My awakening
This is the confessedly story of my first time with a boy and my first time wearing women's panties.
I was raised by my grandmother who was a actual button-down woman who sheltered us a short to much.
One day while sitting in my room playing video recording plot my grandma came in and said One of my great uncles passed away. He lived in a dissimilar state so I never meet him, but since he was her brother she had to go aid with funeral arrangements.
No I protested I will miss my ball game. We were one game away from going to the finals.
I already made system for you to go check with Jennifer and I will be back in a few twenty-four hour period she explained.
Jennifer was her Friend from employment. She has two kids Frank who is also my Old sidekick best friend and Katie who lives with her dad since there divorce.
Since my buddy was off at college it would be just me Frank and Jennifer there. Even though Frank and my brother never really hung 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 frank and I were watching a wrestling moving picture and like formula boys we started wrestling.
During our wrestling compeer I bumped the table 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 gear wheel. No underwear no dormancy clothes. I called for Jennifer and told her the issue.
I'll put your apparel in the washer and try to find something that will fit you she said.
Ok
I jump in the exhibitor and lave off then get out while drying off Jennifer comes to the door. I wrap the towel around me then tell her to follow in.
I'm bad Matt but the only when matter I could ascertain that might fit you is some of Katie's underwear that I bought and were too big for her.
What I can't were little girl's underclothing I protested.
Well you can't run around naked either so you'll just have to deal with it since you didn't inner circle anything to wear. She laid the panties and one of Franks t shirts down on the sink and left the room.
So, there I was standing in my older brother's acquaintance's house and basically being forced to wear female child's panties.
Hurry up I hear her shoot you need to get in bed.
I grab the panties and look at them. They were Theodore Harold White with rap floral print and tap bands. I slowly put them on and as I slid them up my legs I noticed how different they felt than my underwear. Once I had them on I was amazed at how bang-up they felt. I started to get hard instantly. I looked at myself in the mirror and noticed how my butt looked. The Bikini cut panties covered only about half my cheek and I couldn't assistant but think how my behind looks a lot like my stride baby. ( I had seen her in panty numerous multiplication growing up ). I put the shirt on which I was happy to find was way too big for me and went down almost to my knees.
I exit the bathroom to come up Jennifer waiting.
Hand me your clothes and I will sook them this night and put them in the wash tomorrow then we will go by your menage and get you some clothes.
Do you want to watch a movie with us before bed she asked ?
Sure
We go into the bread and butter room and weenie Starts the moving picture. I laid down on the story facing the tv with my mitt propping my promontory up. Frank and Jennifer was on the coach behind me.
About halfway through the movie Jennifer gets up and says I'm going to bed you boy don't stay up to late. Then she looks at me and says with a grin you may desire to pull your shirt down your step-in are showing.
Oh bull 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 movie.
I must stimulate dosed off because I woke up when I felt something touching me.
When my oculus 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 just rubbing my butt so I just let him go along rubbing me.
Know at this point in my life-time I knew about sex but had never heard the term gay or that men had sex with men. I was confused as to why Frank was rubbing my tooshie. I figured it must be because my butt looks like a girl target in panties. More confusing was why did I like it. I felt my thing getting intemperately as i enjoyed the look of his mitt gently rubbing across my tush face and down my crack in-between me slightly parted legs and gage up.
As I felt his hired man going back down my whirl I lifted my butt up and distribute my legs a little more. This caused hotdog to pause and he noticed that I was awake.
He quickly removed his hand saying sorry.
Why were you rubbing my stooge ?
I couldn't assist it he explained. Your hind end flavor so cunning in these scanty that I just had to know feel it, and your butt felt so sound I couldn't stopover.
Please don't Tell he pleaded.
I won't Tell in fact it kind of felt thoroughly.
Do you want me to do it some more he asked ?
I shook my head yes and he placed his paw back on my butt.
Not being worried with waking me he rubbed a little harder. I spread my legs and lifted my seat up a little and his hand went down in-between my ramification and under tell his finger's breadth were on my thingy.
It felt so adept I let out a soft groan. Encouraged by my sound he rubbed it a niggling then moved back to my seat. I found myself starting to shake my rose hip up and down as he continued rubbing me. As I did I felt his hand going under the leg band of my step-in. I didn't want this thoroughly feeling 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 sentence as he was bringing his manus back up his digit went into my crack and he started rubbing my butt hole.
What are you doing ?
Shh just relax we don't want to awake mom he said.
I lay my fountainhead back down as he continues to tack between rubbing my little hole to rubbing my thingy. I was really starting to savour his fingers rubbing my rear end when he removed his hand.
mentation he was done I was feeling a little thwarted then I heard what sounded like him spiting then he placed his hand back in my panties. I felt something warm and wet on my kettle of fish as he resumed rubbing. I quickly realized it was his spit. Eww I didn't want his spit on my but before I could protest I noticed how much better it felt. I relax and elevate my butt up a little more really starting to love his fingers rubbing my jam. I started to let out Sir Thomas More soft groan. Then I felt his finger initiate to figure my fix a little. 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 piece then he pulled his deal back out of my panty and asked me if he could pull my step-in off.
Not certain 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 rump spreading my cheeks apart and bent down and started licking my laughingstock hollow.
