My Friend Convinced Me to Let Her Pool Boy Stretch My Ass

“I can’t wait! I’m so excited, I’ve been playing with myself all day. I even put a finger up my ass and probed slowly, trying to get it ready for tomorrow. I got so wet! I want it, Maria, I want it bad.”

My best friend Maria and I were sitting at her kitchen table, drinking coffee and talking about our sex lives.

“I swear Maria, my husband is turning into a bona fide pervert and the more things I let him do to me, the more he wants. I thought sucking his dick would be enough but now he wants to put his manhood in my rear end.”

“Well, at least that’s one place where smaller is better. So are you going to give in to him?”

“You know I always do, but I am going to make him pay somehow. I told you I made him paint my toenails before I’d suck him, didn’t I?”

We both laughed at the thought of Bill on his knees, blowing on my toenails, with a hard-on, so he could get the blowjob I promised.

“I’m going to make him stick his tongue up my butt if he wants to stick his dick up there,” I continued.

“Alyssa, I swear all this talk of ass fucking is making my panties wet, I just love a big strong man taking me from behind.”

My mouth dropped open at this comment,

“Are you talking about Mike?”

Maria laughed at my question and shook her head.

“I’d never let my husband in my back door; he doesn’t deserve it, besides he cums in about two strokes after he sticks it in my pussy. No, I have a lover, and I let him have my ass, and believe me he likes my rear entrance. When I am on my hands and knees and he is deep inside my ass I swear I can feel his cock rubbing my G-spot and I just explode. It’s fantastic!”

“God, Maria! You’re so naughty. Now you’re making my panties wet, that’s what I need! A special lover.”

“That’s my man Alberto. He is only twenty-three, and he says he likes mature women. You know, Alyssa, I would be willing to share him if you’re really interested. He’s our pool boy and he’s here every Thursday. Just come on over and bring your sexiest bathing suit. I guarantee you’ll never regret it and he is more man than I can handle. In fact, you’ll be helping me.”

“Pool boy? Oh, that sounds naughty and yummy at the same time. I’d love to give him my anal cherry, just to make sure Bill doesn’t get it. Oh hell, count me in! I’ll be here Thursday.”

I could not stop thinking about Maria’s pool boy and that night I even gave my husband a blowjob, all the while thinking it was Alberto. It turned me on so much, I almost came but then Bill spurted in my mouth after just a couple of licks and that brought me back to reality.

That night I called Maria just to make sure everything was still on for Thursday.

“Oh hell yeah, I talked to Alberto and he is all excited about having two MILFs at once,” Maria said with excitement in her voice.

“I can’t wait! I’m so excited, I’ve been playing with myself all day. I even put a finger up my ass and probed slowly, trying to get my back door ready for Alberto. I got so wet! I want it, Maria. That is all I’ve thought about and I want it bad.”

Thursday morning, I got up early, headed to the bathroom, and thoroughly douched my anal canal until pure clean water ran out. Then I shaved everything: legs, pussy, and between my ass cheeks. I had never in my life felt so naughty as I bent over and used both hands to expose my little rosebud, inspecting my work; everything was smooth and hair free. I then put on my bathing suit and a skimpy cover-up and headed to Maria’s house.

After getting no answer at Maria’s front door, I walked around to the back of the house and noticed the pool house door was slightly open. I went to open the door and looked inside. The first thing I noticed was the sexy naked ass of a tall man. As I stared in awe, I realized he had my friend on her hands and knees and her ass up in the air. The man was holding onto Maria’s hips and was slamming his cock into her ass from behind while she moaned and screamed.

“Harder, harder, yes, yes!” Maria screamed.

The man turned as he heard me, he looked back at me and smiled.

“You must be Alyssa, come in, don’t be shy come on in,” he said but did not slow down his attack on Maria’s back door.

I slowly walked toward them, almost in a trance. I had never watched anybody making love before. Oh sure pictures and movies, but this was real. I wasn’t sure if Maria even knew I was there.

“Come here, that’s a good girl, now kiss me,” he said while still pumping his thick cock in her rectum.

Still in trance, I walked to him and put my lips against his, and the first thing I noticed was the taste of pussy on his lips and I instantly felt my own pussy gush. Then I heard my friend scream and then collapse on the sunbed, pulling Alberto’s cock out of her ass as she fell. I saw her gaping hole and worried if my own asshole would be stretched like that. Only at that point, Maria saw me.

