Warming up together

Jace and I had walked around the block twice now, his icy fingers wrapped around mine served as a reminder to bring gloves the next time; it hadn’t been so cold when we left, but the sun was setting with its warmth following not far behind. We passed Misseltwaithe Drive again, turning right meant walking back home – not a far walk either, maybe 350 feet, left would take us down a dead-ended road where the high school sat empty for the weekend. It had been nice living so close to school, I don’t think I woke up before 7AM once since moving here. However, graduating had been even better. I decided on going left, it bought me just a little more time alone with Jace, and that was never a bad thing; my family liked him well enough, but maybe I’m a bit selfish. Another wintery gust of wind made me question my decision; but then, Jace stopped walking. Confused, I looked up at him, he cupped my cheek in his hand, brushing my hair behind my ear and pressed his lips against mine. I smiled through the kiss, his lips were cold, his breath warm – such a pleasant juxtaposition. I gently sucked on his tongue when he slipped it into my mouth. Our kiss ended much too soon, and we continued walking, but not before a couple staccato closed-mouth kisses.

We walked to the school in near silence, there wasn’t much left to say after hours of mindless chatter, I knew what was on his mind – we’d talked about it earlier in the week. I wanted to try it too, but being a virgin, I was nervous that I’d screw something up and he’d break up with me; he was a virgin also, or so he said, but I knew he’d dated a few girls in high school. We’d decided on this day, just as good a day as any I suppose, and I’d done my best to have a normal date despite my nervous anticipation. We walked around to the back of the school, there would be much less chance of getting caught there; the frontage road was blocked by a small grove, and the building itself served as shelter from any passersby.

We made out again on the back side of the building, I was pressed up against the blue doors which lead to the cafeteria. I hardly noticed the cold anymore, nor did I hear the traffic whizzing past on the highway, Jace’s hardy, quiet presence enveloped my senses as our lips and tongues joined in dance. My heart, working at nearly 300% capacity pounded in my head, pumping blood through my veins like an army’s advancing march, a march leading between my legs where a nice tingly warmth grew to an all-consuming hotness.

“Can I s-s-see it,” he stammered, breaking our kiss.

“Yes,” I said nodding, I had spent considerable time shaving last night, for the first time, because I’d read on Google that men like women to be hairless. I’d done an okay job I guess, but this morning the area was red with irritation, I prayed that it looked better now as I slipped out of my flats and rolled my tights down. By the time I’d gotten my tights off and my panties down around one ankle a minute – or less – had passed; it had felt like an eternity, ever more agonizing knowing that for the first time someone would see, and pass judgment on me. I pressed my weight against the door and slid down until I was sitting on the cement, I spread my legs and hiked my skirt up for him. I winced as I set my bare ass on that cold concrete – this would have been a lot more comfortable inside.

I didn’t quite understand the look on his face, it was something between deer-in-the-headlights mixed with shock and admiration, but I knew that not only was he a virgin like me, but this was probably his first time seeing a vagina outside of whatever porn site he liked. Knowing that I was his first, and remembering the girls he had dated before, was the highest compliment I had ever received; in that moment I felt like the most beautiful girl in all the world.

Jace sat between my legs and started touching me, it was awkward, he didn’t know how to do it, but I let him explore my body anyway. Thankfully I was able to ignore the awkwardness of his unfamiliar pawing at my vagina when he started kissing me again, I knew he’d get better at it over time, and we had the rest of our lives to spend getting to know one another’s bodies. I gasped when he slid two fingers into me; having been aroused most of the day they went in quite smoothly, however, he brushed right past the g-spot and pushed and pushed until he couldn’t get his fingers any deeper. He began thrusting them in and out as fast as he could, fast and deep, fast and out; I wrapped my arms around him and rested my head on his shoulder moaning softly. Jace’s touch did give me some pleasure, albeit, not as much as when I masturbated – then, I’d had a lot more practice; however, what was much more arousing was the thought of finally having sex, of knowing what it was like. I knew I would like it if it wasn’t good there wouldn’t be so many people on Earth, and I was ready.

“Jace, stop,” I said, pushing his hand away from me, “it’s too cold, let’s go home.” I dressed quickly, and we headed back towards the house hand-in-hand.

The house was empty except for my little brother Matt watching TV, Jace and I sauntered off to my room, closing the door behind us.

