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Feels Like the First Time

Story Info
Simply Put... My First Time.
9.4k words
4.71
70.5k
47

Part 1 of the 1 part series

Updated 01/12/2017
Created 06/26/2016
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Author's Note:

I want to thank my friend and editor Pete. He always makes what I write sound better, and I can't thank him enough for that. I'd also like to thank everyone who reads my work and offers their critiques and feedback. I always love hearing what you have to say. Thank you.

*****************

"You're such a priss Erica," Jenna said snidely.

"Oh my God, no I'm not," she squealed, while giving everyone at our lunchroom table an appalled look. "I'm not a priss because I don't like the taste of it," she said defensively.

"You've been with how many guys, and you still won't swallow it? That makes you a priss in my book," Jenna shot back.

"I take care of my boyfriend, and trust me, he has no complaints," Erica retorted.

"You're lucky he goes to San Dimas and not here, otherwise, he'd be mine by now," Jenna said, a sly smile crossing her lips, while she gauged Erica's reaction to her thinly veiled threat.

I listened intently and wisely kept my mouth shut while pretending to pick at my disgusting cafeteria chef salad. When the two biggest sows in the pigpen decide to fight, the smartest move was to stay out of their way, lest you get caught in the ensuing collateral damage. Just the threat of stealing your best friends' man was shocking to me. However, everyone seated at the table knew Jenna was just vile enough to do it.

"What do you think Danielle?" Erica said, in an attempt to deflect some of the flak away from herself and possibly redirect it elsewhere.

I watched as Danielle looked at Jenna apprehensively. I could tell she didn't appreciate being drug into the middle of this seminal squabble.

"Well... it's not something I particularly enjoy. However, I don't despise the taste enough not to do it," Danielle said, diplomatically.

"See I told you..."

BZZZZ. The bell rang which cut Jenna off and announced that lunchtime was over and we needed to begin making our way to fifth period.

"Tomorrow we'll have to get Mel's opinion on this subject," Jenna smirkingly said.

I looked down blushing while Erica gave me a condescending sneer.

Danielle shot both of them a 'back off' look which immediately shut them up and ended their little joke at my expense.

"Don't listen to them Melanie. C'mon, let's get to class," Danielle said, as she took the lunch tray out of my hand and dumped it into the garbage can.

I watched as Jenna and Erica whispered and giggled under their breath while walking away from us and towards their next class.

I was so fed up with their snide little comments. Two weeks earlier I had made the mistake of admitting to them that I was still a virgin and since that fateful day, they talked about nothing but boys and sex during our entire lunch break.

Danielle and I silently walked out of the lunchroom and down the hall towards our fifth period math class. I was still fuming and I knew I was going to be in a foul mood for the rest of the day.

"Don't let what they said bother you, okay?" Danielle said, as we walked towards our class.

"That's easy for you to say, you've done all the things they're talking about."

"You're not as old as we are Mel and you have plenty of time to do that when you're ready."

"They talk to me as if I was a child though and you don't what that feels like."

"They're bitches and you can't let what they say affect you like this."

"Yeah right, you're the most popular girl in school who's dating the star quarterback, you have it made."

She shook her head and gave me an exasperated look.

"You're lucky I like you and you help me with math, otherwise I'd be kicking your stubborn little ass," she said, while giving me a big smile and a little hug.

Danielle was my best friend and she looked out for me like the big sister I never had.

This was the counselors fault anyway, I reasoned. At the beginning of the year I was told that I had really high test scores in math and our counselor wanted to place me in a math class with the older students. Unfortunately, that also meant that I had to eat lunch with them which subjected me to this daily torment of cafeteria sex talk. Unlike math, sex was a subject that I knew very little about.

Even though they were raging bitches, Jenna and Erica were two of the most popular girls in school. Jenna was captain of the cheerleaders and Erica was her nasty little minion. Even though I despised them for the way they treated me, I also envied them because they were just so damned refined and sophisticated. They only wore the best clothes, went to the best parties, and dated the most popular guys. They were ten rungs ahead of me on the social ladder and it felt like I'd need a decade to catch up with them.

