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It all started as what I thought was just going to be an average Friday. I woke up at 8 am to get dressed and pack up my bag before my morning writing class at school. My name is Joseph and I am a 20 year old English major at my hometowns university. I would have still been living with my dad and stepmom if I could, but I moved into my current place since they moved to the next state over when my dad retired over the summer. The rent there wasn’t too bad and it was only a ten minute drive to campus, so I didn’t mind too much.

I got up, showered, pulled my clothes on, and was just headed to the front door when I heard a prominent ding from my phone. It didn’t seem out of the ordinary then, but that message had more significance than I every could have imagined at the time.

I pulled my phone out of my pocket and looked at the message that lit up its screen. It was from Denise, a friend of my stepmom and the mother of one of my long time best friends. I had known Denise for the majority of my life at that point and had spent more days and nights staying at her house while hanging out with her son then I could count. That’s also not even counting the many times I had seen her visiting our old house to talk with my mom. She was probably in her mid 40’s with a round face, shoulder length, wavy black hair, and a fairly pail complexion. I can’t deny that I had considered the nature of her figure in the past. She wasn’t quite at the point of chubby, but she had the body of a woman who had had multiple kids with medium sized breasts and wide hips that resulted in a noticeably thick butt. I looked at the message that she had sent.

“Are you still available to stop by the party this evening? If you can, the other girls and I would love to see you and we can definitely make it worth your while! ;).

-Denise”

The party that she was referring to was a monthly tradition that had been going on since a couple years back. Denise would host jewelry parties every month for other moms and housewives from her neighborhood to sell pieces that she would make to help offset some of her families finances. Every once in a while, the subject of the party would shift away from jewelry and she would try to sell other products like cooking appliances or beauty products that I assume she would get from wholesale companies in some sort of pyramid schemes that targeted middle aged women. A couple times in the past, she had asked for my mom and I’s help setting up tables or unboxing the stuff she was trying to sell, so I just assumed that she had some heavy boxes she needed moved or something when she asked me for help a week back.

I texted her that I could definitely stop by and I quickly got a response back.

“Great! Your the first person that I thought of for this special job! See you at 6:30.”

With that, I shoved my phone back in my pocket and headed to school. My classes that day were pretty uneventful with nothing out of the ordinary coming up. When I was done there, I looked at the clock and saw I had a couple of hours before I needed to head over to Denise’s place. I grabbed some food at the cafeteria and decided to head back to my apartment to relax for a bit.

When I got there, I sat down at my desk and opened Instagram to kill some time. While scrolling through, I saw a picture that one of my friends from school had posted from a trip to the beach she had taken over summer. She was sitting on the beach wearing a bikini that fit her and showed off her form perfectly. The way the wet suit clung to her body and showed off a generous amount of side-boob grabbed my attention. I quickly glanced at the clock and decided I would have time to jerk off if I stayed focused and made it quick.

I opened up my favorite site and quickly found a video that would do the trick with a busty older women with red hair bent over getting fucked by a younger guy (I have always had a thing for milfs). I started going about my task, watching her big tits swing and her ass bounce and react as the guy bang her from behind. With a brief pause in his rhythm, the guy pulled out and switched his dick up quickly shifting his focus to her asshole for anal.

“Amazing!” I thought.

As this happened I reached into my drawer and pulled out a butt plug and some lube that I had picked up recently as I wanted to start to try experimenting with myself.

It was a small metal plug with a black jewel on its base, just something to start out with, but I had found that I kind of enjoyed using it in the last couple weeks. I rubbed a generous amount of the lube on its bulb and preceded to lower it down to my butt. I couldn’t help letting out a quite moan as a pushed towards myself, letting it stretch me out before sliding into its resting place as I started stroking myself again. Just as I was starting to feel like I might be getting close to finishing, my text tone went off. Denise had sent a message saying she was ready to go and that I should head over. With a sigh, I begrudgingly stopped stroking, removed my plug with a satisfying pop, pulled up my pants, and locked abidinpaşa escort up to drive over to her house.

