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1984 The Summer I Became Jaime… Part 2

2492 words | 1 |4.20
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This story is trans fictional And about A 14 year old boy Who Wants to be Just like his two older sisters.Except things go a bit further and changes e

The Summer was hot during 1984 and I had a handful of people in the community that was letting me mow their lawns and some landscaping. I was making pretty good money during my school break, and was doing a good job keeping it from my sisters and parents. Mr. Collins gave me a extra key and now even if he was not home I could just go into his shop and get the mower. I did jerk him off a few more times before he told me he had to go out of town for awhile. I have to admit I would sit on the couch in his shop and think about what it would be like sucking his big black cock and even letting him fuck me.
I was about to leave and head home one day, When I noticed a note on his work table, It had my name on it. I was confused because he did not mention anything about a note to me. I unfolded it and starting reading it.. Jaime, I know you probably think I”m a perv and weird but…I do know your really a boy and you want to be female. So if your interested, inside the fridge next to my desk you will see a tin box at the bottom. Its labeled (Tonya”s Pills) inside you will find bottles of Emmenin and Progynon tablets. These are estrogen pills that my wife needed after her hysterectomy, even though she developed ovarian / peritoneal cancer after that. I remember him telling me that, I felt so bad for him. Maybe that”s why they never had any children also..The note continues to say, I do know she would take one of each everyday, since your a teen I would probably only take a half of each tablet daily. It”s all up to you if you want to take them. Also your welcome to go into the back room and plunder through all her things I boxed up. I”m pretty sure you and her are about the same size. She did have pretty good fashion sense, Plus I remember him telling me she used to work at a dept store called Belk”s.

His note finished with, Be careful and I hope our friendship continues and will see you soon. I sat there for a few minutes and went to the fridge and looked in the bottom and there they were. I did not see any expiration dates on the bottles I had taken out. I sat there for a bit , just looking at both bottles , thinking… should I take a chance and take these pills. Not sure what effects they could have on me. I took a deep breath and said to myself… Jaime , Its time to become a woman.. Screw taking only a half each.. I”m going all the way. I took a pill each and swallowed them down with a nice cold Fresca, I then went to the back room and found numerous boxes with her name on them.She had so many boxes filled with clothes and shoes,lingerie.I also found five round boxes with human hair wigs in them.I tried on a few dresses and some were a bit loose, and some were rather tight.Her heels mostly had adjustable straps on them so I was able to wear them.I mostly excited about the lingerie… She had garters,corsets and body shapers..Some even had padding inside them.I thought to myself..
Everything is here to become the young lady I have felt like the past few years.. The question is ..How far do I want to take this? Anyway I gathered my things and locked up Mr. Collins shop, jumped on my bike and headed home before everyone else gets there.On the way home I passed a few guys throwing a football, One of them is named Austin, He was tall black guy who was a senior at school . I have seen him around and I have always found him kinda cute.I was about to pass by them and he yelled at me and waved me over.. I got nervous
because I know what the other guys have said about me and teased me in the past.So I acted like I did not hear him..he yelled again for me to stop.. So I took a deep breath and stopped and waited for him to approach me.I kept my foot on the pedal just in case he or his friends try something stupid.

As Austin was getting closer, I could hear his buddies tease him .. Hey Austin… Is that your new girlfriend… Oh sorry bro..
I mean your boyfriend.I could see him make a face like.. What jerks they are, When he got closer he was a little out of breath.
He was smiling and said Hey Jaime.. Kinda bashful pulling my hair behind my ear.Yeahh Hi Austin… we giggled a little for sec.
I know he had a great body and he just looked naturally strong, Are you heading home.. I told him yes. You know I live two blocks over from you right? I acted like I did not know.. But I knew he did.Can I walk along with you.. I mean if you would pedal slow..
Alright that”s fine, I was wondering to myself.. what is he up too..Anyway just go with it girl. So Austin was walking I would pedal slowly, either one of us did not say too much.Then he stepped in front of my bike as we were taking a shortcut down a alley.He said.. Hey are you a guy or a girl? I mean everybody talks, but no one seems to know.. I was taken back for a second and then I gave him a look like my sisters would do to me if I asked a silly question. Austin look at me, You tell me..as I gave him a big smile with my head tilted.Well honestly, I think your a girl( I can tell he was a bit uncomfortable) and I think your pretty. Then it was my turn to blush and feel uncomfortable…UMMM OOh well thank you! We kinda locked eyes for a moment and then I said.. And Austin I think your cute yourself.. He then said.. Cool… It got silent and then I said, I need to get home..
Me too, Austin said…We will be throwing the ball around after school if you want to hang? Well, I have a few yards to mow,and If I have some free time I will ride by, and see If your around. Alright… It was nice hanging with you and will see you around.

