My First Sexual Experiences as a teenager
By Katie

I always sort of wanted to be a boy because I grew up with all male child. When my dad passed when I was 11 ; I took over the whole use as boy. I rarely ever break girl's clothes and Guy never really saw me as anything More than a boylike little girl. I loved the feel of boy clothes and I liked only girls. My mom was free zippy and open minded ; she believed I could like anyone I chose. I hated to be alone after school with my sister at college and my mom working and with Ron in evenings she allowed my friends to come over after school. My Friend were a mix of lady friend and guys they would hang out and sometimes even stay the Nox. My best protagonist was Allison, but I called her Ally. She lived next door and her parents never minded her being over at my house. I was only 14 ; but ally was 15 and played sports but liked girls too. She liked to wear basketball jersey and liked wearing boy clothes too. friend went to another school but after meeting my school friends we all hung out together. Whenever we were bored Ally and I liked to chat on the internet. We would sometimes depict our boobs and even kiss each early sometimes on webcam. She and I were really close and she even slept in my bed with me when she stayed the night.

The summertime of my fresher twelvemonth was great. I went to gamy schooling parties with ally we hung out all the time. During that summer we were sunbathing, swim, or shopping at the center. It wasn't long before I really started to wish Ally and she felt the same about me. It felt so unadulterated ; we shared wearing apparel and even kissed and at nighttime sometimes pretended to be boyfriend/girlfriend by kissing and touching each other.
One Saturday morning my mom came home one day with Ron ; friend and I were in my way listening to music and being mad in my way as usual. She told me she has some word she would like to share with us. She told me that"Ron and I are getting married in a few calendar month ; he will be selling his house and moving in with us future weekend."We were surprised at first but I knew it was going to happen eventually. Ron was a really nice guy and made my mom very happy. We told her that we were happy for them and then she mentioned that Jason ( Ron's 17 year old son ) would be moving in too. I felt a little anxious and awkward but I tried not to read it. It would be weird because Jason was the Quarterback for the football game team at the like senior high school schooltime went too. We never much talked or hung out and I liked him a lot it. We had a class together and when his dad and my mom begin dating it we started talking. After a few month of our parents dating we talked all the clip at schooling. He came over once with his dad and I was really shy. I mostly just hung out with Ally and we talked about how cute he was and we had really dirty thinker. We kept fantasizing on how we could sneak into the can and follow him shower or maybe spy on him late at dark in his elbow room. I could secern she liked him as much as I did. He was unbelievably near looking and he was the exclusively guy either of us ever had a calf love on. I felt a little green-eyed because ally was older and better looking.

The weekend that Ron and Jason begin moving in ; I watched from my chamber window. My mom was helping arrange things as the hombre unloaded the U-Haul hand truck. After watching for a few minutes, I got dressed and went downstairs to help. I offered the guy a frigid swallow of lemonade. Jason was all sweaty and took off his shirt. I felt like I was in heaven just to be that close to him half naked.
That Night my mom and Ron went over to his house to cleanse up. I stayed in my room alone watching TV because Ally was at a softball tourney. I wanted to go spy on him so I went to go to the toilet. I closed the door connecting his room to the bathroom. After I used the toilet ; I washed my script, face, and mend my hair I opened the door leading to his room and watched Jason as was putting up a card on the wall. I walked over and held up the other side while he taped it. We started talking about how he liked everything so far. He went on to ask me a few questions like if I had a swain, what I like to do for fun, etc. It was the foremost time he had tried to get to be intimate me. After a few hours of helping Jason put away his things while we started to watch a movie together as laid sat on his bed. It was so relaxing laying there following to him. I felt so turned on but I didn't know why. He put his arms around me and it felt so perfect. I closed my middle and leaned into osculation him. He was shocked at first but kissed me back. We laid there cuddling watching the moving picture. After the film it was getting late and I had school the next day. I said good nighttime and went into the can to shower. I thought about him the entire metre and I knew I could never tell Ally about what had happened because she might be jealous. After the shower bath, I peaked in his elbow room wearing only a towel. He was asleep on his bed in just his boxers. It turned me on so practically I went back to my room and laid in bed masturbating.

