My Best Friend’s Hot Mom

Summary: Young stud bangs MILF in all 3 holes during hot summer day.

Note: This is a summer 2014 Contest story so please vote.


Note 2: All characters are at least 18-years-old.

Thanks: MAB7991, Robert, and goamz86 for editing this story.

My Best Friend’s Hot Mom

My best friend’s mom is hot, I mean smoking hot, and she knows it. She walks around in bikinis that showcase her long legs, tight ass and big tits; she also dresses up often in pantyhose and short skirts that have all of us guys drooling. Every one of Barry’s friends call her a MILF, much to Barry’s chagrin, and each of us have shot a ton of cum out of our cocks fantasizing about her.

For me, fantasy became reality this summer.

Sandra, Barry’s mom, asked me if I could help her build a new shed for their back yard. I, of course, said yes, for a few reasons:

1. She offered me good money to do it.

2. It was what I did, build things and I could do it a lot cheaper and faster than a company could.

3. I would be around her house every day for three weeks or so.

4. I hoped to get to fuck her…even though it still seemed like a far-fetched dream.

She suggested I start the second week of July, which happily coincided with Barry would be gone on a two week hiking trip with his father (a dumb ass who divorced Sandra a few years ago…no one can fathom why). I, of course, agreed and shot a load in her honour every day until I started working for her.

The week before I started, I got to see her every day as I brought over designs for the shed. Every day she would suggest changes that required me to bring back a different design. She dressed in sundresses every day, or a t-shirt and short shorts that almost no adult should wear…except her. It was like she was taunting me to take her, even though she had always dressed like this…something I believe frustrated her jealous ex-husband.

Anyway, we finally agreed on a design and as I left she said, “I’m really looking forward to getting to know you better, Evan.”

“Me too,” I nodded, realizing my response didn’t even make sense.

She smiled her dazzling, knee buckling smile, and added, “Be warned it’s supposed to be a hundred degrees all week.”

“I will dress appropriately,” I shrugged.

She winked, the first hint of her ulterior motives, “I’m not sure I will.”

Just then Barry came downstairs and we headed out for one last night of partying before he went on his trip…oblivious to the fact that I was hoping that while he was gone I would get to fuck his mother.

I arrived as scheduled at eight the following morning and was greeted by Sandra, in a robe, clearly having just gotten up. I could see a little of her ample cleavage, and briefly fantasized just tugging her robe open and devouring her right then and there. That said, I wanted to take my time, to be sure I had read the many signs of her interest in me right…it would be humiliating and potentially friendship ending if I was wrong.

She sent me out back where the supplies had all arrived the day before, and I started working. I was a couple hours in when she first came out to check on me. Dressed in a two piece bikini that showcased every curve of her perfect body, my cock instantly woke up in my shorts.

She asked, “How’s it coming?”

I answered, (ignoring playing on the word coming even though it was tempting, instead using the words my dad always did when asked a similar question, “Slow and steady.”

She said, “Going for a swim. Feel free to join me if you like.”

“Not at the moment, ma’am,” I nodded, because I knew if I did I would be done for the day.

“It’s Sandra,” she corrected. “My mother is ma’am.”

“Of course, Sandra,” I nodded, watching her turn around and dive fluidly into the pool.

The next half hour was a constant distraction as I tried to work, while nearby the most beautiful MILF in the world swam laps.

When she got out, it was as if in slow motion, like in that classic 80s movie Fast Times at Ridgemont High, where Phoebe Cates comes out of the pool. My cock again got hard, as she grabbed a towel and asked, “Would you like a lemonade?”

“Sure,” I agreed, wanting her to come back outside, and actually quite thirsty. I also took this time to take off my shirt and showcase my upper body which is very toned.

I worked for a couple of minutes until she returned with a glass of lemonade. She was still in her two piece swim suit and complimented, “Looking good.”

“How can you tell, it’s just a few pieces of wood scattered about?” I joked.

“I wasn’t talking about the shed,” she said, matter-of-factly, before smiling and turning and going back over to the pool, then sitting on a lounge chair.

I reluctantly returned to work. I wasn’t working two minutes, when she called, “Evan, would you be a dear and come give me a hand for a moment.”

“Sure,” I called back wiping my hands on my shorts and going over to her.

She was applying lotion on her body when I reached her. She asked, “Would you please put some lotion on my neck and back?”

It was every teen boy’s fantasy to put suntan lotion on a hot MILF. I, of course, said, “Sure, I’d love to.”