At the end of the drive, I pulled up to the curb near Denise’s house and got out of my car. Despite me getting there before the party was supposed to begin, there were already four cars lined up in front of the house.

“That’s weird, there shouldn’t be anyone else here yet if everything isn’t set up” I thought to myself.

I climbed the front steps and gave a doorbell a ring and after a few moment the door opened on to the familiar face of my friends mom. Denise greeted me with a friendly hello and her arms outstretched for a hug. She was wearing a semi-loose fit button up shirt that was just open enough to get a peek at the beginning of her cleavage and a pair of blue jeans. Her breast were squeezed up against me as she went in for a tight embrace.

“Come on in!” she said as we walked through her front door and into the entryway. “Tonight’s party is to try out some different new products, which is why we needed your help!” she explained.

“Ah, cool! It’s no problem at all. I’m happy to help!” I said as we entered her living room/kitchen area.

I stopped as I was met with a confusing sight. Standing in front of me waiting was 4 other women who appeared to be the guests of the party and apparently had gotten there fairly early. I recognized each one as women i knew from the school where I had become friends with Denise’s son. Along with Denise there was Norma, Mary, Judy, and Wendy.

Let me give you an idea of the women that a saw standing waiting for me. First in line standing next to Denise was Norma, who I had also known the longest out of everyone along with my friends mom. She was a small Filipina woman who had a sons both a single year older and younger than me back in school. She was probably about 5′ 3″ and and very slim with black hair that went a little past her shoulders. As long as I had known her she had been the very kind, outgoing mom who was always taking lots of pictures of her sons. I also knew that she was a very traditional Filipina catholic with a strong devotion to her religion.

Next to her was the taller blond woman named Mary and mid-height ebony woman Judy. I didn’t know either of them quite as well since their kids were not as close in age with me compared to the others. Mary was a complete bombshell of a woman big natural tits and Judy had a perfect body with medium sized breasts and thick juicy hips.

Last in line was Wendy, who I knew the least out of everyone in the group. She had broader shoulders and was the tallest of the group by a little bit, but still had a very feminine frame. Her hair was cut into a short bob cut that framed her thick, black glasses. She didn’t have any kids that I knew of, but was married to one of my past teachers. Because of this, I would see here around the school every once in a while and at different events the other housewives would host.

“Oh, hi! I didn’t think everyone would be here already.” I explained to the women all looking at me with smiles on their faces, “I’m sorry if I am late for set up.

My confusion was growing with every moment while all the women seemed antsy with excitement for some reason.

“It’s alright honey, we are all just ecstatic that you here to help us out!” mused Judy as a few of the women approached and greeted me.

I looked around the room and saw that there were already several tables set up around the room with small, long boxes stacked in piles.

I got a glimpse of different sized cylindrical objects spread in front of the boxes as I started to ask “Is everything already set up for the night? I thought I was supposed to…”

Before I could finish my question three of the women firmly grabbed me while Norma place a large bar stool in front of me.

“Now you don’t need to fight us Joey, we are all going to have a lot of fun tonight, especially you.” said Judy.

They pushed me down so my stomach was pressed onto the seat of the bar stool and wrapped rope around my wrists and ankles tying me down. I could barely get out any form of protest before Wendy walked up and shoved a ball gag into my mouth and secured it around the back of my head, forcing my jaws almost completely open. Within an instant, they had me completely restrained with no way to protest aside from muffled chokes. The moms all disrobed revealing different tight leather outfits and lingerie.

Denise turned and grabbed a couple items off the table and turned around explaining “You see Joey, I’m selling a new highly requested products tonight, but we needed someone to help with demoing them for the girls, which is where you come in” she said the a sly smile.

She held up her hands showing off the items she grabbed, a highly detailed, flesh colored, anatomical dildo and large silicon butt plug.

“Like I said, we are going to make this worth your while” she said coyly while winking at me and handing off the butt plug to Norma.

“Come on, everyone find a toy that they aktepe escort would like to test out, we can talk prices at the end of the night” she explained leading the others back to the tables.

“Let’s get you nice and loosened up” purred Norma as she approached, generously slathering the plug with lube.

