Javon met a woman named Josie and her stepdaughter at the beach. Needless to say, he had sex with the stepdaughter. That same night, he and Josie also fucked each other, multiple times. At eighteen, Javon became a devotee of having sex with older women. Josie was twelve years his senior.
*****
The moving van arrived and Mom and Dad had our condo ready to move into in two days. I was glad to leave the hotel because I was bored. I spent some time on the beach, but girl watching was almost nil. Local guys told me the place would be jumping in a couple of months when spring break college kids returned. I was looking forward to that!
My mother and father wanted to buy a house to live in and I liked that idea. Condos are like living in an apartment and I was used to a big house like we had in Chicago.
Mom and Dad went out almost everyday house hunting. They dealt with their real estate agent, Holly. Holly was married to a man who I would say was around sixty to sixty-five years old. Holly was much younger, maybe forty to forty-five. She was very pretty, had a very nice figure and her tits looked fabulous. Like I said before, if I had a chance I would do her.
Having fucked a sixteen year old, Nicole, and fucked a thirty year old, Josie, I preferred the latter. Nicole was my first ever piece of ass. I enjoyed fucking her but she just didn’t compare to Josie. I wanted to try another older woman and if she was as good as Josie, I would always be after the ‘Cougar and MILF’.
At dinner one evening Dad told me that they had narrowed their house search down to three houses. All three houses were on Biscayne Bay and had a waterfront. Two were currently owned by real estate speculators, the third was an estate. If we bought one, we could be in and living there in three to five months.
“Why waterfront?” I asked my dad. “Are you going to buy a boat?”
“Not right away, we all would have to take some kind of training. None of us have any boating skills. Mom and I want to fish, we haven’t been fishing since we were kids. I think you might like it also. When our friends visit we could all go fishing or maybe just boating.”
“That’s just a dream of ours,” Mom said. “First we need to buy a house and it must meet with all of our wishes. We talked to Holly and she will take you to see these final three houses. We like them all equally, but we want your input. It might sway us in our final decision. Dad and I know that if we are with you, you will be swayed by what we like and want. That is why Dad and I won’t be with you. You take your time and look at all three. Holly will show them to you just like she did to us. Would you like to do that?”
Would I? Hell yes! I think it is great that Mom and Dad trust me so much that they want me to help them with the final decision. “Mom, Dad, I thank you for letting me help. I would like nothing better.”
Dad picked up his cell and called Holly. “Javon wants to look at the houses also. He is a big influence on his mother and I. We want him to be happy with our choices.”
There was a pause because Holly was talking to Dad.
“Sure, I’ll ask him right now.”
“Son, would you like to look tomorrow, say around ten?” Holly is free for the next few days to show you.”
“I have nothing to do, yes, I’d like to look.”
“Okay, Holly, tomorrow at ten, Javon will be ready.”
Another pause. “A red Mercedes convertible, okay I’ll tell him.”
Dad ended the call.
“You got the info, Son? Holly will be prompt, you should be also.”
I watched TV for awhile before taking my laptop to my bedroom. I sat at my desk and opened up my browser. I looked at the business card in my hand, ‘Holly Thakland, Miami Florida’s Premier Independent Real Estate Broker’. There was her phone number and office address. I keyed her name into Google and hit enter. Google search returned only one ‘Holly Thakland’ and a whole bunch of stuff labeled ‘Thailand’. I selected the image tab and there was one picture of Holly, and a few of Thailand’s elephants. Holly sure looked pretty and sexy. My dick started getting hard just looking at her.
I hit the back arrow and clicked on her name. There was just information about her real estate dealings. It appears she is rather successful at what she does. She has won a few awards. Her success at selling million dollar plus houses has put her in a league of her own.
