My Best Friend Katie Pt. 02

"Birth control, I explained. And they said we should never tell our friends anything, otherwise rumors will start flying.". As I said this my hand brushed her labia, feeling how wet she was. She spread her legs wider, and I brushed two fingers against the entrance to her vagina, feeling how tight and hot it was. I pushed gently against her, entering her half an inch.

"It's a good thing I'm on the pill," she said as I penetrated her further. She sighed as I wrapped my other hand around her, feeling her round ass and grinding against her. Katie panted, moaning as I rubbed her clit and fingered her. It was exhilarating to be with her, and as I felt her vagina contract around my fingers I was overcome by how amazing she was on all levels. I was overcome with emotion and forgot about grinding my erection upward into her as she climaxed. I kept fingering her, feeling her body tense up a second time, then a third, until she was actually crying, resting her body against me.

With her fourth orgasm she stood up, letting my fingers slide out of her. She knelt in front of me, pulling down my shorts as I lifted up slightly to help her. She pulled my shorts off all the way, then knelt between my legs and started to lick the shaft of my penis, dodging the head intentionally.

Katie kept avoiding the head of my penis, focusing on the rest because she wanted to prolong things. She was, at this point, an expert in how to make me cum, and she knew how to draw things out when she wanted to. She gripped the base tightly while finally taking me all the way into her mouth. She bobbed up and down, moaning slightly as I ran my hands through her hair. I expected her to keep going and swallow when I reached my orgasm, but she stood up, letting go of my red, throbbing penis. I had no idea what she had in mind, but a thought raced through my brain suddenly 'this could be it...

Instead, she straddled me, still wearing her running shorts, and pressed up against me. The running shorts were the only thing keeping the head of my penis out of her wet vagina. She rubbed herself along the length of my erection, my penis parting her labia as she did so. I kissed her breasts through her shirt, reveling in the feeling. We were so close to actually having sex, but even this variation was amazing. I gripped her ass with both hands and pressed her harder against me, and as I did she climaxed again, panting and pressing her chest against me. She kept riding me this way, and I pushed against her one last time and erupted, flooding he narrow space between us with semen.

We had never reached orgasm this close to her vagina before, and even with the shorts between us the thrill amplified my own orgasm. Katie came at the same time, panting and gasping as she rubbed against me, smearing semen all over us. We got up quickly, realizing that within seconds we would ruin my parents' couch, and embraced, kissing each other and laughing.

"Well," she said, surveying the mess on her shorts and on me, "if we hurry we'll have time for a shower before we need to leave for the movies."

Chapter 4

The next day we left for Washington, DC. We were at the airport, waiting through what felt like an hour long ride through security. Our parents were in line in front of us, and I brought up the rear. Katie, like me, had opted for jeans since the airport could be cold in some places. She wore a tank top that showed a bit of her bra strap every so often. Even this slightest hint was enough to pique my interest. I was randomly selected to have my bags searched. I was escorted to a waiting area while they checked my backpack and then patted me down. When I was finished I met up with my family and Katie as they exited the scanners.

"Enjoy the pat down?" Katie whispered in my ear. "Next time I'll volunteer to check you." She kissed me on the cheek and then added "it's a good thing they didn't look in my bag."

I looked at her in surprise but she just raised her eyebrows and started to catch up with our parents. We boarded an hour and a half later, and quickly settled for the flight. Katie and I had each brought a long book to read, with the idea that we would switch when we were finished. It was a smaller plane, with two seats on each side of the aisle. My parents were in the row in front of us, and Katie's mom and dad were across the aisle from us. Katie, being shorter, took the window seat and quickly settled in with her book.

It wasn't until the flight attendant announced that the passengers could use electronics that Katie looked up from her book and scanned her surroundings. She waited until her mom and dad put on their headphones before she stood up and edged past me. As she passed I noticed her jeans were riding a little low on her, and that her underwear was peeking out of her jeans. She always opted for cute cotton ones, not to skimpy but incredibly sexy in an innocent sort of way. She noticed me looking and smiled before stepping out into the aisle. She reached up into the overhead compartment, exposing her midriff. I watched in earnest as she retrieved her coat and then nudged past me to sit down.

