My Pool Boy

I meandered onto my outdoor lanai lost in my thoughts. I've been divorced for nearly three years and have become increasingly frustrated with my lack of companionship. Work has been a godsend as it's kept me busy. Even though I live in beautiful Naples, Florida I have an emptiness that I can't seem to fill.

I'm a very strong willed woman that at times can be cold and callous. My ex husband would probably add some additional adjectives and probably would not be wrong in doing so. I've done a lot of self reflection and realized that many times I was an icy bitch towards my husband.

It was not hard to realize why my ex began to cheat on me. While I don't condone having an affair for any reason it was easy to see why he chose that path. I consider myself a nice person who has over the years built an imaginary wall so as to not get hurt. I'm sure that is one of the many reasons I find myself lacking a companion.

I've gone on some dates but I haven't met anyone that I wanted to get to know better. My girlfriends have tried to help by keeping me company on some nights but I need to be with a man that excites me and makes me feel sexy, beautiful, and wanted.

My name is Jodi Monroe. I'm 45 years old, 5"4" 110bs with short blond hair and blue eyes. I have a daughter who is married. She has a beautiful baby boy which makes me feel even older knowing that I'm now a grandmother. I exercise regularly and have what I think is a good figure. My breasts seem larger than they really are due to my petite size.

Sipping on my margarita I was jarred from my self induced misery by my phone. "Hello."

It was my other unattached cohort, Mia. She is only 36, like me divorced, but unlike me enjoying her independence. She laughingly said, "Jodi let's go out tomorrow night and find us some young studs that will fuck us all night long."

I giggled as the thought thrilled me yet scared me. I replied "Mia, I'm not looking for sex. I want a companion not a fuck toy."

She replied, "You can have a fuck toy who is also a companion! Don't be an old hen. You are beautiful and lonely. It's a perfect combination to make you a hot cougar on the prowl. I'll pick you up at 7:00. Dress sexy not like you do for work. See you tomorrow."

Before I could reply she disconnected the call. I was too tired to try and resist since I knew she wouldn't take no for an answer so I resigned myself to an evening of trying to stay out of trouble.

The next day when I got home from work I poured myself a glass of wine and went to get myself ready for the evening. I don't even know where we are going. The only admonition was to dress sexy. I smiled, thinking to myself, what is a 45 year old doing hanging out with a young little bombshell like Mia.

I hurried through my clothes and found a cute little black spaghetti strap dress that stopped mid thigh on my legs. It had a scoop front and back allowing for ample viewing. Hmm I think this qualifies as hot and sexy, I hope Mia agrees because everything else I have seems to fall into the boring category. I made a mental note that maybe I should update some of my clothes.

The hot water felt wonderful as I stepped into my tub. I soaked up the heat and closed my eyes thinking about tonight. Nervous but now certainly more excited to be going out. I eventually made my way out and dried myself off. I spent a long time rubbing lotion on my legs and arms. I let my hands wander up to softly caress my breasts, rubbing the lotion onto them, my nipples hardening as I felt a warmth develop between my legs. It had been so long since I felt the tingling fester within me. I closed my eyes and savored the heat enveloping my inner folds.

I put on a pair of black bikini underwear. They were very sheer and made me feel sexy. I threw on my dress and stepped into a pair of black open toed 4 inch heels. I looked at myself in the mirror and felt a shiver run down my spine. I thought that I looked really hot.

It had been such a long time since I had worn this dress that revealed so much. It made me uneasy knowing that people would see so much of me but yet as I stood in front of the mirror I couldn't help but noticed that I looked really really sexy. I hadn't felt this way since, well since forever!

Mia was on time and looked amazing. I think she is so beautiful. Mia is a couple inches taller than me with long tanned legs. She has flowing auburn hair with the greenest eyes I've ever seen. I poured us a glass of wine and we sat and chatted. She had on a short white skirt with a very tight red top. She accented her look with a pair of wedge heels that made her legs look longer than they were.

As we walked to her car I felt a wave of insecurity surge through me knowing that I was going to be compared to Mia all night long. My heart sank and I almost turned to go back but common sense prevailed. Although I had to admit that she definitely looked sexy with her tight little skirt and red top.

