part 1
I couldn’t even count how many young men I have cheated with. I love the thrill of flirting with them and eventually fucking them, like they have never been fucked before. My husband has very little interest in sex. When we do fuck, it takes forever for him to get hard and then it’s over in 2 minutes or less.
My husband and I booked a trip to Jamaica for a week. The day before the trip my husband announced that we would have to cancel the trip. He has a big project at work that needs to be done. He did offer if I wanted to I could go alone and he would see if he could finish up the project and then join me in a few days. I thought that would be a great idea. I thought to myself, maybe I could find a few young men to fuck before he arrived. This is my day to day of my vacation in Jamaica.
Day 1. I am flying out for my vacation. My husband’s seat is empty but there is a young man sitting in the 3rd seat. He is cute. Blonde hair, 5 ft. 10 about 150 lbs. Dressed in shorts and a Polo shirt. The flight was 4 and a half hours. I had a window seat. I decided I should get a little more comfortable, so I excused myself to get by this young man as I headed to the bathroom.
I was wearing a short tennis skirt and a blouse. I quickly removed my bra and panties and rolled them up together. As I got back to my seat, I lowered the storage area and stuffed my garments in my carryon. As I did this my skirt went up a bit partially exposing my trimmed pussy to the young man. I had undone an extra button on my blouse so when I leaned over to excuse myself to get back to my seat, he had a great view down my blouse as my tits hung down practically in his face.
As I got in my seat, I could see him trying to adjust his cock.
“Hi there, my name is Wendy. Are you traveling alone to Jamaica?” I asked him.
“Hi, my name is Tom. No, I am traveling with my parents. They are a couple of rows behind us. I am in my second year of college, and we are going for spring break.” He answered.
“Very nice. Maybe I will run into you and your family, and we can all get together for a drink or dinner. My husband couldn’t make it. So, I am traveling alone.” I told him.
“Nice, I am sure they would enjoy some adult company. Might keep them from arguing all the time. I sometimes think that’s why the wanted me to come along.”
About this time the flight attendant came along and offered us a blanket and a couple of pillows. I took a blanket and a pillow. Tom didn’t take anything.
The plane took off. I adjusted my top so Tom could get a little bit of a view of my tits. As we talked his eyes were always at my tits. My nipples were hard thinking of what I would do to this young boy. I enjoyed watching Tom’s cock getting hard and him struggling to hide it from me.
It wasn’t long into the flight they turned down the lights and people started to put their seats back to take a nap.
“Kind of wish I got taken a pillow and a blanket now.” Tom said as he watched me put the blanket over my legs.
“Come and sit next to me. I can share mine with you.” I told him as I lifted the arm rest next to me so he could get nice and close.
Tom moved over and I covered him and myself in the blanket. I put my hand on his thigh and patted it saying, “Isn’t that better?” I didn’t remove my hand from his thigh. I just let it sit there.
“It sure is. Thank you, Wendy.” He said as he was looking straight down my blouse.
“Tom, my eyes are up here.” I told him as I watched his face turn bright red. He didn’t know what to say. “It’s okay Tom. It’s nice to know a young man finds me desirable.”
“I am sorry, but you are very sexy for an older woman. Um I mean, a woman older than me.” He whispered.
“I am old enough to be your grandma, so you can call me an older woman. It’s okay. But I can fuck better than any 20-year-old girl.” I whispered, as my hand moved up his thigh and found his hard cock.
Tom gasped as my hand grasped his hard cock. “Just relax Tom. Let an old lady have some fun.” I told him. Tom laid back and closed his eyes.
I was able to get Tom’s pants unzipped and with a little bit of help from Tom we were able to work his shorts down past his balls.
I slowly stroked his hard cock. It felt so big in my hand. I would switch back and forth with playing with his balls and cock. His cock was dripping pre cum. I took some of it onto my index finger then put my finger in my mouth. “You taste yummy Tom.” I whispered.
My pussy was wet and needed some attention. While I worked Tom’s hard cock with one hand, I started to finger my pussy with the other hand. My body shuddered to a quick orgasm.
I wanted to see Tom’s cock. I lifted the blanket a bit and his cock looked as good as it felt. A good 8 inches and fat. I looked around. Everyone appeared to be asleep. I slid my head under the blanket and took his cock in my mouth. I swirled my tongue around the head of his cock. Then I took him deep down my throat. I gagged a bit as Tom tried to thrust his cock deeper down my throat.
It was to much for Tom. In his two thrusts he came in my mouth. I quickly stroked his cock getting every last drop of his hot seed I could. While I finished him off, Tom had slipped his hand inside my blouse and was squeezing my tits and pinching my nipples. My pussy was on fire.
As I came up from under the blanket his hand felt free from my top. I looked around and everyone was still asleep. I opened my mouth slightly showing Tom his cum on my tongue. Then I swallowed it down. Tom smiled at me.