She handed me the lotion, rolled onto her stomach and I sat down beside her. “Could you also undo my bikini top? I don’t want a tan line for my niece’s wedding in a couple of weeks.”

I wondered what outfit she could possibly be wearing that such a tan line would be seen, but I agreed like any horny boy would, “Of-of-of course.”

The bikini easily fell aside and I could now see the sides of her voluptuous breasts. I thought about going for broke right then and there, but decided to just play along, sensing that the inevitable was close. I thoroughly covered her neck, shoulders and back with lotion, massaging gently while I did. She let out a soft moan as I moved lower, to just above her ass.

Deciding to continue to add to the slow seduction we were both performing on each other, I asked, “Aren’t you worried about tan lines on your bottom too?”

“Should I be?” She asked back, playfully.

“Just asking,” I countered, in an attempt to be flirtatious, “I’m not sure what the proper tan line etiquette is honestly.”

“Better safe than sorry,” she said back, lifting up her hips and surprising even me. I watched as she tugged the strings and uncovered her tight ass.

“Agreed,” I barely got out, my fantasy MILF now naked in front of me.

“Can you do my torso area, too?” She asked.

“If you insist,” I agreed, my already hard cock begging for release in my tight shorts. Although I am a confident guy with the ladies, I felt my hands trembling as I poured lotion on her ass and began rubbing it in. It was surreal, and I made sure to lotion her whole ass and down her thighs a bit.

As I was about to finish she said, “Be sure to get my ass crack, hate to have a tan line there.”

“That would be mortifying,” I quipped back, as I coated my finger and put lotion between her ass cheeks. I was so tempted to slide my fingers further between her ass cheeks, all the way to her back door, or to attempt to slide my fingers to her pussy in the small window that existed between her legs…I couldn’t see her pussy, but I did have access to it if I could just get the nerve to take the risk.

As I contemplated all the things I could do to my best friend’s mother, she ended the brief moment of teenage fantasy, “Thanks, sweetie.”

I stammered, drawn back to reality, “N-n-no problem.”

I stood up, stared at her naked beauty briefly, and returned to work, adjusting my cock as I walked.

The next hour, I worked and tried not to spend too much time staring at the naked perfection lying nearby.

Around eleven, she put her bikini top and bottom back on, and wordlessly went back in the house. I was frustrated that I never got a full look at her rack or her pussy. I assumed a woman like her kept it trimmed or shaved, but inquiring minds want to know.

The sexual tension already high in just the first morning, it seemed obvious we both wanted the same thing. I worked the next hour relentlessly, beating my sexual frustrations away,  and was just getting ready to go and pick something up for lunch when she came back out, now dressed in a sun dress, five inch heels and, shocking in today’s heat, pantyhose…which is my fetish. Although she is a beautiful woman, I always loved how she often wore pantyhose while in the house, even under her jeans.

“I’m heading out for a while,” she announced.

“I see,” I nodded, asking, “Isn’t it a little hot for pantyhose?”

“Isn’t a little too hot to be wearing a shirt?” She countered.

I laughed, “I just put it on a couple of minutes ago. I was about to go and get a bite to eat and most restaurants have that whole no shirt, no service rule.”

“Such a pity,” she shrugged. “I’ll be back in a couple of hours, I left my cell number on the kitchen table in case you need anything.”

“I should be all right,” I shrugged.

“I do mean anything,” she repeated, stressing the word ‘anything’.

“Good to know,” I nodded back, the chess game of sexual seduction continuing.

I watched her leave and followed a couple of minutes later.

I didn’t see her again all afternoon until I was finishing up at around five. I went inside and saw she was on her couch, her stocking-clad feet on the table, her toenails painted purple which was hot, as she watched CNN.

She turned around, hearing me, and asked, “Done for the day?”

“I think so,” I answered, still focusing on her long legs and pretty feet.

“Why don’t you take a seat and visit for a bit?” She offered.

“I’m all dirty and sweaty,” I replied, not wanting to wreck her white furniture.

“I bet you are,” she quipped, the words dripping with sexual implication.

“I need a shower,” I admitted.

“I think I have one of those upstairs,” she smiled playfully.

“Do you?” I joked.

“I have two, actually,” she added, “although the one upstairs in my room has better water pressure.”

“Good to know,” I nodded.

“Go shower,” she ordered, “and I will order some food. I hate eating alone and with Barry gone all week…it’s awful lonely here.”

The offer too good to reject, the likelihood of something happening later growing greater by the moment, I agreed. “Sure, although I don’t have any clean clothes.”

