The Bachelor Party

Disclaimer from the author:

Every character in this story is eighteen years or older, and they are all fictional characters, any resemblance to persons living, or dead, is merely coincidental, and the events of this story are entirely fictional.

An old friend of mine was getting married and I got invited to his bachelor party, a bachelor party, well to be completely honest it was going to be a fuck fest, how did I know? Well, you would have thought the same if you were a part of that group chat, but I was not interested in that, at least not anymore, i guess it changed after my 38th birthday last month when only a few close family members showed up to wish me.

A few close family members include my parents and my three sisters, two of them are divorced and living with our parents, Gabbie the middle one is happily married, which inspires me even though Heather and I have been dating for almost 8 years now, she still thinks she is not ready and I am ok with that.

Gabbie and I are like best friends, ever since she turned 18, she always felt insecure around my other two sisters and always thought they were prettier, I guess that is also why Gabbie formed a stronger bond with me, I sense it more and more now because Gabbie is always noticing their slim, toned bodies, and expensive clothes with envy, because of my bond with her I can see what no one else does.

Gabbie is short, with long black thick hair, soft wheatish skin, plump lips, hazel eyes, and wide shoulders, she always wears loose clothes to cover her round body, I think it mostly is to cover her belly but it hides the shape and form of her breast though you can still tell they are big, just like her ass and thighs, and she mostly wears sneakers to hide her small feet, now her feet are very different they are wide tiny arch, smooth soft wrinkly soles, and her toes are all of the same length, the big toe is wide, something that would immediately catch your eye, something you can look at for a while, the toes are close not a lot of space between them, very tight, the nails are always clipped and clean she never paints her toes.

Anyway back to the bachelor party, I haven't been hanging out with those guys and I was not sure but my girlfriend was busy that weekend. Also, she had been nagging me for spending so much time around the house watching movies and playing video games that I decided to go.

We were in the living room, watching tv Heather was sitting on the couch with me, rubbing her night lotions on her silky smooth legs, when I told her about the party and that the guys were getting hookers.

"Should I be worried?" Heather asked, laughing.

"Maybe," I said, looking into her eyes with a smirk.

She held my hand and took me to our bedroom, she sat me on the edge of the bed and stood in front of me, and started dancing slowly looking into my eyes I looked back, taking my shirt off, and she started stripping, took her shirt off, then her bra, very slowly, her big boobs jumped out, she took off her shorts, and had no panties on, she turned away and shook her ass in my face, moving her sexy hourglass body, teasing me, she turned back and got on her knees, unbuttoned my pants and pulled them off, she kissed my cock over the boxers then pulled out my big fat already hard cock.

"This is mine," Heather said, with a hungry look in her green eyes staring at my cock.

"Oh yeah?" I asked as I ran my fingers through her silky blond hair.

She licked the tip and her tongue ran up and down my shaft making it harder, I watched her licking the precums, then she started sucking on it hard that made me moan louder I grabbed her hair with both my hands, taking control, fucking her mouth she sat there, enjoying it looking into my eyes then she pulled away.

"Fuck me with this huge cock of yours," Heather said getting up.

Her big beautiful soft boobs were in my face, I kissed them, and she pulled away again.

"Put this in me now," Heather ordered me, grabbing my cock.

I got up and pushed her onto the bed, her boobs bounced as she landed on the bed, I spread her legs wide and slid my cock deep into her wet pussy, we moaned as I started giving it to her.

"Harder," Heather was yelling as she grabbed her legs by the ankles and pulled them backward.

I went in deeper, harder looking into her eyes.

"Fuck my ass baby," Heather moaned softly.

Now this doesn't happen very often, though I love fucking her ass, she does not usually let me, she says, "My cock is too big for that," well as much as I love the compliment I hate the fact that I can not put it in her beautiful tight little asshole but that was my lucky day because my girlfriend was a little jealous, anyways I quickly grabbed her feet and bent her legs more towards her head, aligning her asshole with my cock I looked in her eyes, she looked back licking her lips, I spat in her asshole and pushed the tip of my big fat cock in

"Be gentle baby," Heather said with her eyes half closed and lips puckered.

