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Cancun Ch. 01

By: texaswade



I met Lilly on a business trip to Texas more than 10 years ago. She was recently divorced and out celebrating her new freedom with a group of friends. As luck would have it, I was in the right place at the right time. It had been almost a year since the last time she had sex and had decided that some lucky guy was going to help her ring in her divorce with some good old fashion commitment-free sex.

At the end of the night it was lucky Pierre (me) who took home Lilly for said meaningless sex. I was in town for business and had decided to unwind with a couple of drinks in the hotel bar. I'll never forget the moment she walked into the place. 

Years later when she confessed she was there to get laid, I laughed that she was lucky I had wandered it, as it would have otherwise been between a guy who weighed more than 400 pounds and a 60 year-old drunk.

What should have been one night of fantastic sex, turned into something more. Lilly and I had an immediate connection. Our conversation popped, the chemistry between us was electric. The lovemaking was incredible. It was as if we were locked into each other's sexual ebb and flow.

I wasn't exactly a teenager at the time, but I went all night, as Lilly had 12 months of sexual frustrations to make up for. While having sex the first time can often be clumsy and embarrassing, Lilly and I found an immediate rhythm. She was full figured, but without an extra ounce of fat on her. Well into our third go round, as she was seductively riding me, I looked up at her beautiful face as I squeezed her breasts into my hands and wondered how anyone could leave a woman like her.

We awoke the following morning in my hotel room with very little awkwardness. I invited her out for breakfast. We spent that Saturday morning talking like old friends. I had a flight out that afternoon, but we promised we'd keep in touch.

Keep in touch we did, via e-mail and phone calls. It was then that Lilly told me about her 10 year old daughter. As a general rule, this would have been a deal breaker for me, but Lilly was no ordinary woman. After six months of a long distance relationship, Lilly and I decided to move in together. 

Madison, Lilly's daughter, and I got along OK, but not great. She actually cried the day Lilly told her we were getting married. Over time, Madison's father started a new family and perhaps she decided to fill that hole in her life with me, or perhaps we just learned to live together. Regardless, we began to get along well. 

After four years of wedded bliss, Lilly and Madison were involved in a horrendous car accident caused of course by a drunk driver. Madison survived relatively unscathed. Lilly was not as fortunate. In the darkest day of my life, Lilly was killed instantly. We had recently celebrated the fifth anniversary of the day we had met. On that day she had asked that I take care of Madison should anything ever happen to her. As she was only 35, I laughed and said she would certainly out live me, but that it would be an honor.

As luck would have it Madison's father didn't want anything to do with her. He relinquished his rights and I ended up adopting her. Madison was 14 years old and was hitting puberty. We had a very rough patch as I had no idea how to raise a teenage daughter and Madison suffered from severe nightmares regarding the accident. 

On more than one occasion she would ask to sleep in my bed because she was so scared. My heart went out to her knowing that in some respects the person who loved her the most in the world was now gone. At this point I made the decision to sacrifice whatever I had to to give Madison the best life possible.

This wasn't always easy however. She was a teenage girl after all, and I didn't know anything about teenage girls. Somehow we made it to her 18th birthday. She was almost finished with high school and had decided to go to college out of state. 

I was excited for her, but also sad. The person I had centered my life around for the past four years was leaving. I had had almost no social life during this time, and had in fact only had sex twice, as a co-worker threw me a couple of mercy fucks for my 38th and 39th birthdays.

On the weekend after Madison's birthday, she asked to go out with some friends.

"You can go if you promise me there'll be no drinking," I said. 

"How can you even say that after what happened to mom, dad!" Madison screamed at me. "I would never do that!"

Not surprisingly, the doorbell rang at almost 3 a.m. I was in a half panic as Madison's curfew was 12 a.m. She was stinking drunk; almost falling over. When the door opened the car containing her jackass friends sped off.

I was furious, but Madison was such a mess, I didn't think it would do any good to lecture her at the moment. She smelled of vomit, was covered with mud, and could barely stand. I told her to go clean up and go straight to bed.

A few minutes later she stumbled into my darkened bedroom.

"Dad, I don't feel so good... can I sleep here?" she said. 

"You smell like crap, and I'm not in the mood to have to wash my sheets tomorrow. So no," I said.

Madison began to cry. "I'm sorry dad. I really am. I don't know what happened. I just had a couple of beers, and then I really began to miss mom. I just don't feel good. Please?"

