My First Time

Story Info
An older dominant man dominates and takes me.
1.3k words
4.05
172.8k
9
Share this Story

Font Size

Default Font Size

Font Spacing

Default Font Spacing

Font Face

Default Font Face

Reading Theme

Default Theme (White)
You need to Log In or Sign Up to have your customization saved in your Literotica profile.
PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

Walt and Ellen lived in the other half of the duplex across from my granny and me. The two halves shared a laundry room and bath room.

I slept late that morning and when I woke up thinking I was alone in the duplex. I wanted to dress up so I explored the shared laundry area and found some of Ellen's clothes that fit me well. I pulled on a pair of pantyhose that went great with a white pleated miniskirt and silk blouse. I admired the look in the full length mirror in the bathroom. The silk felt so good against my skin as I moved my fingers lightly over my chest and pinched my nipples. I leaned against the door frame looking at myself in the mirror as I moved my right hand down to my crotch. I rubbed my stiffening dick through the material of the skirt. The feel of my legs rubbing together in pantyhose was so sexy it was almost unbearable.

After several enjoyable minutes, I was just about to explode when I realized that there was someone outside the door just behind me. It was Walt and he had been watching me through the open door.

I tried to close the open bathroom door, but he quickly put his foot in the opening and pulled the door open.

"You aren't going to cut the show off that easily."

Walt stared at me as I trembled in front of him, then he said

"It's time to get one thing straight."

"What's that?" I asked, fearful of what might happen next.

"From now on, you dress for me, and do what I say. You belong to me now, you are my personal slave, understood?"

"Yes sir, I belong to you." I sheepishly replied.

With that settled he took hold of my right wrist and led me into his apartment, through the kitchen and into the master bedroom. He stopped at the closet and opened the door.

"Stand here." he ordered sternly.

He stepped into the walk in closet for a moment then reappeared with a bag in one hand and a pair of high heeled shoes in the other.

"Sit on the bed and put these on." he said.

I complied without hesitation. The shoes were white open toe pumps with an ankle strap. I wasn't sure how they would fit but the seemed to be about the right size, maybe just a bit to big.

As I fastened the strap on the second shoe I was getting , very aroused. Walt was very pleased to see that I could walk in the heels reasonably well. I was a little shaky because the heels were at least an inch and a half higher than any of Mom's heels I had worn before.

After having me walk up and down the room for him several times he called me over and had me turn around. Taking hold of my wrists, he pulled my hands behind me and quickly fastened handcuffs on me. While still behind me, he reached around holding a rubber penis gag attached to a leather collar. It was about 4 inches long and almost made me gag when it hit the back of my mouth. I took a few minutes but I learned that as long as I calmly breathed through my nose it would be ok.

Walt came back into the room with a stepstool, and climbing up onto it he fastened a rope to a hook in the ceiling. A hook on the end of the rope hung just about eye level to me and I couldn't imagine what it was for. It didn't take long to find out though, as he pulled me forward under the rope and lifted my cuffed hands to the hook, forcing me to bend forward at the waist.

It was quite uncomfortable with my arms lifted sharply behind me, but I was about to be introduced to an entirely new level of discomfort.

Walt was behind me for what seemed like several minutes, when I felt his hand on the back of my knee. He slid his hand between my knees from the back and told me to spread my feet. I obeyed his instruction and placed my feet about 6 inches apart.

"More!" he ordered and I complied. He was satisfied when I had spread my fee about 18 inches.

Still behind me he slid his right hand up the inside of my left leg to my crotch. I was very aroused and he commented that I had to be enjoying what he was doing. He was certainly right about my enjoying it because as soon as his hand touched my crotch I shot my load inside the pantyhose.

He was not amused and sternly told me that as a slave I was only allowed to an orgasm when I asked for and received permission and that since I had not done so I would be punished.

I felt the cool air on my ass as the skirt was lifted over my waist and the pantyhose were pulled down onto my thighs. I wasn't expecting it when the riding crop smacked my left cheek so I jerked violently causing a sharp pain in my shoulders in addition to the pain inflicted by the crop. I had barely regained my balance when a second blow landed, this time on the other cheek. Though equally painful, this blow didn't catch me off guard as the other had so I did a better job of keeping my balance. Still, I shrieked in pain only to have my cries muffled by the gag that filled my throat.

When he finally tired of spanking me, Walt took a tube from the nightstand and squeezed a bit of the contents into his hand. Then he reached behind me, spread my ass cheeks and began to apply the creamy gel to my ass. As he worked his middle finger into my puckering hole I felt a wave of arousal sweeping over me again and I was scared to death that I might cum again without permission. He soon stopped fingering me however after he had loosened my ass enough fit the head of his cock in me. He fucked me slowly at first with each stroke being a little deeper. Soon he was shoving it all in my ass, pulling me back to him. I was getting weaker with every thrust and pretty soon almost all my weight was on my arms. It seemed that he was driving deeper every time. I don't know how long it was before I felt him getting faster and faster and then felt him shoot his load into my ass.

