My Buddies Mom

When I was younger my buddy and I used to raid his mom’s toy and underwear drawer. We used to sniff her dirty underwear and taste her toys as two young and curious individuals with no experience.

She was a stunning woman, slim thick blond milf with curves in the right places. She wore a 32 tripple d bra and often would walk around the house naked or in her lacy bra and thong as she got ready for work or to go out. She had beautiful blue eyes that shined in any light and a perfectly trimmed bush that was dense like a vintage porn star. She was in her mid thirties and a widow, always bringing men home late at night (when she thought everyone was asleep) to fuck their brains out and kick them to the curb before sunrise.

Fast forward twenty eight years and here we are with the story. I’m going to call her L and him J.

Life was busy and moving fast. I haven’t seen J in a few years, though it seemed like yesterday we hung out last. We were best friends who talked everyday, I also talked to his mom almost everyday as well. She always was like a second mom to me.

It’s Thursday and I’m at work. My phone dings that I got a text message.

“Bro, what are you doing this weekend? I’m going to my mom’s for the weekend, you want to come? You know she would love to see you, it’s been forever.”

I thought about the list of stuff I had to do this weekend for a brief moment, but J doesn’t go to his moms to often that I know of. Instantly I started to think of her when we were just two young lads. How can I turn this down… she was the milf of my dreams for so many years.

“Damn man, it’s been a long time for sure. I would love to go.” I replied.

“Sweet, she’s going to be stoked! I’m leaving tomorrow morning early.” J said.

“Sweet, shoot me a text when you leave, I’ll meet you there” I said.

The rest of the day I almost couldn’t focus. Thinking about those times I spent at her house and what I seen. I couldn’t wait to go.

Morning comes and J said he was on his way to his moms. Knowing it would take him about 2 hours to get there I got my stuff ready for a three day weekend adventure at her house.

“I’m here, where you at?” J’s text said

“Be there in 5 min” I replied.

I pull in the driveway, everything still looks the same as it did nearly 30 years ago. It felt good, felt like home and the best years of my life.

I walk in the house and J is standing there in the kitchen watching tv and making a sandwich. The house is quiet other then that with no sight of his mom.

“What’s going on!” J said as I walk in the door.

“How was the drive?” I said

“Sucked man, traffic here always blows. Sometimes I’m glad I moved away”

“Where’s your mom at?” I said

“She got called into work this morning I guess. Won’t be home till later, she’s pissed too”

It was super nice outside so we hung out in the backyard talking about the old days and how much fun we had roaming the woods behind his house and skateboarding around the town.

“Bro, you remember when we used to raid my mom’s room back in the day?” J said

“Ohhhh boy, honestly, I walked in that front door and that shit popped in my head as soon as I looked up the stairs.”

We started talking about the things we found in there. What we used to do with what we found etc.

“Want to do it for old time sake since she’s gone?”

He asked the question I was about to ask. He fucking read my mind.

“Dude, I was about to ask you the exact same thing!”

“Let’s do it” j said.

J and I got up and quickly went inside. As we walked up the stairs I could feel that same rush I used to get when we did this. Heart racing hoping to not get caught.

We entered her room and every hiding spot she ever had flashed back into my head like déjà vu. The room hasn’t changed in forever. Only thing different about it was the blinds, bedding, and carpet. Everything was in the same place it used to be.

“Wow, this hasn’t changed hardly at all. You think she still has everything in the same place too?”

“Honestly, knowing my mom, probably” j said laughing.

I darted for the panty drawer and opened it up. There was a ton of new underwear in there, but still that same sexy taste she always had. As I went through it a bit more I found some of the same lingerie that she always had that were some of my favorites.

“Well she moved her toys, but bro, your moms still rocking some of the sexiest thongs I have ever seen”

“Her toys must of moved for a reason, because this collection is fucking huge now” J said as he pulled a massive under bed tote out.

“Holy fuck” I said

J just nodded and grinned.

“Mom’s still a freak I see, here’s another one!” he said laughing.

She used to have a small box under the bed that were just hand cuffs and straps. She also used to have a strap on harness under the bed too, but she kept the dildo for it in her drawer. Now everything she had was in 2 boxes under the bed. She had tons of different sex toys, stap on, etc etc. There was about any fantasy, shape and size in there you could think of.

Not paying attention to the time, the garage door opens. The sound that makes your gut sink over and over in hopes of not getting caught.

“SHES HOME!” I blurt out

We scramble to get things back to how they were and rush out of her room and into his old room. We already heard the door to the house open meaning she’s already in the house. We knew we wouldn’t make it down stairs without her seeing us.

