Girlfriends Mom Christmas Affair

Mikey22

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December 1988

I slept in late that day. My parents and sister all left for the mountains for Christmas. Leaving me at home alone to entertain myself. Which was fine with me. I liked being at home to lounge around in my underwear to play with myself. And wait for my hard working girlfriend to get off work and we could fuck. I’d already jerked off once already that morning.
I really needed a shower and shave. But instead I just turned on the Tv. And crashed on the couch. With the cable box on the end table, I slid the selector back and forth between The price is Right, and The Big Valley. Then some talk show and some damn soap opera.
Daytime Tv just sucks you know.

Meanwhile I’m trying to entertain myself.
Deb my girlfriends mom was on her way back from the mall. After doing some last minute shopping. But instead of going straight home she turns down my street. She slows and looks up to see my truck parked outside my parents house.

“ Oh what the Hell am I thinking? “ She says with a chuckle. She had so much to do as far as housework and presents to wrap. And with both her girls busy at work. This was a perfect time that she could get some things done.
But at the next stop sign she decides to circle the block again. Thinking about our last fuck. She gets horny. And pulls in the driveway and parks.

Inside I hear the doorbell ring. Thinking it’s probably the FedEx man, or the UPS man I ignore it.
It rings again.
So I get up and look out the little peep hole in the door. Seeing her standing there in a leather coat, jeans and high heeled boots. Of course my cock stirs in my grungy white briefs.

“ What does she want? “ I ask myself cracking open the door.

“ Hi I’m not dressed. I’ll be right back. She then quickly opens the storm door. And stops the door from closing.

“ Getting dressed wont be necessary! “ She flashed a naughty smile and licks her lips. So I let her in. She’s looking down right at my cock. As soon as the door closed behind her, she kneels and pulls my stinking underwear down. They reeked of the sex me and her daughter had late the night before.
Misty had invited me over, telling me that her mom was in her room passed out drunk as usual. But she wasn’t. She was wide awake in her room listening to her bed squeaking along with her headboard slamming against her wall. And she heard every moan Misty had made. And instead of doing what a proper parent would do which would be going in to her room and cussing us out, and kicking me out.
She just lay back in bed playing with herself, wishing that she was Misty. After all I was fucking the Hell out of her, at the time.

I stepped out of my briefs and just stood there naked over her, with my cock about a quarter of the way hard. She opens her mouth and takes my cock between her lips. It grows hard and rigid in her hot mouth. I run my fingers through her red hair.

“ Oh that feels so fucking good! “ Of course I can’t wait to tell my friends Hoss and Zeek about this. It’s not everyday a forty year old hot mom shows up at your door wanting to suck your cock.
She stops sucking me just before the moment of no return. I then help her to her feet. We then kiss passionately. I can taste the taste of my dirty cock on her lips, along with a hint of cum and Misty’s pussy all mixed with it.
We brake the kiss and I help her out of her coat. It’s tossed to the couch. I gently push her toward the short hallway toward my downstairs bedroom. Leaving my underwear at the door I follow behind her, with my balls feeling full and my cock swinging from side to side. It twitched a little watching her plump ass and wide hips swaying back and forth with every step she took. Passing by the bathroom we were then inside my room. At my bedside she takes off her sweatshirt. I reach over and unhook her bra. As it falls down and off her arms. From behind I gently squeeze and groped her tits. Oh they felt good in my hands.
I then nibbled on the lobe of her ear, then kissed and sucked her neck. She feels my cock pressed against her blue jean covered ass.

“ Mmmmmmmm! “ She moans loudly wanting more. I let her tits go. She looks down watching as my fingers unsnap and unzip her tight jeans. I slide my right hand inside her blue full back mom panties. Rubbing her swollen clit she moans again. Her pussy is freshly shaved. And her pussy and panties were soaking wet. My fingers slip inside her easily. I kiss her neck and shoulder then her back, while fingering her with my right hand I stroke her inner thigh with my left hand. The denim of her jeans feels tight against her thick thigh.

