My Naughty Little Nieces

My name is Clay. I'm a 36 year old lifelong bachelor residing in Naples, Florida. I own a small consulting firm specializing in consumer and shopper market research. While it's a small operation we have been fortunate enough to earn a nice profit in today's Uber competitive market.

I own a small three bedroom home in the older part of Naples. Over the years I have gutted the inside of the home and modernized with todays amenities. The thing I love most about my home is the secluded backyard, complete with an in ground pool and spa. Those who live year round in Naples understand the need to have a pool especially during the hot humid summer months.

I have two older sisters, twins, married, divorced, and living in an affluent west suburb of Chicago. My sisters are 44 years old. I guess they were a handful growing up so my parents must have waited for them to calm down before deciding to have me. Gabby and Claire are spitting images of each other. They both have blonde hair, blue eyes and a body to kill for. They both married right out of college and soon started a family. They each divorced within months of each other citing irreconcilable differences. The go to terms when you catch your husband fooling around with his secretary.

Gabby has a beautiful daughter named Jenny. She is the oldest at 21 and in her final year at Norte Dame University. Gabby also has two younger boys, both in high school named Travis and Chris. Claire has one daughter, Lyn a junior at the University of Michigan, and one son, Rex also in high school.

Being eight years older than me, they both act like they are my mom. Growing up they doted on me, played with me, and heaped lots of love and hugs my way. I always respected and appreciated everything that Gabby and Claire did for me as I was growing up. To say that we are incredibly close is an understatement. I sometimes feel like they know me better than I know me.

Unfortunately, I have not had a chance to see my sisters and their families for over six years. Yes, I know that's a long time but owning my own company takes a lot of time, then throw in the last year and a half with the pandemic and it's easy to see how difficult it was for me to leave to go see them. We kept in touch with phone calls, face time, and texts but it just isn't the same as seeing them in person. I feel bad that both of their families had grown up and I was not there for a significant chunk of that time. I love my sisters very much and I truly miss their companionship.

I also failed to mention that as busy as I was with my company I was also having a wonderful time with the ladies in Naples. I didn't have anyone that I was seriously dating but I kept myself active both with my social and sex lives. At this point in my life I'm not sure that I could ever commit to someone. It wouldn't be fair to them as really my commitment is to my company.

That brings us to this afternoon. It was a beautiful March Saturday and I was relaxing by my pool when my phone rang with a call from my sister Gabby. I answered and before I could say a word, I heard two voices screaming, "Hello little brother! We miss you!"

I laughed and said, "Gabby, Claire I miss you both. How are the families?"

Gabby responded, "We are all fine but we want to know how you are doing? Have you met anyone special?"

I joked, "No but I've met a lot of special ones. I just can't decide what to do with which one!"

I could hear them both laughing when Claire spoke, "Clay you are so bad! Are you ever going to get married? We want to be Aunts!"

I smiled knowing that they both loved me and only wished good things for me. "I'm married to my company! You both know that. Now what is the real reason for this call in the middle of a glorious sun filled Naples afternoon?"

They may know me better than I know me but I think I also know them better than they think I do.

Gabby spoke first, "Well Clay, Claire and I would like to ask for a little bitty favor."

Now I know when I hear "itty bitty favor" I know it's not going to be itty bitty. I said, "Ok no problem what do you need?"

Claire spoke next, "Clay both our girls have spring break coming up next week. They want to go down to Panama City to party with all their friends. Both Gabby and I are terrified that they will contract COVID19 so we said absolutely not. To say the least neither one of us will be receiving a Mother of the Year award from them anytime soon."

I interrupted, "Surely the girls will get over this. Guys I support what you are doing. It makes no sense to expose them in that type of environment. They will eventually understand."

Gabby chimed in, "What makes it bad is that this is Jenny's last year. They are both feeling down. Seeing as you said you support what Claire and I are doing, here's our itty bitty favor. Can the girls stay with you for the week?"

Damn this was not what I was expecting, "Why would they want to spend time with their long lost Uncle? Sounds pretty boring. Have you asked them yet?"

Gabby answered, "No we haven't asked them yet but we think they will say yes. They haven't seen each other since Christmas and they haven't seen you since they were in high school. Besides you have a pool and spa in the backyard. Maybe you can take some time off work and do something with them during the day? Please Clay, please say yes! It would mean the world to us and it would really help us out."

