My awakening
This is the true narration of my first time with a boy and my first off clock time wearing womanhood's panties.
I was raised by my nan who was a real bourgeois woman who sheltered us a little to much.
One day while sitting in my way playing picture games my granny came in and said One of my capital uncles passed away. He lived in a unlike state so I never meet him, but since he was her brother she had to go help with funeral arrangements.
No I protested I will lack my ballock game. We were one plot away from going to the finals.
I already made placement for you to go stay with Jennifer and I will be back in a few days she explained.
Jennifer was her Friend from work. She has two tiddler wiener who is also my sure-enough brother best champion and Katie who lives with her dad since there divorce.
Since my brother was off at college it would be just me hotdog and Jennifer there. Even though hotdog and my brother never really advert out with me he was always nice so I didn't mind.
I quickly through a few think in a bag and we were off.
We arrived shortly after 7pm and Jenifer had just finished dinner. I sat my hooey in Katie's room where I would be staying since she wasn't there this weekend and went and ate.
After dinner party Frank and I were watching a rassling movie and like normal son we started wrestling.
During our wrestling equal I bumped the mesa and red Kool-Aid spilled all over me.
Jennifer sent me to the bathroom to get cleaned up and changed and that's when I notice the only thing I packed was my baseball game geared wheel. No underclothing no dormancy wearing apparel. I called for Jennifer and told her the issue.
I'll put your clothes in the washer and try to find something that will fit you she said.
Ok
I jump in the shower and wash off then get out while drying off Jennifer comes to the door. I wrap the towel around me then tell her to fare in.
I'm sorry Matt but the just matter I could find that might fit you is some of Katie's underwear that I bought and were too big for her.
What I can't were girl's underwear I protested.
Well you can't run around naked either so you'll just have to deal with it since you didn't ring anything to wear. She laid the panties and one of wienerwurst t shirts down on the sump and left the room.
So, there I was standing in my quondam sidekick's friend's house and basically being forced to have on miss's scanty.
rushing up I hear her shoot you need to get in bed.
I grab the panties and expression at them. They were Edward White with pink floral print and pink dance band. I slowly put them on and as I slid them up my leg I noticed how unlike they felt than my underwear. Once I had them on I was amazed at how great they felt. I started to get hard instantly. I looked at myself in the mirror and noticed how my stooge looked. The bikini cut pantie covered only about half my impudence and I couldn't help but opine how my target looks a lot like my footprint sisters. ( I had seen her in pantie numerous times growing up ). I put the shirt on which I was happy to get hold was way too big for me and went down almost to my knees.
I exit the lav to find Jennifer waiting.
hired hand me your apparel and I will sook them this night and put them in the airstream tomorrow then we will go by your sign and get you some clothes.
Do you want to watch a moving picture with us before bed she asked ?
Sure
We go into the living room and Frank Starts the movie. I laid down on the story facing the tv with my hands propping my head up. dog and Jennifer was on the coach behind me.
About halfway through the picture show Jennifer gets up and says I'm going to bed you boys don't stay up to late. Then she looks at me and says with a grin you may want to deplumate your shirt down your step-in are showing.
Oh shit I thought, I was so into the movie I forgot I was wearing panties.
I pulled my shirt down and went back to watching the flick.
I must have dosed off because I woke up when I felt something touching me.
When my heart opened, I saw Frank beside me. He had my shirt pulled up and was staring at by butt while gently rubbing it. He hadn't noticed that I was awake and his hand felt kind of good rubbing my butt so I just let him keep rubbing me.
Know at this full point in my lifetime I knew about sex but had never heard the condition gay or that men had sex with men. I was confused as to why hot dog was rubbing my butt. I figured it must be because my butt looks like a girl posterior in scanty. More confusing was why did I like it. I felt my thing getting concentrated as i enjoyed the belief of his hand gently rubbing across my butt cheeks and down my gap middle me slightly parted legs and back up.
As I felt his hand going back down my crack I lifted my butt joint up and go around my ramification a little more. This caused Frank to pause and he noticed that I was awake.
He quickly removed his hand saying sorry.
Why were you rubbing my butt ?
I couldn't assistance it he explained. Your ass look so cute in these pantie that I just had to know feel it, and your can felt so honorable I couldn't stop.
Please don't Tell he pleaded.
I won't tell in fact it kind of felt good.
Do you want me to do it some more he asked ?
I shook my head teacher yes and he placed his hired hand back on my butt.
Not being worried with waking me he rubbed a little harder. I spread my wooden leg and lifted my butt up a little and his hired man went down middle my legs and under narrate his finger's breadth were on my thingy.
It felt so good I let out a gentle moan. Encouraged by my phone he rubbed it a little then moved back to my behind. I found myself starting to shake my hip up and down as he continued rubbing me. As I did I felt his hand going under the leg lot of my panties. I didn't want this honest feel to stop so I just allowed him to. Then he started rubbing my butt under my step-in then down to my bare thingy then back up only this time as he was bringing his hired man back up his fingers went into my crack and he started rubbing my butt hole.
What are you doing ?
Shh just relax we don't want to wake mom he said.
I lay my head back down as he continues to flip-flop between rubbing my little hole to rubbing my thingy. I was really starting to enjoy his fingerbreadth rubbing my butt when he removed his handwriting.
cerebration he was done I was feeling a little disappoint then I heard what sounded like him spiting then he placed his script back in my pantie. I felt something warm and wet on my hole as he resumed rubbing. I quickly realized it was his spit. Eww I didn't need his spit on my but before I could protest I noticed how much adept it felt. I relax and lift my butt up a little more really starting to enjoy his digit rubbing my hole. I started to let out Thomas More voiced groan. Then I felt his finger part to enter my hollow a short. I felt eldritch but didn't hurt so I didn't protest.
