My Straight Best Friend Ch 02

This is the second chapter of a planned four-part series, set in high school in southern Ontario, Canada in the fall of the year 2000. To answer a question I got after chapter 1, the story isn't set back then because it's being told in flashback, but rather because I can only write honestly about growing up around the time that I actually was that age. I don't know from personal experience what high school is like today, so this slightly more innocent tale is set at the very end of the analogue age, before cell phones and social media.

Thank you to RawSIlhouette, SpotintheSand, Ravenna933 and SomethingFar for beta reading this story. If you haven't read SomethingFar's 'My Freaky Senior Prom', it's about my favourite new Lit story submitted in the past year and it won a contest, so give it a read when you're done here if you haven't already.

All characters are over 18 and are in 'OAC', which was what Ontario called Grade 13 back in 2000. We were the last jurisdiction in North America to have five-year high school as standard.

It was Sunday morning, a day and a half after things got heated at Shauna Day's sleepover, and things were weird. After my childhood friend Allie Wang had told me how uncomfortable hearing and seeing her friends get sexual with me had made her, the night had kind of petered out into nothing.

We'd all gone to bed in our sleeping bags shortly after. I had lain awake for a while hoping to catch Emma Desmarais or Mia Tyler touching themselves, as I knew how turned on they'd been, but there had been no such luck. Nothing much happened the next day; we had a slightly awkward breakfast together then quickly split up and went home, where I jerked off three times over the course of the day thinking about a topless Shauna riding me. Now it was a new day, and I, once again, was wracked with anxiety about my place as a guy in this female friend group.

You see, I'm not gay. But the whole world apparently thinks I am, and that's given me access to places normally closed off from straight guys. The world should have been my oyster, and yet I felt like I was in the process of losing my oldest friend and no closer to dating Emma, the girl of my dreams.

I didn't even know if Shauna liked me in that way, or had just used me as a convenient place to get off because she'd lost control after getting herself too wound up. But regardless of which one it was, I didn't know how to add to the solitary notch on my bedpost, with her or with anyone else, or to turn my budding friendship with Emma into potentially more than that. We'd kind of admitted we liked each other, made out a bit... what next? How does a guy turn a girl friend into a girlfriend? I also didn't know if the disappointment I'd sensed from her when she discovered a topless Shauna lying on top of me had ruined my chances with her or not.

I finally got out of bed around 11 AM, finding that the house was empty. Mom and Dad often went to car shows on the weekends with Dad's classic Triumph Spitfire, and I knew Carly was working at the men's wear store our family owned today. As I made myself a cup of coffee, I suddenly was reminded of something Mia had said on Friday night - that if I wanted to practice learning how to take a bra off, I had sisters. I don't know why I'd never considered it before, but it suddenly seemed like a brilliant idea to learn how clasps worked on more than one type of bra in a zero pressure environment.

My oldest sister Annette was away at university, but Carly was attending community college in town and still living at home, so I quickly made a beeline for her room, feeling my heart rate spike a little as I crossed the threshold. I'd always respected her privacy before, but I wanted to make sure I remembered the lessons Mia had taught me about bra removal before I had to do it for real someday.

I went over to Carly's dresser, opening the top drawer and investigating, taking a mental snapshot first in order to make sure that I put everything back in the right spot. She had a couple of more plain, workaday bras and a couple that were a little sexier and fancier. I checked the tag at the back of one - 36C, apparently - then inspected each bra in turn, noting how the clasps fastened, discovering one that was a front-loading one, which took me some time to figure out. Soon I'd checked all of them out and practised enough that I felt confident in my skills. Mission accomplished.

I should have stopped there, but in moving things around in her drawer I had noticed a silk drawstring bag, and curiosity got the better of me. I opened it up and discovered my sister apparently had hidden away a handful of condoms, a bottle of lube, a pink phallic vibrator, a dildo with a suction-cup bottom, and a half-empty Costco-sized package of AA batteries. The vibrator looked like it had seen a lot of use over the years, as the battery case was broken and held in place with electrical tape. I'd never overheard a sexual peep from my sister's room, but here was more evidence that apparently all the women I knew had a secret side to them that they kept hidden away from the world.