“I still want to,” I said, “but it was so cold.” Jace smiled, he must have been worried that I’d backed out of our arrangement. I kissed him deeply and squeezed at the crotch of his pants.

“Is it big,” I asked.

“Well,” he said, “I’ve never compared it to anything, but it doesn’t seem too big to me.” I unfastened his pants and zipper; I fell to my knees as I slid his pants and underwear to his ankles. He was hard as stone, and it looked big to me – maybe too big. My cheeks became red hot as I took the sight of him in, sex education in school had only ever shown cartoonish genitalia, I took him in my hand and began exploring his body; it was fascinating. I examined how his sack, which was saggy and wrinkly, connected to the smooth hard dick in my hand. I noted the little helmet shape of the tip, which was even softer than the rest of him. He hadn’t shaved like I had, I wasn’t sure how to feel about that.

I pushed him against my little sister’s bed and inched my way closer to him, once in a comfortable position I began stroking him slowly. His deep moans made me smile, I loved being able to please him, to think I was doing it right. I had never given anyone a blow job, and the idea seemed a little off-putting, I was sure I’d choke on it once he was halfway inside. Instead, I licked him. I started at the base, where his sack joined the shaft and licked up toward the tip, he liked that, and I giggled. I kissed the tip. Then I angled him down a bit and planted a row of kisses from the tip to the base on top; having him like this, hearing his reactions and feeling his cock pulse with each heartbeat turned me on, I licked him again and again, but I was too scared to put it in my mouth.

Once he was nice and wet, I began stroking him, his moans became low, breathy whispers of “oh God,” he also grew harder, which I couldn’t believe was even possible. I tried playing with his balls, which he loved, he gasped at my touch and yelped like a puppy. I was amused by his reaction, but it felt weird, so I stuck with just playing with his cock.

Still stroking, I looked into his eyes, “Are you ready?” I asked. He groaned in ecstasy and nodded his head; I stood up and pushed him back onto Reagan’s bed. I hiked my skirt and straddled him, knowing that by sitting on top of him I’d be able to get off pretty quickly if someone walked in. I didn’t stop to think about how it would leave him completely exposed, looking back it would probably have been pretty embarrassing. I was thankful that his erection stood nearly straight up, I took hold of it and slowly guided myself onto him, once he was fully in I put my arms around his neck and looked into his eyes. We were both smiling.

The feeling of Jace inside me is impossible to describe, it was my first time having a real penis, and it was hard, smooth, and soft. It pulsated inside, and it definitely felt way better than then handle of my wooden hairbrush. I’d tried a few different things to masturbate with, my fingers, sharpie markers rubber banded together, eventually settling on the hairbrush; but this was a whole new level of pleasure. I slowly rocked myself back and forth, up and down on him. My heart skipped a few beats when I heard the front door slam, I paused, listening. Reagan was home, and it sounded like her friend Josie was with her. Jace pushed himself up against me, I gasped and focused on the sex again. In the back of my mind, I knew we could get caught at any moment, and it made my heart beat faster, my cheeks and ears burned red with pre-meditated embarrassment. I knew we had to hurry, I didn’t want to get caught, but the risk of it all turned me on.

Soon I was moaning in Jace’s ear, tugging his earlobe with my teeth, and kissing his neck; I did anything I could to keep from being too loud as my body writhed with pleasure.

Suddenly Jace clenched his hands around my waist and held me in place against his hips, he panted heavily in my ear. I felt him spasm inside me, it was unmistakable, such violent pulsations. He’d come inside. When he finished, we looked into one another’s eyes as he caught his breath.

“Did you just..,” I began.

“I’m sorry, you felt too good.”

“I-its okay,” I said, climbing off. I straightened out my skirt as he got dressed; never in my life had I seen anyone get pants on so quickly.

“Holy shit,” he said, “that was amazing.”

“Yeah, I’ve never felt that good.”

“Thank you. I’ve waited for that forever…”

Just then Reagan burst through the door, announcing that dinner was ready before turning and heading right back out. Jace and I exchanged glances and burst into laughter.

“Oh my God,” I said, “that was so close!”

My first time giving head

This is a story about the first time I was fingered, and giving my first blow job.

