My First Time Was Unexpected by Blowfish47

Rating: 89%, Read 36168 times, Posted Jul 17, 2014

Fantasy | Blowjob, Erotica, First Time, Male, Masturbation, Oral Sex, Reluctance, Solo, Teen, Teen Female, Teen Male, Virginity, Young

I was only seven when my mother and father split up, looking back on it I can honestly say my father was no good for anything! He drank all day and didn't have a job, and on top of that he beat my mum every now and then, not often … but enough. Anyway,mum finally broke it off with my dad, so my mum and I moved to a different town with new people. Neither of us knew anyone so it was very hard for the both of us, especially the first few years.

Eventually after a few years we both started to become more social. I started to make friends at school and mum started going out and meeting new men. After the few years of initial settling in time it didn’t take long for me to meet people and become a part of a group of friends, and our group hasn’t changed for years now.

I was 14 years old, going through puberty. I wasn’t a big kid or anything but I defiantly wasn’t fat. I was one of those kids who could eat or do what they wanted and still be skinny as all hell. It wasn’t like I ate whatever I wanted thought, I just had a normal diet but I matched it with a 30 minute jog each day that gave me defined abs. I hadn’t developed much muscle on my body though, I wasn’t a twig, but I wasn’t packed to the max with muscle. I didn’t mind though, because I was only 14. I had rough-cut tussled, black, medium length hair and a face that I'd been told looked very mature for my age, which I loved.

Anyway, It was in the middle of summer vacation and me and my group of 7 other friends, 5 male and 2 female, were off to see a movie at the cinemas. We were all 14 however so our parents decided to make the older sister of one of the girls in the group, Emily, go with us to keep us in line. Emily’s older sister was Amy. Now, I always had a thing for Emily, but whenever I saw her all I could think about was how similar she looked to her younger sister … Apart from one major feature. Amy’s tits were fully developed and I guessed that they now sat at a large but very perky D cup.

“Hey Emily!” I say cheerfully as I run up to her and give her a hug “How are you!?”

“Not bad! You?” she responds equally as cheerful.

“Good!” I answer, with a smile on my face.

“Hey squirt” Amy says with a half nod and smile.

“Hey Amy!” I respond with a big smile on my face, my eyes locking on her boobs when she looked away.

The rest gradually rocked up and we watched the movie. It wasn’t a bad film, a bit long for my liking but I didn’t mind.

Mum had told me that I could stay at Emily’s tonight if I wanted to so I'd planned to do just that. By the time Amy, Emily and I got home we were told to go to bed, so Emily and I got into our pyjamas and brushed our teeth and hoped into bed. I was on a mattress on the floor with Emily up on her bed. It wasn’t long before Emily was fast asleep,unfortunately the mattress was really uncomfortable and I couldn’t sleep.

After half an hour of tossing and turning I got up to get a drink of water and go to the toilet. Emily's parents, Mr and Mrs Mills, must have been in bed, but Amy was still up watching some TV. I walked up behind the chair she was sitting “Hey, what you watching?” I asked.

“Holy Shit!” she exclaimed as she jumped about a metre into the air, spilling her cereal all over her shirt.

“Oh! Sorry! I thought you knew I was there! I didn’t mean to scare you!” I said quickly, feeling bad

“Jesus Nick. You scared the living shit out of me!” she scolded me as she calmed down a bit

“I’m really sorry” I said in an apologetic tone as I looked at the floor

“Awwwww, it’s ok Nick” she responded in a light voice with a little smile “I’ll just have to change my shirt is all” she added as she, in one swift movement, lifted off her shirt and dropped it to the floor to reveal her large breasts sitting in her bra.

My jaw instantly dropped and my eyes were glued to her boobs. “Wh … wa … wha … what are you … doing?” I asked in a stammering voice, felling as equally as scared as I was excited.

“I see you perving on me Nick” she said with a slightly evil grin on her face “You stare at my boobs whenever you can you little perve”

“No, no, no I don’t, really, I don’t, I’m not!” I stammered still staring at those massive tits of hers, a tent being quickly created in my boxer shorts

“Well stop staring then” she said as she caught my eye and gave me a little wink “Tell you what? This bra is very annoying for me, I think I might take it off”

She put her hands behind her back and started to undo her bra for me. Suddenly my logic kicked in a bit and I thought about what would happen if one of her parents, or even her sister came down to this sight. Before she could take off her bra and I could see those tits of hers I’d been longing for, I turned and bolted up the stairs to Emily’s room where I quickly laid down in bed.

I closed my eyes and tried to sleep for the next 5 minutes but couldn’t, the hard-on that was in my pants would not go away and it was getting to the point of being painful. I had just gone to the toilet and taken a shit ten minutes ago, so if I went in there and stayed in there for another 10 minutes it might seem suspicious to anyone that was awake, but I really needed to wank!

After a minute of trying to think what to do I found my hand was rubbing my dick through my shorts, then it hit me. I will wank. I know, it’s fucked up, but I really need to. So I’ll wank in bed until I’m gonna blow and then run across the hall to the toilet to finish up, it’ll look like I’m peeing!

With my plan formulated, I quickly pulled down my boxers and let my 6 and a half inch hard-on hang free. I quickly grasped it with my hand and started to move up and down fast. 'This won’t take long' I think as I roll over to get into a comfortable position. Then I opened my eyes. I was staring at Emily, still asleep.