“ Mmmm! Oh yes! “ She says getting more turned on. Just like her daughter she loves having her inner thighs rubbed. It drives her insanely wild. Slowly and teasingly I massage her inner thigh back and forth between her crotch and knee. All while looking at the gap between her legs from behind. Her body Shakes a little her hands cup and rub her breasts. Moaning more I turn her around to face me. She watched as I pulled the jeans down with her panties, just far enough so I could get a close up look at her fat pussy. Parting her lips with my fingers I slowly lick her pussy and flick my tongue against her swollen clit.
She lets out a gasp as I push her back on to the bed.
Her boots, socks and jeans are then snatched from her body. I take her panties last. She watched me intensely as I then stood, putting the crotch of her panties to my nose, inhaling her aroma. I then take her panties and stroke my cock a little with them.
A little pre cum oozes out. I toss the panties over to my lamp table.

“ I’ll be keeping your panties! “ After all I need a souvenir to show off to my friends. Otherwise they won’t believe this happened. They’ll probably say I just took them from my moms dirty laundry. But what the Hell its a good story anyway.

She just nods with approval, scooting up in to the bed, she spreads her legs for me. I go down on her continuing to eat her out and toy with her aching clit.

“ Fuck me! “ She begs and finally I come and give it to her. My cock slips inside her easily. I then flex it inside her. Before pulling back and going in again and again. Our bodies are soon slapping together. I pound her hard and deep.

She lets out a squeal. And grabbed me tightly. With one last mighty shove I go in to her pussy balls deep.
Squirt...Squirt....Squirt and Squirt! She fells my cock twitching as it shoots the load deep inside her. I collapsed on top of the older hot mom. We kiss again and my cock soon slips out.

“ You hungry? “ I ask her.

“ Starving “ She says. We stop by the bathroom. I take a nice long piss.

“ Ahhhhh!...That feels good! “
I then back away from the toilet. And she takes her turn, while she does she looks again at my cock. It wasn’t completely soft yet. She grabbed it and fed it back in to her mouth as she pissed. And in no time I was rock hard again.
As she sucked me I opened the glass shower door and turned on the hot water.
She lets my cock go and I take her hand leading her inside the shower. We kiss again and soap each other up.
Once I’m ready I turn and bend her over against the wall. My soapy cock slips inside her. Holding nothing back I pound her from behind. I come again deep inside her, just as the hot water goes out.
 

Mikey22

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“ Shit that’s cold! “ I quickly turn the water off. And open the glass door and grab a towel. Drying Deb off first, then myself. We stay naked and walk upstairs to the kitchen. Of course I’ll be a polite host. But unfortunately I’m useless in the kitchen. All I can offer her is a bowl of Frosted Flakes. With a glass of OJ. I have the same. We sit at the table and talk and laugh almost as if we’re some married couple or something. I find her so easy to talk to, unlike my teenage girl counterparts. Around any of them I’m a nervous wreck. And screw everything up. But around Deb it’s different. I feel a connection with her that’s so wrong, but it feels so right.

Oh though just think though if Mom walked in right now catching this naked Milf in her house, with her son. Oh she’d freak the fuck out. She already doesn’t like Misty. She’s always telling me that I could do much better than her. And then she always talks to the ladies around the neighborhood. And she knows Debs a true slut. Regardless of if the rumors are true or not. Mother always knows best you know, maybe I should have listened before getting to involved with them.

We finish our mid day breakfast. As I get up from the table She watched my cock bounce up and down as I got up, sticking straight out it was. As I put the cereal box away, and the milk. She watched with a shocked expression as I washed out the bowls, and spoons. And loaded the dishwasher.
What shocked her about it was that Misty never does these things at home.

“ Where did I go wrong? “ She asks herself watching me wipe off the kitchen table. Leaving everything just as we found it. She’s questioning her own parenting skills. And wished she’d done things differently.
I then take her by the hand.

“ Come on lets do it again. “

“ Oh my!...Again? Three times in just a few hours. “ She only gets it once by the usual older losers that she dated.
We return to my bedroom. I lay down and she climbed on top of me, guiding my cock into her pussy. She bucks up and down wildly, loving every second of it.

unfortunately the phone rings.

“ Damn! I got to get this!...It might be Mom. “
My cocks balls deep inside Deb I flex it a little as I reach for the receiver.

“ Hello “

“ Hey babe what you doing? “ I let out a muffled groan.