When he was finished fucking me he walked silently into the bathroom and left me hanging limp from the ceiling hook, with his cum slowly running out of my ass and down my legs.

When he returned I was surprised to feel him spread my ass cheeks again. This time he wasn't fucking me though. Instead he forced a large butt plug into me and fastened it in place with a leather strap between my legs..

"Every time you move tonight you will feel that plug, and when you feel the plug you will remember how humiliated you felt to be raped." he said. "You should get used to that feeling because you will be humiliated quite a bit from here on."

With that he unhooked my handcuffs from the ceiling hook and allowed me to stand erect. Doing so made me feel the full effect of the butt plug.

Walt had me strip for him before letting me leave. I walked back to he other side of the duplex naked except for the leather harness holding in the butt plug. I would not be allowed to remove it. Instead I was to wear it until the following morning when Walt would remove it. It was a long uncomfortable night.

Please rate this story
The author would appreciate your feedback.
  • COMMENTS
Anonymous
Our Comments Policy is available in the Lit FAQ
Post as:
Anonymous
12 Comments
AnonymousAnonymousover 6 years ago
good story

the first time I suck a man cock was a few days ago I was in my car when he came over and ask if he can come in and sit I said yes sir we got talking about thing he ask if I had a smoke I give him one when my hand touch his he said your hand are soft like a girl I said yes we had are smoke then he look at me and toke my hand yes your hand really soft then he put it on his lad and hold there soon I felt his hard cock his other hand was now undoing his zipper my hand touch his cock then he put his hand on my lap and pull down my zipper I was in pink panties he said was this I there panties he ask if I wear them all the time yes sir I like the feel they have on me are you a sissy I said I do not know why then he pull my pants down what lovey panties you have on he made me hot I still had his cock in my hand I look at him that when he said come close I going to kiss you he did I kiss him back as I did he rub my ass thought my panties then he stop kissing I bend over so he could feel my ass up more but when I did my lips was at his hard cock I was about to suck my first cock I lick my lips open up I put his cock in my mouth and suck it was warm and hard soon i got it all in right down to his balls then he grab my nipples and pinch them I stop and said you like my ass sir yes and your tits I stop and pull my shirt up you have lovey tits he told me follow him to his place I did as told once there inside he toke me to his room and lay me on the bed were he remove my clothes but left the panties on then he went to a drawer and pull out a bra he help put it on me then he remove his clothes the next thing I knew I was kissing him again he went down and lick my tits thought the bra he came back and kiss me again soon my panties were off he lift my legs I going to make you feel good I said yes he push his hard cock in my ass hole it hurt a bit soon he was all the way in my ass I just cry out I want you to come inside of me he told me yes girly after that night and many more nights I was at his place always dress in some girly thing

AnonymousAnonymousalmost 8 years ago
nice story

my first time was with a older man I was fooling around and just put panties and bra on for fun when the man next door walk in the house he always just walk in to play in the afternoon just before his wife come home when he saw me in a bra panties he said now what have we here I told him look I just was fooling around I go and take them off he why you do look cute and its just me here I told fine lets play crib then I got the cards when I walk by him he slap my ass that my girl and hurry up or I give you a spanking I turn and told well if you think you can he grab me and had me on hiss lap he hit my ass with his hand it hurt he did this five time now is my girl going to do as told or she going to get spank again I told him yes sir I do what I am told as he lift me off his lap I saw his fly down and when I got standing up his cock was out he told me look girly you got my cock hard come here and kneel and pull it out I did as told when I did my face was at his big hard cock he ask if I ever suck a man cock I lie and told him no sir well this going to be your first man cock girl he got up and now his cock was at my lips he put his cock up to my lips and I open my mouth he shove it in and I start to suck his cock yes that my girly bitch I knew you were a cock sucker as I suck him off we heard the door open and in walk his wife what the hell going on here he told her just look dear I found are knew bitch well after that day I came as there girly bitch and he made me his girly bitch even his wife has me with her dido cock and yes I always dress as a girl

AnonymousAnonymousalmost 8 years ago
Wish someone would use and abuse me

You can reach me at fabguys.com Damian or dominatetoobey

AnonymousAnonymousover 8 years ago
Wow...

Amazing... I'd like it if you continued this story. (MAY HAVE SPELLED SOME STUFF WRONG

)

Show More
Share this Story

Similar Stories

I Asked for Humiliation A story of feminization, strap on, humiliation and more.in Transgender & Crossdressers
Humiliated Sissy Husband A wimp of a husband is forced to be a sissy by his wife.in Transgender & Crossdressers
Open Vikki forces her new cuckold slave boy to suck cock.in NonConsent/Reluctance
A Sissy's New Daddy Billie is forced to be a sub-sissy.in Transgender & Crossdressers
His Sissy Bitch Ch. 01 A man's employer uses him for more than an employee.in Transgender & Crossdressers
More Stories