"OK, but this isn't over," I said. Madison plopped down on my bed and got under the covers. A few minutes later I decided to go sleep on the couch as I honestly could not deal with the smell.

I woke up at 6 a.m. and took my Saturday morning run. I was extra tired as I had not gotten more than a few hours of sleep the night before. I tried to think about how I would deal with the situation. While taking a shower, I decided I would give the kid one free pass.

After showering, I went to check on Madison. The sun was creeping into my bedroom and I saw her lying there on my bed with all the covers kicked off. She was wearing a thin pair of bikini briefs and a very tight white muscle shirt. 

My mouth dropped open as I had never really had the opportunity to see my stepdaughter's body like this. Outside of a bathing suit, I had never really seen much of her body at all. I got closer to the bed and said "Get up Madison, we need to talk about what happened," in a stern voice. She didn't even budge. I sat next to her on the bed and continued to examine her body. She was lying on her back. He breasts were large and firm. Her hard nipples were poking through the shear t-shirt material. The sides of her breasts were spilling out the sides of the shirt in fact.

Her legs looked smooth and were slightly tanned. My eyes followed her legs from her feet upward. She had tufts of thick, black, curly pubic hair escaping from the small cotton triangle. There was a thin trail of hair leading from her pubic area to her belly button, I could see as her t-shirt was riding up. 

It was at this moment that I realized I was hard as a rock. My breathing was heavy, and I was so nervous I was actually getting light headed. I was only wearing a t-shirt and underwear. I found my dick and gave it a squeeze. I grew braver and placed my hand on her the thickest part of her thigh. As I brought my hand across her leg, goose bumps followed the trail created by my hand.

Madison didn't react to this. I reached out and gently tugged at her pubic hair. Again, no response. I continued to do this for a few minutes. At this point, I knew I was nearing the point of no return. My hand continued up her body until it reached her breasts. I gently squeezed both breasts and rolled her nipples between my thumb and finger. After a few minutes of this, Madison moaned and shifted positions.

I very cowardly jumped from the bed and jumped back into my bathroom. When I noticed that she was still asleep, I went back to the bed and sat besides her sleeping body. She had turned around, affording me a perfect view of her full ass. Her briefs were riding up her cheeks. I massaged her ass cheeks for a few minutes.

I then pulled out my hard cock and began to stroke it. Madison resembled Lilly in most ways and it had been so long since I had been with a woman. This is the way I justified it at least. After just a few minutes I felt my climax approaching. Throwing all caution into the wind, I aimed my hard dick at Madison's voluptuous ass and shot stream after stream of hot cum onto her luscious ass. 

Madison did not react to any of this, sleeping through it all. In fact I jacked off next her another two times in the next hour. I cleaned her up and let her sleep it off. She finally awoke later that afternoon. 

We had a long conversation about the dangers of drinking that afternoon, and I told her she was getting a freebie, but there would be hell to pay if there was ever a next time.

The real problem, at least for me, was the fact I was now completely infatuated with my teenage stepdaughter. I found myself purposely peeking in on her at every opportunity. This wasn't easy as I had worked hard to instill a sense of modesty in her. Sure she tried to get away with the occasional short skirt or skimpy top, but for the most part I found I had done my job much too well.

About a month after the drunken incident I decided to throw some gasoline on the fire and began to walk around in my underwear. I usually wore thin boxer briefs, but again, in an attempt to raise my stepdaughter modestly, usually always wore a robe or pajamas in the house. One Saturday morning I walked down from my shower in just my briefs. I strolled into the kitchen and grabbed a bottle of water from the fridge. 

Madison was seated at the bar eating cereal.

"Dad!" she exclaimed. "I didn't know that sausage was on the menu for breakfast!"

I genuinely found myself blushing, but without missing a beat responded: "Look, you're 18 years old now. You're an adult, and I'm an adult. You're leaving home in a few months, and I have no doubt you'll be seeing much worse in the co-ed dorm you'll be living in. Seeing me in my underwear isn't going to make you a pervert or anything. Plus, I pretty much saw you in all your glory last month after you came home toasted."

I gave her a little smile, and it was her turn to blush. 

"What did you see?" she asked. 

"What didn't I see is the question," I laughed. With that I left the kitchen.