I turned the toy on, feeling the unfamiliar vibrations in my hand, contemplating putting it between my legs, even, before remembering the fact that this belonged to my sister. I suddenly felt weird and guilty, so I quickly shut it off, packed away everything in the drawer exactly as I'd found it, and then left the room.

The rest of the day passed quickly, and I spent my evening hanging out with my best guy friend Eric, where I told him everything that had happened two nights before, minus a few of the more personal details. He was intensely jealous that I'd gotten to see Shauna topless. I didn't tell him we'd both dry-humped to orgasm together.

The next day, I was just leaving my locker on the way to my second period urban geography class when Emma appeared from nowhere as I closed the door.

"Boo!"

I've never startled easily, but I was more surprised than anything - prior to the previous Friday night, I don't think we'd ever had a non-school related conversation in four previous years of high school together.

"Hi, Emma," I said nervously. Somehow at the latest sleepover I'd managed to put my anxiety about being around my biggest crush to bed momentarily, even making out with her during Seven Minutes in Heaven, but being back in a familiar context at school, my heart immediately started racing.

"Hi Justin. I added you to ICQ Messenger, but I haven't seen you online. Don't tell me you're one of those 'appear invisible' types?"

"No, no. I just haven't had a lot of free time to sit on the computer." That was a lie. I'd been terrified to log in.

"Well, since I found you here, I was just wondering if you were planning to go to the dance on Friday?The next one is a

MuchMusic

Video Dance, so those are usually pretty fun."

I hadn't been planning to go - school dances usually were full of drunken teenagers and far too loud for me - but something about Emma being the one asking made me immediately change my mind.

"Do you mean like a date?" I blurted out before I had a chance to catch myself.

Emma looked surprised. "No, not specifically. I'm going with a few of the girls. I was just asking if you planned to be there."

I was slightly disappointed, but I tried not to show it. "Yeah, sure, sounds fun. I'll come."

"Great! I'll see you there! I've got to get to class, but I had fun at Shauna's on Friday."

"Me too. We should do it again sometime."

"We should!" She smiled at me, that piercing, sexy smile that showed off her slightly crooked eye teeth, then turned and headed off to class. At least I could put my nerves to rest that she wasn't mad at me, but the way she'd shot down the possibility of a date together crushed my hopes just a little.

I'd have time to feel sorry for myself later, but with one little source of anxiety quelled, I moved on to the next one seventy-five minutes later. I'd been dreading history class in third period, the one Allie and I shared, but she said hello when she saw me, and class went by normally. When class ended, she quickly made her way over to my desk.

"Caff today?" she asked. "I didn't bring a lunch."

"Sounds good."

We lined up for food and Allie bought her usual burger and fries, then found a quiet table together in the back of the room. We eyed each other awkwardly for a moment as I tried to figure out what to say.

"Are you planning to go to the video dance this Friday night?" I finally blurted as I dug into my packed lunch.

Allie looked oddly at me. "Fuck no. Spending time with a bunch of drunk people trying to feel each other up? Not my kind of thing. And I know it's not yours, either. Why do you ask?"

"Emma asked if I was planning to go. I think it's the first time I've ever talked to her outside of classes and this past weekend."

She shrugged. "Emma likes to dance. I know Mia and Shauna are going, too. But you never have, not since the Grade 9 orientation dance years ago, if I remember right. Surely you're not going?"

"Well, I don't know. I'm trying to open myself up to new things." I'd told Allie a lot over the years, but not a living soul knew how much I liked Emma.

Allie stared at me. "Justin, what's happened to you?"

"Nothing?" I stared back. "I'm still me."

"The Justin I've known since we were kids wouldn't be going to a video dance this weekend. The Justin I've known since we were kids wasn't ever interested in girls."

"I was always interested in girls, at least since puberty," I interrupted. "Being too insecure and scared to show it doesn't mean it wasn't there."

"Fine, I can accept that. But I invited you to that sleepover last month only because I thought you'd be one of the girls. We've always gotten a little bit daring at these things, but I figured you were safe to invite without ruining the atmosphere. But not only have you turned into a typical straight guy, but you've apparently turned my friends into sex demons. Even if you can handle being around them, I'm not sure

they

can."