Once I got home my sisters were already there, I passed right by them and went straight to my room.Soon as I sat on my bed
my sisters knocked on my door and stood at my door way with their arms crossed.My one sister Kelly had the biggest smirk on her
face, I was like.. What”s up? She said, what have you been up too lately? What do you mean… Well one of our neighbors stopped by and left you money.She also said you do a great job on her yard.OHH YEah.. I”m just doing work for her and few more neighbors with their landscaping and such.Handing me the money she sat next to me and said you have been looking really cute cute lately.( both of my sisters knew I was trans and accepted it) Thank you….I have been trying lol… That”s not it, Kelly
said.. You have a special guy your interested in? NOOO..Stop it..They both looked at each other and just laughed.OK lil sis
just be careful.. We are going to the Mall, You wanna come? NO I”m good, You two have fun.. They both smiled and left…
Later on that evening I was watching TV and the phone rang…It was Mr. Collins, I was like.. How did you get my number?
he laughed and said, I have my ways.. Don”t worry..If anyone else would have answered I would have hung or said wrong number.
Anyway lil Lady listen…I”m not going to be able to come back like I thought, So would you be a sweetheart and keep an eye on the place until I come back. Umm Sure no problem.. Ok great, Listen there is a extra key to the house taped under my desk in the shop.Your welcome to make yourself at home and Thank You again.. Your welcome… See you soon as he hung up.

A month had passed and for some reason I did not see Austin around, But I did see his buddies playing ball from a distance.
I wanted to ask one of them but did not want to be teased or maybe something more might happen.School was about to start back again and I could feel changes in myself.I think the pills that I had been taking on a daily basis was starting to work on me…My hips were starting to get sore and my boobs were very tender and swollen..But the biggest thing was my penis and testicles seem to be shrinking.. It seems my two boy grapes feel like they are trying to go up inside me on their own.I have also noticed I no longer been getting morning boners.. It just stays soft all the time now. Plus I also catch myself thinking about Austin and his body, How it looked that day we chatted.While I was daydreaming on the way to check on things at Mr Collins place, I noticed some boxes at the front porch, So I got the key and brought them inside,I was about to leave and thought to myself…Why don”t I go out to the shop and get some clothes, shoes and some lingerie and take a nice long bath and pretend I”m Larry”s new girlfriend(That”s Mr. Collin”s first Name) So after I had gathered some of her things from the shop,I had came across and big make-up case,and thought why not just grab a few of the wigs.. I was so excited and it felt so natural
what I was about to do.I ran myself a nice bubble bath using some Flex shampoo,using Larry”s single edge razor that you can change out if it get”s dull.I shaved every place I noticed hair growing,I even shaved my pubic area… after finishing up I dried off and I felt so sexy and so femme..I wrapped the big towel around my body and sat down to pee..I guess the draft in the house made my nips get hard and gave me a pee pee feeling. I noticed The toilet paper was gone, After looking under the sink counter I seen some Feminine Pads and thought I should put one in my panties so it would give me a nice smooth look and plus
it gave me a girly feeling.After taking a good look in the mirror I plucked my eyebrows, I applied some makeup,at the bottom of the makeup case was pairs of earrings.But my ears was not pierced…but I was in such Ecstasy feeling feminine, I decide to take a needle from a sewing case I found being Nosey.. and some ice cubes from the freezer. I used them to numb my ear lobes
I pushed the needle through and quickly put the earrings in.I could feel the sting from the earrings but I needed them to look even more Femme. I put on a Demin mini skirt and a white sleeveless top,then put on one of the wigs, that was a long straight dark hair type. I slipped on a pair of flat sandals and then just stood in front of the mirror and take in what I looked like now.At that moment I remembered I seen a box in the shop that said jewelry and perfumes.So I went out the back door and was walking to the shop.. Once I got to the shop door, Someone came up from behind me and put their hands over my mouth and pushed me inside the shop.I tried to resist and scream but his hands were strong and he over-powered me and he was able to wrestle me to the couch.. He said .. Shut the fuck up!!!! or I will fuck you up..I could feel myself start to cry…Don”t fucking look at me..He then pushed me to the arm of the couch, bent me over and lifted my dress up and pulled my panties down.. So your on your period…that”s Ok.. I will take that ass instead.. I felt my eyes starting to water up and bit my lips and so he would not hear me whimper. Then I heard his zipper go down and wrestle around with his pants and then he spit a few times and then I felt a large cock head against my virgin asshole, He rubbed it up and down a few times.. Then I heard him spit a few more times and then pressure against my puckered tight hole and then all of a sudden the pain went all through my body.his cock head was ripping my asshole, I thought I was going to pass out from the pain.Then he started pumping his cock deeper with each stroke until I could feel his balls slapping my taint area… He let go of my mouth and put his hands on my shoulders and started fucking me harder.. Then the pain started to turn into pleasure for some reason and could feel myself kinda pushing back like my body wanted this… WTF is going on with me… My mind went from me being scared and frightened to my mind racing thinking about what I looked like in the mirror, then thinking about Larry fucking me as his wife on my back.To me sitting on his lap right before we are going to make love after having pictures to hang on the wall of our home.These crazy thoughts, where were they coming from…Then I heard this stranger who is fucking me in my ass groan and say…. Take it Bitch I”m coming..Fuck Yeah!!! Take it.. Right before I felt a hard hit to the back of my head and black out…My thoughts were then about Austin coming inside me and say …. have my baby…….

To be continued….

I added some pics of my thoughts right before I blacked out…

1984-Me-and-Mr-Collins

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1 Comment

  • Reply J ID:1eriwwb9nkjg

    You are really sexy