“ I said what are you doing?...Jerking off again?...You better be thinking about me! “

“ Yeah babe you know I am. “

“ Yeah right!...Why did you call me Moms name last night when you fucked me then? “
She talks so loud her mother could easily hear her. I look up at her, our eyes meet.

“ Ughhhhh....Mmmm.....Uh. “

“ Are you fucking my mom???? “ She asks me point blank in an angry tone.

“ No!...Honey you know me better than that! I’d never hurt you like that! “ I say back to her and was honestly offended by the questions she was asking.

“ You know I love you! I always have and I always will! “ Trying to be convincing.

“ I love you to...I’m sorry. I’m just feeling insecure and kind of depressed. “ Then she goes on and on about her feelings like some idiotic nutcase.

Then out of nowhere her mood instantly changed.

“ Hey your parents are still out of town right?”

“ Yeah there gone until next week. “

“ Great! I’m horny as Hell!...I told Mom I was working until closing, but I’m really getting off at three. “ I quickly glance over at the clock. It was only 1:30 I breath a sigh of relief looking back up at Deb, who slowly starts riding me.
“ I’ll come over and you can fuck me. Then you can take me out to eat. We can then rent some scary movies, and you can fuck me again.
By then I’m breathing fast looking at Debs perfect breasts as she goes up and down.

“ Mmmmmmm! “

“ What’s that? “

“ I told you I’m playing with myself! “

“ Well stop it! I want you fresh so you can stuff and fill my pussy!...I want and need a good fuck! Oh my brakes over...Got to go now! “ She hangs the phone up.

Her mom then shifts in to high gear and rides me fucking hard. And right there close to the end my dick makes a pop sound.

“ WTF??? “ And she sits down on my cock, balls deep inside her. Her pussy contracts around my cock. She tossed her head back holding her tits. I shoot another load in to her, when it was done she collapsed on top of me. My cock slips out of her, with her lying on top of me I reach for my dick feeling it, wondering if she broke it or something. It soon goes soft. Deb lays there on me for a few minutes. She then kissed me.

“ Thank you. “ She says to me softly.
“ You make me feel still young and sexy. “
She sees me then look toward the clock. By then it was a little after 2:00.

“ I better go. You need to clean and freshen up, so she don’t suspect anything. “

She was right about that. She then gets dressed and lets herself out. I then jump right in to action, stripping my bed putting fresh sheets on it, and even make it up. So she don’t think I’ve just been laying around on my ass all day, while she’s been working. I then take another shower. And play with my cock some more. I breath a sigh of relief when it gets hard.
Misty shows up between 3:00 and 4:00. And I was all hard and ready to satisfy her.
While we had our own date. Her mom goes by the grocery store, where Misty works to pick up a few things. Just so she could jump on her ass, when she gets home for lying to her.
 

Mikey22

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Though Christmas and New Years has come and gone. Here’s another one that I thought of last week. And I just couldn’t put it on the shelf for next Christmas.

The Senior Christmas party

It was a big night for us. Being our last Christmas before graduation.
Sexy hot mom Deb stepped up to be one of the moms to chaperone the party. And of course she took it up on herself to supply the spiked punch.
And as usual she was probably also the hottest mom on the scene in her tight black pencil skirt, heels with her blouse unbuttoned much to much for a school event. And my cock and many other boys cocks were rock hard checking her out. As she mostly mingles with the other moms, while sipping her punch and smoking her cigarettes. Nothing out of the ordinary if you know Deb.
Everyone was buzzing in no time. As the live cover band took the stage. And played those bad 80’s hits. Lots of Bon Jovi, and White Snake if I remember right.
Everyone gravitated in to there own usual cliques. I was with Misty, Shirley, Big Hoss and Zeek. And a few other losers not worth mentioning. And of course there’s always that obnoxious prep and jock crowd in the mix.
But what caught Debs attention was across the room, where her daughter Crystal was. It was like a nerd fest. All about Star Track, Star Wars and comic book super heroes. But the boy at Crystals side, didn’t fit the nerd type. He wasn’t some 100 pound week pussy with greasy hair and thick glasses.
He had a short and stocky build to him. And he appeared clean cut with a military type of hair cut.