I was getting sleepy so I shutdown my computer and got ready for bed. After laying there for maybe five minutes, I started thinking about Holly. She was hot, just as hot as Josie, maybe more. Older than Josie, by about ten years, but still very attractive. Unconsciously I was rubbing my cock. I didn’t realize until I was hard, what I was doing. My cock was now hard, all eight inches of it. I got up and took a washcloth out of the hall bath, I felt the need to cum. I took me all of two minutes to fill the washcloth with my cum. My thoughts of how Holly would look naked and of me fucking her, set me off. I cleaned my dick off and threw the washcloth in my hamper.
As I lay in bed, I thought of a plan. I was sure my plan would work and I would be fucking Holly tomorrow. I felt pretty smug as I fell asleep. I woke up at seven and went out to the kitchen to eat some breakfast. Mom fixed me sausages and eggs while I toasted a couple slices of bread. I ate my breakfast while Mom talked to me about the houses I would be seeing today. I didn’t pick up on which one she liked best. They must be letting me make the decision. They always do in situations like this.
After breakfast I went to my room and got ready for a shower. I took a long and hot shower. I paid a lot of attention to my genitals. Being uncut, I made sure my dick was clean. After rinsing and drying myself off I put on loose boxers. I dressed in shorts and a loose fitting shirt. I looked in the mirror to make sure I was very presentable and sharp.
I sat in the living room and waited for Holly. My cell rang and I answered. It was Holly and she was down in the parking lot. Red Mercedes convertible.
I grabbed the elevator down to the lobby; walked out and got into her car. Holly looked me over as I was looking her over. Those tits were so delicious looking. I wanted to get my hands and lips on them. Holly saw where I was looking and she reacted. She didn’t look too happy; so I looked away. Oh well, this was not going to be easy like Josie was.
Holly started the car and drove to the first house. The house looked very nice on the outside. When I was inside I could tell that it had been built many years ago.
“What year was this house built?” I asked Holly.
“1938,” she answered. “It was built by a newspaper man from New York city. He brought his family down here every winter to live. It was bought four years ago by an investor who rented it out and now wants to sell it.”
The place was nice and had a newer seawall. There was a pier and space for a fairly large boat. While we were outside I gave Holly the once over again. She was going to be a challenge, which I readily accepted. I still had one ace up my sleeve that I might have to use. I was going to have her today. She would be fucking the ‘Javon Cock’ before sundown. That was my pledge to myself.
“I don’t really like this house. It’s too old, but the property is nice. I would recommend to my parents that they tear down the house and build a new one. Of course that would take some time and we would have to live in the condo, which I don’t like. What do you think, Holly?”
“That’s what I would do also. The property value would triple, maybe more. Do your parents listen to you and give in to you?”
“Sometimes, maybe most of the time. I probably could get my parents to buy which ever house I like. I usually get my way,” I said as I gave her body the once over again. I made it very obvious that I was interested in her for sex.
“Let’s take a look at the next place. I hope it is better than this one,” I said.
As we walked back in the Mercedes, I held back some and looked at Holly’s ass. She knew exactly what I was doing, but she didn’t react like she knew. Her ass cheeks were very prominent in her tight skirt. They looked nice and when she walked she had a very sexy sway. With four inch heels, her swaying ass was starting to give me some wood. I walked quickly forward and opened her car door for her. She slipped into the car, trying to keep her skirt from riding up. It didn’t happen and I saw that she was commando. I didn’t let on that I saw, I just closed her door and got into the car myself.
As we rode to the next place I looked down at her legs. Her skirt had ridden up a bit but I couldn’t see anything. The next house was nicer. I looked outside first and asked Holly a lot of questions. This house had a seawall about like the first house. There were palm trees along the waterfront. The outside met my liking. “Can we go in and inspect the house?” I asked her.
“Come with me,” she said. This time I walked along beside her. I wanted her to know that I wasn’t some dumb kid getting his jollies by sneaking a look at her ass. I wanted her to know that I would be fucking her before the day was done.
This house was a lot newer than the last. The listing sheet showed that it was built in 1974. Mom would probably have the kitchen replaced and expanded before we could move in. The house was two story and I motioned for Holly to precede me up the stairs. She started to hesitate, but then she walked up before me. I waited until her ass was level with my eyes before I start up. Now I was getting some definite wood, her ass really was swinging up those stairs. She had three more steps to go when I stopped and just watched her. I got a pretty good upskirt look when she took the last step.
