My Wakening Rewrite


Anal, First-Time
My Awakening Rewrite

This is the story of my first-time wearing women's panties.

I was raised by my grandma. She was a real button-down cleaning woman who believed the bible word for word. As a answer, I was extremely sheltered from the shows I watched and music I listened too to clothes and even the kinds of admirer I could have.

One day I was sitting in my room playing video biz when my granny had come in.

"lustrelessness, she said, I have some bad word. Your gravid uncle toilet passed away this forenoon ”.

My outstanding uncle John was my grandma's brother. I heard a lot about him but because he lived so far away, I had never actually meet him.

"That's dreaded"I replied.

"I have to go helper with the funeral arranging and will be gone for a few solar day"she said.

I chimed in,"But my plot is tomorrow."

I was on the baseball squad and we were one game away from going to the state finals.

"I know ”, she replied."I made arrangements for you to stay on with Jennifer while I'm away. So go ahead and get you bags packed, we will be leaving soon."

Jennifer was my grannie's protagonist from work. She also has a son and daughter. Her son wiener is my sidekick'dependable friend and Katie is her daughter, but she lives with her dad. I never really hung out with either of them, but Frank would on occasion let me tag along when he and my pal would go to the park or fishing.

Like nearly boy my age I went back to playing my video game instead of packing William Tell I herd my nanna shout,"are you prepare yet ? I don't want to overlook my flight."

I jumped up and quickly through some things in my bag and was out the door.

We arrived at Jennifer's house shortly after 7pm. My grandma and Jennifer talked for a few mo the grandmother kissed me estimable by and left.

Jennifer led me to Katies room. Since she was only there every other weekend there wouldn't be any issue.

I put my bag on the bed then went to the kitchen for supper.

We made lowly chit chat at the dining compartment table. frank asked how my brother was doing in the United States Army. Jennifer asked about school and baseball.

After eating Frank and I started wrestling around. It wasn't much of a challenge since wiener was 6'1 and brawny and I was 5'4 and 120 Syrian pound, but it was still fun. That is until we bumped the coffee table and red kool-aid spilled all over me.

Jennifer yelled angerly,"You two get that messed cleaned up now ! Then you ( referring to me ) go get in the shower and fetch me those dress so I can try and get the blot out."

We got the messed cleaned up and I went to my room and that's when I noticed that the only clothes I packed was my baseball uniform. No underclothes, no socks, nothing.

I went to Jennifer and said,"I forgot to backpack a alteration of clothes."

Jennifer :"fountainhead, go ahead and get in the shower and I will see what I can find for you.

"OK"I replied and headed for the shower.

As I finish my shower and start dying off, I hear a bash on the door. I wrap my towel around me and said,"come in ”.

Jennifer comes in and say's,"I'm sorry lustrelessness, but the only thing that I have that will fit you is some of Katie's underwear."

"What, I can't fag adult female's underwear,"I protested.

"wellspring, you can't go around naked either and since you didn't battalion any clothes you will just give birth to handle with it ”. She said, then laid the panties and one of Franks t shirts down on the counter and left.

I could not believe it. I am basically being forced to wear girls'panty. I'm a boy I thought to myself. I can't wear these.

"Hurry up"came a shoot.

I reluctantly picked up the step-in and looked at them. They were white with a garden pink flowered radiation diagram and ping leg circle.

I slowly put them on sand slid them up my legs. I immediately noticed how often unlike they felt than my whitey tighties and how differently I looked in them. The soft material was snug around my privates and the two-piece cut only covered part of my cheeks.

As I stand there looking at myself in the mirror, I couldn't service but notice how girly my coffin nail looks.

Already embarrassed I quickly put-on dog's shirt which thankfully went down to my knees.

I exit the lavatory to find Jennifer waiting.

"Hand me your clothes so I can go put them in the washing ”, she said.

I helping hand them to her and go to the livelihood room merchandise frank was sitting.

"Were just fixing to watch a movie, want to join ?"he asked.

"Sure,"I replied and went and laid down on the level facing the tv.

When Jennifer came in frankfurter started the picture. About midway through the flick Jennifer got up and said,"I'm going to bed. You don't stay up to late."Then looking at me she said,"You may need to get out you shirt down. Your panties are showing."She gave a little grin then left.

I was so caught up in the moving-picture show that I had completely forgot about wearing them. I pulled my shirt down and started watching the movie again.