We stopped at a cute little bistro and grabbed a quick bite along with another glass of wine. I was enjoying our time together and felt better about the evening. Of course I was also on my third glass of wine. When we arrived at the club we found it to be nearly empty. I laughed and said to Mia, "Did we miss the party or is this as good as it gets?"

Mia smiled and said, "This place starts hopping later in the evening. I just thought we would get here early so that we can grab a good table near the dance floor and get some cocktails to loosen us up." I thought to myself that if I get any looser I might not be able to control myself but maybe that's not a bad thing.

We ordered two margaritas from our server and scoped out the place from our perch. Our server returned with our drinks and Mia raised her glass to toast, "To two hot sexy cougars! May we find what we are searching for tonight! Cheers!" I laughed as I took a large gulp out of my glass.

"Wow this tastes really good."

We talked and watched as the place began to fill and soon I spotted two young guys. Briefly our eyes met before I turned to Jodi and said, "Those two guys to my right look they are still in high school."

Mia laughed and said, "They look like they are hoping to meet two sexy cougars tonight. Don't look now but they are heading our way."

I turned just as they arrived at our table. The boyish looking one said, " Hello ladies my name is Parker and this is Max would you mind if we joined you?" Before I could say anything Mia blurted, "Have a seat boys we would love some company."

I smiled as Parker took a seat next to me and asked, "What is your name?"

"I'm Jodi and I'm old enough to be your mother." I cringed as I said that but without missing a beat Parker leaned in and whispered, "I've never seen a mom that looks as hot and sexy as you do. I thought for sure you were in your late 20's at most."

I took a big gulp of my drink and smiled at Parker before saying, "Wow you should get your eyes checked."

He laughed as he slid his arm behind my chair and said, "I'm just telling you how I see it. You are a very sexy woman."

I took another big gulp from my drink hoping to calm myself down. I hadn't been called sexy since I was much younger. My heart raced and my breathing became a little erratic as this young man was sweet talking himself into my heart. His hand made contact with my exposed shoulder, the touch felt electric

He asked, "Jodi would you dance with me?"

As much as I didn't want to dance I felt a strong desire to be held close. I nodded yes and grabbed his hand as he led me onto the dance floor. He pulled me into his arms and pressed into me. My god it felt so nice to be held tight even if it was someone young enough to be my son. Feeling a little horny and a little tipsy I thought I would let him have some fun with me. I wrapped my arms around his neck as we danced. Soon I felt his wet lips on my neck.

His mouth began to caress my neck. I could feel my panties getting wetter as he lifted my head onto his mouth. At first we kissed softly before I allowed his tongue to swirl inside my mouth. I moaned as I savored his soft wet tongue, it had been so long since I've been kissed like this. His hand cupped my ass and pushed me into his crotch where I felt the stiffness of his manhood. The song ended and I gave him one long wet kiss. We headed back to the table which was now empty. I panicked briefly before spotting Mia and Max on the dance floor.

I felt Parker placed his hand on my thigh as he whispered in my ear, "Jodi you are a really good kisser. You are so sexy baby." I whimpered as his tongue swirled inside my ear. I was in heaven. I felt his hand caressing the side of my face as he pulled my lips onto his. Slowly we nibbled at each other's lips before the kiss escalated.

I moaned into his mouth as his hand squeezed my thigh. My body was on fire as our kiss continued. I was so turned on that I didn't realize that he had taken my hand and placed it on his crotch. The next thing I knew I felt his hand attempting to snake its way under the hem of my dress. My eyes shot wide open and I pulled back and said, "What the hell are you doing? I just met you fifteen minutes ago." I got up to walk away as he said, "What's with the attitude? I thought this was what you wanted?" I huffed, "You thought wrong buddy." I turned and walked away angry at myself and very much confused as I headed to the bar.

I found a barstool and sat up on it. I was a little self conscious as my dress rode up high showing a lot more leg than I wanted. I was tense and needing a drink to calm myself. I ordered a glass of wine. I felt incredibly angry at myself for allowing someone to paw me yet confused as to the feelings I was having prior to his attempt to cop a feel.

I sipped on my wine looking down onto the dance floor. I noticed just about everyone was either making out, grinding into each other, groping, or just about having sex. I spotted Mia in a hot make-out session with Max. I also saw Parker with another older woman, probably trying the same approach on her that he had with me. All of a sudden I was no longer angry at myself instead I felt old and out of place.