The only bright spot in my miserable existence was Danielle. Because she was the star point guard on our school's basketball team, she was incredibly popular. Yet, she didn't use her popularity to hurt people like Jenna and Erica did and I admired her so much for that.

On the first day of math class we sat together and she secretly confided in me that she struggled in math and asked for my help. I guess she thought she owed me because she constantly looked out for me whenever we were together, like today, when Jenna and Erica were picking on me.

I knew that if I was going to be accepted into their little social group, and be popular like they were, I had to lose my virginity. Unfortunately, that presented me with another problem. Even though they were popular; Jenna, Erica, and even Danielle had reputations of being very ummm... slutty. The guys at school had really big mouths and the minute they got a girl into bed, they bragged about it to all their friends, and within hours, everyone knew.

There had to be a way to have sex and get the experience I wanted without everyone knowing about it. This was just like one of those complicated math problems I had to solve every day. I just had to think about it for a while and then come up with the solution.

**********

"How was your day today honey?" My Mom said, as I walked through the door.

These bitches at school were ridiculing me Mom. How was yours?

"It was okay, I guess."

"How did you do on that big math test you told me about?"

I rolled my eyes.

"I did fine Mom."

She gave me a stern look.

"You know I hate it when you do that."

"Sorry."

Just then, we heard a loud crash that came from the back yard.

"Darn those boys, I've already told them twice to be careful out there."

They're assholes Mom, what do you expect?

"You know how they are when their friends come over and they're playing basketball."

"Would you go out there and tell them to come inside."

It took everything in my power to keep from rolling my eyes again.

"Okay."

I got up and walked through the living room towards the door that went to our backyard. Three years prior, my Dad made the mistake of pouring a concrete slab next to the pool and putting up a basketball net. Since then, our back yard became the official 'hardwood' of Glendale.

I opened up the door and stepped outside.

"What do you want runt?" my oldest brother Todd said, which elicited chuckles from my two other brothers and their friend.

"I want you to stop acting like an asshole for a couple of minutes," I said saucily.

That elicited even bigger laughs and a couple of high fives from the other onlookers. My other older brothers Scott and Jim really looked up to Todd, so when I got in a good zinger like, it felt especially good.

"Mom's pissed because you're banging into the garage again and she wants all three of you to go inside so she can chastise you."

"Well, I know she didn't say pissed, she probably said something like darn it or dang it." Jim said, smiling.

"Trust me, she was thinking assholes, she just didn't say it."

That got all three of my brothers smiling. My mom is very religious and never used profanity, no matter how mad she got. The rest of us swore enough to make up for her though.

"Don't touch the ball while we're gone runt, or I'm throwing you into the pool when we get back."

"Whatever Todd, just get inside and take your admonishment, and since your retarded ass probably doesn't know what word means, I'll explain it to you when you get back out here."

"You're getting thrown into the pool as soon as I'm done talking to Mom," he said, before shutting the door.

I rolled my eyes.

Yeah right.

"How are you doing today Melanie?" Todd's friend Anthony said softly.

I shot him a dirty look.

"Isn't there another house around here you could be terrorizing?"

"Hey, take it easy. I was only asking you how your day was."

I looked into his soft, gentle eyes and realized I was acting like a bitch for no reason. He wasn't one of my smart ass brothers, and he always treated me really well.

"I'm sorry Anthony, I had a good day, how was yours?"

We made small talk for a few minutes which gave me an opportunity to sneak some glances. It was a hot day and he had taken off his shirt to combat the searing Southern California heat. He stood in front of me wearing only gym shorts and high top sneakers. It was the first time I really noticed his long, lanky, tanned body which was covered in sweat from the strenuous physical activity. He was actually kinda... sexy. He had short, wavy brown hair and he was sorta handsome, in his own way. He was way older than me, but maybe... just maybe...

I heard the guys open the door and they joined us on the court.

"Who let you out of the kitchen runt. Why don't you get your ass back inside and help Mom finish cooking my dinner."

"Do you want one turd in your soup tonight Todd, or two?"

The boys busted up laughing again as I opened the door. I turned and snuck one more look at Anthony before going back inside to help Mom.

