Milf Mom Manor

If you read my first MILF Mom Manor story you will remember that I left the story in the hands of my followers to help me with my dilemma. I would strongly suggest reading MILF Mom Manor to get the backstory for what took place before you find out what happens next.

I wanted to complete MMM2 as quickly as possible and I got a pretty good feel for the direction my followers wanted me to take from their comments.

However, before moving forward, here is what happened before that lead me to the moment of my dilemma.

My 19 year old buddies and I had been staying at a villa resort in Cabo for 5 days with our 50 plus year old mothers. The resort was very similar to the resort used in the popular reality show called MILF Manor.

At all of our mother's request we were helping them revive their swinging lifestyle that they once enjoyed with our father's who for various reasons were no longer part of their lives.

My 3 buddies and I had spent the 4 previous nights fucking each other's moms at their request. This was the fifth and last night of our swinging vacation.

The moms had made it clear from the beginning of our swinging relationship that nothing was off limits with our sexual interactions except for one thing. They told us,

"Boys, we want you to enjoy having sex with us and keeping us sexually satisfied, however under no circumstances are we giving you permission to have sex with your own mother. That would be taboo and unacceptable."

Well, it might have been clear and unacceptable in their minds, however we felt otherwise. Of course we did not tell them that. We were getting the best pussy of our lives and we were not going to do anything to ruin it.

However, we lied through our teeth. We fully intended for fuck our own mothers very hard, very deep, and with a nasty edge. We decided to trick them and we had a brilliant plan called Surprise Night.

We set them up. They were all getting royally fucked by their sons on Surpirse Night. They just didn't know it, and they never would.

On Surprise Night I had been using and abusing my mom's MILF body for hours fulfiling my boyhood fantasy of fucking my own mother without her knowing.

Over the last couple of hours I had tied her up, blindfolded her, stripped her out of her bikini, teased her by sucking her toes, licked my way up her body to her tits, sucked her nipples, milked her mature tits and abused her nipples with nasty ribbed nipple clamps.

She had given me a tongue ball washing with my swinging balls in her mouth. I gave my mom the taboo pleasure of unknowingly sucking her 19 year old son's thick, hard cock.

She had pretty much been moaning, screaming, sweating and climaxing for over two hours.

My three other buddies were also fulfilling the same fantasy with their mother's at the same time in different rooms at our vacation villa in Cabo. We would meet the next morning for breakfast to share our individual Surprise Night stories with our buddies.

Let me be clear, this wasn't mom rape. It was semi consensual. Our moms invited us to fuck them but we just went a little off script.

That brings us up to the moment.

My 19 year old teen cock was now buried in my mom Jeannie's 51 year old pussy from behind. She was under the impression that the cock that was now pounding balls deep in her pussy was that of one of her friend's sons.

She had no idea it was me. She was on her knees on the bed, blindfolded with her hands tied over her head and tied to the headboard. I was standing on the bed sweating and hammering her MILF pussy from behind the same way I do with my 18 year-old teenage girlfriends.

I had joyfully put her through 2 hours of pleasure and pain. She was worn out and starting to whimper and cry. It was time to finish.

All the moms and sons had earlier agreed that the son's would not unload our young potent jizz inside the mom's pussies. Even though they were in their 50's nobody wanted to deal with a potential unexpected brother or sister.

That is an easy promise to make, but a difficult promise to keep when you are a 19 year old teen with your cock swimming balls deep in your mom's snatch while she is on her knees moaning and screaming with her pink asshohle staring you in the face.

I was in a nasty, out of control mood, and at that point I had every intention to pull out and dump my load in her pink lady asshole.

However, at the last second I thought to myself,

"Fuck it. This might be the one and only chance I ever get to fuck my own mother."

It is a very erotic moment when you have your cock buried up in your mom's pussy about ready to cum just like your dad had done many, many times before.

I was overcome with aggressive anger and nasty rage built up over the years for all the crap she did to me and all the shit she put me through growing up.

My thoughts were spinning in my head, "Do I pull out or let her have it?" Do I pull out or let her have it?" Do I pull out or let her have it?"