I went in deeper and gently pushed it inside her tight asshole, her eyes went wider, but she moaned very softly, her right hand's fingers were parting her meaty pussy lips as her left hand's middle finger was rubbing her clit

"Cum in my ass baby," Heather moaned, "Harder baby, I am going to cum."

I went harder watching thick cream oozing out of her meaty pussy made me go faster, as she came moaning louder I filled her asshole up and stayed in there, giving her every last drop of it, she pushed me out and sat up looking at my wet cock, then she gently grabbed it and licked my cock clean.

"Don't even think about fucking some cheap hooker," Heather smiled as she licked her lips with her tongue after kissing the tip of my cock.

We smiled at each other and after cleaning up we went to bed. The next morning I woke up and I had 50 unread messages in the bachelor's party's chat group, I ignored the messages and went downstairs to look for my beautiful girlfriend, I saw my breakfast on the table, a note next to my plate saying " Had to leave early for work babe, I am going to my mom's after work tonight, see you on Sunday, you have fun at the party but not too much fun lol, love you xoxo." I smiled and ate breakfast, then dressed and left for work.

It was a slow day at work, as Fridays usually are, so I texted one of my friends asking him about the location of the party he sent me the address on my phone, which was not far from my place, I finished work and left for home a little early, feeling a little excitement that I was not up till now and I had no idea why, I went home and started getting ready for the party, I shaved, took a shower put on a black suit and nice black shoes and it was almost time, I got in my car and followed the location, I got there and it was a huge white mansion. "Wow, they were not kidding about it."

I gave the car keys to the valet as I got out in front of the entrance door, the big wooden door that was already open, as I entered the door there was a big hall, the lights were dim and the guys were dancing with a few gorgeous girls to club music that was destroying the whole vibe of the mansion, on the right side there was a bar, after saying "Hi" to the guys and saying "No thanks" to a beautiful girl who walked up and offered a blow job, I went and sat at the bar and ordered a drink,

"Whisky on the rocks," I said to the barkeep, as I regretted declining a generous offer from a busty blonde.

"I am not here for the pussy, I have a girlfriend," I was talking to myself, having this debate inside my head.

The barkeep handed me my drink, I took a sip.

"At least the whisky is good." I appreciated the barkeep.

"There are other good things here too." Barkeep smiled and pointed toward the right.

I looked and this girl was standing there in the corner talking on the phone, back towards the bar, short, stocky, big round ass, wearing a black backless, halterneck mini body con dress with super thin spaghetti straps that crossed over at the back, clearly a size smaller, she sounded upset and as she lifted one arm to fix her thick black hair that was tied up in a bun, her dress hiked up and revealed the roundness of her bottoms more, she was either wearing a thong or no panties at all but I could not tell from that distance, her voice sounded familiar, as she got a little louder before hanging up, pulling the dress down, the barkeep topped my drink and made another.

"Looks like she can use a drink", Barkeep said, sliding the drink toward me.

I grabbed the drinks in my hands and walked up to her, as I got closer and got a closer view of that ass, I noticed the cheeks had a thin string between them.

"Hi," I said smiling.

She turned and my eyes went straight to her big boobs barely covered by her plunging V neckline, instead of her face, and before I could say anything about her voice being familiar I heard my name in a weird squeaky voice that made me snap out of it.

As I looked at her face, my heart was already beating fast, stopped for a microsecond, my hands went cold, and my body felt numb, it was my sister, my best friend Gabbie.

"It can not be," the voice I heard in my head as she looked down and started walking away.

I put the glasses on the bar and started following her.

"Gabbie stop please!" I said not very loud because I did not want anyone to find out, hell I did not even know what was happening.

"Maybe she is here with a friend, or maybe she knows one of my friends," I was talking to myself again. "But the way she is dressed, oh god I was looking at her body, oh no."