**********

The next day was Saturday and like usual, I was procrastinating. I had some homework that I should be doing, but instead, I was watching TV and enjoying the peace and quiet of having the house to myself. My brothers were outside in the pool, my mom had gone to the market, and my dad was at work. That was probably the best thing about having a pool in our backyard. If my brothers were outside splashing around and dunking each other, they weren't inside picking on me.

I was flipping through the channels trying to find something to watch, when I was interrupted by a knock at the front door.

Probably another of my brothers mongoloid friends who had come over to foul our pool.

I opened the front door.

"Hi Melanie," Anthony said in a gentle voice.

"Hi Anthony, it's great to see you again," I said sweetly, "come in."

He gave me a quizzical look.

"It's... ummm... nice to see you too Melanie."

"All my friends call me Mel."

"Okay," he said, as we exchanged nervous smiles in the doorway.

I studied his face; he looked so anxious and apprehensive.

This might be tougher than I thought.

"Your brothers... ummm... invited me over to swim, are they around?"

"Yeah they're out back in the pool, but you look really hot, would you like some iced tea?"

He gave me another confused look and then quickly scanned the perimeter, no-doubt looking for my brothers. Thankfully, it was impossible to see into the backyard from the foyer.

"Ummm... Yeah I guess so."

He followed me into the kitchen.

"Have a seat at the table, while I get the tea."

I could feel his eyes on me as I filled the glasses with ice from the door of the refrigerator, and then poured the tea from the large pitcher.

I handed him the glass, and then sat down beside him.

"So, how are your classes going?"

"Okay, stop. You're freaking me out."

"How am I freaking you out?

"You know... this... this whole thing."

"I can't get one of my brother's friends a glass of iced tea and ask him how he's doing?"

"You've never said more than two nice words to me since I've known you... and..."

"And what?"

"And just being in a room alone with you, that's enough to get my ass kicked if your brothers knew, so you had better start telling me what this is about."

I look down sheepishly.

"I want to learn about sex."

"And you want me to teach you? Are you fuckin' kidding me?"

"What's so wrong with you teaching me?"

"This whole thing is wrong, on so many levels."

I gave him a few moments to calm down; agitating him like this wasn't going to get me what I wanted.

"First off, I have a girlfriend, do you know that?" he asked.

"No, I didn't."

"Well, I can assure you, she wouldn't think much of this conversation."

That brought a little smile to our faces, so I knew I still had a chance.

"The next problem is the three guys who are swimming in the pool back there, who just happen to be my best friends."

"We could be careful, and they'd never find out."

He gave me an exasperated look.

"Even if they weren't my best friends Melanie, you don't mess around with the little sister of the three nastiest rats in the shithouse."

That brought a big smile to my face, because that's exactly what they were.

We silently sipped our tea for a few moments. I was losing the battle, and I desperately needed to turn this around.

"Okay Anthony... You don't think I've noticed the way you look at me when you're here?"

He looked down self-consciously.

"You're beautiful, and I'm a guy, of course I've noticed you."

I could feel myself blushing. It was the first time that anyone called me beautiful.

We looked into each other's eyes.

"Fortune favors the bold Anthony, and sometimes you just have to take what you want."

He gave me a disconcerted look.

"You're making it really difficult for me to do the right thing here, I hope you know that."

I gave him a self assured look that I very clearly wasn't feeling inside.

"I'll put my cards on the table Anthony. It's either going to be you, or my second choice, but one way or another, this is gonna happen."

I hadn't thought this through enough for there to even be a second choice, but he didn't know that, and hopefully, he wouldn't call my bluff.

He paused for a few moments as he thought.

"I'm taking my life into my own hands here, but okay."

I gave him a big flirty smile. Victory!! It also taught me a valuable lesson that I've used many times thereafter. If you appeal to a man's base instincts, more often than not, you'll get what you want.

**********

Day One

It was Monday and I agreed to meet Anthony after school at his house. It really was the perfect location because he was an only child, and his parents both worked.