Despite everything that she had told me, and everything I had promised her, I mumbled under my breath, "Fuck it," and I unloaded my blueball special right in her MILF mom pussy.

I came so hard in her snatch that I lifted her hips and knees off the mattress and suspended her in the air with her hands still tied to the headboard. I fucked her like she was a toy ragdoll. I had never cum that hard in my life.

My mom Jeannie was crying and screaming and yelled, "Oh god, not in my pussy, no more, please not in my pussy." She could feel my warm load filling her pussy.

Her pleading made me even more aggressive. I lifted her off her knees pounding her with every deep thrust that went on for minutes.

I was draining my balls hard and deep. If there was any chance she was going to get pregnant I was going to make sure it happened right then and there.

She collapsed on her stomach with me on top of her with my cock still buried in her pussy. She tried to squirm and shake my cock out of her cum filled pussy but I was having nothing to do with it She was wimpering saying,

"Not in my pussy. Your promised me not in my pussy." That pissed me off even more. I reached over and grabbed the leather strap and slammed it down three times on her lilly white ass cheeks just to hear her scream, cry and moan one more time.

I pulled my lubed up jizz covered cock out of her pussy and shoved it up her ass. I rammed two fingers up her mom pussy and wiggled them deep and brought her to a squirting orgasm while she was laying on her stomach with her face buried in the pillow screaming and begging for mercy. She was pushed to her limit.

I pulled out of her ass, wiped myself down with a towel, got dressed and left her room. She was still naked, spread eagled on her stomach and still tied to the bed.

She was waiting for me to come to her room and untie her. She didn't know it, but it was now time for round two. Surprise Night was not over yet for my mom, Jeannie.

In the hallway I handed her room key to a couple of college guys that we had met at the pool. They were two 19 year old hispanic soccer players from Mexico City.

Earlier in trip the moms had decided to go topless at the pool one day which was totally okay at the resort. The resort actually encouraged women to go topless at the pools to create a more sexually charged atmosphere and of course to sell more alcohol.

They were especially poplar with a group of college soccer players from Mexico City who were playing in a soccer tournament in Cabo.

All four moms enjoyed the attention they were getting from these 19 year old studs and had been teasing them all day by deep tongue kissing them and letting the young men feel them up and play with their tits at the pool.

We honestly thought these 8 soccer players were going to bang our prick teasing moms right there in the pool and quite honestly our mom's probably deserved it.

Later that day when our mom's went to their rooms to change for dinner two of the players pulled me aside. We had a conversation. They said,

"Hey man, your older lady friend is very sexy. We felt like your lady was teasing us by letting us kiss her and play with her tits at the pool. Honestly my friend, she was lucky we didn't bang her right then in the pool. We want to fuck her. Is that okay with you? Are you two married?

I said, "No, we are not married, but are related."

They said, "Oh, we get it, she must be a cousin or an aunt or something like that, right?"

I said, "Not quite. She is my mother."

They laughed and just stared at me for a few seconds wondering if I was bullshitting them.

I repeated to them, "Really guys, she is my motherfucking mother."

They said, "Amigo, now we want to fuck your woman more than ever. We want to fuck your mother. We want to make her pay for teasing us at the pool the other day. Can you make that happen?"

I said, "Yeah, I can make that happen tomorrow night, but it will cost each of you $500 cash to tag team her for one hour. I get to stay in the room and watch."

They replied, "Fucking hell yes, we're in. What time tomorrow night?"

I told them I would text them the time and my mom's room number tomorrow night. I set the guidlines with them for fucking my mom Jeannie. I told them,

"I only accept cash. You can do anything you want with her but don't remove her blindfold, don't untie her and don't cum in her pussy.

You can cum on her body, on her face or in her ass. However, you cannot cum in her fertile pussy and she cannot know that I set her up and pimped her out." They agreed.

All three of us returned to my mom's room for round two of Surprise Night for Jeannie. They each handed me $500 in cash. I poured a drink and took a seat in the corner.

I would find our the next morning at breakfast that my buddies also pimped out their mom's to other people they had met and were teased by our moms at the topless pool day.

Jeannie was just as I had left her. Naked, blindfolded, laying on her stomach with her ass cheeks still red from the strap beating I had given her a few minutes before. My creamy jizz was still ozzing from her pussy. That did not bother the two soccer guys.