“I’ll get you some,” she said.

I began walking towards the bathroom on the main floor, but she repeated the suggestion, “Go use my shower.”

“Okay,” I agreed, my cock again fully stiff in my pants with anticipation.

I went to her room, to the bathroom, quickly got undressed and jumped in the shower. I wasn’t in there more than a couple of minutes when I heard her voice. “Like the water pressure?”

I froze, ironically lathering my cock at the moment. I finally said, “Yes, it’s very powerful.”

“It’s all steamy in here, you must like it hot,” she quipped, every word dripping with flirtation.

“That I do,” I responded, not being able to see her making it easier to flirt back.

“Do you need any help?” She asked, as she shocked me by joining me in the shower, unfortunately no longer in pantyhose.

My hand around my cock, I again froze…I was now starring at my very naked MILF fantasy…who was completely shaven and even more perfect than I had fantasized.

“Is that for me?” She asked, looking down at my fully erect and still sudsy eight inch cock. “It’s even bigger than I thought it would be.”

I couldn’t talk. I wanted to say something witty like I would to any of the teen sluts I fucked and often dominated, yet I was speechless.

“I’ll take your inability to speak as a yes,” she smiled, dropping to her knees and taking my cock in her hand.

I gasped…my long-held fantasy finally coming true.

As if reading my mind, she asked, “I bet you have fantasized about this moment for a long time, haven’t you Evan?”

I stammered, “Y-y-yes.”

“Did you fantasize this?” She asked, as she learned forward and took my cock in her mouth.

I groaned, “Forever.”

I had never had sex in the shower before, but watching her bob up and down on my cock as water sprayed on us was exhilarating.

Sadly, with the fantasy coming true, and her mouth such pure perfection, I lasted just over a minute before I warned, “I’m going to come.”

Her response was to bob faster and deep throat all eight inches of my cock. It was too much and I spewed my load down her eager throat. She didn’t slow down until every last drop was deposited. Once done, she stood up and said, “What a delicious appetizer.”

Before I could speak, she got out of the shower and added, “I left some clothes for you to put on.”

“Uh, thanks,” I said, bewildered by what had just transpired and by the fact that just as quickly as she had joined me, she had left.

I finished showering in a hurry and got out. On the toilet was a speedo…nothing else. I shook my head amused, dried off and put on the speedo which left nothing to the imagination.

Walking out, I couldn’t find her anywhere. Eventually, I went outside and saw she was in the pool again. She waved me over, “Come for a dip.”

I joked, finally my old confidence back, “Oh, I think I plan to do more than just dip; I plan to do some deep drilling.”

She smiled, “I hope you’re not all talk, no action.”

I joined her in the pool and aggressively kissed her. She responded back with her tongue in my mouth and her hand going directly to my cock, which was already stiff again.

I began cupping her big tits through her thin bikini top. Breaking the kiss, I sat up on the edge of the pool and ordered, “Suck me.”

“Didn’t I already do that?” She asked coyly.

“I want to watch those sexy lips worship my cock,” I said, looking down at her.

“You’re really a naughty boy,” she teased, as she tugged my speedo down.

“And you’re a really sexy slut,” I counted, feeling confident name calling would turn her on.

Once my speedo was off, she devoured my cock, bobbing like many of the teenage sluts who tried to impress me. The difference was she didn’t gag, or slow down, and she got all of me in her mouth.

As she sucked, I told her, “I plan to make you my personal MILF fuck toy all summer, my slut.”

“Mmmmmmm,” she moaned on my cock, not slowing down at all.

After a couple more minutes of watching my MILF fantasy suck cock just as I had envisioned she could, I ordered, “Get naked.”

She took my cock out of her mouth and quickly got out of her bikini top and bottom, tossing both at me…with a devious smile.

I got back in the pool, lifted her up, and slowly lifted her onto my cock.

“Oh God, you’re so strong,” she giggled when I picked her up and she gasped as she realized my intentions as I awkwardly lowered her on my cock. “Oh fuck, I love a man who takes charrrrge.”

“And I love a beautiful woman who understands her place,” I replied, as my cock slowly, the water a great defensive barrier to getting inside her, penetrated her.

“You think I’m beautiful?” She asked, smiling.

“You’re the hottest MILF I know,” I replied, as my mushroom top finally slid inside her.

“Ohhhhh,” she moaned, as I entered her. “I’ve wanted you forever.”

“I know,” I smugly replied, before adding, “I’ve been fantasizing this moment for a long time.”