The next break of day, Ron took Jason and I both to schooltime. He dropped us off and it was the start time the great unwashed saw us together. People asked Jason why we were riding together. He told them that I was his"soon to be step-sister ”. I wanted to be more than that though. I could never narrate anyone that we kissed in his bed the Night before but I couldn't wait to do it again and maybe even do more.
That night when he came from football practice ally and I were in my room. We saw him walk down the hallway and we said"Hi Jason !"He looked in my room wearing his dirty football practice uniform and looked and smelled sweaty and ally said"you're all sweaty, you need a shower down"and he said"I'm going to learn one right now"and Ally said"can I watch ?"as she laughed. He smiled and just went down the hall towards his room. He went into the bath and closed the door to connecting my way to the bathroom. We heard the shower start and Ally tiptoed over to the door and opened the door quietly attempting to keep an eye on him shower. I was not surprised that she spied on him. She looked for a few moment until I walked over and tried to see for myself. We couldn't see much due to the steam on the shower room access but we saw his naked body all lathered up with max which turned us both on. She slipped quietly into the bathroom and grabbed his towel without him noticing. She ran back into my way and we both begin laughing hysterically. A few minutes passed and we heard the body of water turn off and the shower door unfastened. He opened our door and hid behind it then asked"did someone take my towel ?"

Ally and I both started laughing and she held the towel up and he said"can you bring it to me ?"and she told him to"fall get it."He didn't know what to say so he covered his penis and walked into my elbow room naked and dripping wet to get the towel. We both laughed and she threw him the towel he had to take his hand off his penis to fascinate it. He wrapped himself and smiled then went back into the privy.
After he closed the door we were still laughing and she asked me"did you see it ?"and I smiled ( knowing I took a glimpse of his penis ). We continued talking about sex although we were both virgins but we were both funny about the urge we had to get sex. We watched a movie and kissed for a lilliputian piece in my bed because we were still really turned on from earlier.

Ally's mom called and asked if she would hail home. She got off the earpiece and said"I have to go, let me know if anything good happens."As she grabbed her backpack and I replied"I will probably complete my preparation, watch TV, and just go to bed."She gave me a osculation cheerio and went downstairs to go home.
I finished my homework and then went in the lav to strike a exhibitor. I closed Jason's door and made sure I kept my towel close by in grammatical case he did the same thing to me. After washing my eubstance, I washed my hair. I turned the water off and the toilet light went off. I got out of the rain shower dried off and wrapped the towel around me as I walked over to turn over the bathroom light back on. I opened the door to Jason's room and looked at him laying on his bed in just his boxers. I asked him"did you turn out the light on me ?"He smiled"maybe, but it isn't as bad as taking your towel."I just smiled and said"that was Ally"and I went back in my room. I got dressed really quick putting on underclothing and a sports bra then shorts. I came back in his room and sat down next to him on the bed. I said"do you bet pranks on unsuspecting girls ?"He said"I never knew you and your admirer wanted to see me naked that bad."I smiled and said"I could of resisted, but she couldn't."He smiled and laughed. He asked if she was always that flirtatious and why I was so shy. I said"I'm not that shy"as I cuddled up to him in his bed. We watched TV and he got up and turned out the light. I couldn't believe I was cuddling next to him again. I was so turned on and we started kissing. He began caressing my dead body and I did the same to him. I felt his hardon pressed up against my leg. I knew I wanted him to do whatever he wanted to me. He started to bear on me over my short and rub my button. It felt so good I slid my shorts down and he rubbed me through my underwear. I was starting to get really wet and he slid his fingerbreadth inside me as we kissed. I pulled my underwear down as he continued to rub my clit. He pulled off his boxers and put my hand on his hardon guiding me to stroke it slowly. I knew I wanted to experience him inside me ; although I had never been this far with a boy and hoped it wouldn't hurt too bad.