I guess at some pointedness I feel asleep because I woke up to the feel of some one touching me. As I came to I realized that it was frank. He had pushed my shirt up and was softly rubbing my tail end. hot dog wasn't aware that I had woke up and I just laid there quite and confused as he gently ran his hand from the small of my back down over my coffin nail to the binding of my peg then I could find his finger tracing then leg lot of my step-in then back up.

Now at this point in my living although I knew about sex my knowledge was very determine. I had heard the term gay but didn't know what it meant or that boy's can have sex with each early. So I was very confused as to why he was rubbing my butt. I guess its because it looks so girly, but why did it find so adept ?

The question and confusion keep swirling around in my head as I felt Franks hand at the top of my cigaret. He turned his hired hand so that the palm was at the top and his fingers were going in between my hinderance. He gently rubbed his hand down following the curve of my butt until his fingers were merchandise my legs connected. I don't know why but for some grounds I let out a soft moan and lifted my hindquarters up.

This activeness startled wiener who was now well aware that I was awake.

"I'm sorry Matt, I didn't mean to, I mean"he said stuttering his words.

"Why were you rubbing my butt ?"I asked.

Continuing to stutter his words he replied,"I didn't mean to its just that, your fundament looks so good in those panties. It looks just like a girls but. I just wanted to feel it. I'm so no-count. Please don't Tell, my mom would kill me."

"I'm not going to tell apart ”, I replied,"it actually felt sort of good.

"It did ?"he asked

"Yes"I replied.

"Do you want me to hold open doing it ?"he asked

I nodded my head yes and laid back down. That was all the invitation Frank needed. He placed his hand back on my butt and this metre with out the fear of waking me chafe me a little more firmly.

His large hands basically covered my integral backside as I lay there enjoying all the new touch sensation running through my body. He gently cup and squeezes my buns then continues rubbing up and down pushing his finger into the cranny of my panties covered hind end. His large fingers gently squeezing and rubbing me cause my thingy to get unvoiced only adding to my confusion.

Why am I getting hard from having my butt rubbed ? I thought to myself. It just didn't make ant horse sense. But it felt so good.

Frank then added to my confusion when I felt his hand go in between my branch.

Instinctively I lifted my hips and allowed him access as he started to rub my arduous thing then he would go back to my butt. He kept rubbing back and forth for a few minute of arc then I felt his hand go on to the diminished of my back and his finger start to work there way under my panties.

What are you doing ?"I asked

"Shhh, just relax."he whispered as he continued working his hand into my step-in.

I could feel his fingerbreadth making there way down my scissure to my maw. When his fingertip rubbed against my pickle a shiver ran through my whole soundbox. I had never felt anything like that before.

Emboldened by my reaction he continued rubbing his finger against my hole, gently circling the trap with his fingertips then rubbing firmly across the opening.

Started to let out soft groan and rock my pelvis to meet his hand.

frank leaned over and whispered in my ear,"dose that flavour dependable ?"

"MMM yeah"was all I could reply.

Frank then pulled his hand out and started rubbing across my panties again. Then with his hand back at the minor of my rachis he started to push down my pantie slowly.

Although I was still confused, I made no objection.

He pushed my step-in down just below my brass then started rubbing my bare bottom and down under may panties to my bare thingy and endorse up.

He done this a few times then I heard something that sounded like him spiting. Then I felt his digit return to my maw only this fourth dimension they were wet.

Oh my god, I thought he is rubbing his spit on my butthole.

"How's that feel ?"he asked

"144"I replied,"but also sort of good"

He continued massaging my hole with his fingertip and it started feeling really good.

Frank then took both deal and diffuse my checks apart. Then I felt the stubble from is facial hair and something big and wet against my hole.

He's not, Oh my god he is. He is licking my butthole.

But before I could even wrap my mind around what he was doing I felt this sudden wave of pleasure Benjamin Rush through my trunk. Lifting my articulatio coxae up to leave better access, I was overwhelmed with the feeling of his tongue. I could find it going around the rim then push into my hole and back around the rim.

With this new Wave of pleasure, I was really startling to moan

"Shh"Frank said,"You're going to arouse up my mom."

Trying not to moan so load with all the pleasure I was experiencing proved to be quite the challenge.

Then I felt Franks digit homecoming to my now spit saturated hole. Only this metre he wasn't rubbing my hole, he was pushing the tip in.

"What are you doing ?"I asked

"Just slacken"He replied,"I promise it will feel good.

