Stretch Me into a Slut

Story Info
At 19, I hooked up with a Sugar Daddy who stretched my pussy.
11.6k words
4.59
260.6k
369
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
Brittni4u
Brittni4u
5,143 Followers

On the day I had graduated from high school, I met Zane that next weekend. He was 26 years old and extremely hot with his dark hair, perfect teeth, and tone abs. He had moved from Minnesota to pursue acting and had even landed a couple of commercials. The problem with being so attractive is that he was a "player" in the dating world but at 19, I was infatuated with him and thought that we would be happy no matter what. I stood 5'6, weighed 120 pounds, was physically fit and had blonde hair with hazel eyes so I thought we made a great couple. I allowed him to take my virginity and just knew we would someday get married. My parents didn't like him and warned me that he would only break my heart.

At times he could be really sweet but there were also times he would be gone doing his thing, allowing me to wonder what he was up to. I had friends so I stayed occupied when we weren't together. Even though Zane was hot, he was not a big guy at 5'9 and had a relatively small penis at just under five inches. He was very insecure about it and I had to constantly remind him that it was fine and I didn't care about that. I had nothing to compare it to anyway because I hadn't been with anyone else.

Later in the fall, Zane was going to take his homecoming weekend and fly back to Minneapolis to meet up with his fraternity buddies from when he attended the University of Minnesota. He asked me to go and even though my father wasn't crazy about me going out there, he really didn't have much say so. I had always wanted to see the Mall of America and now had my chance.

"You have all your shit packed? I don't know why you have to bring so much. We are only going for the weekend," Zane said impatiently.

I just smiled, "You know me. We girls like to have all our things with us for options."

He responded, "We really aren't gonna be doing anything cause I'm gonna be with the guys. I don't know why you need all that for the mall."

That Thursday, we landed at the Saint Paul International Airport and instead of having us a hotel, we were staying with Zane's friend Dillon in Dillon's apartment. He had an extra bedroom that basically had a bed, a closet, and one plant sitting in the corner. It wasn't exactly a five star hotel but I knew I could handle anything for a few nights.

The first night, Zane went out drinking with the guys and because I was too young to get into the bars, I stayed back at the apartment, bored out of my mind. I played on social media while on my laptop most of the evening. I was horny and wanted to have sex but by 2 am he still hadn't returned, so I decided to masturbate.

I began searching though porn to see if anything struck me as erotic. Many times, I have to wait and stumble upon something to realize what I am in the mood for to get me off. I browsed through some big cocks, gangbangs, and girl on girl. When I happened upon this very attractive red headed teen about my age with a huge gaping pussy, I was mesmerized and immediately got wet. Usually, I like a good amateur porn movie but this was just a photo spread like you would see in a magazine and I couldn't take my eyes of her vagina.

I looked at her photos in a variety of poses and stared at that monster labia. My own pussy was smooth and extremely tight but I fantasized how this girl was a slut and had me eat her well-used crotch. I also fantasized about her taking huge objects and cocks inside it which made me twitch in orgasm. When my pussy convulsed, I stopped rubbing my clit and stuck two fingers inside myself as far as I could get them. While licking them clean and clicking to more pictures, I then had another orgasm when the next one showed her with a bottle stuck up her twat.

I began to search other huge pussies on the internet and couldn't get enough of them. There were huge objects, fisting, sagging lips, and creampied gaping slits and they all turned me on. I don't know why I hadn't noticed that large vaginas were so erotic to me in the past and I think the reasoning I loved them was that I believed the women were slutty or something. I found it all so hot and had several more orgasms. I even tried putting my own fist in myself but three fingers barely fit. When I was finished, I fell asleep and heard Zane stagger in well after 4 am. I was hoping he wanted to have sex me but only passed out as soon as his head hit the pillow.

The next day, I was up and ready to head to the mall around noon. Zane was hungover and wanted to stay in bed longer. I took an Uber over and got my shopping on. A couple pairs of Victoria Secret panties and bras that were on clearance was my first purchase of the day before browsing a couple more department stores. I couldn't spend too much too soon because my funds were limited. I stumbled upon the food court and wanted a cinnamon bun.