He started to feel and began licking my cunt as I laid there. I didn't know what to do so I just allowed him to do whatever mat trade good. It felt amazing to take his tongue on my clit and his finger inside me. He went on to slue his operose turncock in my soused Virgo the Virgin slit slowly. I laid there really anxious but it felt really skillful once he got it inside. He slowly went back and Forth with it as I laid there looking into his middle. We continued to have sex quietly until he pulled out and came on his shroud a few arcminute later. I felt like was that it ? I knew there was more but I knew I needed another shower. I got up and went into the john I couldn't believe I just had sex for the first metre. I cried a footling in the shower and I wondered if I was beneficial. I would hate to be bad my first time but all I did was lay there while he pleasured me.
I came out of the exhibitor and wrapped a towel around myself. He came into the bathroom and gave me a candy kiss as I hugged him. I felt so conclude to him. He then got in the shower and I went into my elbow room and laid naked in my bed. I couldn't believe I just had sex. I called Ally but couldn't tell her. I just told her I couldn't sopor. After talking to her for a few it was ready for me to go to sleep. I covered up and fell asleep naked. It was the number one time I ever slept completely naked and it felt so relaxing.

The next morn, my mom woke me up and I hurried to put clothes on to go to school. I thought about Jason the entire day and after school friend came over. I had to confess to her it was too hard keeping it a secluded. We sat down on my bed and I told her what happened. She seemed kind of envious because she wanted to unleash her virginity first. She asked me what seemed like a million head about it. I told her that he would probably do the Same to her if she spent the nighttime tonight. She called her mom and told her that she was going to spend the dark. We both knew what we were going to do and so we got fix for him to get home.

Around 5 o'clock that night ; Jason came habitation from football practice. ally and I watched he walked down the hallway to his elbow room. He started the exhibitor a few instant later. We waited for him to get done with his shower as we both planned what we were going to do. We were both really nervous but we knew he wouldn't turn down two girls who wanted to have sex with him.

After he was done Ally said I will go surprise him. She opened my door and walked through the bath into his way. He was putting his boxers on and she said"Hey.. oh sorry, I didn't realize you were naked."He smiled as he continued getting dressed and he asked"did you demand something ?"She got a little nervous and said"oh, I was just seeing what you were up to.."He smiled and saw me standing in the door. We both sit down on his bed and he sits down between us. He looks at her and then looks at me and says"ok, what is it ? You both he something going on."As he smiled.

Ally leans over and osculate his lips and shocks him at first. Then I do the Sami. He was totally puzzled but then Ally helps him take off his t-shirt and undoes her shirt. He looks at me and then looks back at her standing there in just her white-hot bra and jeans. She undoes her jeans and pulls the down. His erecting is poking out of his boxer and I lean him back on the bed. ally spreads his legs and gets on her knees in movement of him sliding his erection into her mouth. I start to kiss him softly as I begin to take off my clothes.
ally stood up and slue off her G-string and was naked and laid next to me on the bed. I was laying there in just my bra and underwear as Jason spreads ally's legs apart. He was really hard and he slid it inside her fast as she clinched the bed he begin thrusting into her much harder as he did to me. She and I began kissing as I held her mitt as Jason took her virginity. She started to bleed and I could see it but Jason didn't stop. She was laying there almost in tear as we held work force. A few minutes later he pulled his bloody hard-on out of her and she got up and ran to the shower as the profligate ran down the inside of her leg. I didn't know what to say or do. I followed her into the privy as Jason cleaned himself off. She was sobbing in the exhibitor. I took off my bra and underwear and got into the shower with her. We hugged as she cried on me. I told the Lapplander thing happened to me. We turned the water off and dried off she was so embarrassed that she went into my bedroom. I went back into Jason's to get the clothes and see if he was freaked out. He said it wasn't pure, he didn't thinker. He changed his mainsheet already and was going to take a shower. I went back in my bedroom and put the clothes down ally was laying naked in my bed crying just as I did the night before.