They both went at Jeannie right away. They flipped her over on her back and pushed her thighs apart. One teen soccer guy's mouth was immediatley on her pussy licking out what was left of my jizz still dripping from her swollen pink snatch. He didn't seem to mind sloppy seconds.

The other teen soccer guy was massaging and squeezing my mom's tits trying to work some mom milk out of her full natural milkers. He was pulling, twisting and sucking on her aroused, fully erect nipples. Milk started to drip from both of Jeannie's nipples and he started sucking her nipples like a newborn.

Jeannie was catching her second wind. She was totally aroused thinking that two other son's were now double teaming her. She had no idea she was being violated by two 19 year old studs she had teased at the pool.

She also had no idea the two guys had paid good money to revenge fuck her 51 year old MILF mom pussy.

The soccer guys were not going to be gentle with my mom Jeannie. They had brought extra rope. I sat in the corner of the room with a drink in one hand and my cock in my other had.

I watched them lay my mother on her back, spread her hegs and tie her ankles up over her head to the headboard.

Her pussy and asshole were now both spread wide open and the two 19 year old soccer players took advantage of both. These guys were young, strong and in the best shape of their lives with tremedous stamina.

They each savagely fucked both of my mom's holes while talking trash to her, calling her a prick teasing MILF while bitch slapping her face.

They had paid cash to rough up my mom and they were getting their money's worth. They were in great shape doing 4 point push ups while pounding her full bush covered pussy.

I was waching and pounding my cock knowing I had pimped out my mom Jeannie for cash.

She new right away these two guys were not any of the 4 sons. She immediately recognized the voices of the two young guys from the pool that had subtly threatened to bang her in the pool.

My prick teasing mom Jeannie was being revenge fucked, and she knew it, and she loved it.

They fucked her relentlessly for an hour, milking her mature tits, and bringing her to multiple orgasms. They double penetrated her before both pulling out and dumping their loads on her blindfolded face.

When the soccer guys were done with my mom, they got dressed, gave me a fist pump and left.

My mom Jeannie did not know that I had fucked her, dumped my load in her mom pussy and watched her get fucked by two total strangers that paid me $1000 to revenge fuck her.

I let her lay there spread eagled on the bed and admired her abused sweaty body while I quietly finished my drink. She had no idea I was in the room admiring her cum splattered face.

I opend and shut the door to make her think I was just comimg back in the room to untie her. I untied her and she gave me a big hug and she thanked me for an amazing night. She then took a shower.

It was now Robbie's turn to tell his story about his Surprise Night with his redheaded, big tit mom, Long Leg Louise.

Robbie also said he had some pent up revenge fuck rage towards his mom Louise. She was blindfolded, tied to the bed wearing a black string bikini. He also brought a leather strap and a knife.

He approached helpless Louise and slowly rubbed the leather strap and the knife across her tits. She knew right away what they were. She shreiked,

"Oh my god, is that a knife? No one said anything about a knife." He rubbed the dull side of the blade across her face and felt her body quiver.

He then put the blade between her tits, made an upward motion cutting her bikini top as her large tits sprang free. Her red mature nipples were rock hard. He slapped her tits and flicked her nipples with the blade. She moaned and shrieked out loud,

He dragged the knife down her belly and cut the strings on her bikini bottom. Her hips were gyrating as he pulled her bikini bottom out from between her thighs and hung it around his neck. He flicked her clit with the dull side of the knife blade. She quivered and climaxed.

Robbie fucked Long Leg Louise in just about very position he could imagine. He had her on her knees with face down in the pillow bitch slapping her soft ass with the leather strap. He had more planned for her and he did not want to wear her out. It was time for Robbie to dump his load.

Unlike me, Robbie didn't hesitate for one second to dump his potent youthful load deep in this redheadded MILF mom's pussy. She cried out,

"No, no not in my pussy, not in my pussy. You boys promised"

Robbie continued to pump his jizz into his mom while her ass was still in the air. He grabbed the leather strap again and gave her pasty white redhead ass, a nasty ass beating. He loved watching her pure white skin quickly turn red. Then there was a knock on the door.

