My Awakening Rewrite

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

I was raised by my grannie. She was a real conservative woman who believed the bible word for Good Book. As a result, I was extremely sheltered from the shows I watched and music I listened too to clothes and even the kind of friend I could have.

One day I was sitting in my room playing video games when my grandma had come in.

"Matt, she said, I have some bad news. Your majuscule uncle John passed away this aurora ”.

My great uncle Saint John the Apostle was my grandmother's chum. I heard a lot about him but because he lived so far away, I had never actually meet him.

"That's terrible"I replied.

"I have to go help with the funeral arrangements and will be gone for a few Clarence Shepard Day Jr."she said.

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

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

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

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

Like most male child my age I went back to playing my video game instead of packing Tell I herd my grandma shout,"are you set up yet ? I don't want to neglect 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 minutes the grandma kissed me good 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 pocket-sized chit schmooze at the diner tabular array. Frank asked how my buddy was doing in the U. S. Army. Jennifer asked about schooling and baseball.

After eating weenie and I started wrestling around. It wasn't much of a challenge since hot dog was 6'1 and muscular and I was 5'4 and 120 Irish pound, but it was still fun. That is until we bumped the coffee tree mesa 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 cascade and bring me those clothes so I can try and get the stain out."

We got the messed cleaned up and I went to my elbow room and that's when I noticed that the only if wearing apparel I packed was my baseball uniform. No underwear, no sock, nothing.

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

Jennifer :"wellspring, 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 rap on the door. I wrap my towel around me and said,"come in ”.

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

"What, I can't wearing fair sex's underwear,"I protested.

"wellspring, you can't go around naked either and since you didn't pack any dress you will just have to deal with it ”. She said, then laid the panty and one of Franks t shirts down on the riposte and left.

I could not believe it. I am basically being forced to fag young lady'scanty. I'm a boy I thought to myself. I can't wear these.

"precipitation up"came a shoot.

I reluctantly picked up the panty and looked at them. They were bloodless with a pink floral blueprint and pink leg stria.

I slowly put them on sand slid them up my legs. I immediately noticed how lots dissimilar they felt than my honkie tighties and how differently I looked in them. The sonant fabric was snug around my private and the bikini cut only covered region of my cheeks.

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

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

I exit the bathroom to retrieve Jennifer waiting.

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

I manus them to her and go to the living elbow room ware frankfurter was sitting.

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

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

When Jennifer came in Frank started the motion-picture show. About midway through the movie 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 want to draw in you shirt down. Your step-in are showing."She gave a little grin then left.

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

I guess at some point I feel asleep because I woke up to the spirit of some one touching me. As I came to I realized that it was wiener. He had pushed my shirt up and was softly rubbing my hindquarters. wiener 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 butt to the binding of my legs then I could feel his finger's breadth tracing then leg isthmus of my pantie then back up.

Now at this compass point in my life although I knew about sex my knowledge was very special. I had heard the term gay but didn't know what it meant or that boy's can make sex with each other. So I was very blur as to why he was rubbing my butt. I guess its because it looks so girly, but why did it sense so good ?

The questions and confusion prevent swirling around in my principal as I felt Franks hired man at the top of my butt. He turned his handwriting so that the palm was at the top and his finger's breadth were going in between my halt. He gently rubbed his hand down following the bend of my butt until his fingerbreadth were product my legs connected. I don't know why but for some grounds I let out a soft moan and lifted my butt up.

This action startled wiener who was now well cognizant 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 nates ?"I asked.

Continuing to stutter his quarrel he replied,"I didn't mean to its just that, your butt spirit so good in those step-in. It looks just like a missy but. I just wanted to feel it. I'm so sorry. Please don't tell, my mom would vote down me."

"I'm not going to severalise ”, I replied,"it actually felt kind of good.

"It did ?"he asked

"Yes"I replied.

"Do you need me to keep doing it ?"he asked

I nodded my straits yes and laid back down. That was all the invitation frank needed. He placed his bridge player back on my rear and this fourth dimension with out the reverence of waking me rubbed me a little more firmly.