“Hi, Alyssa, you’re a little early,” she said and then turned around and put Alberto’s cock in her mouth.

“She prefers my cum down her throat instead of her ass. Alyssa, don’t be shy. Take off your bathing suit, I want to see you naked,” Alberto said while Maria took his whole tool in her throat.

I did as instructed, and when I bent down to pull my panties off, my face was right next to Maria’s face and Alberto’s cock. Maria took his cock out of her mouth and offered it to me; I instinctively dropped to my knees and took it in my mouth, engulfing my lips around his thick head.

As I sucked on Alberto’s cock, Maria brushed my hair back, and then she reached over and kissed my neck, right behind my ear. She then reached to my nipple and gently rubbed it between her fingertips. Alberto watching all of this couldn’t hold back and exploded into my mouth. The surprise and the volume were too much for me to catch and his hot cum started leaking from between my lips when all of a sudden Maria began to lick it off my chin. As Alberto pulled his softening cock out of my mouth, Maria’s lips pressed hard against mine and replaced Alberto’s cock with her tongue, pushing it to the back of my throat, gathering all the leftover cum.

When she broke our kiss, I was panting like a bitch in heat. I looked to Alberto for relief but saw his cock soft and spent.

“Don’t worry, Maria’s hot friend, I just need a couple of minutes. Maria, why don’t you give your friend some relief and I’ll watch,” he said and helped us both change places, then sat next to us.

Maria buried her face between my legs and ran her tongue along my slit. As she parted my shaved lips, I pressed my palms against the hard plastic of the sunbed. Maria’s skin glowed and she looked gorgeous with her tongue deep inside my cunt. The day was hot, but her tongue felt hotter. It blazed against my clit like liquid fire. She’d obviously done this before. I just watched my best friend at my wet pussy like it was the sweetest thing she’d ever tasted in her life.

“Are you ready to get your ass stretched, Alyssa?” Maria asked licking my juices off her lips.

“Oh god, yes! Please…” I moaned and arched my back trying to meet her lips again.

I watched as Maria squirted lube all over Alberto’s hard cock and it excited me even more, as I thought about where his manhood was going. First, Maria helped me get into position, and then Alberto started putting lube into my ass. The cold lube felt good against my backdoor and suddenly I felt his big cock gently pushing into me.

“Relax, momma, don’t tighten, I won’t hurt you. Take a deep breath,” he said just as Maria sat on the sunbed in front of my face and spread her legs wide.

“Would you like to taste me?” she asked and spread her labia with both hands, showing off her cunt to me.

I leaned forward and put my face between her pussy lips, then stuck my tongue up her warm pussy. Maria grabbed my head with both hands and held my face against her sopping wet cunt just as Alberto plunged all the way inside my rectum. I tried to scream but my face was buried in Maria’s cunt and all I could do was moan.

At first, it felt as if I would explode from the pressure, but slowly that changed to a feeling of fullness and then pleasure. A lot of pleasure, all over my body. I pushed back, hoping it would signal to Alberto I wanted more and he took the hint and ever so slowly started sliding back and forth into my ass.

Maria slowly backed away from my face and I could finally scream. not from the pain, but the pleasure his cock was giving to me. I reached up and put Maria’s exposed clit between my lips, and squeezed it, teasing it with the tip of my tongue. I never did this before but I knew I was doing good because Maria’s juices were running down my chin and she gasped and moaned.

Alberto pumped his cock in my ass a couple more times then took his cock out of my used hole, and stood next to me, shoving his cock in Maria’s mouth and halfway down her throat. I reached up and held Alberto’s balls, and I could feel them tighten and knew he was about to let loose. I saw Maria’s eyes widen as he pumped his load into her mouth and she swallowed all without losing a drop.

“You ladies are driving me insane, I can’t get enough of you,” Alberto said stroking his cock.

Maria and I lie beside each other on the sunbed, still naked but too spent to do anything.

“Good God, I have never had such a day, I am exhausted,” Maria said running her fingers along my arm.

“You? How about me? I had more orgasms today than I’ve had since I was married,” I giggled. “Alberto is fantastic, but tell me something, Maria. Do you and Alberto ever fuck the old fashion way, you know vaginal style?”

“What? Of course not, Alyssa. That would be cheating!” she responded.

After a couple of seconds, we both laughed at her joke. I finally got up and put on the few clothes I brought and made my way home before Maria’s husband got home.

“So I’ll see you next Thursday then?” Maria said and then kissed me on the lips.

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