"That wasn't my intention."

"What was?"

"I didn't have one!" I looked her dead in the eye. "My best friend invited me to a sleepover and I said yes. There wasn't anything more to it than that. I had fun, both times. Everyone had fun. Except you, apparently."

"I did have fun, at least until the end of the night. It's just... it's a lot, that's all. Finding out you're not the guy I thought you were. Seeing you making the moves on my friends, and them on you. Things getting way out of hand. Even when things have gotten sexual at these things before, even when I've been at or near my limit in terms of what I'm okay with, even when all four of us are practically bouncing off the walls, I've still at least got the knowledge that we're four straight girls and nothing physical is going to happen. Now they've got you, and Mia and Shauna are both out of control. And I just can't look at you that way, or think of you that way."

"I also don't look at you or think of you that way," I insisted. "I was horrified at the idea of spending seven minutes in heaven with you, at least until I realized you weren't into it, either."

"Well, good." Allie looked relieved. A moment passed.

"If you don't want me to come," I finally said, "then I won't, especially since these things are almost always at your house anyway. But for the record, you're like a sister to me too."

"I'm glad we're on the same page." She sighed.

We ate in silence for a few moments.

"I just... I never thought of you as a guy," she finally said.

"I mostly never thought of you as a girl."

"What's 'mostly?'"

"Well, I did notice when you grew tits."

Allie rolled her eyes. "I mean, obviously I'm a girl, and I'm aware you're a guy. I noticed when your voice changed. But you know what I mean. We used to have a sexless, gender-neutral friendship. It feels like that's changed, and I'm struggling with that."

"Do you want to meet a guy someday? Get married? Have kids?"

She looked at me oddly. "Kids, I don't know. But otherwise, sure, of course I do."

"Well, same goes, only with a girl. And if this friendship wasn't going to survive us having partners, then it wasn't ever going to survive, was it?"

She thought for a moment as she finished her lunch. "I guess that's a good point. But there's a difference between knowing you have a girlfriend or I have a boyfriend, and overhearing you making Shauna cum during Seven Minutes in Heaven."

"She made herself cum. I was just there for it."

"Again, I don't want to know." Allie glared at me, but she wasn't able to hide the smirk on her face. I locked eyes with her, staring her down, and she finally broke, giggling and looking away. "Fine, Justin."

"I'm okay with not rubbing it in your face, and I'm okay if you want to keep me away from sleepovers at the Wang house if that's what you want," I said, not entirely convinced that I was okay with it. "But I've started making friends with your friends now, and you don't get to veto us."

Allie considered this. "Fine. But I don't ever want to talk about sex again with you, and I'm going to pretend I've never seen you with a boner bulging out of your pyjamas."

"And I'll pretend I've never seen you soaking wet down there, either."

She wrinkled her nose at me in discomfort.

"Also, if Shauna invites me to a sleepover at her place again, I'm going to say yes," I added, doubling down. "You can only disinvite me from your house."

"I suppose that's fair," Allie finally said, reluctantly.

"Good. Now let us never speak of this again."

She smiled. "Give me a hug?"

I stood up and came around the table, giving my oldest friend a big hug. As I held her, I had the thought that while she might think of me as sexless, I was never going to grow tired of feeling her ample rack pressed into me, even though I didn't want to ever even think of doing anything else with her.

But even if I found it hard to see Allie in a sexual way, I'd undergone a complete 180 over the span of a couple of weeks when it came to everyone else. Up until the first sleepover, I'd thought that all the girls I knew weren't horny and didn't crave sex, at least not the same way that guys did. But now that my eyes had been opened, I couldn't stop seeing it everywhere.

On my way out of the cafeteria, I noticed a group of girls I didn't know having an animated discussion at a nearby table about which Backstreet Boy was the hottest. In the old days, well, I'd obviously known that girls could be boy-crazy. But I could sense the sexual undertones to their conversation now in a way that I never had before.