She strutted behind me out of my view and I tensed up as I felt her rub lube on my sphincter with her fingers. I tried to protest and wriggle to loosen my bindings any amount I could, but they had everything too tight and secured. I had to think fast or I was about to have my ass penetrated by five older women that I had previously known as sweet, friendly moms. I felt Norma begin to press a bit harder, trying to penetrate by newly lubed asshole with her index finger.

This must have made me clench my backside with Norma responding by saying “This is going to be a lot easier on you if you try to relax and have some fun.”

She pushed harder once again, sliding her finger deep into my ass and adding another after a few slides in and out. I squirmed with the feeling violation as she removed her fingers and pressed the smooth point of the plug up against my entrance. This butt plug was larger than mine and made of a rubber material that I had never experienced before in the shape of a tapered tear drop.

The tip began making its way inside of me when as Norma taunted, “I can tell you’ve already loosened yourself up a bit for us, it’s not going to take much for you to show us what a little anal slut you already are, is it?”

The combination of the dirty, degrading words and her familiar, previously kind voice sent a shiver down my spine. This moment of weakness must have distracted me enough to relax my ass for just an instant, and that wad all she needed. As the plug began to slip a bit further into my bowls, Norma responded with a firm push that sent the plug deep into me, stretching my asshole further than I had ever dared go myself. With the plug slamming against my prostate in combination with the slight relief I felt as the tapering of the plug allowed my hole a small amount of aid from its stretching. I couldn’t help but let out a lustful moan.

“There’s that little slut I knew you are hiding.” Norma chuckled as she walked to join the others at the tables, “It’s going to be a fun night.”

After that, it seemed like I was waiting for an eternity. It was hard to focus on anything other than the butt plug stretching me out to what felt like its limit (I would soon learn that it could take much more), leaving me with a dull but intense aching around the circumference of by asshole. The thoughts I could muster conjured ideas of what might be about to happen to me, which I mostly dreaded, but a small part of me was excited for for some reason. As I said, these were all women that I knew by at least some capacity, and I would be lying if I said I hadn’t thought of some of them while jerking off in the past. It was like anticipating a nightmare that was also a dark fantasy of being ravaged by the moms of my past friends and my teachers wife.

As time went on, their giggling, lewd comments, and conversations started to die down as the women picked out their strap-ons of choice from the dozens pilled on the tables and huddled together staring at me from just out of my eyesight. I could feel their nervous and lust-filled eyes tracing my body and focusing on the exposed base of the plug and my cock that was starting to get a bit hard imagining what they would do to me. I imagine the nervous anticipation was something they were feeling as well, as there were a couple moments of dead silence as they watched me wriggle to try to find a position where my stretched asshole might find a bit of relief, only causing the plug to move and rub against my insides.

The silence was finally broken by Wendy, who stepped forward saying “well, I guess someone needs to get things started.”

The spot she moved into allowed my first full glimpse of any of them since they disrobed after tying me down. She was wearing a skintight, brownish red leather leotard with lots of buckles and fishnet stockings, along with harness holding a slim, completely smooth, blue strap on.

She must have seen me eyeing her and the new toy standing tall between her sexy long legs, saying “Looks like he likes what he sees, girls.” as she approached my vulnerable backside.

I felt her tug on the plug hanging out of my ass with a firm pressure, until it was released from my assholes tight grip, letting me feel the extent to which it now sat empty and unoccupied.

I felt her push the blue plastic shaft into my ass, which offered close to no resistance to its slim form in its now stretch state. Wendy gently pushed forward, moving deeper and deeper inside of me, as my tender hole twitched around her shaft until I felt her hips pressed firmly against me. After resting there a moment, she slowly started pumping in and out of me, taking her time as she progressively increased her speed until the slapping of her body against akyurt escort my meaty ass-cheeks settled at a natural and comfortable rhythm.

The others seemed to become more comfortable after Wendy broken the tension of the situation, as the started to talk dirty, generally converse, and cheer her on from the side lines. “Go Wendy!,” “Teach his ass who’s boss!,” and “get him warned up for the rest if us!” I heard from the audience.