“ Who the Hell is that? “ She asked herself. Watching them together. They seemed quite close, as they talked and laughed.
Crystal never talked about boys to her. She was always secretive about those things.
Maybe it was because she didn’t want her mom to be seducing him. Of course she knows her mom is the biggest slut in town. And of course there was her sister Misty. And everyone knows how Misty is.
But Crystal was nothing like that.
Usually her Bible thumping Wholesome and morally good girl act. usually turned boys off. When she let boys know, she wasn’t putting out until her wedding night.
So this boy at her side intrigued Deb.
She continues to watch them closely, When Kim Beasley walks up to her, with her own cup of punch.

“ I taste a hint of Vodka in this punch. Did you have something to do with that? “

“ Really Kim?...Do you honestly think I would do something like that? “ She then cracked a guilty smile. And the two older women laughed.

“ Kim who is that hunk with my daughter over there? “

“ Oh that’s Tim!...She hasn’t told you about him? “

“ No she hasn’t! “ Deb said with surprise in her voice.

“ Well I’ve been watching them for weeks. And they seem quite close. “
Maybe Crystal wasn’t quite as innocent as she tried to act. Deb try’s to imagine her good girl daughter in a sexual way with a boy.

“ No way!...I just can’t see it! “ She tells herself. But looking at Crystal she could definitely tell she was in to him.

“ Has she done it??? “ She asks herself. Unlike Misty Crystal wasn’t even on the pill. Deb didn’t even think Crystal thought about sex. This was a real surprise to her.

“ You want to check him out? “ Kim whispers to Deb, with a naughty smile. Deb knew exactly what Kim meant by that.

“ How are we going to do it? “ Deb whispers back to her.

“ Just wait out in the hallway. I’ll take care of it. “
Deb proceeds to do as she’s told. While Kim casually walks over to Crystal and Tim.

“ Crystal you mind if I borrow Tim for a bit. I need his muscles to move a few things for me. “

“ No not at all. “ Crystal says naively. Totally unaware of what the older woman was up to. With Tim at her side she led him away. And without saying a word, she grabbed me away from Misty, and our little group. They all had a good buzz still going on and didn’t even notice I was gone.
As me and Tim were led out in to the hall. I saw Deb standing there, and I knew what was up. But Tim didn’t have a clue.
Deb follows along behind us. She gave my cute little tight ass a quick look. But soon turned her attention to Tim. She liked that short stocky build he had. She definitely wanted to see him out of his clothes.
Then there was Kim walking between us. Her ass definitely looked good in those tight black dress pants. Deb gulps watching Kim as she struts along in her high heels. Being with her before and knowing that she’s bi. She wondered if she was fixing to find herself between her legs.
Deb wasn’t much of a split licker. Though she’d done that before. She’d much rather have a big cock in her mouth and pussy. Maybe a MFM thing she hoped for.

Kim led us in to her office. She immediately locked the door and closed the blinds.

“ Okay boys. We need you both to take off all your clothes. “

I started to undress myself. I’d been with Deb so many times it wasn’t nothing for me to be naked in front of her. And Kim was a beautiful woman. At 28 and blonde with long sexy legs and nice 34C cup tits and a fit and toned body. Showing my cock off to her was a real privilege.
I was out of my black Members only jacket and white dress shirt in no time.
But as I took off my boots and socks. I noticed Tim just stood there shaking in fear.

Besides just seeing Tim around school. I didn’t know him. I’d never even said one word to him before. But he was nervous as Hell. And seemed quite shy. To shy to say the least.

“ Take your clothes off Tim. There’s nothing to be nervous about. We’re all adults here you know. “ Kim said to him.
By then I’d got my jeans off. Tim glanced over at me as I dropped my shorts. Looking at my hard cock for a moment. It was at full mass, and had a slight curve to it.
He quickly turned his head back toward the women, when he saw that I caught him looking at my cock. Which by no means was spectacular. Just average in size I suppose at barely six inches in length.
He then sighs and takes off his sweat shirt. He definitely was built. But to my knowledge he wasn’t on any athletic teams. But he damn sure should have been. His shoulders and pecs were huge. He didn’t have a six pack. But he didn’t have much fat either.
He slowly continues to strip. As he lowered his jeans. It was obvious he had a nice package.
And his thighs also was quite impressive. He definitely liked pumping some serious iron. And with a body like that, I couldn’t understand why he was so shy. If I was built like that I’d be proud to show off.
But then he finally was down to his boxer briefs. And as he slowly lowered them. All three of our jaws just dropped.
His fucking cock just stood straight out. And had a bounce to it.
It had to be 9 inches at least I thought. And the girth was just massive.