I took Tom’s hand and guided it to my wet pussy. Together our fingers explored my pussy. I kept one hand on Tom’s cock. It was already back to life. It was nice and wet. I then let him explore my pussy himself as I took my hand away. I spread my legs giving him better access to my hot love hole. He had 3 fingers inside my pussy as he finger fucked me. My hand returned and guided his thumb to my clit.
Tom was a quick learner as he was now rubbing my clit with his thumb and finger fucking me. I came hard on his hand. Thank God he didn’t stop. I wanted more. I needed more. I squeezed his cock hard when I came. But as he continued to finger fuck me, I started to stroke his cock hard and fast.
Tom was getting brave and adventurous, as he leaned over and cupped my tit then worked it out of my blouse, then took my nipple into his mouth.
This was so wrong. We could be caught any second. This just excited me that much more. I could feel his cock swell in my hand as he came under the cover. Each heartbeat led to another load of his seed to explode from his cock. What wasn’t absorbed into the blanket dripped down his cock and onto my hand.
It was my turn now. I could concentrate on my pleasure. Tom now had my nipple between his front teeth and his tongue was lapping at the tip of my hard nipple. It hurt a bit, but yet felt so good it was sending me over the edge. I came hard again. My love juices flowed freely down his hand and onto the seat.
We were both breathing heavily when Tom fell asleep on my shoulder. I tucked my tit back inside my blouse and I fell asleep.
We were awakened when the lights were turned on and the beverage cart was coming down the aisle. Tom sat up and when the cart arrived, he got a coke, and I got a glass of wine. As she got our drinks ready, I slid my hand onto Tom’s lap. His pants were still down, and I felt his limp cock. By the time we got our drinks he was half hard. It wasn’t long before he was hard again.
“He Buddy, how’s it going up here?” I heard as Tom’s Dad came up from behind us.
“Great Dad. I can’t wait to be on the beach.”
Tom’s Dad looked at us sitting together and I could see his eyes going to my cleavage. “I thought you had an aisle seat?” He asked Tom.
Before Tom could answer I said, “Hello, my name is Wendy. I was a bit cold, so your son offered to share his blanket with me. You have raised a very nice polite young man. I reached out to shake his hand while my left hand I was gently teasing the head of Tom’s cock.
“I am Jim.” He said as he shook my hand while staring at my tits.
Jim excused himself as he was heading to the bathroom.
“Mmmm you have a very handsome Dad. To bad I like much younger men.” I told Tom.
“I am surprised he didn’t fuck you in your seat. He was looking at your breasts the whole time. I noticed that your nipple was exposed, and I am sure he did too.”
“Is Tom jealous of his dad? Don’t worry. I like your thick cock.” I told him as I gently stroked him under the blanket.
“My dad is my best friend. But I know he has cheated on my mom a bunch of times. My mom is a real mean bitch to both of us. So, I don’t really blame him. Can we not talk about this. I want to just enjoy what you are doing to me.” Tom said.
I whispered in Tom’s ear, “Let's see if I can get you to cum before he comes back. Besides, I am getting warm under this blanket.
I was trying not to make it obvious what I was doing. I had to stop several times as people were moving about. I could tell Tom was getting close has his breathing had changed. To my pleasure Tom came hard as his cum oozed all over the blanket and my hand.
I wiped the cum off my hand with the blanket. Tom was able to get his shorts back on without anyone noticing. Tom folded the cum stained blanket up and put it in the above storage.
Tom’s dad walked by and didn’t say anything. Just gave me a wink as he checked out my tits. The rest of the flight we just talked about his future and what he wants to do.
The pilot came on and thanked us for flying Delta Airlines. Asked that we put our seats in the upright position and put on our seatbelts as we were about to land. He then turned off the lights to the cabin.
Tom was still sitting next to me. He slid his hand between my legs. He worked his middle finger into my pussy. It didn’t take long before I was wet. I covered his hand with my pillow so the lady across the isle couldn’t see what was happening.
Wow, who taught Tom how to find the G spot! He was working my G spot with his middle finger and his thumb played with my clit. It was perfect timing. I came just has the wheels touched down and the plane bounced a bit. I couldn’t help but let out a little squeal when I came. I am sure everyone thought it was from the rough landing.
As everyone was getting up to get off the plane, Tom suggested I get into the isle before him so he could wait for his parents to get up to him. Tom nudged me and nodded towards my seat. There was a big wet mark from my love juices. We just smiled and had a light laugh.
As I reached up to get my carry-on bag my partially exposed pussy was right in Tom’s face. I was wishing he would slide his tongue into my pussy. But I did feel his hand sneak up my skirt and squeeze my ass. But when I looked down, Tom’s hands were on his lap.
I turned a bit and here was Tom’s dad Jim standing behind me with a big shit eating grin on his face. I smiled and gave him a wink, then got off the plane.
Getting off the plane the heat hit me. It felt good. I couldn’t wait to be on the beach or pool with a cocktail in my hand.
I got settled into my room then went down to the pool. I enjoyed the view of many young men running around. The waiter that kept a steady flow of rum drinks coming piqued my interest. He was a sexy 19-year-old Jamaican. His name was Danny. Very friendly and he seemed to enjoy my flirting with him. I tipped him well so he would keep coming back to me.