I heard a voice from behind me, "Mrs Monroe? Is that you?" I slowly turned around to see a handsome young man. He looked familiar but I couldn't quite remember where I had met him. I said with a smile, "I'm sorry do I know you?"

The young man was very handsome. He had a striking combination of black hair with blue eyes. He looked to be about 6' tall and very athletic. He smiled and stuck his hand out to shake mine, "Mrs Walker, I'm TJ. I'm your pool boy." His handshake was firm but gentle. My body responded to his touch in a way I had not expected.

He continued, "You look amazing. I can't believe you are here." My heart raced as he continued to hold my hand while looking straight into my eyes. I felt his strength and confidence ooze through his gentle touch. I smiled, took a deep breath and said, "Yes, now I know where I've seen you. You obviously look much different tonight."

Softly caressing my hand he said, "Well hopefully my look tonight is for the better."

I laughed and said, "It certainly is. You look incredible." I can't believe I just said that. I'm acting like a teenager!

Still holding onto my hand he nervously said, "Please don't take this the wrong way but I always look forward to doing your pool in hopes of seeing you. You are so beautiful."

My heart fluttered as I took in his words. Hopefully my nervousness was not evident. I tried to compose myself before I responded, "TJ, thank you for your nice compliment. Please call me Jodi. Mrs Monroe does not seem appropriate tonight. Can I get you a drink?"

Oh my god! Did I just offer to buy him a drink? What am I doing? I took another long swallow of my drink as he replied, "Yes I'll have what you are having but let me get them. It's the least I can do for all the years of being my loyal customer."

I said, "TJ I think I've had enough to drink but thank you."

He flashed a gorgeous smile and asked, "Are you here alone or with friends?"

I replied, "I came with my girlfriend Mia. She is somewhere out there on the dance floor."

TJ grabbed his wine glass and raised it, "To the most beautiful woman here tonight who is also my most beautiful client." He leaned down and whispered in my ear, "I meant every word I said. You are very beautiful."

At this point I didn't care why he was saying these nice things. They made me feel beautiful and wanted. I no longer felt old and out of place. I felt so flushed and excited that I asked, "Would you like to dance?"

TJ gently pulled me off the barstool and into his arms. As soon as we got to the dance floor he pulled me tight into his body and nuzzled his head into mine. My heart was racing as my body molded into his arms.

I chastised myself to not let things get out of hand as happened with Parker but I sensed a sincerity and gentleness that I didn't feel with Parker. His hand slowly ran through my hair softly caressing the side of my face. I inexplicably moaned into his neck as I felt myself lusting for his touch. He whispered, as he continued to softly caress my head, "Jodi you are so beautiful. It's really hard to control myself around you."

I felt his manhood push against me and I ground my pussy back into him. He felt huge. It was such an erotic feeling knowing that this man was seducing me and I yearned his touch. His strength. His manliness. His gentleness. My hands reached up to his head and pulled him down to my mouth. We kissed and I felt electric jolts snap through my body.

His continued caresses were dampening my underwear. I opened my mouth to allow his tongue inside me. I pulled away, smiled and reached up to him and said "I'm so glad I met you here tonight."

I pulled his mouth back onto mine and kissed him. Our tongues darted as we held each other. I moaned as I felt his hand lower towards my ass. He pulled off my lips, smiled and whispered let's go sit down. I thought he was leading us back to my barstool but instead we headed to an empty booth in the back corner.

When we got to the booth he sat down and pulled me onto his lap. I shrieked as I landed on his lap feeling his huge cock. He lowered his mouth to my ear as his other hand dropped to my thigh. He immediately began to caress my thigh with one hand, my exposed shoulder with his other hand.

I moaned and leaned my head into his moist lips, his hand was now pushing up my leg and this time I offered no resistance. I looked into his eyes and saw his loving warmth.

His touch neared my pussy. God I was so turned on. What am I doing? He leaned into me an kissed me. His touch pushed harder onto my pussy, my hips pushed back into his hand.

He leaned into my neck and slowly and sensually kissed me. My god he had seduced me. I wanted him so bad. His finger found my nipple through the dress and rolled it as his lips met my hungry tongue.He slid his finger up my wet slit and I groaned, "Yes that feels so good!"