“I hope you like what you see,” she said. “You are a very fresh young man and I know what you want. That isn’t going to happen, you are too young for me. I want a man who can rock my boat. I don’t see that happening with you.”
“We’ll see,” was all I said.
The second floor had four bedrooms. Each bedroom had a walk in closet and a private bath. The master bedroom was on the first floor. I liked this house much better than the first one, so I crossed that one off my list.
I had to step up my game with Holly now before we left here. “You do recall the influence that I have with my parents, don’t you?”
“Yes, I heard your mother say how they would abide by your selection of a house.”
“If you want me to even select a house, you better convince me that you are the agent they need. If I’m not convinced I will suggest they try someone else.”
Holly seemed taken aback by my statement. I could tell by the look on her face that I had won. Miss Holly was going to get the big black snake.
We walked back down the stairs. Holly took my hand and led me into the master bedroom. The house was being sold with all the furniture and this bedroom had a king size bed. As soon as we were in the bedroom, Holly lifted her skirt, baring her pussy and lay down on the bed. Her spread legs showing off a beautiful pussy. I wasn’t in this for a quick fuck to just blast my balls, I wanted the whole nine sex yards.
I tugged her off the bed and looked down into her eyes. She could see that I wanted to kiss her. As I moved towards her lips, she closed her eyes. I pressed my lips to hers and gently pressed my tongue against her teeth. Holly’s mouth opened and she gladly accepted my tongue. Her mouth tasted sweet. I know how to French kiss and I went for broke. Holly responded in the positive, she actually pressed her body against mine.
My cock was now straining in my shorts to be free. We kissed a few more minutes and then I unbuttoned her blouse. I carefully removed it off her shoulders and down her arms, dropping it on the chair next to us.
Holly had on a very expensive lacy, but sheer, bra. I could see that her areolas were a deep brown color. Her nipples were straining to be set free. Holly used her arm to raise her hair as I reached around and unhooked her bra. I slid the straps off her shoulders and she leaned back from me and raised her arms. I removed her bra and dropped it on her blouse. I stood back and looked at a pair of fabulous breasts.
Holly’s nipples were hard and she directed my mouth to her left tit. I kissed her nipple and gently sucked. Her areola tightened and twisted, pushing her nipple further out. Holly’s nipples were big, I swear, as round as a dime and protruding over a half inch. It was so easy for me to suck on them. I kept moving back and forth from nipple to nipple. Holly started to moan, a very low throaty moan. She may like older men but she was responding to me now.
I picked her up in my arms and moved to the bed. I lay her on her back and unfastened her skirt button and unzipped it. I pulled it gently and as Holly raised her butt up, it slipped down to her knees. I removed it the rest of the way and tossed it onto the chair also. Holly was now totally naked and her body was great.
It was my turn to strip for her. I unbuttoned my shirt and as I did so, Holly turned onto her side and watched. She smiled appreciatively when I was stripped to my waist. My belt was next to be unfastened. I unbuttoned my shorts waist button and zipped down my fly. I looked at Holly’s eyes and she was watching me intently. My forced my shorts down and over my straining cock. My cock had more room in my boxers and it bulged out. Holly could see that she was going to be fucked by a large cock.
I looked her in the eyes and held them as I dropped my boxers. She looked and saw my staff at full mast.
“God, you have a big cock. I sure hope you know how to use it.”
Little did she know that Josie was a very good sex teacher and I probably knew as much as Holly’s older guys and maybe a little more. But first I wanted more foreplay with Holly. I liked what I saw and I wanted to play with her body. I needed her wet enough to take my cock into her. I doubt she ever had a cock as large as mine.
I lay down next to her and started all over again with kissing and then onto her tits. Holly was warming up now since she saw how big I was. I had a feeling…