I felt bad lying to my mother, but under the circumstances, I really didn't have much of a choice. I told her there was a new tutoring program after school in the library and I could get the service hours I needed for the National Honor Society by assisting other students. She loved that I was 'helping' my peers and agreed to let me do it, as long as I was home for dinner. It was perfect, because it gave me a solid two and a half hours where no one would question my whereabouts.

The only problem with my perfectly devised plan was my very nauseous stomach that was in no way cooperating. I was so nervous and apprehensive; I knew if I didn't settle myself down, I was going to vomit. Needless to say, it was very difficult to get through the day. I found it nearly impossible to concentrate in my classes, and even Jenna and Erica's sex talk and snide comments didn't seem to bother me.

"Mel, are you sure you don't want to go to the nurse?" Danielle said, with a concerned look in her eyes during our math class.

"No I'll be fine. I think I just ate something bad for breakfast."

"Your face actually has a green tint to it."

"Just get your math problems done Miss nosey," I said, while gently rubbing her thigh.

She gave me a soft smile, shook her head, and got back to work. She was right though, I probably should be in the nurse's office. I was just hoping I had the guts to go through with this.

**********

I very hesitantly knocked on Anthony's back door. Even though he lived a block over, we thought it would be wiser for me to use the back door instead of the front, just in case somebody we knew walked by.

I watched as the door opened.

"Hi Melanie, come on in."

I stepped inside and we walked through a small hallway, past the washer and dryer, and into the kitchen.

"Do you want something to eat, or drink?"

Eat? Do you want me to vomit all over you?

"No thank you, I'm fine."

A few moments of very awkward silence passed.

"Would you like to... ummm... watch TV?"

Oh my God Anthony, are you trying to kill me?

"No let's just... you know... ummm..."

"Okay Melanie, I've got to be honest with you, it normally doesn't happen like this. I've never had a girl just show up at my back door and then want to get laid, you know?"

I looked down feeling deeply embarrassed.

Maybe this was a bad idea.

"I'm sorry Anthony, I... you know... this is my first time and I... I... have no idea how this is supposed to work... and I'm incredibly nervous, but I didn't mean to weird you out, or make you feel uncomfortable... it's just that..."

I was seconds from breaking into tears.

He took my hand and looked into my eyes.

"Melanie stop. It's okay, and I'm sorry. C'mon, follow me."

He continued to hold my hand as he led me out of the kitchen and into the living room. I would love to describe their furnishings, decorations, and wall colors, but honestly, I didn't even look. I felt nauseous and dizzy and I was hoping I wouldn't pass out as we walked up the stairs and into his bedroom.

We faced each other, and looked into the other's eyes for several seconds.

"I'm going to get undressed in the bathroom," he said. "Why don't you get undressed and then get under the covers, okay?"

"Okay."

I watched as he walked out of the bedroom closing the door behind him.

I very quickly removed my clothes, slid under the covers, and pulled the blankets up to my neck, making sure none of my naked body was exposed.

And I waited... and waited... and waited... and waited... and waited...

It was probably only about a minute, but it felt like hours.

Finally, the door opened, and Anthony walked into the room naked, carrying a towel.

I questioningly looked at the towel in his hand, and then back up at him.

"It's for if you... you know..."

"I understand," I said softly.

I also looked at his penis. It seemed kind of long, and sorta thick, but I didn't really have a base of reference to judge it by. I then remembered Jenna and Erica very shamelessly discussing the size of their boyfriends cocks at lunch and I recalled them saying they had even measured them.

I tried to make an educated guess. Did Anthony look like he was five inches, or six inches, or...

Anthony's voice broke me out of my deep reflection.

"Can you slide over Melanie?"

I very quickly slid to the far edge, and he pulled the covers back, while still ensuring that my naked body was still covered. He then laid the towel down in the middle of the bed.

He slid in beside me and I hesitantly slid towards him, ensuring that my bottom was on the towel.

He leaned in and very cautiously kissed me. I loved kissing guys and normally I was really good at it, but this time, I was so nervous and apprehensive, we probably looked like two fish hitting glass.

I tensed up when I felt him touch my breasts.

"You need to relax a little Melanie; this is supposed to be fun."



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