Exploring Myself

by Hard Hero

   

Every once in a while you find out something you wish would have never happened. On that cool November day, life was going good, my dad was successful at work and my mom loved us all. My brothers were like my best friends. But then we got the telephone call that our parents had both died in a horrible plane crash, this was the saddest day of my life. The following days were sad as well, the family, the funerals, the reading of the will. It always hurts to hear how much your mother and father love you after they are dead.

They left us everything, the life insurance that came from my father's job paid on triple if he was traveling for the company and my mother left a reasonable amount as well. All together, after selling the house, my brothers and me walked away with 3.5 million between us. What are an 11-year-old, a fifteen-year-old and me, being a 14-year-old, going to do with that much money? The Lawyer says it will be in a savings account accumulating interest until Jamie, my older brother, is 18.

Then came the most harrowing news, we had to leave each other. My brothers and I were to be split up to go to our respective God Parents' house. We were all leaving that day to get settled in. We cried and said good-bye to each other, we promised a weekly email to each other and left.

So now I'm here sitting in the car of my Aunt Robin and Uncle Kevin and their daughter and son, Hannah and Quinn.

"Andrew, I know it will be tough but you will get by and we will all be there to help you, right?" Aunt Robin said to me.

"Yeah, hey kids show Andrew what you made him."

My cousins, who are 2 and 3, gave me drawings with all the cute kid drawings on them of hearts and whatnot to make me feel better, but my parents died so what was is suppose to do?

It was a quiet ride the rest of the way. We arrived at their home and it was nice but I still missed home. I practically slept through dinner and went to bed right afterwards.

That night I had a dream I was laying on a bed. I was fro some reason wearing panties and a bra and it felt good. I woke up with a start, it was already morning and Aunt Robin was calling me down to eat breakfast.

"Good morning, how are you feeling?" She said

"Meh… its still kind of raw, but I just have to push past it." I said.

I went to the bathroom, and as I went I noticed a lingerie magazine. Remembering my dream, I grabbed it and snuck it upstairs.

I looked at the cover not knowing what to think, and then opened it. Inside were beautiful women dressed in skimpy under wear. I got a little bit of a rise out of it. I decided to jack off because the more I looked, the more I thought of my dream, and the hornier I got. I kept thinking about the feeling o wearing it and rubbing and I got so hot. I ran to the bathroom with the magazine, only to run head first into my aunt with her load of laundry.

"Andrew what are you doing? What is that you have in your hands?" she said

I couldn't help it, I was caught, "Aunt Robin…uhhh… this is hard to explain."

She stared from the magazine to the tent pitched in my pants, then thought for about the longest minute of my life. It was during that minute that I noticed in her wash basket was her clean panties. I stared, transfixed, at the blue panties just sitting two feet from me and I actually got hornier. As if I wasn't in a bad enough situation with my magazine and huge erection, my aunt noticed me staring.

"Well, if I had to take a guess and figure out what was going on here, I'd say you like the thought of women's undergarments, correct?"

"Aunt Robin, I'm so sorry, I couldn't help myself after seeing this catalog. The women were so pretty… I just felt like I needed to." I stumbled in reply.

"Andrew it's ok, I'm not angry. It's totally natural for you to do this." She looked at my crotch, then surprised in a most unexpected way, "You should probably take care of that, do me a favor and not let the kids see it, here, these might help."

She took the blue panties I was staring at and jokingly hung them on my hard member. I stood there in amazement, "Thanks," I said, than I made my way to the bathroom as my aunt smiled at me.

In the bathroom, I felt dizzy and confused but I needed to finish myself, my dick was like a metal rod. I took off my pajamas and underwear and put the magazine down, the panties were definitely enough to handle everything. Then I realized I didn't know what to do with them, so I slowly started to rub them on my cock. I only lasted two minutes before blowing the hugest load of my life. I shot it up all over my chest and neck, and the strongest squirt reached my lip, ever so gently slipping a little bit of cum in my mouth. It tasted salty but not bad. I started scraping my cum off and throwing it in the toilet. After cleaning up, I put my clothes back on and walked out.

My Aunt was waiting for me right outside. I held out the panties for her to take back, but she put her hand up, " I don't need those back, why don't you keep them," she said with a smile, "you can do whatever you want with them." Again, I was confounded as to what was happening.

"Wait, Aunt Robin, what do you mean? What use could I have for them, I thought this would be like a one time thing." I said in a panic.