I spent the rest of the lunch period alone, studying, and nearly missed the start of my fifth-period English class, slinking in just before Mr. Jones started teaching. We were continuing our class read-through of

Hamlet

today, and his usual teaching method for new scenes of the play was to assign different characters to different people in the class to read aloud. I didn't get picked today, so I leaned back in my chair, only half-paying attention as we slowly burned through the first fifteen or so minutes of my last period.

I don't even know what made me notice, but I suddenly became aware of movement near me. One row ahead and across the aisle sat Jennifer Bradshaw, a busty dirty blonde that I'd admired from afar, but who'd always had one boyfriend or another the entire time I'd known her. She was slunk down low in her chair, leaning back in it, looking bored and distracted. The book was open on the desk in front of her, but she clearly was paying it no attention. As I kept looking at her, it suddenly hit me that she had the horizontal lower support bar of the desk pressed firmly against her crotch, and then I realized she was slowly clenching and unclenching her legs together.

It was only my viewing angle, behind and across the aisle from her, that allowed me to even notice - anyone else in the class wouldn't have been able to tell what she was up to with the desk in the way - but as I watched her, I realized that she could only be doing one thing. The bar was firm right up against where I was pretty sure her clit would be through her jeans, her legs were opening and closing rhythmically under the desk, and she had the same far-off look on her flushed face that I'd seen on the sleepover girls on two occasions now.

My God, she's masturbating by humping her desk. Right in the middle of class.

I looked around the room, dumbfounded, unable to believe that this was really happening. I felt my face getting hot, and I tried to scout out to see if anyone else had noticed what was going on, but everyone else in class just seemed focused on the play. With Jenn being in front of me, I was free to stare at her, and I did just that for a couple of minutes, growing intensely, painfully hard in my own trousers. My cock somehow found its way out of my underwear, growing down my pant leg.

I wanted desperately to join in with Jenn, but I didn't think there was any way I could. I touched my erection gently under the desk, secretly, not able to actually jerk off, now paying zero attention to the

Hamlet

reading going on around me. I noticed Jenn's nipples had appeared and started poking through her white top, which was another confirmation that I appreciated but didn't actually need, telling me that what I thought was happening right in front of me was actually happening.

Her legs slightly picked up speed, and her hips started thrusting almost imperceptibly. I thought that she was trying to keep as still as possible, not appearing to be moving at all from her waist up. Her movements seemed to be doing all they could to maximize pressure on her clit without making herself noticeable. I could scarcely avert my eyes from watching her, knowing that unless she fully turned around she'd have no idea that I knew what she was up to.

After a few wonderful minutes of this, she suddenly sat up in her chair, looking around, but still not noticing me watching her from behind. I then saw her slyly slide her right hand between her legs, using two fingers to rub down and then up, just once, over her pussy through her skin-tight jeans. She then poked her fingertips at where I thought her clit probably was, giving it just a hint of a circular rub. It was official confirmation, not that I'd needed it, that I'd just seen what I thought I'd seen. She then raised her hand.

"Yes, Miss Bradshaw?"

"Can I go to the bathroom?" she asked.

Mr. Jones checked the room clock. "Sure. Just hurry back."

She got up and left the room in a rush.

I sat there, in shock, my dick throbbing, processing what I'd just seen, and moreover, thinking about the fact that Jenn was probably finishing herself off in the bathroom as I sat there.

Has this sort of thing always been going on around me? How was I ever this oblivious?

For the first time in my life I was conscious of the ever-pervasive signs of teenage female horniness around me, noticeably different, but no less potent, than the teenage male variety of horniness that was my ever-present companion.

It had been the fact that it was different that made me not notice it before

, I realized.

But I can see it now, and I can see it everywhere.

I wished I could have followed her out of the room and kept watching her, or whatever, but she had a boyfriend, and besides, she had never shown any signs of being interested in me. This really had nothing to do with me, after all - I'd just witnessed something I wasn't meant to see.

I looked back at Mia, to see if she'd noticed anything, but she was reading as Ophelia today and was focused on the play. What I'd just witnessed was a private moment, and I resolved right then and there that I would never to mention a word of it to anyone.