He said, "Jodi can I take you home? I don't think I can control myself. You have me so turned on. You are so sexy and beautiful."

I devoured his mouth. I wanted him as well. I said, "TJ we have to tell my friend that we are leaving so that she won't worry."

He smiled and helped me off his lap. We walked hand in hand until we found Mia sitting at the table with a new guy. I waived and said, "TJ is going to drop me off at home. I'm tired and probably had one too many drinks. Thanks for the good time."

Once we arrived home I invited TJ inside. I led us into my living room and said, "Have a seat I need to freshen up." In the bathroom I cursed myself for letting me get so aroused but I couldn't help it. I admonished myself to go slowly but I smiled knowing all too well that slow had left the barn a long time ago.

When I returned I asked, "TJ would you like anything to drink?"

He nodded no and patted the couch next to him. I took that as an invitation and cozied up next to him. He shifted me so that my back leaned into him as his arms wrapped me up. It felt deliciously good. I leaned head back and he whispered, "Jodi when cleaning your pool, every time I caught a glimpse of you I've dreamed of holding you in my arms like this. I've wanted this for a long time."

I moaned as my juices started to flow. His lips found my neck as his hands cupped my tits, squeezing them through my dress before tugging my now hard and erect nipples. I groaned as indescribable pleasures rushed throughout. My resolve was gone. I wanted this man. I thirsted for his touch, hungered for his cock.

He pulled my dress down exposing my tits. I turned my head back and our lips met. His fingers expertly rolled, pulled, and flicked my nipples creating a tsunami of pleasure inside me. As I frantically kissed him I felt my dress being pulled up exposing my panties. The intensity of my desire was off the charts. I was on fire. Wet and hot for his continued touch.

His finger trace the outline of my slit through my now soaked panties. My hips rocked at the electricity of his touched. I moaned into his mouth as I pushed my tongue deeper into his. I knew I was going to cum quickly. It had been so long. My hips bucked wildly as he slid my panties to the side and slid a finger inside me.

I groaned loudly as he pushed me back onto the couch and bent over me, kissing me with a ferocious manner that left no doubt how much he wanted me. He sucked one tit into his mouth as his fingers explored my pussy.

Cradling his head onto my tit I moaned, "Oh TJ you're going to make me cum. It feels so good. Please make me cum."

He pushed two fingers inside my pussy and quickly found my furry little patch sending shock waves throughout me. He alternated between each nipple gently biting and sucking them. His thumb found my clit as he fingered my pussy with rapid thrusts.

I let out a loud moan as my body erupted with intense waves of electric jolts. My legs shook, my back arched, and my eyes closed as I lost all control of my body due to the enormity of my orgasm.

I don't know how long my orgasm lasted because all I could do was babble mindlessly, "Oh yes! Oh yes! Im cumming! Im cumming! Oh my god."

I flooded his fingers with my cum before my back collapsed back onto the couch. He devoured my mouth with loving kisses. I looked as he sucked one of his fingers dry of my cum before rubbing his other finger on my lips and saying, "Taste your cum. It's very tasty."

I hesitantly sucked on his finger then with more fervor as the naughtiness of the act made my pussy tingle again.

He helped me out of my dress and panties before taking his clothes off. I gasped at the sight of his cock. It was beautiful. Big but not huge and hard as a steel rod. He pulled me off the couch and smothered me with the most sensual kiss I have ever received. My hands wrapped around his naked body sending shivers down my spine. I couldn't believe I was standing naked only in heels in the embrace of a handsome young man.

I lowered my hand down onto his hard cock. Slowly my fingers wrapped around its girth and stroked it close to my body. I felt the heat and power of his cock grow in my tiny hand as our bodies meshed. My body was awash with tingly sensations as I eagerly awaited the feel of his cock inside me.

He pulled off my mouth and whispered, "Suck my cock Jodi." Tremors shot through me as I slowly went down to my knees. Looking at his cock, I was captivated by its strength and beauty. My lips opened as I pushed down on its head letting my tongue swirl its underneath. He groaned, "Oh yes baby. That feels so good."

I felt his hand tug on my breast then flick and pull on my nipple. I was in heaven as he expertly stimulated my nipple. I sucked as much of his cock as I could into my mouth while caressing his balls. My god what has gotten into me. I've never thought of doing any of the things TJ is asking me to do. I feel like such a slut.