This IS a true story.
Ever since I was nine I have had bi-curious thoughts. I used to go over to my friends house and we would experiment. I enjoyed it a lot. But sooner or later, as I knew would happen he grew out of it, and for a while I thought I had too. But then they started up again when I was sixteen. I always loved tits and pussy, and always will. But there was something else I was longing for. Something long! I loved masturbating to threesomes with two really big dicks doing a barely legal woman, I just loved the way dicks looked. I really wanted to suck one too, I tried to subtly hint to my friend one night that I wanted his cock in my mouth. But it never worked.
Right after watching Road Trip, after the scene where the nurse hit’s the guys prostate, I knew I had to try it. So I went my sister’s room. I knew she had a vibrator, it was the perfect size, about as long as my cock, not as thick though, but that was okay because I knew my virgin asshole wasn’t ready for something as thick as a real cock. I got a hard on just thinking about finally having the courage to stick that beautiful stick up my ass. My cock was so hard, it formed a nice little teepee in my shorts.
I had the perfect opportunity to experiment, my brother was out with his girlfriend. My sister was out with her friends, and my mom was fast asleep. So I slip into my room. I throw on my favorite threesome porno. And lie down. I stroke my cock until I cum. It felt so good to just let loose for the night. Then I started to massage my asshole, I had read online that I had to prepare my ass for a vibrator and massaging was a good way to do that. So I did, I rubbed for a little.
It tickled a lot, and I loved it. I stuck my fingers in my mouth and sucked on them. Left a bit of saliva on them so I could my ass nice and moist like a pussy. I was so happy to be able to say I was “wet”. I then stuck my finger in my ass, this was to see how much I could take, it hurt a little at first but I couldn’t stop I loved it. I knew it was time to get down and dirty, so I grabbed the pink vibrator.
I put the bright pink vibrator in my mouth, sucking it, imagining it was my cock. The thought of sucking my own cock was so hot, something every guy wanted to do.
This way it also had a little bit of natural lubrication on it. I started to tickle my asshole with the tip of a vibrator. It made my cock hard again within seconds! Then I got ready, I put myself on all fours and started slowly inserting the vibrator in my ass. It hurt so much, but also felt so good. The pain, I think, is what made it feel so good. After it was in there a bit I got used to the feeling and was ready to pump. I started slow and gradually increased the speed and depth. Then I turned on the vibrating function and nearly screamed!
While I fucked my ass with the vibrator I was also jacking off my cock. I would usually think of this hot girl I knew, I would think about her nice tits, and her perfect shaved pussy, but since I wasn’t just jacking off, and since I was fucking my ass I had to think of something a little more gay.
I thought of my brother. He is an ex-marine, and a really muscular, sexy man. I could only imagine how big his cock was, and how nice it must be to be able to suck and fuck it. I could only imagine because he was the last person in the world that would do anything homosexual or even bi-sexual. But that was what turned me on so much, that’s what made me want his cock so badly. So I imagined.
And trust me, imagine I did.
I imagined so much that I thought it was him fucking me, I was in a true state of ecstasy. Then I came, I came all over my hand, and since this was my first truly bi-curious experience I didn’t clean up like I usually did. Instead of just grabbing a towel and washing my hands I tried my cum.
I FUCKING LOVED IT!
It tasted so good, warm and salty, yet also sweet. I then took the vibrator out off my sweet now stretched asshole. I also had to clean that little pink toy so my sister didn’t know I used it. So I went to the bathroom and grabbed a wet towel, and cleaned it. Went back to my sisters room and put the toy back in her drawer. As I was putting it in the drawer I saw all her bras. Her panties were also in this drawer, all kinds too. Cotton panties, thongs, G-Strings, it made me so horny just thinking of my sister in these. I even grabbed some to put on later.
But that’s another story.
Published
Part 2
Continuation of my story “Experimenting”… note: this is also a true story
I had just tried anal masturbation and on my way out of my sisters room (from returning her vibrator =D) I grabbed a couple pairs of her panties. I grabbed two cotton pairs, one was pink and the other was yellow. I figured I may as well also grab a G-String, so I did! It was black, and I pictured my sister in it and immediately got a raging hard on, harder than when I was thinking of my hot brother while masturbating.