Over the next few weeks, I noticed that Madison was beginning to become more comfortable walking around in her underwear. This afforded me many opportunities to peek at her gorgeous body. 

Just like her mother, who was of Mexican decent, she had long brown hair, brown eyes, and a spectacular smile. She was about 5'3" and about 125 pounds. Since I washed all the clothes in the house, I knew her breast size was a very healthy 38C, just like her mother. She had a flat stomach and a spectacular ass: round and pert. Her legs were full and curvy.

At the time I was nearing 40 years old, but kept in good shape thanks to my long distance running hobby. I had a little gray in the temple, but was considered handsome enough, or so a few co-workers told me. I didn't have a wonder dick in my pants, but I had a very thick six and a half-inch cock. 

On Valentine's Day weekend, I had decided to stay home and rent a movie. Madison had recently broken up with a boyfriend (as was usually the case) and had decided to stay home. As had become the norm, I was seated on the couch in my underwear watching my DVD. Madison came down in just a bra and panties. This was a bit much, as at this point she usually wore a t-shirt and panties around me. 

I didn't want her to think there was anything wrong, so I casually invited her to sit down and watch the movie with me.

"It's got your beloved Leonardo," I playfully said. 

"Ooh," she cooed. "He makes me feel funny in my panties!"

I gave a chuckle as I ogled in my stepdaughter. After a few minutes, my dick began to betray me however, as it began to get hard. This was fairly clear as I was just wearing underwear. 

I tried to be cool, but noticed that Madison was stealing quick glimpses at my crotch. 

After a few minutes, she got up to make popcorn. 

"Do you need anything Dad?" she asked looking down at my growing member. "Besides a girlfriend?" she ran off laughing.

When she reappeared, she was wearing a very thin, and very tight pink t-shirt. 

"Uh, I think that maybe we need to rethink this walking around in our underwear thing," she playfully said. 

"Why?" I innocently asked.

"Because you're getting a little too happy to see me!" she laughed.

"Look sweetheart," I said, "I won't deny that I'm a bit aroused, but the truth is that you resemble your mother quite a bit. You just sparked some very incredible memories for me. Your mother was a very sexy woman, and honestly, I haven't exactly been Casanova since she passed."

Madison's face changed. "I know Dad. And I know that you haven't dated because of me. I appreciate it more than you know. I guess in the fall you can finally put that big ol' thing to work," she laughed.

She plopped down on the couch next to me and gave me a big hug. I could feel her hard nipples press against my naked chest. 

"This isn't helping you know," I playfully said. 

"Oh dad," she replied. "Can I lay my head on your lap? I'll put a pillow on top of that thing so you don't poke my eye out."

She proceeded to lay down on my lap, and we shared a bowl of popcorn. I casually began to caress her arm.

"Mmm, that feels good. Do my back," she said, slightly shifting her body and raising her t-shirt over her back. From this position, I could feel part of her naked breast on my leg. I ran my hand across her back lazily. Eventually, I grew braver and started drawing little circles on her ass, with my finger. 

"That tickles!" she said. 

"I'm sorry baby, I'll stop," I replied. 

"I don't want you stop, you just have to do it a little rougher so it won't tickle," she said. "Pinch it a little."

I smiled and began to massage both her ass cheeks with my left hand, while my right hand played with her hair. 

My dick was oozing so much pre-cum, that I could feel it dripping down my leg.

After about 20 minutes, she began to shift, and I thought this was the end of my fun, as she turned over.

Madison's eyes were half closed. She lifted her shirt over her stomach and part of her breasts and said "Now tickle my stomach."

I couldn't believe this was happening. I began to run my hand over her stomach slowly. After a few minutes she began doze off. I took this as my opportunity to run my fingers around the bottom part of her breasts. I ran my hand from the bottom of her tits to her creamy white thighs. 

After a few more minutes, I began to carefully run my finger along the border of her panties and the black curls that were escaping its confines. 

"Mmm, that feels good," Madison said. "Your making me wet."

I was thrown for a loop by this. Did she understand what was happening?

"I'd better stop Maddie, that wasn't my intention," I said.

"It's alright Dad. I'm 18 years old, I get wet sometimes. You don't think that guys are the only ones who get hard ons for no good reason do you?"

"Well no," I replied, "but I didn't mean to make my stepdaughter wet either."

Madison got up and stretched.

"You're no fun dad," she smiled. "Goodnight dad." Madison then leaned down and gave me a kiss on the cheek.