I couldn’t take my eyes off her, she was so hot, she was only 14 but she had a face to die for, her long brown hair ran to shoulder blade length and her teeth were a very sexy white. Her eyes could light up any person’s day and the little dimples on her face just added to her beauty. She had a flat stomach which were met with two small, but growing, mounds at her chest. She was in the early stages of a B cup (I had checked her bras, yes I’m a creep, I know) but they were still very sexy and growing which made her even hotter. She had long legs with a perfect round heart shaped ass at the end of them. She was to die for and the image of many of my fantasy’s when wanking.

And here she is, just a meter or so from me. I had not missed a beat and had continued wanking all this time while I stared at her. 'This is so wrong' I thought, but I simply couldn’t take my eyes off her.

“Mmmmhhh, what are you doing?”

I froze, not moving or saying a word.

“What are you doing?” she asked again as I saw her eyes open and her looking at me.

“Nothing!” I quickly respond as I let go of my dick and bring my hand out from under the doonas.

“I heard your sheets moving a lot and you were staring at me, what were you doing?” She asked again as her eyes met mine.

“Nothing! I wasn’t doing anything! You must have imagined it!” I said with a quick bit of thinking.

“What’s that then?” she chucked as she pointed at the tent in my doona.

I looked down and quickly tried to cover the obvious tent “Nothing, I swear!” I said in a weak voice.

She giggled again as she threw off her doona and slid down onto the mattress next to me. “You sure?” she asked me with a devilish grin on her face.

“Ummmmmm” was all I managed to respond before she slid herself under my doona and I felt my bare hard-on press into the area just above her pussy

“Well what’s that then?” she asked as she wrapped a hand around my cock.

“Arghhhhh” I moaned loudly as the first touch of someone else’s skin on my hard-on almost put me over the edge their and then.

“Hehe, hot!” she said as she gave me a wink and slowly started to wank my cock.

“What are you doing?” I managed to gasp out as I felt a pleasure that I never had before.

“Well, you’ve got a hard-on, and wanking over me while I’m sleeping is just creepy, so I’m gonna finish you and then we are going to go to sleep and probably do it again in the morning!” she said calmly while still continuing to wank me slowly.

All I could was stare at her without saying a word as I tried to process everything that was happening.

“No objections then? Good, hehe” she winked at me again and planted her lips on mine. Her wet and moist lips were some of the best things I’ve ever felt as I let out another moan into her mouth and started to relax as I felt her take control of me, as she wanked my cock slowly, making out with me passionately.

She was so hot and I was getting so worked up I couldn’t help myself, I reached out to her chest and started to feel up her perfect tits through her thin shirt. Now it was her turn to moan as I almost instantly felt her nipples get hard. This caused her to start to pick up the pace of her hand. I moaned again into her mouth, starting to think I couldn’t last much longer.

We continued this for a few seconds before I felt something slide across my lips, and again, and again. Then I realised it was her tongue- and she wanted in! So I let her, as I slowly opened my lips and felt her tongue slid into my mouth. This sensation was like nothing I’ve ever experienced before and I wanted to try it for myself. I slipped my tongue past her lips, into her mouth, it took us mere seconds before our tongues were dancing together, between our mouths.

My hands moved from massaging her boobs to massaging her nipples. This obviously made her hot as she let out a long moan into my mouth and started to wank harder and faster as she pushed her breasts further into my hands, encouraging me.

“I’m gonna cum” I managed to gasp as I felt the usual tingling sensation in my balls that I’ve felt so often.

“Good” she responded and moved her head down to go kiss my neck.

This isn’t how I saw it though so I quickly grabbed her hair and shoved her face down into my crotch, my penis entering her open lips that were preparing to kiss my neck. I must have surprised her somewhat, although she didn’t immediately pull back. Unfortunately for her it was just enough time for me to moan out loudly as I shoot a few waves of my hot warm cum into her mouth. By the time she had realised and pulled up, I had tightened up and my grip on her hair had become pretty firm. This caused me to shoot a few more waves of cum directly over her face. She tried to move away but couldn’t as I experienced the greatest orgasm of my life and continued to cum for a full 20 seconds nonstop.

Once I had let the orgasm subside I released her hair and she brought her face up to mine. It was covered in cum and some was dribbling out the side of her mouth.

“What. The. Hell. Nick! Why did you do that! I went to kiss your neck!” she said in an annoyed tone with a stern look on her face.

“You were!?” I asked “oh, I’m really sorry Emily!” I exclaimed with a sorry look.

“You’re just lucky it was so hot!” She responded as she winked at me.

I looked up at her with a shocked look on my face. “You were really good Emily! Thank you!”

“That’s ok, I’ve practised on Josh from our group before” she replied.

“What!?” I exclaimed with another shocked look.

“Hehe, I’ll explain tomorrow big boy” she said as she whipped the cum from her face with a spare shirt of hers that was on the floor “But now, let’s go back up to my bed and get some sleep! This mattress is uncomfortable as hell!” she exclaimed.

I gave a little chuckle as I pulled my pants up over my softening dick and thought about how this one uncomfortable matrress had started this whole night. “Ok” I responded with a smile on my face and we layed down in her bed and started to drift off to sleep.

What I didn’t notice was that Amy had been standing in the slightly open door, with a hand down her pants and her eyes firmly fixed on us and the fun we'd had.....

Hey everyone, as always thank for reading and leaving your advice in the comments bellow. I was thinking about making this into a long series and taking it into many places and many different directions, please leave your comments bellow telling me if I should continue or not. And again, Thanks for reading!!

Rating: 89%, Read 36168 times, Posted Jul 17, 2014

Fantasy | Blowjob, Erotica, First Time, Male, Masturbation, Oral Sex, Reluctance, Solo, Teen, Teen Female, Teen Male, Virginity, Young


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