These incestuous thoughts were starting to bother me. But my sister was so hot, and so was my brother.
My sister was only a year and a half older than me. She always wore low cut shirts. I usually was able to see down them and she had nice 36 A cup breasts. I imagined perfect tiny, but perky nipples. Nice and pink, just as I knew her was vagina. I had never seen her tits completely naked. But I have seen her vagina, ironically enough.
It was a hot summer day. She wore really short shorts. But they weren’t tight like most girls liked their shorts. No, my sister liked hers loose. And one day she had her legs spread open, and man was that a nice vagina. I didn’t ‘accidentally’ stumble across it though, oh no, I knew that if I pay enough attention to her crotch then I would eventually see her nice pussy.
Her pussy was so wet and hairy, her pubic hair was like a sponge, soaking up her natural juice, all I wanted to do was get on my knees and eat.
But alas I digress…
I go back to my room with a raging hard on, even though I had already jacked it twice that night. But it was getting late and I really didn’t want to jack off again, I was getting tired. I had to go to church in the morning, so I stuffed my new panties in my drawer, when I went to bed I thought of the great day I had, and of course when I was going to get to wear my new panties.
The next morning I was awoken by my sister telling me that we have to go to church in about an hour, she was already ready to go. And my god did she look fucking hot. She made my morning wood even harder, but that was good because this gave me more incentive to go take a shower and jack off.
She was wearing a nice tight jean mini-skirt. And a sort of professional blouse that my Mom wore to work, but my sister wore it like a whore. You could see her nice pink bra with green lace trim from Victoria’s Secret. It was a great way to get up.
So I get ready to take my shower, as I’m walking past my sister I notice her checking out my package. And that turns me on. Once I get into the shower I get down to business, I grab my cock with my left hand and start jerking it off, I like jerking off in the morning because I don’t have to get my cock hard, it already is! Then since I (now) know I like it, I take my right and and stick my middle finger up my asshole, it felt so good. I just about cum instantly!
I get out of the shower and wrap up in a towel. I get to my room and I’m deciding what to wear, I decide to just wear some khakis and a polo. I go into my underwear drawer and grab for some briefs. When I look down I remember that I had stolen some of my sister’s panties! I decided that I had to wear a pair to church. So I put on my yellow cotton panties. It felt so great wearing female underwear, the way it clutches your ass cheeks, and gives you a sort of wedgie… needless to say I couldn’t wait to wear the G-String. I put the rest of my clothes on top of all that and we go to church. I sit in church with all my sinful incestuous thoughts, and I’m so horny. Since I wasn’t very religious I really didn’t care about what I was thinking, in fact… I went to the Men’s room and jerked off.
I started wearing my new panties all the time. I wore them to school, under boxers of course. I was still a little embarrassed of my new found passion. But couldn’t get enough of it. I even began a small panty fetish, and loved smelling my sisters juicy wet panties. The aroma was intoxicating, whenever I smell a nice dirty pair of her panties, I thought to myself, “who needs drugs when you have panties?”.
Well, that completes part two, hope you enjoyed, feel free to comment. Good or bad I love the feedback, and making new friends. =]
Published
part 3
Third installment of my “Experimenting” series… I recommend reading my first two stories first…. true stories of my “sexcapades”. =D Hope you enjoy, if you do then tell me, I love comments, and meeting new people, guys and girls.
My cross dressing never stopped. I loved female panties, and my sister didn’t even notice they were gone. It turned me on when I was walking threw school. When I was in the locker room I get even more turned on with all the half naked guys.
One day a bunch of people were running around trying to take boxers of of each other, I had to duck out of the way because my life would be ruined if anyone found out about my secret pair of yellow cotton panties, they were my favorite pair. If someone from school found out about my cross dressing then I would have my life practically ruined.
After school I got really excited, I practically had the whole house to myself to explore my body and my fantasies. My hot ex-marine brother was out of town with his girlfriend. My sister was having a sleep over at her best friend’s house. Her best friend was Amanda. Amanda and I were both Sixteen, and I had lost my virginity to Amanda, and I, at the same time, had taken hers. It was perfect, nice and romantic, and oh my did she have a bush, I loved her bush, it was just like my sisters. Mandy, my sister had never known that Amanda and I had had sex. But what she didn’t know wouldn’t hurt her.