I was in my early high school days and as most of the k**s then, I was becoming rather sexually active quickly. I met a guy Dylan he was a year older than me and we were soon dating. At this stage I was still a Virgin for almost everything, well everything except for kissing and having my boobs foundled. After dating a few months we found a spot at school, which was very quiet, we use to meet there in the mornings about 30 mins before school starts, and make out and chat in peace. On weekends we use to meet up as much as posible at the malls, having lunches, watching movies and enjoying each others company.

After a couple of months of dating it was a friday night, and I had organised with my parents to drop me off at the mall to watch movies with my friends, although actually it was to be with my bf. We had done this numerous of times over the last few weeks but on this occasion after greeting him with a kiss, he said let’s rather skip the movie, get a milkshake and walk around and chat. I thought it was rather a good idea. After getting milkshakes we walked through the mall holding each other while walking past looking through the shop windows, which were closed already. We soon got to the entrance/exit for the lower level shops, Dylan wanted to have a smoke so we went outside into the basement parking. While he smoked we continued walking and chatting and soon got to the staircases which lead either lower to more underground parking or back up to the restaurant and area for the movies.

He finished his smoke and then asked if I wanted to go down half a flight of stairs and make out as it was rather quiet here. Which I thought was a great idea. As reaching the middle of the flight of stairs, we turned to face each other and soon our lips met. As we kissed passionately he’s hands squeezing my tight ass, our tounges touching. He soon pulled away and leaned back against the wall, turned me around and pulled me into him so I was standing with my back against his chest. He started kissing my neck while lifting my top a little and running his hands over my belly. I could feel through his pants that his cock was hard, as it pressed against my ass. Soon his hands wondered lower, slowly going underneath my pants, his fingers ran through my pubic hair, as I hadn’t started shaving at this stage yet, till they reached my pussy. He started rubbing up and down my wet pussy, his finger gliding over my clit, as I moaned from the pleasure. I opened my legs slightly more and undid the button on my pants to give his hand a little more freedom, he went lower and soon entered his middle finger into my Virgin pussy.

I turned my head to kiss him while he rubbed my G spot, soon I started moaning as he gave me my first orgasm. My legs went weak, as I almost collapsed to the ground. He removed his hand and I turned around to kiss him, telling him that it felt amazing. I looked at the time afterwards and suggested we head back up as it was almost at my curfew time. We walked up to the top, I gave him a kiss goodbye saying thank you before going out to get in my stepdad’s car. He asked how the movie was, I acted and pretended that I saw one saying it was ok could have been better. Soon home and saying goodnight to my parents, I headed to my room.

Well laying in bed, Dylan and I texted each other chatting about him fingering me and asking if I enjoyed it etc, which I did and I suddenly felt horny again. I decided to rub myself, my pussy was wet and slippery and became more so as I fingered myself. I soon bit onto my pillow as I couldn’t not moan as I brought myself to orgasm again, Before going to sl**p. The next morning I woke up and joined my mom and stepdad for breakfast. Finding out that there were no plans for the day I said I was going to go to my room have a shower and do my homework.

Once in my room and naked, I looked in the mirror, noticing my pubic hairs, after a little thinking I decided I was going trim them as short as possible and see how it would look. I got my scissors out my school bag and hopped into the shower. I trimmed my hairs as short as possible and once done showering looking in the mirror again I much preferred the way it looked and felt. Soon it was Monday and Dylan and I met in our quiet spot at school. We kissed and chatted as we normally did. It was a busy week and the days flew by. Before I knew it, it was Saturday afternoon and I had discussed with my f****y that I was meeting with my friends for movies. I obviously met up with Dylan again. And again we skipped movies, got milkshakes and headed to the spot at the staircase in the basement.

It wasn’t long after we started making out that his hands wondered down my pants, telling me that my pussy felt amazing with less hair on it. He fingered me, rubbing up and down my my clit, bringing me to orgasm. Once catching my breath he asked me if I would give him a blowjob. Being rather nervous and caught totally off guard I replied saying that I can try. He told me it’s not that difficult as he unzipped his pants and took his hard cock out. I kneeled down placing my one hand around the shaft of his cock, moving my head forward soon my mouth over his head. I sucked back and forth on his dick while his hands were on my shoulders. While I was sucking him he said that he hopes it’s ok if he came in my mouth. Not really having much of a choice (well it seemed that way to me) he soon started moaning as I sucked away on his dick, his hand soon squeezed my shoulder and his cum started shooting into my mouth, I stopped moving back and forth stopping, keeping only the head of his cock in my mouth, he quickly gripped his cock and jerked himself to finish his whole load into my mouth. After he had finished in my mouth, and removing his cock,  me being ladylike and not wanting to spit, I swallowed his cum. This made me very nauseous as it tasted really weird.