I knew this was not an itty bitty ask! What the hell am I going to do with two twenty somethings running around the house. "Okay I'll do it on one condition!"

They both squealed, "Anything! Name it we will do it!"

"My condition is that both Jenny and Lyn want to really come down here. I do not want two girls moping around my house for a week because their mothers forced them to come. Agreed?"

Gabby said all too quickly, "Yes! Thank you Clay! We will call them now and get their itineraries set up. Once they are all set we will text you the flight information. Thank you Clay! You are the best little brother anyone can ask for."

I grinned and added, "Just remember my condition! Rather than text me why don't you call me and let me know. Okay?" When I talk to my sisters I can always tell if they are telling the truth or fudging it just a little bit.

"For sure Clay. Thank you."

With that they hung up and left me to wonder what I had gotten myself into. I'm not sure I make a good babysitter. Oh well, they are family and I could see how they would be disappointed to stay up north. Maybe it won't be so bad. I'll have to come up with some ideas to pass the time, both for them and myself.

I was lying in bed sound asleep Sunday morning when my phone rang. I started to answer when Carla moaned, "Who on earth is calling you this early on a Sunday morning?" I looked at the caller ID and saw it was Gabby. I leaned over and gave Carla a quick kiss and said, "It's my sister, let me get this and we can pick up where we left off last night."

Carla was one of the many rich lonely divorcée that live in Naples. I would guess her to be in her late 40's with a killer set of tits and legs that won't quit. She has striking emerald green eyes with a short black pixie haircut. I had met her last night at a joint called Blue Martini. We hit it off right away and the next thing I know she drove me home. I invited her inside to have a nightcap and she stayed the night as I fucked her silly. For her age, her tits had little sag and her ass was enjoyable to pound into. I definitely found another special one that came with no strings attached.

I sat up and answered the phone, "Gabby is something wrong?"

"Nothing is wrong did I wake you? Maybe I should call you later?"

I felt Carla snake her hand down to my cock. Grabbing it with her hand she stroked it as she sucked on my nipple, "No er I mean I'm just getting up. Long night last night. What's up?"

My cock was responding to Carla, growing and getting harder with each stroke of her hand.

"Well okay. I just wanted you to know that we talk to girls last night and they are both super excited about coming down to see their favorite uncle. Do you want their flight information?"

Carla brought her mouth down to my cock and licked the underside of my shaft while slowly stroking it. I moaned, "Um er I ah well I'm their only uncle so it's not much of a compliment. Can I call you later after I take a shower?"

Carla moaned, "Does that feel good baby? Do you like when Carla plays with your fabulous cock?"

"What was that in the background? Oh shit Clay, I'm sorry. I thought you were alone. What is she doing with your fabulous cock?" She laughed as only an older sister could.

"I have to go. I'll call you later. Bye Gabby."

I pulled Carla up and kissed her full lips. I grabbed a nipple and twisted it as I said, " You naughty girl! You deserve to be spanked trying to get me in trouble with my sister."

She moaned into my mouth, "Oh yes Uncle Clay please spank me I'm such a naughty little girl."

I damn near came as I flipped Carla onto her knees and crawled behind her. I grabbed her luscious ass and spread her cheeks apart exposing her two holes. I leaned down and licked her pussy all the way back to her ass pucker, swirling my tongue trying to push into her tight ass. Carla reached back and caressed my head as she moaned, "Oh yes Uncle Clay. Fuck me with your tongue. I'll do anything for you Uncle Clay."

I stood up grabbed my dick and shoved it into her hot juicy cunt. I growled, "Carla you are such a naughty girl." I slapped one ass cheek then the other as I started to piston my cock in and out of her juicy cunt.

"Oh yes baby spank me. Fuck me hard! I'm such a bad girl. Make me yours Uncle Clay." I spanked her repeatedly as I pummeled her cunt. Carla was moaning loudly her head on the mattress, just her but in the air.

"Oh baby I'm going to cum. Keep spanking your bad little girl. Make me cum. I'm sooooooo close."

I reached down and palmed one her big fat tits, mauling it, squeezing it as I felt my cock start to grow larger.