"I'm cold," she explained, covering herself a little with her coat. "Mind if I sit a little closer?". She then lifted the armrest separating out seats and sat so we were touching.

"So what is so special in your backpack?" I asked in a quiet voice. The plane noise ensured our conversation was private at almost any volume, but it still seemed prudent to keep our voices down.

"I really can't say right now, but maybe if you're good you'll find out later. By the way, did you get a good look when I was getting my jacket? I saw you staring."

"I did, thank you very much. I always like to sneak a peek at when you've got on underneath. Nice choice today, by the way. I like them."

"You do? I always thought guys like slutty underwear like thongs and French cut things. I feel like I'm still in middle school with these things on."

"No, I like them very, very much. In fact, you could only wear those all day and I'd be happy. It's hot in its own way. Although, to be fair, if you did wear only that all the time, I suspect you'd be out of them more than you would be in them."

She nestled closer to me and said "You know, Jimmy, you are a horn dog. I am a very lucky girl."

"You're one to talk, Katie. I didn't think girls were supposed to have sex on their minds as much as you have, not that I'm complaining."

"I only have it on my mind because it's with you," Katie said, her eyes locked in a dreamy gaze at me. "I mean, right now it's about all I can think about. Maybe like we did last time, in your living room. Pressing against each other until we both come...by the way, we were pretty close a few days ago, weren't we?"

"Yeah, I didn't know where things were going. I am glad where we ended up, but I mean a little shifting here and there and..." I stopped just as Katie moved even closer, leaning against me.

"And you're fine with things as they are?" she asked.

"Yeah, of course I am. With you, and with everything."

"Really? Because I was thinking about maybe I should start wearing makeup or doing something different with my look. You know, something more like the other girls do."

"Don't, as least not for me. I like you the way you are. I love that you don't wear makeup; you're so beautiful that you always look amazing. I love you the way you are."

"You're too sweet, Jimmy," she said. She leaned against me some more, her head resting on my shoulder. Her jacket was now laying across both of our laps, and I felt her right arm stir as she slowly moved her hand across my leg and rested it on my erect penis. I was already straining against the jeans fabric, and her hand pressed against me, making me take a sharp, inward breath.

"What did I find here?" she said. "Hmm, it seems that my best friend is excited about something, Maybe one day he'll figure out how much I like him he'll make a move. Or maybe I should make the first move? Maybe if I give him a gentle squeeze." She then began gently rubbing her hand, running along the length of my penis and also squeezing it. I was breathing very deeply and slowly. If her jacket shifted, her parents were only two feet away from me. She rubbed a little harder, all the while leaning against me. I wanted to touch her back but I couldn't move without exposing what she was up to.

"You know, I used to get so wet when we would sit around doing homework or hanging out. I wanted you to touch me so badly. I would run upstairs when you'd leave and I'd touch myself," she said in a whisper. I realized that she was now also rubbing herself, her left hand tucked underneath her jeans. I was dangerously close to an orgasm, and with a panicked thought I realized that I would not be able to conceal the mess in my pants if I did. I was about to stop her when she climaxed. Her hand stopped moving over my hand and concentrated on herself. She squirmed a little, then, holding her breath for a long time, she slowly shuddered and finished. A second later she withdrew her left hand from her own lap and gave me one last squeeze before taking her right hand away from me."

"I'm sorry I can't finish for you," she said, "but the mess..."

"I know, is's okay," I said.

"Maybe later, if we get a chance," she said. She then leaned against me again, this time her hands above the jacket, her breathing slow and steady and her hand in mine.

It took us an hour to get from the airport to our hotel. We were near the Smithsonian museums, and had endured a hot and humid Metro train to get there. A creepy older man kept staring at Katie as we rode the train, and after a sufficient number of dirty looks from me he turned away and ogled someone else. When we reached the hotel Katie and I hung back while our parents checked in. It was a nice hotel that had been remodeled many times over the years, with a large number of oil pantings adorning the walls. Our parents were at the counter for what seemed like a long time, when Katie leaned in close to whisper in my ear.