Nevertheless he was satisfied and happy giving me a passionate kiss saying thank you. Before we went back up stairs….

I sure did enjoy my first time being fingered and my first orgasm. I soon started shaving after that as well. I much preferred the smoother look and feel to my pussy.
However I really didn’t enjoy the taste of cum, and still don’t although I learnt how to deal with it.

My first anal sex

I was in school and with a gf of the time Cassi. We were dating just about 10 months. It was school holidays and we planned to see each other as much as we could, although both our parents didn’t  want us home alone together. Well more my mom and her parents. My dad worked from home being an owner of a construction company so on Tuesday he said that cassi is welcome to come over for the day. While making plans her parents called mine and my dad assured them that he was going to be home doing paperwork the day.

The next morning her mom dropped her off just after 7 my dad meeting them at the door and letting cassi in. I came to say hello soon after. Her mom went off to work and my dad to the office to do his paper work. Not having breakfast yet I offered cassi bacon and eggs on toast. While we were busy eating my dad came down and asked me to make him a cup of coffee. He chatted to us for a while till he had finished his coffee and went back upstairs to the office. We soon headed to the lounge and watched movies, with my hand being in Cassi’s pants fingering her while she was playing with my cock.

Shortly before 10 as finishing the first movie I heard my dad walking down the stairs, he was on the phone shouting at someone, and didn’t seem in a good mood at all suddenly. He walked into the lounge tell me in an aggressive tone to pause the movie. He told us that he needed to go to site and was going to be out for 2 to 3 hours. He told cassi that she must just not tell her parents or the other choice was that we went with him. She quickly replied that she wouldn’t say anything. I walked him to his car and as he was leaving he said have fun but be careful. Saying I will as walking back in the house to the lounge.

Cassi stood up and gave me a passionate kiss. And we and we soon went to my room, which was right by the front gate and garage. Soon we were both naked and I was between her legs, eating her pussy while she laid down moaning as I made her cum. We didn’t have any condoms left as we used our last one at her friends house a few days earlier when we had sex there. Really wanting to fuck her and she feeling the same, I suggested why don’t we try anal. She replied hesitantly saying she guesses that’s our only option. After a few mins of discussing it we agreed to give it a try. We got bath oils and a towel, she first laid down on the edge of the bed with her legs over my shoulders.

I covered my finger in the oil and rubbed it around her opening to her ass. Slowly pushing it in and fingering her ass. She said it felt weird but was ok to continue. I kept adding more oil and soon entered another finger to loosen her up a bit more. I fingered her gently for a while before she said ok let’s try. We moved properly onto the bed and she guided my cock into her ass. I slowly pressed in. I laid in her motionlessly for a while as we just kissed giving her ass time to come use my dick. I started moving slowly back and forth as we stopped kissing, I asked if she was ok and she said yes, but wanted to on top. I pulled out and we changed around. She slowly lowered her ass onto my cock, as I entered her feeling the tightness of her once was Virgin ass. Soon I was altogether in her butt and she started riding back and forth. It wasn’t long till I exploded. Feeling my cock shooting my cum into her tight ass hole made me feel crazy. As I finished I asked her how it felt and if it hurt. She said it wasn’t bad and gave her a little pleasure. And didn’t hurt at all. I asked if we could try doggy anal and she said we can for a little while.

We moved to doggy and I entered my cock once more into her sexy tight ass. My cum covering my dick and lubing up her ass, I started fucking her in doggy as she moaned, she put her head down on the pillow and with one hand she started fingering her pussy, while I fucked her hard anally. She soon started moaning as she approached orgasmning her body tensed making her ass even tighter and I started shooting my cum into her once more, before pulling out.

We cleaned up and once done I told her that it was amazing. She said she couldn’t believe how quick I came both times. I told her it was from the tightness of sexy ass. I gave her a kiss and we went back to the lounge. She then mentioned she could feel that I was in her ass as it was now a little sore. But that she was ok. Soon my dad came back and it looked like we were still all innocent. Lol

Well that’s the story of my FIRST ANAL SEX