Robbie walked to the door and let in two black men. They had also been at the topless pool day and spent a lot of time working on Louise trying to convince her to let them fuck her. They had never fucked a mature, redheaded white MILF.

Robbie had cut a deal with them to fuck his mom Louise as I had done with the soccer guys. They both handed Robbie $500 each and spent the next hour not only fucking Louise but double penetrating her and had her pussy doing multiple squirts before her she had to tapped out

because the size of their cocks were hurting her.

They stood over her and dumped one load on her face and the other on her red pussy bush. Although she was still blindfolded, she knew they were the two black mandingo men from the pool.

Robbie walked the two men to the door and then untied his mom Long Legs Louise. She gave Robbie and big huge after he untied her. She then took a shower.

Billy also had a lot of pent up emotions when he stood over his black mom Kasandra as she was blindfolded and tied to the bed. He didn't know where to start with her.

He decided to start by literally ripping of her bikini top and slapping her big fucking black tits like a pair of waterballoons. She cried out as he bitch slapped her tits watching them violently jiggle like two bowls of jello.

He had his own set of ribbed nipple clamps and hung them on her nipples like tit ornaments. Lifting her huge tits by the chain made Kasandra cry out as tears rolled out from under her blindfold.

Billy was hung, much more than the rest of us. He stood over his mom and layed his cock on her lips tempting her to open her mouth. He was so much bigger than the rest of us Kasandra might have suspected it was her son Billy, but she said nothing.

She opened her mouth as tears continued to run down her cheeks under the blndfold as her nipples were still ruthlessly clamped. Billy started working his 19 year old black cock into his 51 year old black mom's mouth.

He put his hands behind his head and continued to pump Kasandra's mouth until she started to gag. He ripped off her yellow bikini bottom and stuffed two fingers into her pink pussy covered with a full bush of black woman pussy hair. She squirted.

He pulled his huge black cock out of her mouth and slowly dragged it down her tits, across her stomach and down to her pussy. He put his huge cock head against her slippery pink pussy lips.

He made her work her hips if she wanted cock. She wanted it bad and worked her her hips until her son Billy was balls deep in hairy black pussy.

Billy was on his knees lifting up his mom's tits with the nipple chain as his mom Kasandra used her pussy to milk his jizz out of her son's Billy balls. Billy figured if his mom got pregnant, it was her fault. She was fucking his cock, he wasn't fucking her.

Billy went deep planting his seed. He pumped furiously while holding Kasandra's huge tits suspended up in the air. She was bucking her hips finishing with a toe curling climax. Then there was a knock at the door.

Billy was in no hurry to answer the door until her was finished with his mom Kasandra. He knew who was waiting at the door.

Billy pulled half way out of his mom's extremely pink pussy and squeezed out the last few drops. He drained everything he had in Kasandra's pussy. He went to the door.

Two middle aged, skin head guys with tatoos entered the room. Billy had watched them at the topless pool day working Kasandra trying to feel her black, thick nippled tits. They wanted to fuck a mature black woman. Kasandra would have nothing to do with them.

Billy noticed their interaction with his mom and figured these guys would be ripe for a big payday if they could fuck his black mom Kasandra. Billy approached the two men at the pool bar,

"Hey guys, I couldn't help but notice your interest in my black lady friend." They said,

"Yeah, we sure like fat ass black women. We have never had the chance to fuck a black bitch, let alone a mature fat ass black bitch. We would pay good money to spend an hour with her and rough fuck her. By the way, who the fuck are you?"

I said, "Look guys, it doesn't matter who I am but I think I can help you out. After about fifteen minutes we agreed on $1000 per man for one hour with my black lady friend. I did not tell them she was my mom.

The two skin heads entered the room walked and over to Kasandra. She was still laying on her back blindfolded, stark naked with her hands tied to the bed. These guys thought they had died and gone to heaven.

I had left the nipple clamps and chain on my mom's tits. They pulled up on her nipple chain making her scream. They loved the sound of her screams.

Billy noticed they had brought a nasty textured westen belt with a huge belt buckle. They flipped Kasandra over on her stomach and admired her tight, firm black ass cheeks.