"What about that creeper in the Metro, very gross."

"I know, tell me about it," I said. "I'm glad we live in a small city. That way the only creepy pervert is Mr. Walton."

"I know, I hate biology class with him."

We were interrupted by our parents, who had returned from the counter with expressions of satisfaction that seemed a bit extreme for successfully checking into a hotel, albeit a nice one like this. We followed them down the hallway to a bank of elevators, and it was only when we were inside and heading to the fourth floor that we understood their cause for celebration.

"Well, we didn't want to tell you ahead of time, but we reserved three rooms for the week," Katie's mom said quietly. When we both looked at her with puzzled faces she elaborated. "You've both been so trustworthy, and you're both eighteen, we decided to let you two stay in the same room."

"It's a suite, with two bedrooms," my mother added. Our dads both looked on but said nothing. I was not sure if they were on board with the idea, and I couldn't believe this was actually happening. "We want your word that you'll behave and stay in your own bedrooms. If you can agree to the terms the room is yours."

I looked at Katie, who quickly looked over all four of our parents. "Deal," she said, trying not to look too excited. We reached the elevators and stood in the back as our parents packed in with us. I reached behind Katie and squeezed her hand gently. She returned the squeeze and we separated. A few seconds later we were spilling out into the hallway with luggage wheeling behind us. Katie's dad handed us the key card and looked at me for a second before smiling and patting me on the shoulder awkwardly.

"You two might as well get settled, and come to our room in an hour so we can head out to dinner. There's a nice place a few blocks from here," he said, then ushered us in and shut the door behind us.

It took about thirty seconds before Katie jumped into my arms, kissing me as I tried not to fall over from the force of our collision.

"What the hell just happened?" I said, catching my breath.

"Two things, I think. First, I think they have given up and realized that things are 'going to happen' between us. Second, I suspect the major factor, is that they want their own rooms to themselves. Remember our last trip, they didn't seem to complain about a little privacy. Come on, let's look around."

We threw our bags into our separate bedrooms. A small living room and sitting room separated our bedrooms. We had a balcony that overlooked a busy street. Our rooms were identical, and we separated to unpack, but within a minute or two I heard a quiet squeal and was suddenly tackled onto my bed. Katie was on top of me, and as I rolled over she fell next to me in a quiet giggle. We kissed, with our hands quickly exploring each other.

"We can't," she whispered, "we can't do anything right now. We've got to meet them in forty minutes." Still, we kissed and touched, and Katie was growing bolder, until we both sat upright, panting, our faces flush. Katie's jeans were partially unzipped and my erection was throbbing against my jeans, pulsing with excitement.

"Well, this is going to be a fun week," she said. "Do you think they'll check on us?"

"I'm not sure, we'll have to be careful. Although, come to think of it, they did just let us stay in the same suite. I can't predict what they'll do."

"This is pretty nice, isn't it," she said, reclining on the bed. "It's like we're on vacation together, alone. It's like, I don't know, it's like..."

"I know," I said, kissing her. "By the way, what were you going to show me, in your suitcase."

"Oh," she said, giggling, "I don't think I'm going to need it now. But let me show you." She darted out of my bedroom, returning a minute later with a what looked like a pen. "I brought this to keep me busy while we were in separate rooms for a week.

"Is that a pen? Were you planning on writing me notes?"

"This is no ordinary pen, Jimmy. It's a squiggle writer. You know, those pens that vibrate while you write. You got one for me for my thirteenth birthday, remember? It was a cool gift, and well, writing with it was cool, but I soon discovered it had a special capability. Pretty soon I was using it all the time to get off."

"You mean, like a vibrator?"

"That's pretty much what it is. It was pretty popular in middle school, all the girls had one as far as I knew. Of course, I could have gotten a real one by now, but I like this one because you gave it to me. I knew you had no idea what I was doing with it, but still, it was special." She took it and turned it on, sliding it down her unzipped jeans and over her underwear. She started to breathe deeper, writhing slightly on the bed. I moved closer and kissed her, my hand gently massaging her breast as she masturbated with her vibrating pen.