“ Dude! “ I said just looking at it.

“ What??? “ He said trying to cover himself with his hands.

“ Nice cock! “ I said to him enthusiastically.
I was not one to go around checking out other guys cocks. But his was impressive. I then looked over at Deb. She just looked at it, licking her lips.

“ No!...No! There’s no way Crystal has been with him! “ She says to herself. She feels Kim’s hands rub her ass from behind.
The zipper of her skirt could then be heard being pulled down.

“ I...I...Can do it myself. “ Deb said reaching behind her back to push Kim away.

“ Shhhhh! “ Kim said slapping Debs hands away from hers.
The skirt splits apart. Deb feels the cool air hit her naked ass.

“ No panties tonight I see. “ Kim points out. Giving Debs ass a squeeze. “ I was almost expecting you to be in a thong like Misty is tonight. “

“ You know what kind of underwear my daughters wearing today? “Deb says with a gulp.

“ I certainly do! “ Deb then looks over at me, and I nod, letting her know that Kim was correct. The tight black skirt is then pulled down. Showing off Debs clean shaved pussy. Framed by a black garter belt and stockings. Deb stepped out of the skirt. And stood with her legs slightly spread.

Me and Tim watch as Kim starts rubbing Debs bald pussy.
 

Mikey22

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“ Oh shit....Here we go! “ Deb says to herself. As she felt Kim’s fingers enter her pussy. Me and Tim both could hear the wetness as all 4 of her fingers sunk deeper and deeper in to her wet box.
She then kissed Deb softly on the cheek.
I could tell by Debs mannerisms she wasn’t comfortable being kissed by the other woman. But Kim had a way with people in general. She just always controlled the situation. I guess she was the dominant type. I feel bad for her husband. There’s no telling what she makes him do.
She breaks the kiss.

“ Take off your top. “
Deb slowly unbuttoned her blouse. As Kim and us just watched as more of her milky porcelain flesh comes in to our view. As soon as the blouse falls Deb pulls the straps of her bra down
Tim’s cock could be seen flexing. As he saw the older widowed woman’s tits for the first time.
I started to gently stroke my cock. Because it got real hot when the bra fell to the floor.
Kim then slowly knelt down between Debs legs.

“ Your gonna need lubed before I let you have that beast over there. “
Even though she was so fucking wet already. Kim couldn’t resist an opportunity to part Debs pussy and eat her out a little.
Deb moans enjoying the treat.
She looked amazingly sexy as she stood over Kim, and run her hands through Kim’s soft blonde hair. But her eyes were on Tim’s big cock. I could tell she wanted it bad. Tim also started to stroke that big cock. And it even grew harder, and by then stood straight up instead of out in front of him.
His face turned red when he caught me looking again. He then turned his back to me a little. As if he was ashamed of it or something.
Hell If I had a cock like that I’d be cocky as Hell. Wanting to show it off every chance I got.
But again Tim appears to be more shy than the average guy. Maybe he was self conscious about his big cock. One thing was for certain though, we both needed some pussy before we shot our loads just jerking off.

I decided to make the next move. Hopefully I could pry Kim off Deb so I could see her and Tim in action.
I moved over beside Deb and let my cock touch up against Kim’s cheek. She pulls herself away from Debs pussy, looking at my cock. She then parted her lips and took my entire shaft in to her hot mouth. And as she did. Deb went straight for Tim.
On her knees before him she took his cock in her soft hands to examine it. She barely could get her hand around it.

“ God your so fucking big! “ She said in a shocked voice.

“ It’s to big! “ Tim said to her still looking embarrassed by his size.

“ No! It’s not...You should feel blessed. “ She said just before opening her mouth. And going down on his big thick shaft.
I heard Tim moan for the first time, while I got my own dick sucked. I looked over to see Debs head bobbing up and down.