My Aunt waited and then said calmly, "Andrew, I don't know what's going through your head but I'm ok with it. If you need time to explore, then that is fine. However you want to live your new life, your Uncle and I fully support it, we can also help you along the way if you want. Now go change and we can go grab a bite to eat." I agreed and hurried to my room still not really sure of what happened.

As I changed, I looked at my newly acquired article of clothing sitting on my floor. I began to wonder what it felt like to wear it, the girls in the magazine looked so comfortable. I then figured out what my Aunt said. This is what she meant. She thought I wanted to be a woman. This really made me question myself, am I a tranny? I couldn't formulate an answer, so I decided to do what my Aunt said. I began to explore.

I took off my boxers, and grabbed the panties. I began to get an erection again. Freaked out, I pulled them up my legs and my manhood stood tall. I began to stroke. I loved the feeling of the panties fitting to my body. I was so horny yet again. I kept pumping, just loving the feeling of them caressing my balls. I grabbed a tissue and blew another load into it. Before throwing it in the garbage, I got a little on my finger and licked it off. The cum tasted pretty good, I thought I could get use to it.

As my raging member subsided, I stretch my new panties over it. I still had a bulge, but I wasn't worried about that right now. My Aunt walked into my room and looked at me. Embarrassed, I said, "how is this?"

"However you want to feel comfortable." She said, then dropped of some socks and walked out.

I grabbed my pants and put them on, feeling very comfortable with this new sensation. I walked downstairs and the kids were already in the car. We dropped them off at pre-school, and went to a deli to grab some food.

"So, how are you feeling?" my Aunt asked.

"Good, is this how you feel all the time, because I have to admit it doesn't feel bad."

She chuckled and said, "Well you might just be really sensitive to it, but it does feel different compared to boxers. I'm glad you enjoy it though. I tell you what I have to do a little shopping, here is fifty dollars, go buy yourself something nice."

"Ok, sweet, I'll meet you at the car in 2 hours."

We departed, and I walked to a comic shop I had been to the last time I visited. I walked in, with the tinkle of the bell the clerk stared at me. I browsed the comics and didn't really find anything I liked.

Then I noticed it, someone had left one of the adult comics on a bottom shelf in the corner. It had a picture on it of a girl wearing but she had a huge penis. I was astonished, I opened it quickly and saw a picture of one girl with nice breasts fucking another girl with her penis. It was incredible, I got hard right away, and my panties made my dick so sensitive. I reached in to grab cock and touched it for like 2 seconds and felt my orgasm coming. I looked around and I was safely hidden behind the shelves fro anyone to see me. I grabbed my member and jacked 5 times, and I had to kneel down because me orgasm was rock shaking. I blue my load into my whole load in my hand. I held it out I front of me and was not sure what to do with it. I needed to get out o the store so the only solution I found was I licked it all off my hand. This was the first time I really tasted cum. I held it in my mouth and walked out, nodding to the clerk.

As I walked down the mostly deserted street, I spit it out on the grass next to the store. I still tasted the salty goo even after spitting it out. I really did not mind it, I guess I was becoming more of a woman by the second.

I wandered around and figured I would save the money, plus I could not get my mind off of what had happened. Two hours passed, and I met up with my Aunt, helping her bring the bags to the car.

We got home and I was cruising the net when my Uncle Kevin came and we had dinner. "So Andrew anything new happen today?"

"Umm…well no not really." I lied feeling my panties tinkle my crotch.

"Ok that's alright, what about you honey?"

"Nothing really I did some shopping, and got some lunch with Andrew" Thank God my Aunt didn't reveal my secret.

Thankfully we sat in silence or the remainder of dinner. Afterwards, I helped clean up then went to take a shower before bed. So I went upstairs, and began getting undressed, I was down to my panties when someone knocked at my door, "Andrew, I left you some new body soap to use. There's direction on the bottle. Are you dressed, I just want to grab your laundry." And she walked in, seeing me in just a pair of panties that were getting tighter by the second from my erection. I froze, "Well that's interesting, how many times has that happened today?"

"Well, about 3, I can't control it." I said in a panic.

"That's ok, relax, you can do it as many times as you want in any way you want, I have seen everything you have to offer so don't worry about covering it up, give me those panties I'll wash them for you."

I was hesitant at first, then slowly pulled them down revealing my hard cock. I quickly handed them to her then rushed to the bathroom where the shower was already running and hopped in.