While still uneasy about it I let Frank keep. I didn't know how it could feel good especially compared to his glossa, but I decided to bank him.

wiener continued to gently influence the tip of his finger in and out. Pushing a little deeper each time. At first it just felt weird then he pushed his finger's breadth about halfway in.

"Ohh"I let out,"That hurts

"Shh, just relax and push out like you're trying to poop when I push in. I promise it will finger much better."He said.

Trusting him I did as he said. I felt his finger pushing in, I arched my but up and pushed out and I could sense his fingerbreadth slid all the way in. It still hurt but not as bad.

Frank keep open his finger in stead and reached under me and started to rub my thingy while my body got accustomed to the intruding digit.

After about a minute my stern musculus started to unlax, and Frank started to jiggle his finger around while pulling it half out and pushing it back in.

As my jam lessened up he started to pump his finger faster. And just like promised it started feeling really good.

weenie then stuck a irregular finger at my entrance and proceeded to promote in. While the second digit went in well-heeled there was still some hurting that quickly subsided. Then the pleaser got even more intense.

Frank started pumping his fingers into me faster and harder which caused me to jump rocking my hip up to remove his finger in as cryptic as they could go.

Then frankfurter leaned over and whispered into my ear,"Can I make out you in the ass"

Even though I did not recognise much about sex, I knew exactly what he was wanting to do. Why, I thought to myself ? I'm a boy not a girl. And why would he require to put his affair in my Butt.

I finally asked him why.

He replied,"Because your little ass is so hot and because it would fix me feel as good as im making you feel. So, what do you say ?"

I thought about it for a indorse. He did have a point. My but did look cute in those scanty and he was making me feel really good, so it's only evenhandedly I make him palpate good as well.

"OK"I replied.

frankfurter then removed his digit ( leaving my golf hole notion empty ) stood up and removed his shorts.

Wow, frankfurter matter was vast ( at least compared to mine ). His matter was about six and a half inches and thick. I thought to myself, that will never fit inside of my butt. I was sort of scared because if his fingerbreadth hurt as bad as they did, how practically pain would that thing cause.

Terrified I wanted to second out, but I was raised by the saying a serviceman Word is his adhesion and if you make a promise you have to keep it.

Frank leaned over and gave my hole a few Sir Thomas More lap then left a big clod of tongue at the entrance. He then moved behind me, tongue on his hand and rubbed the spit onto his thing. Leaning over I could feel the tip against my fissure.

He whispered,"just relax, I promise I will need it slow.

While I trusted him, his words did slight to facilitate the fear.

He placed the tip at my entryway and started to fight in.

"oww oww oww, it hurts"I cried out.

Frank stopped and started rubbing his matter up and down my crack. Feeling his enceinte member in between my assay as he humped me felt amazing.

After a few minutes of humping Frank lined himself back up with my entrance.

With a new determination to let him stick his thingy in my buns, I reached my hands back and pulled my impudence apart, raised my articulatio coxae and just like before pushed out. I could feel his member starting signal to slide in.

Just like with his fingers, Frank would bear on in a petty then draw out back out. After a few endeavor he had the head in, and it was pushing up against something that was keeping it from going advance. I latter found out that it is called the anal pack.

wienerwurst continued to gently push in and perpetrate out, pushing a footling harder each metre Tell with a acute pain his thing finally pushed through.

Oh, it hurt so bad. But I kept my checks cattle ranch and my but, in the air, and Frank continued to push deeper into me. Just when I thought I couldn't take it anymore ; I could feel hot dog pubs and I knew he was almost in. I clenched my jaw and pushed my butt up while he was pushing in Tell I felt his hips firmly against my cheeks.

I have never felt so full. Having his thing inside of me, although it hurt, it almost felt as though it belonged there.

Just like with his finger hotdog held in place letting me get use to the intrusion.

"Let me know when I can go ”, he said.

"ok"I replied.

After a few minutes, the pain was pretty well gone. I started to sway my hips up and down a little get wienerwurst know I was set up.

hot dog pulled back almost all the way out. I could find every contour of his swollen penis as he slowly withdrew then he gently pushed all the way back in. He repeated this appendage a few times and each time my hole would tease up a little more. Soon he was sliding in and out with well-fixed, pulling almost all the way out and pushing back in as far as he could go.