With my shopping bag sitting on the table, I sat down to eat my sweet dessert. Right next to me at the next table was a large older man dressed in jeans and a work shirt who looked like he was on his lunch break. I would later find out he was 55 years old, 6'2, weighed 280 pounds, was bald with nice eyes covered my large glasses. He smiled and I smiled back to be friendly.

He spoke, "First time here?"

I wasn't sure he was speaking to me before it hit me, "Huh? Oh...yes it is. I can't believe how big this place is. We have nice malls back in southern California but this is incredible."

He extended his hand, "Yes it is. I'm Ben by the way. I drive a cement truck and I'm here pouring the foundation for the wing under construction that you may have noticed coming in. Just grabbing some lunch. They are calling for rain so it I am calling it a day."

I extended my hand and shook his, "I'm Brittni. Nice to meet you. I'm here with my boyfriend."

Ben laughed, "Where is he? I would like to meet him."

I responded, "Well, he is back at his friend's apartment. When I said here, I meant here in Minneapolis. He was out late last night drinking with his buddies. I couldn't get him up."

He asked, "Why didn't you go with him?"

I answered, "I'm too young. I'm only 19 and can't get into the bars, plus, he wanted to just chill with his friends."

I was having a conversation with a complete stranger but I was among a mass of people so I deemed the situation harmless. He was a blue collar guy and had a sexy masculinity to him even though he was much older than me.

He added, "Please don't take this the wrong way, but your boyfriend must be crazy for not wanting to be around you all the time. You are gorgeous and if I were him, I would never want to be away from you."

I smiled, "Thank you. At least I get a chance to shop here and see the famous Mall of America."

He laughed, "True. So what did you get first?"

At first I felt a little uncomfortable telling him about the intimates I had bought but soon decided that I didn't care as I pulled out my thong panties and matching bras from the bag, "I got these. What do you think?"

"I think those are sexy and you have the perfect body for them. I bet your boyfriend will love you in those," suggested Ben.

I looked down and mumbled, "You would think so but I think Zane is more interested in drinking with his friends than noticing these on me this weekend."

He boldly responded, "You could let me see you in them. I won't tell him."

I was stunned by is brash comment. Was this older man hitting on me? I didn't say anything at first before playing it off with a giggle, "Yea right, with all these people around. Very funny."

"No I'm serious. We could go out to my truck or I have a better idea. There is a temporary break room trailer beside the work site. It has a small couch and a table and some chairs. We could lock the door and don't worry, with all the people around, you know I'm not a creep or anything," he offered.

If nothing, this guy was very courageous to ask me to do that but I politely declined. He should have been a salesman as he continued pitching me his ideas, "I will tell you what. I will take you around and buy you 500 dollars' worth of anything you want as long as you try it on for me. To ease your mind that I'm not some psycho, I will allow you to take a picture of my license and email it to yourself so you know I would never do anything against your wishes or I would be caught red handed."

His logic, my desire to purchase a pair of 400 dollar Jimmy Choo ankle boots that were on sale and my residual horniness from the night before as I would be exposing my exhibition side to a complete stranger played into my decision as I agreed, "Uh...Ok. I know where I want you to take me."

After snapping that pic of his license and sending it to myself for precaution, we walked to the store. I tried on and bought the boots. I also purchased two camisoles, two tops, and a denim skirt. The total price was about 540 dollars total but Ben didn't mind as he handed over his credit card. As we walked out, I was thinking that I had gotten this stuff and all I had to do was model my clothing for him was like "stealing."

I giggled, "You know what this makes you now?" Ben gave me a puzzled look as I continued, "This makes you my Sugar Daddy."

He gave a big laugh and agreed, "I guess so. It should be fun and I get to watch a beautiful young girl try on a few things for me. I consider it money well spent."

Ben carried my bags for me like a gentleman. We went outside and his forecast had been correct as it was already sprinkling. The workers had been sent home so it was just Ben and me as he unlocked the door and we stepped up into the trailer. He sat down on one of the folding chairs and I on the couch.

I was wearing a pair of black leggings, cute tennis shoes with ankle socks and my USC t-shirt when Ben commented, "I think your outfit you have on today is so cute. You look like a college coed."

I responded, "I am! I'm a freshman at USC but kinda skipped my Friday classes so I could come out here with Zane."