I needed to gather myself. I thought long and hard about what was happening, still kind of in shock of all that had transpired. I grabbed the new bottle of soap and looked at it. I was shocked when it said that it was hair removal soap. Intrigued, the direction said to apply it to where ever hair needed to be removed then wait and rinse. So I rubbed it on pretty much everywhere below my neck and I even shaved my face with it. I waited, partially annoyed by the tingle.

When I rubbed it on my butt, I made sure to get it in my crack to make it look really pretty, this made me think about what it would be like to have sex there. I wasn't gay but my Aunt said this was about exploration. I put it out of my head for now and began to wash the soap off. The results were better then expected, I felt so smooth. This got me real hot. I once again began to pump my hard cock felling all the smoothness of my body. I was going crazy, my body became like a greased pole, I even began to moan a little. I came so hard I was out of breath by the end. I once again realized that being a girl is not that bad.

After getting out and drying off, I walked into my room, and went over to my dresser to get a clean pair of under pants. I grabbed one of my normal pair and began to put them on, when I noticed something on my bed. It was a long white satin night gown. Next to that was a pair of white bikini panties, some lotion, a blonde wig, and a note. It read:

"Andrew,

I picked this stuff up today and thought you would enjoy it. Rub the lotion on your entire body to make it moisturized. I'm sure your uncle would love to see you. If you need help, call me up. If you want to go further, more surprises tomorrow night. Have fun exploring!

Robin"

I very interested n what else I would get. I grabbed the cream and started rubbing it everywhere. I was horny again, I didn't want to ruin my new clothes so I lubricated my penis with the lotion and started pumping. I started rubbing my hairless ass up and down and even running my finger against my hole. I was not in the bathroom so I shot my load in my hand. Wanting to "explore," I looked at the load in my hand and although there was not much because of all the previous fun I had today, I touched my tongue to it. I tasted and swallowed the little in my mouth. I had to admit, it was kind of good. I licked the rest of it up and really tasted it. I really did like it. I swallowed. Its warmness made my throat tingle. Finished, I slipped the panties up my smooth legs, and pulled the nightie over my head, completing the look with the blonde wig. I looked good. I wanted to fuck me. I looked like such a total babe.

Feeling incredibly sexy, I walked down stairs to say good night. My Aunt and Uncle could not help but stare. "So this is what happened today, you look great. Why don't you sit down and we can have a talk." I sat, remembering to cross my legs. "Andrew, I want to know your thoughts on this situation. Do you want it to be permanent?"

I thought for a moment, then said, "Uncle Kevin, to be honest I'm not sure how I feel. I can't give you a straight answer. Sorry. Can you give me a week to explore a little bit more?"

My Aunt said "Of course take as long as you want, we will help you in any way we can."

"Ok, cool, I can tell you I'm very interested in all this for some reason. I can not get over how comfy panties are."

"That's interesting, you should feel all the other kinds." My Aunt said, which really got me interested. We all sat there and watched a movie for the next hour, not really talking about anything. I got really tired and excuse myself to bed.

Laying in bed in the dark was a whole other experience. The nightie shot little sparks up and down my legs, especially when rubbing my panties. I kept thinking back to the cum I had eaten and the taste still in my mouth. I wanted more. I really wanted it. Besides me the only other penises in the house was my Uncle and my little cousin which were both gross, so I guess I had to settle for my own again. I wanted to taste the hot cum right from penis this time. So I pulled my nightie up and pulled legs over my head, with my cock hanging over me. I could not get it far enough to be in my mouth, but I was not sure how I felt about sucking cock yet. I began to rub my ass, and stroke my cock. I was stroking hard, I wanted the salty goo in my mouth. I came yet again, but this time my cock was not aimed perfectly and I got my first facial. I was surprised but not upset. I got a lot in my mouth, but some on my face.

After thoroughly enjoying that I began to clean the cum from my face, savoring every last drop. I got up to go to the bathroom to clean up a little more. As soon as I stepped out of my room, my Aunt and Uncle walked up the stairs and looked at me. Thinking of how embarrassing this was going to be, "hey, Andrew, I thought you went to bed"

"yeah uhhh…I am just going to the bathroom." I stumbled hoping my face was clean.

"O ok…wait you have a little something on your face." She took a finger and scooped up probably the last bit of cum I missed and examined it. I was going to say something, but just could not find the words. "O well, it looks like just something from dinner."

I was off the hook, thank God. I cleaned up in the bathroom, noticing how good I looked, I was really felling comfortable with my new self, yet was still not sure how I would like this to be permanent. I went to bed wondering what could happen tomorrow.

  

  

  

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