I watched her beautiful round ass stroll up the stairs to bed. 

I immediately pulled out my throbbing dick and began to stroke it. After just a few strokes, my dick erupted as blast after blast of cum shot across the living room table, landing a good three feet away.

It was at that moment I realized that I had to fuck my stepdaughter.

Cancun Ch. 02



As luck would have it, Madison and I were taking a trip to celebrate her graduation from high school to Cancun. She had asked to go with some friends during spring break, but after the drunken birthday fiasco, that wasn't going to happen.

I began to think of different ways to get my stepdaughter into bed, or at least as close to naked as possible. I hatched a plan I thought would be foolproof. 

Madison always wanted to get a skimpy two piece bathing suit. I had never allowed her. I feigned resignation when she we went shopping for vacation clothes and did not allow her to buy anything to revealing.

"You know Ted, I can't wait to move out so I can finally wear whatever I want," Madison pouted after our shopping trip. She would sometimes call me by my first name to express her anger believing she was hurting my feelings.

At about the same time I began to secretly order very tiny micro bikinis from several online stores. In addition I purchased several mesh tops, micro shorts, and lots of lacy underwear. I visited several sex shops and purchased lingerie, a few dildos and a vibrator too. While picking up some sunscreen, I also picked up a few different types of lube.

I placed all of these items, including some very tight blue jean shorts, sheer and tube tops and a leather mini skirt, into a new piece of luggage. I then shipped the bag to the hotel we were staying at in Cancun with directions to place the bag in the closet of our room the day we were to arrive. 

The trip to Cancun went without a hitch. We arrived at the hotel and I went to get our room as Madison visited the ladies room. 

"Honey, it looks like there was a screw up with our reservation. I asked for a two bed room suite with a balcony leading to the beach, but they only have a king-size suite with that type of balcony. Do you want to stay in a regular room with two beds with no balcony?" I innocently asked.

"That sucks! The room on the Internet was so cool! It had beach access. Let's take the king-size room and I'll just sleep on the floor," she said.

The valet took our bags up to the room. It was spectacular. It featured a large jacuzzi tub, a balcony with beach access, a large king size bed and a sitting area. 

I asked Madison to put her bag up in the closet. Of course she discovered the bag that was already there.

"Dad, there's a bag in here!" she said excitedly. "I wonder who left it here."

"Probably the last guest's. I'll take it down when we go eat dinner," I replied. I knew that Madison would not be able to resist and would take a peak inside. I put a few things up in the bathroom. When I walked back into the bedroom, she was standing there holding a large black dildo.

"Madison! Where the hell did you get that!?" I asked, knowing the answer full well.

"It was in the bag! It's not mine!" she replied embarrassed.

"Well don't hold it, it's probably been in someone's... thing!" I said. 

Madison burst out laughing. "Thing? Thing? Dad you can say vagina or even pussy, I'm 18 years old."

I blushed and began to inspect the contents of the bag. 

"Wow, someone must have had a good time," I said pulling out the bathing suits and sex toys.

Madison inspected these and noticed that some of the things still had price tags on them. 

"That's strange, most of this is new," she said.

"You know what, the bell boy told me he hoped we had a better time than the last couple who stayed in the room. Something about them having a huge fight and leaving without properly checking out," I said, laying it on thick. "A honeymoon fiasco he said."

At this point I knew that Madison would not be able to resist at least asking if she could keep some of the less trampy things. I was surprised when she finally asked however.

"Dad, I'm a woman now. I know that you don't want me to dress like a whore, but can I pleeease wear this white bathing suit to the beach?" she asked.

The bathing suit was basically a small triangle of white mesh that would seriously only cover her slit, and would be see through if it got wet. The top was just as small and just as sheer.

"Maddie, I don't even think this stuff is your size," I replied. Of course it was, I wash the clothes remember?

"It is my size daddy, please!" she cooed. I only heard the word "daddy" when she really wanted something.

I pretended to think about it for a few minutes. "Look baby, let's get something to eat and we can talk about it later tonight."

We visited a very nice Mexican restaurant in the town's central market area. I ordered a margarita with my dinner. "Madison, if you would like you can have one margarita tonight. You need to learn to build your tolerance if you're going to drink when you're in college," I said.

She completely agreed. I finished my first margarita and ordered another, plus a shot of tequila. 