“WHERES MY GUYS!!!” L yells through the house.

“UP HERE MOM”

L comes up stairs and into J’s room hugging us both tight.

“What the hell you two doing in here!” L says.

“Laughing at how his room hasn’t changed in forever, it’s still the same as it used to be, just clean now”

L laughed and nods. She knows we’re right.

“I’m hungry, let me get dinner started for us. Sorry I had to work today, ass holes called me in on my day off!”

L cooked dinner and we all hung out laughing and telling stories as we ate. Talked about life and many other things. We had some drinks and sat around a fire in the backyard talking about the good old days of when we all lived by each other.

J said something about how I practically lived at their house I was there so much.

“Speaking of you two in the house, did you two raid my room today like you used to?”

We both looked at each other confused wondering if she really knew we used to do that, or wondering if she was assuming it.

“Cat for your tongue? I know what you guys used to do back in the day. I’m not dumb.”

“How did you know that?” J asked

“Because you two never put things back the way I had it, you thought you did but it was easy to tell when things weren’t laying flat or toys were turned.” Said L

“I mean…. We thought we were clever that’s for sure” I said laughingly

“Oh I can tell” L said jokingly

“How come you never said anything?” I asked L

“Because, at first it made me a bit uncomfortable and mad, but also I knew you two were just curious. I would rather have you looking at what I have hidden in my room than watching porn. I felt it was a safe space for you two to explore things.”

She could tell we both were embarrassed knowing she caught us. But weren’t surprised to all at once. Though most of our lives we always told her way too much information and she always gave us advice on anything. We might not have always got to see each other but we always talked.

After that the conversation drifted to other subjects. Including a whole topic about me in which L made some pretty flirty comments to me. The first one I kind of just laughed it off but as they kept coming I started to wonder, is she flirting with me? I mean she’s way older now but she is still stunning for her age.

J was visually exhausted and a bit drunk as the night got late. You could tell he was ready to cash in for the night.

“I’m going to bed, I’m beat. Love you mom” j said.

J went inside the house and up to bed. We both just sat there enjoying the fire and the calm beautiful night for a moment. It seemed like L was waiting for J’s bedroom light to turn off since she kept looking up at the house.

As soon as that light turned off she looked at me dead in the eyes and says

“Soo…. Did you two snoop my room again today? You know I’ll find out.”

I wasn’t going to lie to her, she already knew we did it before. Plus it’s not like we ever kept secrets from her other than that one.

“Yeah, we had to for old times sake. Not going to lie the first thing that popped into my mind when I walked into the house and looked up those stairs was that room.”

L starts laughing loud and hard

“Shhh you’re ass is going to wake up your neighbors” I said to her

“I’m sorry, it’s just funny. I knew it was going to happen. As soon as I left this morning I said it to myself in the morning you two were probably going to do it.”

I shook my head and laughed with her. Also a bit embarrassed and I’m sure it showed.

“So what did you think?” She says to me.

“You mean other then that room has barely changed in forever like Js room”

She nods with a smile on her face.

“Be honest with me”

“Well…. I noticed the toy collection has grown a lot over the years. Same with the lingerie collection. I also noticed some of my favorite things are still in there.”

“Your favorite things? What might that be?”

“Shit, I should have known that was coming. Well.. your red lace bra and thong you used to wear around the house before you went out is one of them. “

“Ohh my lucky set, I used to wear that out when I went on special dates.”

“I could tell, anytime I seen you in that you either didn’t come home or some dude would sneak out before the sun came up”

“OMG YOU GUYS KNEW THAT?”

“Yeah, sometimes we never went to sleep or were up early and would see them sliding out. Guess we’re both finding out what the other knew tonight”

L gives me a cheeky smirk

“I guess so…. Okay what else….”

“Well I was bummed to see that one see through cheetah print g-string you had is gone. Loved finding that one in your laundry or in your room”

“I don’t know whatever happened to that one! I loved that one and it just disappeared one day, I figured you guys took it but never was going to ask you about it.”

As she said that it clicked…..

“Omg, I know where it is!” I blurted out almost before she finished the sentence.

“Where?”

“It’s hidden in the closet in the basement, I remember I put it in there in the corner behind some boxes that you had that had stuff in them your parents gave you from when you were a kid. I knew you would never get rid of that stuff since it’s memorabilia and you probably would never move it all out of there since we seen you looking at it from time to time in the closet.”

“Are you kidding me? What else is hidden down there I didn’t know you guys had?”

“You know, that’s a good question…. We should go look because I honestly don’t remember. I’m sure there’s some porn we found in the woods before back there.”

L laughing again

“Oh god, okay let’s go find out.”