“Aaaah Wendy, it was nice meeting you today. My shift is over, and it is time for me to go. I think you should think about leaving too. You have a sunburn. Is there anything else I can do for you before I leave?” He said in his Jamaican accent.
“Oh my, I am red! I am here alone as you can tell. Would you be so kind to come to my room and rub lotion on my burn for me?”
“I can do that. What room are you in?” He asked with a big smile.
“I am in room 644. Why don’t you bring me another one of those rum drinks and get yourself a drink and bring it to the room.”
“Okay, I will be there in 10 minutes.”
I am sure he was thinking he was going to get another tip from me. But I had a better idea for a tip.
I had just got out of the shower when I heard a knock on the door. I opened the door wearing my towel wrapped around me. They're standing Danny holding two drinks. I took my drink and invited him in.
We sat out on the balcony enjoying our drinks while I learned more about Danny and his family. Danny’s dream was to come to United States and go to college and become a dentist. While sitting out on the balcony I would cross and uncross my legs. Flashing my hungry pussy at him occasionally. I knew he saw my pussy. He seemed to swallow hard when I did this.
With our drinks empty I said, “Let’s get inside so you can put some lotion on my burns.” Danny smiled and said, “Good idea.”
I handed Danny the bottle of after sun care lotion. Then I took my towel off and dropped it to the floor. I was completely naked in front of him. I saw his eyes take my entire body in. I then got on the bed face down.
“You can start on my backside.”
His young strong hands felt amazing on my body. A couple of times I felt his hard cock bump against me. I acted like nothing happened.
“That felt wonderful. I know I can do my front. But would you mind doing it for me?”
“Sure, I don’t mind at all Wendy. I am here to take care of you while you are on vacation.”
Danny was doing a great job. He seemed to hesitate whenever he came to my pussy, that was literally dripping wet by now. While doing my chest he was on his knees on the bed just behind my head. I could look up his shorts and see his huge hard black cock.
His hands lightly went across my tits, and I couldn’t help but moan. “I am sorry Wendy; I didn’t mean to touch you there.” Danny said.
“It’s okay Danny. I felt good. I don’t mind.” I told him.
With that said, Danny started to put lotion on my tits and rubbing them and fondling my hard nipples. I couldn’t take it anymore. I had to have him. I reached up and grabbed the waistband of his shorts and pulled them down. His monster cock popped out. It had to be 11 inches long and was nice and thick. I guided his cock to my mouth. Danny fell forward causing his cock to go deep down my throat gagging me.
At the same time, I felt Danny’s mouth on my pussy. His tongue was licking my labia in long firm strokes. This young lad has experience. I needed to take control, or I was going to choke to death from his cock. I rolled him over, so I was on top. This was much better.
Danny was doing an amazing job eating my pussy. I wanted to satisfy this young man went crazy on his cock. It wasn’t long before he filled my mouth with his seed. I swallowed his seed while he continued to eat my pussy. It wasn’t long before I was grinding clit on his chin and cumming on his face.
“Fuck me Danny, fuck me from behind.” I told him as got on my knees and raised my ass up.
Danny got behind me and slowly slid his cock into my pussy. I thought I was going to explode. It felt so good. He fucked me long and slow. Then slow and hard. Then hard and fast. Then he would start the same routine. I had 3 orgasms by the time he was fucking me hard, deep and fast when I felt his cum fill my pussy as he grunted a loud, “Fuuuuuuck”
Danny rolled off me and onto the bed next to me. I kissed him deeply then said, “For a young you sure do know how to please a woman. Who taught you?”
He smiled and said, “My stepmother and stepsister. My father is gone a lot fishing. One day I found myself in bed with my stepmother fucking her. My stepsister heard us one night and told me that if I didn’t fuck her, she would tell my father I was fucking his wife. Both are beautiful women, and I am not complaining. Except, some nights I fuck them both and then I am tired at work.”
Wow, that surprised me. But I was not going to complain. “You want me to fuck you one more time before I go? My sister works tonight so I only am fucking my mother tonight.”
I laughed. “You are too sweet Danny. Yes, give me that big cock one more time.”
We got in the missionary position, and I wrapped my legs around his trim waist. What a fucking he gave me. Danny had lots of endurance. We fucked for 45 minutes. We switched to a couple of positions to me on top, lazy dog, but finished in missionary. Wow, I was so satisfied.
We made out like a couple of teenagers for a bit. I felt his cock getting hard. “Wendy, I want to try something with you. My sister loves it.” Danny said.
“Oh, interesting. What is that?” I asked.
“You have a sexy butt. I want to fuck your sexy ass.”
I laughed, “That is not going to happen. It’s not my thing.” I told him.
“Okay, then I better get going home. See you tomorrow at the pool.” As he got dressed and was about to leave, I handed him a $100 bill. “Put this towards your college education.”
He smiled and kissed me on the lips, then left.
I was worn out. I ordered room service then fell asleep.
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