Carla groaned, "Ooooooooooooooh yesssssss don't stop. Harder. Fuck me harder. Sooooooooooo friggggin gooooood."

I grabbed both hips and started to furiously push deeper and deeper into her cunt. I was nearing my orgasm as I felt her legs start to spasm out from underneath her. I held her up as her cunt walls clamped on my cock. "Ooooooog Fuckkkkkkkk. Immmmmmmm cummmmmmming. Aaaaarrgh." I felt Carla's cum juice soak my cock as they spewed out of her cunt.

Carla lost all muscle control as she tried to absorb the jolts of electricity firing through her battered pussy. She mumbled incoherently as I continued to pound her pussy. I reach around and started playing with her clit sending her further into a sexual abyss of pleasure. Carla screamed, "Ooooooooooooh my gaaaaawd. Oooooooooh. I'm cummmmmin again. Oooooooooh yessssssss."

At that point I reached my limit and I exploded inside her convulsing pussy. I shot stream after stream of my hot sperm deep inside my rich divorcée's cunt. Carla groaned, "Keep cumming baby give me all your cum."

I laid on top of an exhausted Carla, my cock still hard, still buried in her hot juicy cunt. I whispered in her ear, "You are one amazing fuck. I could get used to waking up like this."

She smiled and moaned, "Baby I love your big fat cock. Anytime you want just call me. You made me cum sooooo good."

I rolled off her and looked at the ceiling. Damn, looks like this boy is going to have to learn to cope without pussy until the nieces head home. Carla leaned over and gave me quick kiss, "I have to get going as I have a Ladies function at the club. Do you need a ride back to the Blue Martini to pick up your car?"

I held her close and said, "Nah, I'll get an Uber later today. I'm just going to relax by the pool and relive the last ten most wonderful hours I have spent with anyone in a long long time. I'll call you when my nieces leave in about a week and a half."

"You better buster! Don't let your two little vixens wear you out. I want you fresh and ready when I see you again."

Carla got dressed and left, leaving me to ponder what am I going to do with my two little nieces. I put my trunks on, grabbed a cup of coffee, my iPad and headed to the pool. After awhile I realized I told Gabby I would call her back. I dialed her up and prepared myself for the onslaught of questions that I'm sure she had compiled while waiting for my call.

"Hello Gabby, can you talk now or do you want me to call you later?"

"So tell me all about her? Is she nice? How long have you been seeing her? Are you going to introduce her to the nieces?"

I interrupted, "Whoa there. Stop! I'm not on the witness stand. She is very pretty and rich. I have no intention of introducing the nieces to her as she is one of my many special ones. Now stop with the inquisition and tell me about the flight plans?"

"I'm sorry Clay I just get so excited about your love life. Well first and foremost they are both super excited to see you as well as spend time together. You know it's been a long time since they've seen you. You will be amazed at their transformation from little girls to young women."

"Gabby, I'm glad they are excited to come down. I'll plan on getting to work super early so that I can be back around noon. That will allow us to spend the rest of the day together."

"Oh Clay that's wonderful but remember they are young women that can take care of themselves if work beckons. They don't need a babysitter as much as a bodyguard. They are fearless and like to have a good time. You will see. Make sure you are well rested. By the way under no circumstances should you allow them to drive or go anywhere by themselves."

Geez Gabby loosen up they are just kids having a good time I thought to myself. "Will do boss! I'm here to protect and serve. Any further instructions mi Capitan?"

Gabby quickly realized how overprotective she was being, "I'm sorry Clay. I have complete trust in your ability to handle things. Here is the flight information, Jenny arrives late Wednesday afternoon on AA at 4:50pm. Lyn won't get there until later as she has an exam on Thursday. Lyn will arrive Friday on UA at noon. Don't worry if you can't pick them up they have your address and can take an Uber. They both leave a week from Sunday, both departures are around 11:00am."

"Okay text me their cell phones and give them mine. I should be fine picking up Jenny. I'll have to see how my day is going when it comes to picking up Lyn." I jokingly added, "If I can't pick her up I'll give my car to Jenny and have her pick Lyn up."

I braced for the onslaught that never came. "You are so funny Uncle Clay. Remember I know you like the back of my hand. Seriously both Claire and I can't thank you enough for doing this. You're the best little brother a girl can have. I love you. Bye."