Off we went down stairs to see what treasures awaited us. The closet was good sized but tight with how much stuff was in there. She starts moving the boxes of things that everything was hiding behind and handing them to me to stack somewhere else.

“OMG! Look at all this back here, I never knew this was back here.”

She found shit I didn’t even know was back there that J must of hid back there. There was pocket pussies, porn we found and some I never seen before, lube, condoms, and a large underwear collection that wasn’t all L’s that I know of. At least the sizes seemed different without looking.

“Holy shit, some of this I never seen before. J must of been collecting shit for years back here.”

“You two dingle berries were some horn dogs that’s for sure”

We both had a laugh and she started digging through the underwear. She pulled out five pairs of hers, one being that see though cheetah print one that I loved.

“I wonder if this still fits”

L begins taking off her sweat pants she had on. As she takes them off a cyan colored thong comes down with it, I catch a glimpse of a wet patch in her gusset before I quickly turn away.

Laughing “Not like you haven’t seen me without pants on before or know about my sex life”

I turn back around

“I know, just didn’t want you to be uncomfortable.”

“If anyone’s going to be uncomfortable it’s you with that tent you got” L laughs out loud.

“Shit, well this is embarrassing, I’m sorry.” I say

“Don’t worry about it, nice to know I can still turn ya on. Now how do these look? I would say they still fit pretty good”

I stood there mesmerized by what I was seeing. I stopped even worrying about my erection at this point. The sight totally took my mind off it.

“You look just as stunning as ever”

L winks at me and gives me a gesture to follow her. As we walk out of the closet she tells me to grab her pants and underwear. I think she knew I was going to inspect them as I walked behind her.

We move up the stairs and there in all its glory is her beautiful round ass right there in my face with just a tiny black string flossing her cheeks as she goes step by step up the stairs.

We go through the kitchen and to the next set of stairs heading towards her room. The view is killing me at this point. I can still picture her ass as the moonlight shines through the windows on her cheeks while she walks up the stairs.

I follow her into her room where she has her hand on the door nob as she enters holding onto it for me to walk past her. Slowly and quietly she shuts the door.

There was a long pause between both of us as we just stood there looking at each other. I’m standing there looking at her like a virgin who’s never seen a women half naked before while holding her sweat pants and panties in my hands like she placed them there.

You could see the thoughts going through her brain. What was probably 10 seconds felt like 10 minutes. Fuck who knows, it might have actually been 10 minutes. You could see the lust on her face as it took over.

“Fuck it” L said out loud even though I think she meant that for herself.

We step close to each other and start making out. Our hands passionately running across one another’s bodies.

She grabs my hard cock through my pants firmly and strokes it a little bit. As our lips are still locked she lets go of my member and begins to remove her clothes which makes me follow suit.

As I fumble to step out of my pants she drops to her knees and yanks them down. Her face is so close to me my cock almost slaps her in the chin as she exposes it.

Instantly she grabs hold of it with one hand and guides it to the back of her throat. In pure bliss I tilt my head back let out a soft moan and look down at her. She’s making eye contact with me as her head moves with my cock in her mouth.

Her tits look fantastic, still that tripple d of perfection, just with a bit more sag than they used to have, her eyes are full of lust. The room is silent other than the sounds of her sucking and my soft moans.

She pulled my cock out of her mouth and licked from the backside of my balls up to the tip of my cock never breaking eye contact.

I reached down and brought her up to her feet kissing her passionately on the lips as we waddled towards the bed locked together. I turned her around and bent her over to where her chest was resting on her tall bed.

Behind her I went down to my knees and put my face right at her entrance. I could smell her breathtaking aroma. Her pheromones were strong in a good way and I needed to taste it.

I stuck my tongue out and placed it at her clit with my nose buried deep in her ass. She wiggled at the touch and let out a deep moan. I sucked her erect clit into my mouth and then flicked it with my tongue. I felt her tense up and could hear her moan like electricity went through her body.

I started lapping my tongue from her clit to her hole tasting every bit of what her pussy had to offer. She was sweet and intoxicating. As I started to tongue fuck her I could hear her breathing getting really heavy. I could tell she was getting closer.

I removed my tongue and with one swift swipe down over her clit I buried my nose deep in her ass and sucked her clit into my mouth again and started flicking it with my tongue.

She whispered, ohhhh fuck.

Her body tensed and she came hard. Each convulsion that went through her body her asshole and pussy pressed firmly into my face.

My face broke off and I took a deep breath. Face dripping in juices I went to work on her ass. She let out another deep breath and tensed up again. Sliding my middle finger into her pussy as I licked her ass.

“Fuck that feels amazing” she said.