Ben winked, "Lucky me. I'm glad you are here and Zane is not. You want to take those clothes off and try on some of the things you bought now?"

I felt very weird about the whole situation but also in some strange way, turned on. When I stood up to disrobe, Ben interjected, "Stop! Stay just like that for a second. I loves seeing a girl's camel toe through her leggings and yours is so hot."

While looking down at my own crotch I giggled, "You like that huh?" I then pulled up on my tights causing the seam to part my lips even more when I asked, "How is that? Now you can really see it."

He gulped, "I think that might be the sexiest sight I have ever seen. Now take them off for me so I can see it through your panties."

I kicked off my shoes before peeling off my socks. As soon as my leggings were pushed down, Ben gulped again when he saw my Y shaped crotch covered with a black silk thong tightly snuggled up against my pussy. The back strand was riding inside my ass crack as I turned to allow him to see right before using my thumb to pull it out.

When the string snapped back into place, Ben leaned back in his chair, spread his legs and rubbed his bulge through his jeans, "Damn girl, you have such a hot ass. Do you work out?"

I loved the attention he was showing me as I responded, "Four days a week. There will be no freshman fifteen for me."

He politely asked, "Do you care if I take it out? You have got me so horny."

I actually found it to be dirty yet erotic so I didn't mind, "Go ahead. If you want to, it is fine with me."

He unzipped his jeans, situated his underwear off to the side and then brought his cock out through the opening. When it finally was exposed, it was my turn to gulp, "Wow! It is pretty big."

It stood proudly straight up in the air though the zipper at 7 ½ inches but what made it so big was the thickness. The girth was off the charts huge! It was veiny with a rigid head. His own hand would only fit about half way around it.

He chuckled, "Yeah, I suppose it is. Do you like it?"

I nodded to show my approval and removed my shirt. When I unhooked my bra and exposed my firm breasts to him, he slowly slid his hand up and down the length, never removing his eyes from my body. I bounced up and down so my 34c boobs would jiggle as I pinched my nipples. While Ben watched, he stroked his big meat a little faster. Seeing that tight skin on his shaft stretch made me so wet that my tight panties were sticking to my lips.

I just blurted out, "Do you want me to suck it?"

He took his hand away and allowed me to see his entire cock with a pearl of precum protruding from its hole before responding, "Sure baby girl. I would love to have you suck it."

While he remained sitting in the fold-up chair, I knelt down between his legs. He spread them wider to allow me better access. I was only wearing the thong and nothing else. With my knees now on the cheap cold linoleum, I gripped his stiff dong which made me appreciate the size all that much more. I was used to my boyfriend's small penis and now I had this swollen pole in front of me. I puckered my lips on the head and slurped up the oozing nectar. When I wrapped my mouth around the gristled helmet, I could barely fit it in. I was afraid my teeth might scrape.

Before I started, I allowed a large goop of saliva out of my mouth and it ran down all sides of his cock head like rain dripping off an umbrella. That allowed me to slather up the natural lubrication so I could stroke it while I sucked. Even though I could barely get half of it down my throat before gagging, I didn't allow that to deter my enthusiasm. I was excited to be sucking a different dick especially one that had such impressive girth.

As I sucked his dick, Ben straightened out his legs and moaned, "Oh fuck! That feels great. Most women have trouble sucking it."

I was jerking while my head bobbed up and down. I wanted this older man to cum in my mouth. I fantasized I was so slutty sucking this stranger and that fueled my lust. I was ready for his load when he tapped me on the head, "Would you mind if I put it in you? If you don't want me to, that is fine. I will do whatever you want."

I stopped sucking but left his dick in my mouth as I thought about it. It turned me on thinking about it in my smooth pussy but I also wanted to be careful because I wasn't on birth control. It was erotic to think about something so large in my pussy but it also terrified me because it was so tight. I had all these contradictions swirling around in my mind.

I pulled my mouth off his cock with my decision, "OK, but you have to wear a condom and you have to go really slow until I get used to it."

"Whatever you say baby," he excitedly responded.

I scooted back and Ben helped me to my feet. He lifted me up and carried me to the small couch. Gently sitting me down, he pulled my legs up and it was his turn to kneel. I was almost upside down and he dove his face into my panty covered crotch. I swallowed when his warm breath permeated through the silk and tingled my labia. His tongue pressed hard against all the right areas through my thong, including my clit. I was so wet! He munched his way through the silk for several minutes before yanking my panties off, leaving me naked with him holding my legs up in the air.