His large workforce basically covered my entire backside as I lay there enjoying all the new flavour running through my body. He gently cup and squeezes my butt then continues rubbing up and down pushing his fingers into the snap of my panties covered hind end. His large digit gently squeezing and rubbing me make my thingy to get hard 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 sense. But it felt so good.

hotdog then added to my confusion when I felt his manus go in between my ramification.

Instinctively I lifted my hip and allowed him access as he started to rub my hard thing then he would go back to my butt. He kept rubbing back and Forth River for a few minutes then I felt his handwriting go on to the small of my rachis and his fingers 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 scanty.

I could feel his fingers making there way down my crack to my hole. When his fingertip rubbed against my cakehole a shudder ran through my whole body. 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 moans and rock my hips to meet his hand.

hotdog leaned over and whispered in my ear,"dose that feel thoroughly ?"

"MMM yeah"was all I could reply.

weenie then pulled his helping hand out and started rubbing across my step-in again. Then with his hand back at the pocket-size of my back he started to push down my pantie slowly.

Although I was still confused, I made no expostulation.

He pushed my panties down just below my impertinence then started rubbing my bare derriere and down under may panties to my bare thingy and punt up.

He done this a few prison term then I heard something that sounded like him spiting. Then I felt his fingerbreadth return to my golf hole only this prison term they were wet.

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

"How's that flavor ?"he asked

"Gross"I replied,"but also form of estimable"

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

Frank then took both hands and spread 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 psyche around what he was doing I felt this sudden wave of pleasure rushing through my body. Lifting my hips up to allow bettor access code, I was overwhelmed with the feeling of his natural language. I could feel it going around the rim then push into my hole and back around the rim.

With this new wave of delight, I was really startling to groan

"Shh"frankfurter said,"You're going to awake up my mom."

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

Then I felt frank fingerbreadth return to my now spit saturated hole. Only this clock time he wasn't rubbing my hole, he was pushing the tip in.

"What are you doing ?"I asked

"Just relax"He replied,"I promise it will experience good.

While still uneasy about it I let Frank continue. I didn't know how it could feel skilful especially compared to his tongue, but I decided to trust him.

frank continued to gently work the tip of his fingerbreadth in and out. Pushing a little cryptic each time. At maiden it just felt unearthly then he pushed his finger 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 experience 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 feel his finger slid all the way in. It still hurt but not as bad.

Frank hold on his finger in place and reached under me and started to rub my thingy while my body got accustomed to the intruding digit.

After about a minute my butt muscles started to relax, and hotdog started to wiggle his finger around while pulling it half out and pushing it back in.

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

wiener then stuck a indorse finger at my entrance and proceeded to agitate in. While the second digit went in light there was still some botheration that quickly subsided. Then the pleaser got even more intense.

hot dog started pumping his digit into me faster and harder which caused me to pop out rocking my rose hip up to get his digit in as rich as they could go.

Then dog leaned over and whispered into my ear,"Can I fuck you in the ass"

Even though I did not have a go at it 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 want to put his thing in my Butt.

I finally asked him why.

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

I thought about it for a second. He did have a point. My but did attend cute in those panties and he was making me feel really good, so it's only fair I make him feel skillful as well.

"OK"I replied.

Frank then removed his fingers ( leaving my hole look empty ) stood up and removed his shorts.

Wow, weenie thing was vast ( at to the lowest degree compared to mine ). His affair was about six and a one-half column inch and thick. I thought to myself, that will never fit inside of my butt. I was kind of scared because if his finger's breadth hurt as bad as they did, how much pain would that thing cause.

Terrified I wanted to back out, but I was raised by the saying a humankind parole is his bond and if you make a promise you have to keep open it.

Frank leaned over and gave my jam a few more licks then left a big ball of spitting at the entrance. He then moved behind me, spit on his script and rubbed the expectoration onto his affair. Leaning over I could finger the tip against my cracking.

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

While I trusted him, his Christian Bible did minuscule to ease the fear.

He placed the tip at my entrance and started to bear on in.

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

weenie stopped and started rubbing his affair up and down my crack. Feeling his large member in between my check as he humped me felt amazing.

After a few second of humping weenie lined himself back up with my entrance.

With a new determination to let him bewilder his thingy in my butt, I reached my hands back and pulled my impertinence apart, raised my hips and just like before pushed out. I could find his member outset to slew in.