I got into bed and we cuddled naked as she continued crying. I told her that he wasn't grossed out and the same thing had happened to me. She just really wanted to die of embarrassment. We fell asleep that dark and in the morning Ally got her matter and left without saying much.

I tried calling her after schoolhouse and she didn't outcry back. I guessed that she was still upset. I look out the window and see her and Jason's friend Will walking home together. I was glad to see she was very well but I was curious why she would be hanging around Jason's friend volition. She called me back and we started to talk about Jason's friend volition. She said that Will started to talk to her today at school and they really clicked. Will asked her to a political party this weekend.

I was somewhat green-eyed because I wanted to go the political party too. After hanging up Jason got home base and I asked him about Will's political party. He's said"it's not the kind of party I would take you too.."and I asked"why ?"he said"it's basement political party ”. I said"what ?"and he explained"Guys take miss down the basement and when they turn on a black lighting. The female child give the hombre blow jobs and they have sex."
I was intrigued. I asked him"why would leave want to take Ally ?"and he said"she's not a Virgo the Virgin, so he's got a in force chance."If your fille doesn't have sex then you look lame. I told him I would do it if I could go. He smiled and said"I'm just warning you, that you don't know what you're in for…"I said"I can handle it.."then told me"You can could go as long as nobody knows your my step-sister ”. I said"well not officially yet… Is it just mass from Will and Ally's shoal going ?"he replied"I think so."I thought perfect they wouldn't know me anyway. I went back to my room and called friend and told her that Jason said I could go the political party. I didn't separate her anything about the party but I knew she would be down for it.

Friday after school and Ally came over. I showered and got dressed. We were wearing matching tank peak and jeans. We anxiously awaited will to come plectrum us up. When testament pulled up Jason rode in the figurehead seat and Ally and I sat in the back. I really didn't know what to expect. Will had a few unopened feeding bottle of liquor in the backseat of his motortruck. I felt nervous and hoped it would be fun.

When we go to the mansion ; there were 6 early people there. The guy cable all seemed like they knew each other and the fille just stayed close to their guys. We all gathered in the animation room and the one guy made us drinks as we walked up to the bar. We sat and drank for a few minutes looking around and listening to the music then the guy shouted over the medicine"ok, we're all going downstairs to let the fun begin."
Everyone walked down the stairs to the basement there were love buttocks and couches spread around the way and music playing down there. There were bottles of strong drink being passed around and some were smoking joints. I knew I couldn't back out now and just as we all walked down the stair the door at the top of the stairs closed. I took a sip of my drink as Jason and I sat side by side to each former on one of the sofa as ally and Will sat across from us. We started talking to another yoke named gouge and Britney that Jason knew. Jason introduced me just as ‘ Katie ’. The lighter started to go out and a strobe light brightness and pitch-black Inner Light came on. The guy announced"ok girls.. get into position."

Jason spread his wooden leg as got on my genu. I looked around and watched all the other girls get on their knees too. I undid his denim and pulled them down along with his pugilist. I stroked his erection and put it in my lip. I wasn't surely what to do so Jason guided my nous up and down on it. A few minutes had passed and the guy announced"ok girls… it's your turn."Not knowing what to do I stopped as Jason stood me up and started to uncase me. I watched as the other girl took off their clothes and when I was naked Jason had me lay on the sofa. I looked over at ally as Will was on top of her and they were kissing. Jason got on top of me and slid it inside me as we begin to snog. He did me hard like he did Ally. It felt so good but it felt so intense with the loud medicine and black light. I couldn't believe how my low real orgasm felt. It made me sense as if I didn't want to contain it and then I felt as if I was floating. To my surprisal Jason pulled out of me and got up as Will spread my wooden leg and slip inside me. He held onto me really tight and throw hard inside of me until he pulled out. The next guy was dent, Jason's ally he was not as rough as they were with me. He slid it in slowly and put his arm behind my head as he kissed my neck. It felt flummox and as I had another orgasm he pulled out. The company seemed kind of looney because I could only hear moan over the music of the former girls. I felt drunkard from the drink and I knew was naked on the lounge. Jason came back over to me and was standing over me naked. He put my mouth over his erecting and I started to afford him and his friends blowjobs. I let them do whatever to me they wanted to me as I felt so out of it all I could do was lay there.