I followed my sister upstairs and tried not to look at her ass, the dress was hiked up higher than before, the thong was barely covering her meaty pussy, and the lower part of her pussy lips was hugging the string, her round ass was shaking more, she was trying to walk as fast as she could in her black barely there strappy heels, she quickly went inside one of the rooms and locked the door.

"Gabbie open the door." I knocked feeling ashamed, worried, shocked, and turned on, all at once.

"What are you doing here?" I asked, keeping my voice down.

"What is this?" I said a little louder. "We need to talk open this door."

"I can't Jason, I am so ashamed," Gabbie said in a soft broken voice.

I could tell she was crying but trying to hide it.

"Open this goddamn door or I'll break it," I said more worried than angry.

She opened the door, pulled me in, and locked it again.

"What the fuck Gabbie?" I asked in a shaky voice as I looked at her.

Her makeup was ruined, but tears rolling down her face made her skin shine more, washing away the cheap makeup she did not need. She had her arms crossed over her chest to hide her big boobs in a revealing dress. She sat on the bed, I looked at her again trying to find words to ask appropriate questions,

"What are you doing here?" I asked nervously. "You are married, you have kids Gabbie, oh god."

"You think I like doing this? A 36-year-old woman wearing this dress." Gabbie said with bitterness in her voice and hands pointing towards her boobs, looking away.

I knew why she was looking away, I knew how wrong it was, still, I could not help myself but stare at her boobs. It was the first time, I had laid my eyes on my sister's breast, intending to touch them and she felt it.

Gabbie continued, "Sucking strangers' cocks, getting fucked without love."

I took my jacket off and offered it to her, she pushed it away.

"I am here for work, I need to pay my bills by Monday," Gabbie wiped her tears.

"Mark doesn't make enough and I don't owe you any explanations," Gabbie said getting up, pulling her dress down, and going to the restroom.

I sat on the bed feeling the saddest I had in my life, she came out, face all cleaned she grabbed her purse and pulled out her makeup, started doing it in front of the mirror with her back towards me, dress was hiked up even higher than before as she was using both her hands, her big round ass was barely covered and it wiggled every time she went to grab something from the purse, I was not staring but I was unable to stop myself from looking.

"I am not young like the other girls," She said as she put on red lipstick, pouting. "I don't know how long I can do this before I stop getting these invites."

"Why didn't you ask me for the money?" I looked at her in the mirror.

"Or mom and dad?" I asked in a sad voice that I was unable to control. "Why do you even do this?"

She stopped, "How could I? Marrying Mark was my decision," Gabbie turned to face me, "Running away with Mark was my decision too."

Her ass wiggled harder when she turned back to doing her makeup.

"But now you can ask me, just tell me how much you need and I'll give you but just please go home," I said faking a smile.

She kept doing her makeup.

"Gabbie I'm talking to you," I said, in a frustrated tone.

She finished doing her makeup, put her things back in her purse, fixed her dress pulled it down, and turned to face me again,

"You know what Jason, I don't owe anyone anything," Gabbie said, looking into my eyes.

"I do what I can to provide for my family and I will do it till I can," A little sadness appeared in her voice.

"You saw the other girls, right?" Gabbie said with a little jealousy in her voice.

"I don't look like them anymore I am fat now, a lot older too," She continued with more bitterness in her voice that faded into a fake smile. "I am lucky, perv like your friends still invite me, plus these events pay good money."

She grabbed her purse and walked towards the door.

"Hey, at least don't do it while I'm here," I said looking down and feeling sorry.

"Well you can leave, like I said I need money," Gabbie smiled, looking away.

I pulled out my wallet and asked her, "How much?"

She giggled, "Here I get, 500 for a blow job, 1000 to put in, 2500 and I'll be with you all night."

"I didn't mean like that, I mean how much do you need for the bills?" I said still not looking at her.

"I'll earn it." She said with a little frustration in her voice.

She unlocked the door and left, I sat on the bed for a while, trying not to think about Gabbie's body, the harder I tried the more I thought about her thick curvy milf body, her thick legs, her feet in strappy heels, those wide toes must be hurting,

"Damn it, I need a drink," I said to myself and went downstairs.