I personally couldn’t take it anymore. I needed to feel her. I stood up, wiped my face and guided my cock to her slit. I worked it up and down teasing her a bit.

She looked at me with her mouth open breathing heavy as my cock teased her. I lined it up with her hole and started to part her entrance with the tip. She must of been tired of waiting since she slammed herself back taking me completely in.

Both of us let out a moan. She was soaked and quite tight too. I knew I was in trouble. Not only was she my fantasy for a long time, but the way she felt was incredible. Neither of us had to say anything to each other. We both knew the assignment and wanted it so bad in that moment. I just didn’t want to disappoint her, this could be my only chance to live this dream.

Her eyes told me to fuck her and so I did. I started slow doing full length thrusts. We both loved it but you could tell she wanted more. I started to increase my pace and her moans got stronger.

She must of been able to feel that I wasn’t going to last long. She started to bounce herself back into me meeting my thrusts with hers. Her ass clapping with the rhythm.

My breathing got really heavy as I was trying to hold back cumming as long as I could. Then it hit me hard, it’s coming and it’s coming now. My cock twitched and stiffened as I went to pull out. She reached back as she slammed herself into me and pulled me into here.

I let out a long “fuuuuucccckk” as I exploded into her. Her body tensed up and started milking my cock for everything it was worth as I filled her up. She was cumming again and really hard.

As the orgasms subsided and I pulled out of her I started to realize how I just came in my best friends mom. Someone who was like a second mother to me.

She turned around and took my still hard cock in her mouth being sure to lick all of our juices off it. She treated that like it was going to be inspected after. She was keeping me as hard as she could, she knew what she was doing.

She wanted more and so did I.

She stood up and laid down on the bed. I looked at her as she laid down stroking my cock. She got comfortable and spread her legs wide with her feet still on the bed inviting me on top of her. I took a second to admire her stunning mature body with all its beautiful features. Her pussy glistening with both our cum.

As I climbed on top of her I gave her soft kisses from her mound up to her neck. When I reached her tits I was sure to give them some much needed attention. The amount of years I wanted to play with these was insane. I swirled my tongue around her nipples and softly nibbled on them. She was in ecstasy and I was in heaven.

When I got to her neck she curled her head back and pulled me tight into her. I reached down with my hand and worked my cock into her pussy. This time things seemed more passionate rather than lusty. There was a calmness to it all and our bodies seemed to work in unison as I did full length deep thrusts into it. We both were building for something more.

After a little while of that our bodies rolled over. It was her turn to take what she wanted. She got on top of me and I brought my face up to her chest and worked on each tit with my mouth never leaving the other one unattended with my fingers rolling her nipple.

Our breathing was intensifying each moment. She was getting ready to cum again but just didn’t want to just yet. We both took in the heat of the moment the best we could as she rocked her hips back in forth on top of me.

“I’m going to cum soon” I said to her

“Me too, but not just yet.”

She lifted off me and turned around. She grabbed my cock and lined it up to ride me reverse cowgirl and slowly lowered herself down onto me.

I reached out and started to rub her asshole as she rocked back and forth. This made her rhythm increase drastically as she moaned more frequently and slightly louder. Her asshole was wet from earlier so I slid my thumb into her. She let out a loud moan and gripped my thumb tightly. Her speed really increasing.

She leaned forward and my thumb slid out. I put her over an edge with that and there was no returning. She started to bounce her ass on me hard and fast. I could feel my cum building up fast.

She started moaning loud, and told me she was going to cum again. She gripped my cock really hard and it put me over the edge. We both tensed up and came at the same time.

For the second time tonight I filled my best friend’s mom with cum. I wasn’t sure if I should be nervous or in heaven.

“Fuck that was fantastic” she said breathing heavily as she sat there just holding me inside her as long as she could.

“Well I did not see this coming this weekend” I joked. “That was incredible, you know how long I have wanted to experience you like this?”

She chuckled and slowly slid off of me.

“It’s mutual hunny, ever since you went off to college and I watched you really grow into the man you are today. I couldn’t help but desire you a bit.”

We both just smiled at each other and took in what just happened.

She leaned forward and gave me a couple passionate kisses “About time we go to bed don’t you think?”

“Yeah I’m spent. You took the life out of me tonight.” I said to L

She winked and gave me a smile and I worked my way towards the door. Still naked with my clothes in my hand. I stopped and grabbed her panties off the floor.

“I’m keeping these”

L just shook her head and smiled. As I opened the door and walked out. The next two days nights were full of sex once J went to bed. Finally on Sunday when he was leaving he brought up that he knew what we were doing and he didn’t care.