The only other person in my house was my mother, and she was practically deaf, and even if she weren’t then as long as I waited till she was asleep she would be out cold.
I go to my sisters room and grab her vibrator, I loved sticking it up my asshole. It put me in an elated spirit. Whenever I was down and out I always found something to go up my ass. If I was having a bad day at school then I would use my fingers. But if I was home I always tried to sneak into my sister’s room to grab her vibrator.
Once I got into her room I opened up her underwear drawer to grab the perfect pink pleasure toy that I loved so much. It was under a couple of black lace bras that I had seen her in a few times. Only when she went swimming and was too lazy to go to put a bikini on. I just moved them to the side thinking nothing of it. Then I saw some black tights. Tights had always turned me on. I loved it when a girl wore some tights with a jean miniskirt it was so hot, the only thing hotter was when a girl only wore tights. You could see the outline of a perfect tight ass, and sometimes a nice camel toe.
So I grabbed the vibrator and went back to my room, I. popped in my favorite threesome porno. Went to my favorite scene. It was this hot Latino girl with a bald pussy, and a small tight ass. Two guys with huge thick delicious cocks. First the girl started sucking them, then I got hard with jealousy. And then they started to finger her, and soon began ramming her tight wet pussy with their nice thick cocks. I turned the volume up and I could hear her scream from pain. Then the other guy got behind her and started massaging her ass.
So I too started to massage my ass to get it ready for insertion. As I saw the guy put his huge dick in her ass I grabbed the vibrator and slowly inserted to the same speed of him, then once he sped up so did I. It was the most fun I ever had masturbating, my ass felt great, and I had just blew my load in my hand, any other day I would have just grabbed a towel, but today I just tossed my hand in my mouth and tasted my sweet cum.
So then I was about to end my night, I figured I couldn’t go for a round two. So I took my sister’s vibrator back to her room, opened up the nice drawer of cute panties and bras.
Then it hit me!
I didn’t have to stop, I could dress up. I always wanted to do more than just wear cotton panties and now was my chance. I rummaged through my sister’s clothes looking for something cute. First I started with underwear, I grabbed her black lace bra, it was so cute. When I put it on it felt so natural. Then I grabbed my pink cotton panties that I loved so much, as soon as I put them on some I was hard. I tucked my 7 inch dick between my legs, this way I looked a bit more feminine. I was going to stop at the bra and panties but I pushed through even though it seemed like I was so horny I was just going to blow a load.
I remembered the tights she had on the top drawer, then I realized how far I was going to take this. I threw on the tights and grabbed a miniskirt, I looked so much like a cute little girl. I had to find something to fill up my bra though, so I grabbed some tissues, and carefully made them seem like real boobs. Grabbed a black cami and put that on to seem like a girl I was thinking of in my class, she used to turn me on because she only wore a bra and cami.
So not really know what to do next I sat on my sisters bed and put on a chick flick. After all if I was going to be a hot young school girl I may as well act like one, and that turned me on… a lot. I popped in A Walk to Remember, grabbed a Cosmo to read, and soon I was just like a teenage girl, I even started thinking about cock.
I fell asleep watching that movie, even crying a little because my female hormones were raging. So then I just decided to sleep the way I was, there was no reason to go back to my room, my sister was probably finger banging Amanda at the sleep over anyway. So I went to bed, right in my sisters bed.
I fell asleep with two thoughts. My first thought was: “Damnit it’s over that’s all the fun I can have tonight” and the other being: “WOW! This is the best night of my life”.
I was awaken by the sound of footsteps on the stairs.
I didn’t know who it was so I took a peep out the door. It was my sister! She had come back early from her sleepover. I was freaking out I didn’t want her to see her brother Alex look like Alexia. So I slipped into her closet hoping that she wouldn’t go into it then once she was asleep I was going to make a run for my room.
She walked into her room and set her bag down. She let out a monstrous yawn, and I knew she would be going to sleep soon. What didn’t occur to me was that I would be able to see her strip while she got ready for bed. She took of her shirt. She was also wearing a bra identical to what I was wearing and I got hard quick. Had it not been for the tights I was wearing I would have jacked it right there. Then she dropped her shorts, and she showed me her nice tight, beautiful ass, she was wearing a beautiful pink G-String.