"The first time I used this, I was sitting at my desk at home," she said between kisses. "I was wearing a skirt, and absentmindedly put it down there. When I realized what was happening, I started to shake all over from the intensity of it." She was panting now, and I wanted more than anything to touch her down there myself, but instead I kept kissing and feeling her as she used her pen.

"I think of you, you know, when I do it," she said, panting now. She started to buck her hips in a familiar pattern, and started to climax. She kissed me, pressing her tongue into my mouth, moaning quietly as she shuddered. She kept wiggling the pen around until her orgasm faded, then removed the pen and set it on the bed.

"That," she said, "was fun. Now you know what I do in my free time, when you aren't around. Now, come on, I don't think I'm going to need that again for the week, since I've got you here. But we're going to be late, and I need to freshen up."

By the time we got back from dinner, it was getting late and we had an early day of monument sightseeing the next morning. It was awkward, to say the least, to say goodbye to our parents and then head into our own room. When the door shut behind us Katie clicked the lock, making it official. We were on our own. For some reason, I was nervous. Here was my girlfriend, my best friend for twelve years, who I had known as intimately as anyone could know a person, and yet I was scared.

"Nervous?" she said. I nodded, and she laughed nervously.

"Maybe it would be best if we actually got ready for bed, you know, keep the normal routine. We could even watch a movie on the couch," I said. She agreed, and we both went to our bedrooms to get our stuff. It seemed odd to change separately, since I had seen Katie naked countless times, but it was also exciting. I was already brushing my teeth when she came into the bathroom with her toothbrush and toothpaste. She was wearing flannel pajama pants and a white tank top, her usual bedtime getup. When we had sleepovers at each others house, one of us would invariably sneak to visit the other, and I'd usually finger her and she'd give me a blowjob. It had always worked well and seemed to be the quickest methods, in case we were caught.

She stepped up to the sink next to me and we brushed in silence. When I finished, there was a knock at the door. I left the bathroom and opened it to find our dads, who stepped in to say goodnight. I noticed as they did they also surreptitiously checked that each bedroom had a set of luggage and that Katie and I were indeed dressed appropriately. Satisfied with their inspection, they bade us goodnight and left.

"I wonder if they actually think we're going behave ourselves, or if this is some formality, the last vestiges of parenting us?" Katie wondered aloud as she emerged from the bathroom to find me on the couch. On her way to the couch she stopped by the front door and locked the extra lock. "Just in case, you know, the hotel is robbed or something."

She sat down next to me and I turned on the TV. We had set up one of our iPhones to play through the TV, and Katie called up one of our favorites.

"You know, I am still completely blown away by this," she said. "I never would have imagined our parents would actually let us stay together like this. I wonder if we'll be able to spend the night in each other's rooms when we get back."

"I don't know, maybe this is a 'vacation only' rule," I said, as Katie sank into the couch and cuddled up against me. We watched the movie for a little while, until Katie's hand slowly started moving up my leg, toward my twitching erection.

"Poor Jimmy. You had to sit there on the plane while I fingered myself, and then with the squiggle pen. You must be so pent up."

"No more than I was for years," I said as she gently gripped the shaft through my pajamas. I reached behind her as she leaned forward, cupping her ass in my hands.

"What do you suppose we could do?" she asked, slowly freeing my erection from my pajamas until it stood up in salute to her. I slipped my hand into her pants, feeling her bare ass. She smiled, looking up at me with her bright eyes, and then engulfed my penis in her mouth. She moaned quietly as she leaned forward, bobbing up and down as she sucked me into her mouth. I was able to slowly stroke her labia from behind, and she stuck her ass out a little bit, giving me better access.

Katie continued to suck my penis, her speed picking up a little. I felt her wet labia and finally pushed two fingers slowly inside her. With difficulty, I was able to slowly alternate between penetrating her and rubbing her clit. She moaned, sucking me harder, now wrapping a hand around the shaft of my penis and gripping it as she took me into her mouth. After the entire day of arousal, I was close to orgasm, and tried to concentrate on her to prolong the pleasure. She paused, looking at me and sighing before I felt her vagina contract and her orgasm take over.