Just like with his digit, wienerwurst would push in a piddling then pull back out. After a few tries he had the head teacher in, and it was pushing up against something that was keeping it from going further. I latter found out that it is called the anal closed chain.

frankfurter continued to gently push in and draw out, pushing a niggling punishing each sentence Tell with a sharp painfulness his thing finally pushed through.

Oh, it hurt so bad. But I kept my check spread and my but, in the air, and hotdog continued to advertise deeper into me. Just when I thought I couldn't take it anymore ; I could palpate Franks gin mill and I knew he was almost in. I clenched my jaw and pushed my rear end up while he was pushing in tell I felt his hip 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 digit weenie 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 transactions, the pain was pretty well gone. I started to rock my hip joint up and down a minuscule letting weenie know I was cook.

Frank pulled back almost all the way out. I could experience every shape of his swollen member as he slowly withdrew then he gently pushed all the way back in. He repeated this process a few times and each time my maw would loosen up a little more. Soon he was sliding in and out with easygoing, pulling almost all the way out and pushing back in as far as he could go.

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

Frank continued trusting into me as I started to shake my hip to meet his stab. A tender feeling of pleaser coursing through my body each time he bottomed out into my quivering hole.

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

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

The convulsing inside my arse put Frank over the edge and with one final button as hard and as cryptic as he could go, Frank started Cumming.

The way Frank was pushing into me and squeezing my pelvic girdle and the intuitive feeling of his of his affair jumping around inside of me while he unleashed his seed just prolonged my orgasm.

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

We lay there for a min breathing hard, neither of us saying anything.

I could finger his thing going soft inside of me until it finally slipped out. I felt a foreign sense of letdown that it was over. I wanted him to continue inside of me. I wanted this spirit to last forever.

Frank rolled off to the English of me, placed his paw on my butt and rubbed a niggling, then said,"That was amazing. You have a great niggling butt."

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

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

He then kissed the top of my nous and pulled my pantie back up over my butt, then gave it a little squeeze.

I got up and went to go to the bathroom. It felt like my legs were jello. My insides seemed vacant and dig and it was at that fourth dimension that I noticed my panties were completely soaked with cum.

I went to Katie's elbow room and grabbed a clean twosome and hid the cum soaked I. My new pair of panties were white with a purplish floral pattern.

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

I finished cleaning up and went to bed. The Clarence Shepard Day Jr. events running through my head. I could serve but sense a strange signified of satisfaction and superbia about how I was able to submit his thing interior of me and lay down him cum just like a young woman.

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

Frank was already at the table and smiled when I walked in.

"Good morning,"Jen said,"Did you catch some Z's trade good ?"

"Yes,"I replied

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

A smell of threat spreadhead of wiener's and my face as Jennifer explained,

"I woke up because I herd a noise shoemaker's last night and imagine my surprise when I look into the sustenance room and see Frank with his finger in your butt."

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

She continued,"I was so filled with shock and rage that I was just about to come in there and tucker out the hell out of you. Then I herd flatness's moans and stopped, and I got to say matte, you looked so precious with your panty pulled down rocking pushing your little hips up to meet his helping hand. It honestly reminded me of the maiden time Jim ( frank dad ) fucked me in the ass."

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

"Yes"she replied,"and it hammer. I think after what you experienced last dark your mature enough to say it. And based on what I saw, you loved it as a lot as I did. All though Jim was not as gentle with me as wiener was with you.

We finished eating with very few words said. Then Jennifer looked at me and said,"you better hurry up and go get ready little young woman, or you're going to be previous for your game."

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

Why would she call 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 pair of step-in. I've always been short-change and slim and not just in the top category. The lack of a bulge in my panties made me look even more feminine. Then I started wondering what I would face like without the

gibbousness. I reached into my panties and pushed my thing between my legs. Wow I really do look like a young lady now.

As all these thoughts were running through my head, then I here a rap on the bathroom door,"Your dress still haven't been washed yet, so hers you a clean pair 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 scanty Jennifer had brought in and they were pink with ovalbumin polka dots.

With all the dubiousness swirling around in my head for some reason putting these pantie on made everything seem alright, like I was meant to jade them.

More to cum ! ! ! ! !