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 hour stopping only to ask if I liked it.
Yes I replied.
Then I felt him spitting on my hole then started rubbing it again with his fingers. Only this time as he was probing my maw he started to advertise his finger farther into my butt.
Owh that hurts.
Just relax he replied. I promise it will feel commodity just push out like your trying to poop while I push in.
I did as instructed, and I felt his finger sliding in deeper. It still hurt but pushing out helped a lot. As his fingerbreadth got all the way inside he said ok just unlax know.
He reached under my pelvis with his early hand and started to rub my thingy with his finger still in my hindquarters. After a few minutes the pain went away and it was starting to experience good. I started to move my coxa up and down both humping his manus and causing his finger to make a motion around in my butt.
Liking my motion, he started to pull up his finger out then push it back in. He would also jiggle his finger around which really felt good.
Moaning lumper, he had to remind me to restrain it down so we don't wake up his mom.
Sorry I said it just feels so good.
After a while he started to fight a bit finger's breadth in my nates. The infliction returned. But remembering his instructions and how with child one finger felt I just relaxed and allowed the second to enter.
It wasn't long before his fingers were moving freely in my tail end and the feeling was incredible.
He removed his hand from my thingy and pulled his pugilist down. I was surprised by how much heavy he was than me. ( Though he wasn't huge maybe six and a half inch ). But I thought it was. Up to this percentage point the only hard thing I had seen was mine though I had seen my brothers soft a couple of times.
He started to rub his thing. As he did he started moving his fingers in and out of my but really fast.
Oww god I cried that feels good.
He stops and pulls his fingers out and leans over and askes can I put my gumshoe in your butt.
What ? Why would you desire to do that ?
He said because it would make him feel as good as he was making me feel.
Nervously I agreed.
He moved behind me and spit on my butt again and also some on his thingy. Then he placed the tip at the entree and started to force in.
Oww oww stop it hurts.
He apologized and started to just rub his thing up and down my crack.
I don't know why but having his thing rubbing in between my cheek felt so much better than his hand.
He then lined the tip back up with my trap. This metre slowly pushing in then backing off.
As he did I was determined to let his affair go in me so he could sense as good as me. I arched my stooge up, reached back with my handwriting to spread my substantiation apart and pushed out. I felt his matter slowly starting to slide in. It hurt so bad I was starting to cry.
Do you want me to halt ?
No keep going.
He continued to crowd in and then I felt him pass through something I later learned was the anal ring and his matter started to go in easier but still with painfulness. Then I felt the hairs around his matter touching my derriere and knew he was almost fully in. And then his rosehip were firmly against my butt.
Wow your butt is so plastered it feels amazing. He said as he stays fully inside me. Let me know when you're gear up for me to start moving.
As my tail starts to get used to his sizing I till him its ok just be easy.
He slowly pulls back and pushes in. The smell of his matter sliding in and out and how broad my but felt was causing me to start to moan again even though it still hurt a little.
After a few minutes the pain was gone and he started to go faster. I could get wind his pelvic girdle slapping against my butt with each thrust. I arched my but up more to try and contract him deeper and who it felt so trade good as I felt his tip going in so deep.
The feeling of his thing sliding in and out of my bum was more than I could consume as I started to groan and domiciliate then my body got cockeyed and with a load groan I came. As I was coming down from the most incredible feeling ever I felt his tense up he pushed in as hard as he could then I felt his thing moving on its own as he pumped his seed into me. The feeling of his cum going inside me was amazing as shot after snap went into me.
Then he form of laid on top of me not putting all his weight on me but keeping his hips firmly against my coffin nail. After a few consequence, I could feel his thing getting smaller and then slid out of my butt. He rolled over and said WOW that was incredible. You have such a bully little but.
Herring his Holy Writ and seeing how glad he was made me sense especial. I smiled and said that was the most amazing matter I have ever felt.
We better get cleaned up and get in bed he said.
I agreed and pulled up my panties and went to the can to cleanse up. I couldn't believe how practically he came inside me. Our how sore my butt hole was.
After cleaning up I went to Katie's room and drifted off to sleep.
I woke up the following morning to the feeling of Jennifer's cooking.
I got up and went into the kitchen.
hot dog was already at the table and smiled when he seen me.
Good morning, she said. Did you slumber good ?
Yah I replied.
How's your slight cigarette this dawning ?
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 Frank with his fingerbreadth in your butt.
As Frank and I lowered our point in ignominy she continued, I was going to push forward in and beat the perdition out of him but then I heard you starting to moan.
I can explain Frank cut in but was immediately hushed.
As I watched I thought you looked so cute with your pantie pulled down and lifting your butt and moaning up while he fingered you that I decided to just watch.
You watched us ?
Yep I sure did she said. As my header sunk down in ignominy. And it looks like you like taking it up the but as lots as I do.
WHAT ? You do that to.
Yep hot dog dad use to stick it in my rear end all the prison term. Though he wasn't near as gentle with me as Frank was with you.
Now hurry up and eat. We don't have time to go by your house to get clothes and yours are still in the wash so you will have to wear panties under your baseball game kit. I will Drop you off then run and get you some clothes she said.
Thomas More to come…… .