“ Oh that feels good! “ Tim said. He obviously was loosening up a little bit.
Deb then let his cock go. I looked over again and saw his cock already leaking. The pre cum just oozes from the head of his cock. Deb wipes the fresh goo from the head of his cock and sucks it from her finger seductively.
She then sat on to the carpeted floor and took hold of Tim’s arms and pulled him down on top of her.
She then kissed his lips. And quickly noticed how inexperienced he was. She could tell by his nervousness this was probably his first time with a woman.

“ Have you ever done it before? “ She asks him softly. His face was beet red. He again looked over at me and Kim. And didn’t want to answer.
Deb reaches up and turned his face back toward hers.

“ Ignore them. Block them out...It’s just me and you here. Have you ever been with a woman? “ She asks him softly at almost a whisper.
Finally Tim breaks down and confessed.

“ No “ He said with tears in his eyes. Deb throws her arms around him lovingly and held him.

“ She said I was to big! “ He said with tears running down his cheeks.

“ It’s okay...It’s okay. “ Deb said over and over trying to comfort him.
This was definitely a new situation for Deb. She wanted to help Tim the best she could. She for sure didn’t want him to have a negative experience.
Tim turns his head and looks over at me and Kim. By then Kim was top less and bare foot.
He never imagined he’d see his assistant principal half naked. Deb also turns to watch as I had Kim on the floor pulling her pants and panties off. She lay back with her legs spread wide.

“ Now watch them. “ I heard Deb say to him. As I took my cock and put it to her slit. And sunk my cock in to her. They watched us fuck for a minute.

“ You ready to try it? “ Deb asks him. He just nods. She reached down to his cock and lined it up for him.

“ Now push. “

“ But I don’t want to hurt you! “ Tim said still not sure about this.

“ Oh stop! It’s not going to hurt me. Come on do it! “ And Tim slowly dipped that long thick cock in to the older woman’s pussy. Debs pussy took in the young inexperienced stud. She felt incredibly tight, thanks to his girth.
Nature then took its course. And Tim started to perform like the man he truly was.

“ Oh that feels so fucking good! “ Deb says to him, trying to build his confidence up.
I looked over at me again as I pounded Kim’s pussy.

“ Harder Tim! Fuck me like that. And by all means leave it in! “

we were then like two race horses galloping to the finish line.
Unfortunately I shot my load first. Shooting my load deep inside Kim’s hot pussy.
We both then just watched Tim and Deb fuck.
I just watched in total awe. As Tim just kept going like a fucking Timeex. And Deb was loving it. He had her coming like crazy. Her body quivering as wave after wave of pleasuring orgasm comes over her. And finally there was that last mighty shove. And with this intense look on Tim’s face. He pumped and pumped his hot fresh jizz in to Debs box. Cum oozes from her pussy and down the crack of her ass. And dripped on to the carpet below.
Finally with his big balls emptied. He pulls out of her. His load gushing from her pussy. His thick white seed just strings and drips from his cock.

Deb then sat up and took his cock again to her lips and sucked him clean.
When she got him clean. She looked up at him.

“ That was wonderful! “ She told him.
In silence the four of us got dressed. I couldn’t wait to tell Misty about this. Cause I wanted to see him fuck her to.
We returned to the party.
He went straight back to Crystal and the nerds acting as if nothing just happened. I returned to Misty. And we watched her mom go straight to the punch bowl. She for sure deserves a drink after a fuck like that.

Tim was then a man. And a man that needs pussy. I looked across the room to see him and Crystal together. I wondered if he could get in to her pants. But knowing what I knew about her. I felt there was no way.
The party was soon winding down. Deb caught Tim by himself for a moment.

“ Look if Crystal gives you a chance. Don’t you dare cum inside her! I’m not ready to be a grandmother. And here. “ She hands him one of her business cards. “ You call me some time okay?...We can have some fun. “

“ Okay “ He said with a big smile as Crystal walks up.

Deb then excuses herself and walks out to her car for a smoke. She watched as Tim walks Crystal to his car. And opens her door for her. She then watched him drive her away. Tim seemed like a good young man, in more ways than one. She hopes that Crystal will keep Tim around for a while. Cause she sure wanted to sink her claws in to him again.