” Madison said.
“Want to hit up The Depot for a round? I do have like 50 dining dollars burning a hole in my pocket it would be a shame to waste,” I offered. The Depot was the on campus bar where you could buy booze on your meal plan instead of spending “real” money. It was very popular.
“Gosh, we can’t let that go to waste,” Madison said. I turned in the direction of the bar and extended my elbow for Madison to grab on to. She did so happily and we strode towards The Depot.
The one variable we had, foolishly, not accounted for was that we were hardly the only seniors with the idea to burn the last of their dining dollars on the final night of college. The Depot was completely full of celebrating graduates. Luckily, Madison and I had a system for navigating this we had perfected in crowded bars and nightclubs in Sevilla. I snaked and elbowed through the crowd as best I could, with Madison right behind me with a hand through a beltloop of my pants. If anybody got offended by my moderately aggressive efforts to make my way through the crowd Madison popped up, used a slightly ditzy voice and apologized profusely. This worked particularly well in Spain where Madison’s natural blonde hair was uncommon, but I figured it would work fine here too, where everybody was in a good mood after graduating.
I made my way through the crowd to the bar with Madison in tow without incident. I ordered two of our favorite drink - a gin and tonic - then we reversed course to try to find somewhere to speak privately.
There really wasn’t anywhere to get a quiet moment indoors. The Depot didn’t have a patio, but it was the last night of college, rules were relaxed. Madison and I took our drinks outside and sat on a low brick wall outside the bar.
“What kind of gin did you get?” Madison asked.
“No clue,” I laughed. “I just yelled G&T. I think the bartenders are beyond swamped,” I said.
“It’s good, I like it,” Madison said.
“It is strong. Generous pours for recent graduates I guess,” I noted.
“Guess that’s fair,” Madison said. Our conversation was weirdly stilted, again.
“I feel like maybe I’m pressuring you a little bit, I don’t mean to. It’s just ... you know, last night before we leave and all that stuff,” I said.
“No, it’s ok. I don’t feel pressured. I’m just, like, nervous,” Madison admitted.
“You’re nervous?” I laughed. I was borderline incredulous, Madison was one of the most confident, self-assured people I knew.
“Yeah, I mean, what if I don’t meet your expectations? I’m not very experienced.”
Madison’s words really surprised me. I had always thought so highly of her, and our friendship had always been so strong, that the idea of taking things to the next level being anything short of fantastic had never occurred to me. Luckily, I felt like I had a pretty good idea of how to navigate this.
“Don’t worry we’ll take it slow tonight, I have no expectations of sex from you,” I told Madison. She looked relieved.
“Ok, um, thanks. I sort of feel like I should put out after everything that’s gone on. I’m just, like I don’t want to feel obligated, you know?” she asked.
“Completely fine. Honestly, that’s really ok. We can do as much or as little as we want tonight. Plus if things go sideways, we’ll be halfway across the country from each other and don’t have to speak again,” I said.
Madison blanched at that statement. “I hope that won’t be the case.”
“Me too,” I smiled. I did not really expect things with Madison would go poorly considering our shared history.
“Oh my goshhhhhh, you twoooo!!!!!!!!!!!!!!!” interrupted our reverie. I turned to identify the source of the exclamation. I really shouldn’t have been surprised - it was Ashley. She charged up to us and drew us into a three-way hug.
“Are you finally over yourselves and going to fuck?” Ashley asked once the hug was over. I strongly suspected Ashley was not on her first drink like we were.
“You seem pretty invested in this. You going to coach us through how it works?” I fired back at Ashley. She threw her head back and cackled loudly.
“You know I’m game if needs be, I’m a fucking sexpert!” Ashley informed us. Madison rolled her eyes.
“You really have no shame do you?” I asked, chuckling.
“Not a lick,” Ashley said happily. She was a true free spirit. I thought having her around might calm Madison’s nerves.
We chatted idly through a second round of drinks for Madison and I before we decided to head home. Madison requested we stop by her apartment first so she could change into something more comfortable than the dress she had worn to graduation. Ashley made a crude joke about slipping into something more comfortable. Madison went upstairs to change while Ashley and I waited in her living room. To my relief, Janelle was not around.
“Don’t fuck this up,” Ashley said to me, suddenly stone cold sober and serious. “You’re a good guy. I think you and Madison are a good match. But she is extremely fragile right now. You best be handling my girl with care.”
Ashley’s vehemence surprised me. In the time we had known each other I did not remember having one serious conversation with her.
“I will be. You know I care about Madison as a friend first and foremost,” I said.
“Good. I know she has that tough exterior, but there’s a lot going on in her head. Especially right now,” Ashley said.
“I feel like this is the same speech I should have given you last Saturday. You know, before you convinced her to cheat on Braden,” I said.
Ashley grimaced. “Yeahhhh, that was maybe not the best move I’ve ever made. I was really drunk. I was just trying to get her to finally deal with Braden.”
“Well in a fucked up way I guess it worked out,” I said.
“We’ll make that determination in the morning I guess.” Ashley’s silly drunk grin was back.
Madison came downstairs having exchanged the dress she was wearing for black yoga pants and a t-shirt as well as her contacts for glasses.
“Don’t you want to take your overnight bag, sweetie?” Ashley asked.
Madison looked awkward. I think Ashley knowing what she had planned bothered her. I thought that was funny considering a week ago they were planning to have sex in the same room with the same guys, but that had been a drunken decision. Doing something with me carried more emotional weight for her.
“I don’t want to make presumptions, even you strike out with the guys sometimes,” Madison said to Ashley.
“If you strike out tonight we are going to have words, girl,” Ashley said, and immediately started laughing. I liked this version of Ashley that was sort of playing my wingman. Not that I needed one for this mission.
Madison looked awkward again and blushed.
“I have a nice bottle of wine I’ve been saving for the last night before we leave. Would you ladies care to help me drink it?” I asked, attempting to cover for Madison’s embarrassment as well as get things moving. I was not going to let our last night slip away. Ashley seemed to be supportive so I figured she would not be a pain about things, like Janelle was, when the time was right. Knowing her she would want to go find a boy herself.
“Awww, I thought you’d never ask,” Ashley said, clearly imitating Madison.
Madison tried to look annoyed but couldn’t suppress a smile. “What she said.”
It was a short walk from Madison’s apartment to mine. The party was definitely on in this area for the last night of school. We walked by several apartments where the music was blaring and the party was spilling out into common areas. I half expected, or maybe hoped, Ashley would get drawn to one like a moth to a flame, but she stuck with us.
“Heyoooo,” Griff greeted us as we walked in the door. I was a little surprised to see him, I thought he would have been out at one of the parties considering his normal preferences. He was in the kitchen making a drink.
“Hey dude, what’s up?” I responded. “You know Ashley and Madison, right?”
“Sure, sure what are you guys up to?” he asked.
“So I actually have a bottle of pretty nice Rioja I’ve been saving for our last night. We’re going to drink it. I didn’t tell you about it in case you got drunk and opened it,” I told him.
Some guys might have been insulted, but Griff just laughed. He embraced who he was. I got the bottle from where I’d hidden it in my room and instructed Griff to open it and pour glasses while I changed out of my dress clothes.
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