He continued probing my hole with the tip of his finger for a while then he pulled his bridge player back out of my pantie and asked me if he could pull my step-in off.
Not sure why I just shrugged my shoulders.
He grabbed the hem of my panties and slowly pulled them down. Then he placed both hands on my butt spreading my impudence apart and bent down and started licking my butt muddle.
I gasped as I realized what he was doing and was surprised by how great it felt.
He continued tonging my hole for a few minutes stopping only to ask if I liked it.
Yes I replied.
Then I felt him tongue on my hollow then started rubbing it again with his finger's breadth. Only this clip as he was probing my hole he started to push his finger's breadth farther into my butt.
Owh that hurts.
Just unlax he replied. I promise it will palpate good just push out like your trying to poop while I push in.
I did as instructed, and I felt his finger's breadth sliding in deeper. It still hurt but pushing out helped a lot. As his finger got all the way inside he said ok just loosen know.
He reached under my hip joint with his former mitt and started to rub my thingy with his finger still in my hind end. After a few minutes the pain went away and it was starting to find good. I started to affect my hips up and down both humping his hired man and causing his finger to move around in my butt.
Liking my movements, he started to pull his fingerbreadth out then push it back in. He would also jiggle his finger around which really felt salutary.
Moaning dock worker, he had to cue me to keep it down so we don't wake his mom.
Sorry I said it just feels so good.
After a while he started to bear on a second digit in my butt. The pain returned. But remembering his instructions and how majuscule one finger felt I just relaxed and allowed the second to enter.
It wasn't long before his fingers were moving freely in my target and the impression was incredible.
He removed his hand from my thingy and pulled his boxers down. I was surprised by how much big he was than me. ( Though he wasn't huge maybe six and a one-half in ). But I thought it was. Up to this detail the only hard matter I had seen was mine though I had seen my crony soft a twosome of times.
He started to rub his thing. As he did he started moving his digit in and out of my but really fast.
Oww god I cried that smell good.
He stops and pulls his finger's breadth out and leans over and askes can I put my dick in your butt.
What ? Why would you require to do that ?
He said because it would make him feel as good as he was making me find.
Nervously I agreed.
He moved behind me and spit on my can again and also some on his thingy. Then he placed the tip at the ingress and started to push in.
Oww oww halt it hurts.
He apologized and started to just rub his thing up and down my fling.
I don't know why but having his affair rubbing in between my impertinence felt so much amend than his hand.
He then lined the tip back up with my kettle of fish. This time slowly pushing in then backing off.
As he did I was determined to let his thing go in me so he could feel as good as me. I arched my butt up, reached back with my hands to spread my confirmation apart and pushed out. I felt his thing slowly starting to slid in. It hurt so bad I was starting to cry.
Do you want me to stop ?
No keep going.
He continued to push in and then I felt him pass through something I later learned was the anal ring and his thing started to go in easier but still with hurting. Then I felt the hairs around his thing touching my butt and knew he was almost fully in. And then his hips were firmly against my butt.
Wow your tooshie is so squiffy it feels amazing. He said as he stays fully inside me. Let me know when you're ready for me to get going moving.
As my derriere starts to get used to his size of it I till him its ok just be prosperous.
He slowly pulls back and pushes in. The tactual sensation of his thing sliding in and out and how full-of-the-moon my but felt was causing me to start to moan again even though it still hurt a little.
After a few arcminute the botheration was gone and he started to go faster. I could hear his hips slapping against my butt with each thrust. I arched my but up more to try and take him abstruse and who it felt so good as I felt his tip going in so deep.
The feeling of his thing sliding in and out of my butt was Sir Thomas More than I could remove as I started to moan and shack then my consistence got blotto and with a load moan I came. As I was coming down from the most unbelievable feeling ever I felt his tense up he pushed in as unvoiced as he could then I felt his thing moving on its own as he pumped his germ into me. The spirit of his cum going inside me was amazing as dig after injection went into me.
Then he sort of laid on top of me not putting all his weightiness on me but keeping his hips firmly against my butt. After a few instant, I could experience his thing getting smaller and then slid out of my butt. He rolled over and said WOW that was incredible. You have such a expectant little but.
Herring his words and seeing how happy he was made me sense special. I smiled and said that was the most astonish matter I have ever felt.
We better get cleaned up and get in bed he said.
I agreed and pulled up my panty and went to the toilet to clean up. I couldn't believe how a good deal he came inside me. Our how sore my butt kettle of fish was.
After cleaning up I went to Katie's room and drifted off to sleep.
I woke up the next morning to the olfactory property of Jennifer's cooking.
I got up and went into the kitchen.
Frank was already at the table and smiled when he seen me.
Good dawning, she said. Did you sleep good ?
Yah I replied.
How's your picayune butt this good morning ?
What I asked.
She explained I heard you two last night and when I got up to see what you were doing. Imagine my surprise when I saw weenie with his finger in your butt.
As Frank and I lowered our heads in shame she continued, I was going to push forward in and pose the nether region out of him but then I heard you starting to moan.
I can explain hot dog cut in but was immediately hushed.
As I watched I thought you looked so cunning with your scanty pulled down and lifting your can and moaning up while he fingered you that I decided to just watch.
You watched us ?
Yep I sure did she said. As my head sunk down in pity. And it looks like you like taking it up the but as a lot as I do.
WHAT ? You do that to.
Yep frank dad use to stick by it in my butt all the prison term. Though he wasn't near as gentle with me as hotdog was with you.
Now hurry up and eat. We don't have prison term to go by your house to get clothes and yours are still in the washing so you will have to wear panties under your baseball outfit. I will Drop you off then run and get you some clothes she said.
Sir Thomas More to come…… .