The next couple of days passed quickly as I was swamped at work. Wednesday finally arrived and I felt a sense of dread overwhelm me. What the fuck am I going to do with two girls? I thought one day I could rent a pontoon boat, another day maybe go to the Naples zoo, I could always take them to the Everglades. I guess, when I thought about it, there are plenty of things to do. Early in the afternoon I received a text from Jenny saying her flight was on time, asking if she needed to get an Uber to my house. I texted her back that I would be able to meet her inside the airport so there would be no need for an Uber.

I got to the Ft Myers airport early and grabbed a coffee to wait. The flight was early so that helped as I'm normally not the type to sit around. I'm pretty active and it's easy for me to get antsy. That's why I drink coffee! Hahaha. Suddenly I realized I hadn't seen Jenny in over six years so I had no idea what she looked like these days. All I could picture was the cute little girl with the blonde ponytail always wanting me to dunk her in the pool.

I noticed that her flight was at the gate so I waited with keen eyes hoping that I would be able to spot her. Just then, I got a text from her saying she was off the plane walking towards the lobby. I focused my eyes in the direction of the terminal exit. I waited and waited not seeing anything, I was about to text her when I heard a scream, "Uncle Clay! Uncle Clay!"

I looked up and saw this incredibly beautiful woman racing towards me. My eyes just about bugged out as I took in "my little niece". Holy shit Jenny! You are one fine looking woman! This was no little niece as I felt her tits crush against my chest as she wrapped her arms around me.

"Uncle Clay I'm so happy to see you. I've missed you so much. I couldn't wait to see you."

She gave my cheek a quick peck and looked me straight into my eyes. I'm not sure if my mouth had closed or if my eyes had popped back into my head but I could tell by her little smirk that she knew she had gotten my attention.

I smiled and said, "Sweet little Jenny. You aren't so little anymore. Look at you. You are a beautiful young woman. I'm so happy to see you Jenny."

I grabbed her bag and pointed to the doors that led to my car. So before I go any further I'm 6'1" tall and weigh between 175-180lbs. As best as I could tell in comparing Jenny to my height, she was about 5'6". She had her blonde hair up in a bun. Her blue eyes seemed bluer to me than last time I saw her.

But as an Uncle this was really bad of me, her tits were to die for. They were full and round. I'm going to hell I thought to myself. Looking at them they looked firm but only one way to verify that. She had on a pair of tight jeans that made her ass pop out. God help me I'm going to hell for thinking these things about my niece.

We got to my car and Jenny screamed, "Wow Clay this is one hot car. Can I drive?"

Holy shit! Already asking to drive my BMW X5. Plus what happened to Uncle Clay? This little niece has trouble stamped all over her. I better be prepared as I'm sure this is just the beginning.

"Nothing doing Jenny. Get in the navigators seat and I'll take us home." On the drive home the conversation was fairly normal. I asked her about college and what she wanted to do after graduation for which she replied, "I'm pretty open. I'll graduate with a BSBA with a major in Marketing. I'm not sure if I want to take some time off to chill, get my masters, or get a job specializing in my field of studies."

She asked me questions about my company, "How big is it? How many employees do you have? Are you looking to expand locally? What about regional expansion?" Man she definitely took after her mom both in looks and the ability to inquire. The thing was that she was actually asking some very pertinent questions. Questions that I had been asking myself.

We got home and went inside where I tried to show her room but she of course dashed off to the large sliding glass doors overlooking the pool and spa. "Oh my god Uncle Clay! This place is amazing. I'm so glad you invited us down here." She ran up to me again and crushed her big tits onto my chest as she squeezed me hard into her.

Fortunately I was able to pry myself away before Jenny had a chance to feel my slowly hardening cock press up against her. I grabbed her by the arm and led her into her bedroom. "Here you go Jenny this is your bedroom. You have your own en-suite bathroom since you got here first. Unpack and then let's figure out where to go for dinner."

When Jenny came back out she was dressed in a short denim skirt with a braless white halter top and wearing a pair of flip flops. She can definitely turn casual into sexy, very easily. Damn I know I'm going to hell. I had changed into a pair of shorts and a casual dress shirt. Looking at her it was an easy decision, "Okay looks like we both think alike so let's go to Docks. It's on the bay, fun and casual."