As my whole cock filled her, she moaned, “Do you know how many times I pleasured myself while you were over, wishing you would sneak into my room and just take me.”

“About as many times as I imagined it,” I quipped back, as I began to fuck her while still holding her.

“Oh my God,” she moaned, “you really are sooooo strong.”

I kept fucking her, even as holding her got gruelling, wanting to impress her. After a few minutes of fucking her she began talking dirty to me: “Fuck, I love your cock,” and “Drill my cunt,” and “Fill my cunt with that big snake of yours,” and “I can’t believe we waited this long,” and “God I love your big cock.”

It was amazing having my fantasy come true, but even hotter hearing her talk so nastily.

Finally my arms burned and I slid out of her as she whined, “No, keep fucking me.”

Deciding to let her do the work for a while, plus wanting to watch those tits bounce, I ordered, as I got out of the pool and sat down on a lounge chair, “Come straddle me.”

She got out of the pool, stared at my completely at attention cock, and joked, “If I ride you I think the whole neighbourhood will hear my screams.”

“Then let the whole neighbourhood hear you scream,” I shrugged.

“You really are a dirty boy,” she smiled, as she straddled me and lowered herself onto my cock.

“And you love it,” I smirked, “Don’t you?”

“God, yessssss,” she moaned as she engulfed my cock.

“I want to see those tits bouncing,” I ordered, as all my cock disappeared inside her cunt.

“You’re a tit man?” She asked, as she cupped them and leaned forward for them to be in my face.

“I’m a tits, cunt, ass and legs man,” I countered, as I took her erect left nipple in my mouth, while simultaneously slapping her ass. “Now ride me, my slut.”

“Yes, sir,” she moaned, as I bit her nipple and she began riding my cock.

I moved from left to right, replicating the nipple attention before leaning back and ordering, “Sit up straight, I want to see that body shake.”

She smiled, “So eloquent.”

I smiled as I watched her ride and bounce. Her tits were perfect as were the moans of pleasure coming from her pursed lips. There is nothing hotter than a woman in the quest for pleasure. Her eyes show hunger, her mouth shows pleasure and her body gives into the lust.

Her moans continued to get louder and I knew she was close to coming when I began bucking up to meet her downward movements.

“Fuuuuuck, yesss,” she screamed, the first time I met her movements.

“Come, my slut,” I grunted, continuing to buck up to meet her.

“God, yes, Evan, I love your cock so fuckiiiing much,” she declared loudly.

“And I love having my own personal fuck toy,” I declared back.

“Oh yes, make me your slutttttt,” she moaned loudly, her breathing getting erratic.

Wanting to fuck her to orgasm, I used my strength to grab her, flip her over like a rag doll, and grab her ankles. With her legs high up in the air I slammed back into her cunt.

“Oh fuuuuuuuck,” she screamed, as I reached new depths inside her hot box. “Oh yes, give me that big dick.”

I obliged, slamming into her.

“Oh fuck, yes, pound me,” she continued, her breathing heavy.

“Are you close?” I asked, even though I knew the answer.

“Ready to erupttttt,” she moaned.

“I’m going to come in that slut box of yours,” I warned, curious for her reaction.

“Yes, baby, fill my fuck hole with your cum baby, I want it sooo bad,” she replied, as I let go of her ankles. She wrapped her legs around me and began trying to pull me in deeper.

I held back from coming, wanting to climax simultaneously with her, then demanded, “Come, my slut, come for me.”

Her hand slapped her clit and in seconds she screamed, loud enough to not only make her neighbours aware, but to wake the dead, “Yes, you mother fuckerrrrrrrr.”

I grunted too, letting my cum spray inside her, as I thought to myself I was indeed a mother fucker, “Here it comes, sluttttttt.”

I pumped my cum inside her, even as she continued quaking with her own orgasm. “Oh fuck, you’re soooo good,” she moaned.

“You’re not too bad yourself,” I smiled, as I pulled out of her and watched as a mixture of her cum and mine leaked out of her cunt.

“Fuck,” was all she could muster as her body recovered from her orgasm. Finally she said, as my cock finally calmed down, “Maybe we should continue this inside. I’m afraid the neighbours may be wondering if I have been murdered.”

“Or fucked thoroughly,” I quipped.

“Or that, too,” she laughed, standing up.

“You really are fucking hot,” I said, her body so amazing.

“As are you,” she smiled back, putting her hands on my chest.

Updated: October 10, 2020 — 9:54 am

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