“Come on” I heard Wendy whisper between whoops from the crowd as I felt her tighten her focus and slightly increased the speed of her thrusting. Just as I started to settle in and maybe enjoy getting pegged a little bit, Wendy began breathing heavy and finished off with a couple deep hard strokes, resting the strap on deep in my ass.

“Finally,” I heard Norma say as she approached me from behind, staying out of my view.

As Wendy walked back with the rest of the group congratulating her and asking questions about the process of pegging me and the toy she selected, Norma announced “Get ready Joseph, it’s time to show you what it’s really like to be bred!”

As she rested her dildo between my cheeks, I could tell it was thicker than the one Wendy had used, and felt more like it had an almost diamond shaped tip. Suddenly, Norma slammed her rubber cock into my ass with a huge amount of speed and power for the little woman’s size. Within an instant, she was pounding me with all of her might at a fast pace. She must have been standing up on the balls of her feet for her waist to reach the level of the opening of my butt.

“Yeah, fuck your little sissy hole you little slut!” she yelled at me with a frightening level of aggression.

Her dildo was thick enough that my hole was being stretched once again as it slammed into me over and over. I could feel a larger, round base rhythmically slap against my ass as each time she reached her full thrust. I couldn’t help but let out loud moans that were stifled by the ball locked within my jaws, which she responded to dripping with a terrifying lust.

“Ooh, you like it when I pound you virgin boy pussy, don’t you! I bet you wish this was a real meaty cock filling you up.”

My sounds of protest only seemed to get her more excited.

“I bet your just aching to take this whole thing aren’t you,” Norma said, “well here it is!”

She grabbed the back of my hair, pulling back while thrusting at her full might, grunting with each motion. Her toy plunged in until I felt the round base pushing against me, and to my surprise and horror, I felt my asshole being opened further and encompass a round mass at the far end of the rod. My eyes widened as I realized the type of dildo that was being used on me. Norma must have chosen some sort of fetish dildo molded after some type of beast cock and the mass that was now slipping in and out of me was its knot. I felt myself start to feel faint as the toy pushed and pulled my sphincter, and the other women muttered and cheered being both shocked and impressed with the little church wives animosity.

By the time she was done with me I was feeling broken and almost numb to everything happening, only slightly flinching as she pulled her toys knot out of my raw hole and slapped my ass as a symbol of domination.

“I’m definitely taking this one home,” she said cradling the dripping strap secured to her crotch.

I sat there questioning how I got into this position. Not too long ago, I was sitting in class listening to a lecture and now I was being sexually violated and dominated by women who I have know since I was young. My ass sat open and aching from the plowing it had been taking, when I felt a gentle hand touch the small of my back.

“Oh honey,” I heard Mary’s soft voice say, “this has been very intense for you, hasn’t it?”

She ran her fingers up and down, tracing my back from behind me. Her hands moved up my back and rested on my shoulders.

“I bet you want this out of your mouth, don’t you?” she whispered in my ear as she toyed with the strap of the gag.

All I could respond with was a muffled “mmmmm hmmm.”

She wrestled with the hinge releasing the large ball from my mouth, letting me stretch my, now very soar, jaw. This was the first point where I felt like I could actually catch my breath. She caressed my body and slowly kissed my back moving further down me. This was driving me crazy, making me maybe harder than I have ever been and somewhat distracting me from how I has just been violated.

“You know Joey, we have all been looking forward to today so much.” She said “Would it be alright if we kept going? Do you want me to fuck you too?”

Before I even had time to think about it, I heard my own voice softly let out “y-yes.”

With that, she pushed forward and I once again felt myself being filled with a toy. The toys that each of the women were using must have been deliberately getting larger as they proceeded, as every one resulted in a tight fit in my asshole despite being stretched with each round of pounding. Mary’s actions felt different however, being more tender and caring. I found myself getting actually turned on this time, maintaining by erection as she rocked back and forth, systematically applying pressure to my prostate over and over. I was moaning with every plunge Mary made into me, leaking precum onto the floor between my spread legs.

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