I must have fallen asleep because Jason woke me up a few hours later and helped me to get dressed. Ally was already dressed and standing over me asking me"are you alright ?"I really had no musical theme where I was or what had happened since I fell asleep. Will took us place and Jason helped me into the house. Jason told my mom I was really tired and went to bed. He helped me into bed. I fell asleep and the following day I called friend. She told me I was really drink in and gave all the guys blow chore. I felt really slutty but I knew Jason took fear of me shoemaker's last night.

Jason came in my room later and asked me"do you commend anything from last nighttime ?"I replied"I remember you carrying to my bed and putting me in it."He smiled and I said"that was really sweet of you."He sat outside by the kitty and he asked if I was ok. He seemed really sincere about asking if I was ok. He told me it was a crazy night and he was felicitous that I was ok.
As our parents got married we continued having a ‘ secret human relationship'and Jason sneaked in my room almost every dark to have sex. I loved having a enigma bf. My mom and pace dad caught Jason coming out of my room. But they didn't suspect anything. The hebdomad after my mom was picking up laundry in my bedroom and noticed Jason's underclothing on my floor. She began to see more sign of the zodiac that Jason and I were sleeping together. I was 15 and my mom and I were at the doctor's role. My mom was in the exam room with me and she asked the doctor put me on birth control. I knew she knew I had been having sex. A few days later she came in my elbow room and told me that it's alright to birth sex as long as I took the pill and the guy should use protection.

After I turned 16 ; my mom finally asked me about Jason and I sleeping together. I would bet she didn't want me to hide it anymore. She would find my underwear and open rubber wrappers in his room as well as his underclothes in my room. She knew what was going on. She asked"Are you and Jason sleeping together ?"I was really nervous and I knew I had to intromit to it."Yes"admitting to it. She looked at me and said"I don't have a trouble with it as long as you know what you're doing"and I looked at her and replied"I lay there and let him do whatever he wants."She looked at me and said"there is more to pleasuring a man than just laying there."I replied"there is ?"and she"well I had to instruct your sister too so don't feel ashamed."She led me upstairs to her sleeping room where Ron was laying in bed naked. He attempted to cover up up by my mom said"I'm going to instruct Katie a few things about pleasuring a man ”. He sat there quietly as my mom led me over to him. She begin stroking him and then she started to suck him as I watched nervously. She caressed his glob as she sucked looking up at him. She said"now you try it"and so I got on the bed and began to go down on him while I caressed his Ball. She sat down in the chair next to the bed and watched Ron set out to lick me and pleasure me. She joined me on the bed licking and sucking my nipple as Ron thrust deep inside of me for the first time. He felt amazing to me. He did it slowly at first but he thrust harder as he felt me about to orgasm. I loved how he made me feel.

By the time I was 17, Jason had left for to the leatherneck Corps. I continued having occasional 3 with my mom and Ron until I was 18. Ron bought me a new car for my 18th birthday present which was also my high shoal graduation present. I left for college a few month later. When Jason graduated from boot camp we flew to South Carolina. We stayed in a hotel and Jason and Ron both had their way with me while my mom watched. Afterwards my mom had Jason while Ron and I played together. She enjoyed being with Jason because he was Whitney Moore Young Jr. and fit. He could last all night and loved thrusting hard. Ron loved my pussy and I did whatever he wanted.

When I started to escort Justin ( my salute fiancé ) I was more sexually experienced and I took on the dominant role with him but he does make me into his submissive slut sometimes.

The real number Katie and Justin are at kinkybicouple.tumblr.com