Then she took off her bra, I finally got to see those nipples that I’ve been longing to see. And I was right, nice perky pink nipples for nice perky tits. They were so hard too, she pinched them and let out a moan. I silently screamed thinking of the things I would do to my older sister, and the things I wanted her to do to me. Then she grabbed a T-Shirt from her drawer and put it on, I thought my show was over.
She climbed in bed and rubbed her pussy, she got really wet. I could see her pussy outline in her panties, and her unkempt pubic hair coming out the sides. It was easily by far the hottest thing I had ever seen.
Then she fell asleep, and I knew it was ready to leave.
I opened the door a little, it was making a lot of noise, but she didn’t wake up, Then I tried to tip toe out of the room. But I sneezed, I sneezed at the worst time. Mandy woke up.
I froze not knowing how to react, not knowing what to do. We just stood there looking at each other.
The she started the conversation that was inevitable.
“What the fuck are you doing in my room? More importantly what the fuck are you doing in my clothes?” She asked sounding very angry at me. I didn’t know what to say so I just stood there. What was going to happen next I thought.
“You dirty little slut you, you come in here and turn my brother Alex into Alexia! How am I going to punish you.” Now she sounded like she was getting hot, and like she was really turned on. Granted she was. She got up and grabbed my arm.
“Don’t worry little brother, this can be our secret, besides you’re really turning me on right now!”
“Oh god Mandy, really? Thank you so much. Love ya sis.” I began toward the door. But then she called out to me…
“Alexia where do you think you’re going? I still haven’t punished you.” Her voice was firm, she got up and she jumped to the door.
“Well what do you want me to do then, your chores?”
“Oh no, a beautiful lady like you shouldn’t be doing chores, you should be making love, and that’s what we will do.”
“Oh god sis I dreamed this day would come.”
“Alexia take my virginity now!”
I didn’t know my sister was a virgin, so that got me ready to throw her on the bed. Once we lie there I took off her shirt so I could play with her nice, tiny, supple tits. I put her nipple in my mouth as she moaned with pleasure, and then she took of my cami. She saw her bra, on me.
“Alexia your wearing my bra too? Oh my goodness I’m so horny baby and I can’t wait to see the panties you picked out.”
I put my hand on her thigh, slowly working my way up to her mound. I got to her soaking wet thong and got hard quickly, and Mandy noticed the bulge in her skirt that I was wearing. So as I began rubbing her clit she took her hand and rubbed up my thigh till she reached my hard cock in her tights. She hiked up my skirt and pulled off my tights. My cock popped out of the side of my pink cotton panties. She gasped. “Alexia how long have you had these these are my favorite panties, I’ve been looking all over for them. You must have been so sly stealing them, Oh my GOD your so much cuter in them than I am.” I couldn’t believe what I was hearing, I had her favorite panties, and she was going to let me keep them, it was like a dream come true.
Her beginning to stroke my cock only made things better. We were in a sixty-nine position so she started to suck my cock as I ate her out. She tasted so much better than Amanda. I blew a load in her mouth because she was giving me such a great blow job. Then unexpectedly she squirted all over my face. I couldn’t believe how good it tasted, let alone the fact that my sister was a squirter, I got hard instantly again. I was ready to stick it in her pussy.
“Oh god Alexia stick your rock hard cock in my wet pussy! Take my virginity!” then she got really close kissed me and whispered, “You don’t even need a condom because I’m on the pill.”
I was so excited that I could blow a load deep into my sisters hairy vagina. So I put her on the edge of the bed, and thrust like there is no tomorrow. I start slow because her virgin pussy is tight, she screams, telling me how much it hurts. I keep going, starting to get faster and faster then I go really deep in her pussy, and cum.
“OOOOOOOOOOOHHHHHHHHhhhh” She lets out a scream, kiss me Alexia kiss me.
We make out again, then I put my clothes back on, well I put her clothes back on, she said I could keep them because I look so great in them. I go back to my room, thinking about how much better the night got even after I thought it couldn’t. Most of all I couldn’t wait till I was able to bone Mandy again. I’m sure she felt the same way.
Published