Ben stuck his tongue inside my folds and licked all around before pulling it out and mumbling, "Oh, Britt your pussy is so smooth and delicious. I love young pussy and yours is the best."

My eyes were glazed over as the pleasure was overwhelming me. I was getting closer to cumming when I grabbed the back of his smooth head and pressed it tighter between my legs. He would snake his tongue deep inside me before sucking on my clit. With a loud smack, he would stop and repeat his oral actions. Zane would rarely lick my pussy and when he did, he never did it long enough to make me orgasm. Ben was eating me out with such passion, I was getting close.

My vagina was tingling and with my eyes closed, it was my turn to moan, "Oh, yeah! Oh! Oh, yeah! It feels...it feels so good. You're gonna make me...make me...Oh! Yessssss! Ohhhhhhhh! Mmmmmmm! Mmmmmmm!"

My entire baby canal twitched around his warm tongue. His nose was pressed against my hooded button. I was in ecstasy! When he looked up, he smiled, "How was that?"

I was gasping but wanting more, "That was...was great! Do you have a condom?"

His dejected face shook back and forth, "I'm sorry I don't. We could always go back into the mall at one of the drug stores."

Then it hit me, "Hold on. I have some in my purse."

Ben let me up and I rummaged through my purse when I held up a package of three. Ben's hard cock was still like concrete sticking out of his zipper opening. He sat down while I tore the wrapping off and stooped down in front of him. I carefully checked the direction it should unroll before placing it on his cock's meaty head.

I was alarmed, "Uh oh! I don't think it is going to work."

Ben asked, "Are those regular size or magnum XLs?"

With a disappointed face, I cocked my head sarcastically, "Are you kidding me? A large condom would slide off Zane in one pump. Hold on. Maybe I can stretch it and get it on."

Using my fingers inside the latex, I tried to spread the opening like I was trying to stretch a balloon. I was able to get it on the mushroom head but it was so tight, it looked painful. When I tried to unroll it down the shaft, the side of the latex split. I couldn't believe that was even possible.

He huffed, "I'm sorry sweetie but regular ones just will not fit. I have tried many times. We can just do other things."

I was dejected but not defeated. I was now so horny, I wanted to feel it inside me. I craved to be stretched out by that thick hog. The rain was now pounding on the trailer and I was not going out in it to find a pharmacy plus I didn't want to ruin the mood. This was all new and I was in heat.

I couldn't believe what I was about to suggest but couldn't stop myself as I yanked the destroyed rubber off his cock, "Just put it in bareback but don't cum in me. Pull out and cum on my belly or my boobs."

Ben stood up to allow me to sit down as he agreed, "Whatever you say sweetie. You can lay down."

The couch was more like a loveseat so it had no length to it. I was able to get my short body on it as long as I laid my head on the arm rest. If I straightened my legs, my bare feet would hang over the other end. Ben was unbuckling his pants and pulled them down to his ankles but because of his boots, he just left them there. He did take his shirt off exposing his hairy chest. Even though he had a large belly, he looked very masculine and sexy with that big dick pressed up against it. My two worries were how it was going to fit inside me and how this large man was going to fit on this piece of furniture.

With one knee on the couch and one suspended in air, Ben held onto his cock like he was aiming a gun. Pressing the spongy head to my undersized slit while holding onto the back of the couch was a skillful feat. He pushed and it would not fit while I grimaced. Instead of forcing it, he slapped it against my lips and clit several times. My own juices were already running down my ass crack in anticipation.

He went in for a second try while putting one hand beside my head to hold himself up. He wasted no time pushing and his cock was stretching my inner walls as it slid inside me. I bit my lip and clawed his sides with my fingernails trying to endure the discomfort. He eventually reached his destination and I was stuffed full with his large balls rested on my ass. We were much too big for that tiny couch but Ben was able to maneuver himself on top of me without smashing my insides by planting his knees into the cushion and his bracing himself with both hands straddling my face. Even with his knees bent, his denim bound ankles were hanging over the opposite arm rest.

Brittni4u
Brittni4u
5,143 Followers