Between the spirit of the richness, his thing sliding in and out and what ever he was hitting in there it started to feel really good.

hotdog continued trusting into me as I started to shake my pelvic girdle to meet his thrust. A warm flavour of pleaser coursing through my body each time he bottomed out into my waver hole.

Frank had to constantly reminded me to prevent it down, but it was no use. As the kick of pleaser coursed through me, I felt like what can only be described as an explosion interior of me. I recognized this feeling from when I would playact with myself, but this was far more intense.

My body started shacking, my brawn tightened up and started convulsing.

The convulsing inside my butt put hotdog over the edge and with one final push as hard and as inscrutable as he could go, weenie started Cumming.

The way Frank was pushing into me and squeezing my hips and the feeling of his of his thing jumping around inside of me while he unleashed his seminal fluid just prolonged my orgasm.

I collapsed onto the floor, with Frank laying on top of me, lightheaded, exhausted and in a Department of State of absolute bliss.

We lay there for a minute breathing gruelling, neither of us saying anything.

I could feel his thing going soft inside of me until it finally slipped out. I felt a strange horse sense of disappointment that it was over. I wanted him to stay inside of me. I wanted this feel to live on forever.

frankfurter rolled off to the side of me, placed his hired hand on my butt and rubbed a little, then said,"That was amazing. You have a expectant petty butt."

I couldn't help but experience a sense of superbia as I replied,"yes it was"

hotdog then said,"we better go get in bed before we get caught"

He then kissed the top of my head and pulled my panties back up over my bum, then gave it a slight squeeze.

I got up and went to go to the bathroom. It felt like my peg were jello. My insides seemed vacant and hollow out and it was at that time that I noticed my panty were completely soaked with cum.

I went to Katie's room and grabbed a make clean duo and hid the cum soaked ones. My new pair of panties were snowy with a over-embellished flowered pattern.

I went to the bathroom and got cleaned up. I could not think how much cum wiener had shot inside of me.

I finished cleaning up and went to bed. The Clarence Day events running through my fountainhead. I could facilitate but feel a strange gumption of gratification and pride about how I was able to take his thing interior of me and attain him cum just like a girl.

The future morn, I woke up to the smell of Jennifer's cooking. I got up ; my butt was still a little swore reminding me that last night was not a dream. I walk into the kitchen and sit down at the table.

wienerwurst was already at the tabular array and smiled when I walked in.

"Good morning,"Jen said,"Did you sleep good ?"

"Yes,"I replied

"So, how's your little goat this morning ?"she asked

A smell of terror spread of wiener's and my face as Jennifer explained,

"I woke up because I herd a stochasticity last night and imagine my surprise when I look into the keep room and see wiener with his fingers in your butt."

"I can explain,"frankfurter tried to cut in but was immediately silenced by his mom.

She continued,"I was so fill with daze and rage that I was just about to come in there and tucker the hell out of you. Then I herd flatness's moans and stopped, and I got to say Matt, you looked so cunning with your panties pulled down rocking pushing your short hips up to meet his paw. It honestly reminded me of the first time Jim ( wienerwurst dad ) fucked me in the ass."

"What ”, I said shocked by what I had just herd. Jim put his thingy in your butt end too ?"

"Yes"she replied,"and it peter. I think after what you experienced last night your mature enough to say it. And based on what I saw, you loved it as very much as I did. All though Jim was not as gentle with me as Frank was with you.

We finished eating with very few watchword said. Then Jennifer looked at me and said,"you skilful hurry up and go get cook little missy, or you're going to be late for your game."

I went into the bathroom and started to undress when I realized, she had called me short missy.

Why would she address me that ? She knows I'm not a girl. Was she just teasing me ? I looked into the mirror and I did look kind of like a girl standing there in just a dyad of panties. I've always been short and cut and not just in the height category. The lack of a protuberance in my panties made me search even Thomas More feminine. Then I started wondering what I would look like without the

bulge. I reached into my panty and pushed my thing between my legs. Wow I really do tone like a girl now.

As all these thoughts were running through my head, then I here a whang on the lav threshold,"Your clothes still haven't been washed yet, so hers you a strip duad of panties. Now hurry up young lady,"Jennifer said as she closed the door.

Why was she teasing me I asked myself as I climbed out of the shower. I looked down at the panty Jennifer had brought in and they were pink with flannel polka dots.

With all the questions swirling around in my straits for some rationality putting these panties on made everything seem alright, like I was meant to wear them.

More to cum ! ! ! ! !
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