"Can I have a shot too?" Madison asked. "That's it for tonight, I promise."

I agreed and we both had our shot of tequila. Madison grimaced as it went down. Towards the end of dinner, I ordered two more shots of tequila. "To a great vacation!" I said. We toasted and drank our shot. By this time Madison was clearly drunk. Not stumbling drunk, but certainly decision making impaired drunk, which is where I wanted her to be.

When we got back the room, I showered and came out in my underwear. Madison was still looking through the clothes in the bag. "So can I wear this tomorrow daddy?" she asked.

I feigned a sigh and said "I don't think you're going to be comfortable in something like that baby. I'll tell you what, why don't you go try it on?"

She quickly ran into the bathroom and came out a few minutes later. I had opened up the courtesy bar and fixed myself another shot of tequila. 

I was stunned when she came out. She was a vision of sexy. The tiny top barely concealed her big light brown nipples. I had no idea they were so large. Her breasts were full and heavy. Somehow the top held them in place, but they spilled out its sides. The bottom piece was non-existent. Her dark, curly pubic hair spilled out its sides and was so thick that it basically made the sheer white material invisible. Her pussy was hairy, just like her momma's. 

She walked out doing a sexy little dance, as she was obviously drunk and feeling a little nasty. My dick grew immediately hard. I swallowed my shot of tequila and put the glass down. 

"Turn around for me baby," I asked. 

She turned around slowly, swaying her ass back and forth. The bathing suit basically disappeared into her ass and only the very top of the suit where it attached to the waistline was visible.

"My ass looks good huh?" she asked laughing.

"Yes it does baby," I replied. My eyes were transfixed on her ass as it moved back and forth.

"I'll tell you what, if you aren't embarrassed of sleeping in that thing, you can wear it to the beach tomorrow. Is that a deal?" I asked.

She continued to dance, took a bottle of tequila out of the courtesy bar and said "OK daddy!"

I laid down in the bed, my dick obviously very hard and continued to enjoy the view. Madison drank the tequila she had poured for her self, and eventually laid down next to me and threw her arm and leg around me. 

"Am I making your dick hard daddy?" she laughed smelling of tequila.

"I guess you are," I replied in my most innocent tone. 

"We're going to have to find you a piece of ass while we're here dad," she said.

"Madison!" I said. 

"I'm just playing daddy! You're all mine this week," she said, as she kissed me on the cheek and rolled over.

After a few minutes, she was sound asleep. I pulled out my digital camera and went to work, taking shot after shot of Madison. I thought this would be as far as things would go this week. After taking more than 40 pictures, I laid back down and pulled my underwear off. 

I began to stroke my dick, as it was already coated with a thick layer of pre-cum. As I had done a few months before, I pointed my hard cock at my stepdaughter's ass and let loose several jets of hot cum. I threw all caution into the wind and massaged my cum into her creamy white ass.

I then reached around and played with her tits, massaging and caressing them in my hand. I hardly slept that night as I spent most of it watching this incredible woman sleep, and felt her up to my heart's content.

The following morning, I got up and ordered breakfast on the balcony. Room service delivered breakfast and mimosas. After they had arrived, Madison found her way to the balcony, wearing a big, white robe, just like mine.

"Good morning dad," she said. "My head kind of hurts."

"Here," I said handing her a mimosa. "This will make it feel better."

She sat down to eat and asked what our plans are.

"Well I want to go down to the beach today and get some sun. Maybe rent a couple of jet skis," I said. "You know honey, if you want to wear that bathing suit, you're going to have to shave your pubic area."

Madison laughed. "Dad why do you have to be so formal? Didn't you say we were both adults now? I'm a grown up. Don't I look grown up? I see the way you look at me. You don't have to treat me like a little girl. Say it dad. Say 'pussy,'" she said.

I smiled. "Ok, Maddie, you're going to have to shave that jungle area you call a pussy."

Madison threw an orange from the table at me "Did you just call my pussy a jungle area?" she laughed.

We finished our breakfast and I made sure she drank her fair share of the mimosa. I wanted her relaxed. 

"I am now going to shave my pussy daddy!" she giggled. I was lightheaded thinking of seeing her shaved pussy in that suit.

A few minutes later, I heard her call out "Dad! I need your help! Now!"

I ran into the bathroom and saw her sitting on the edge of the jacuzzi tub. She was naked. I felt dizzy and my hands were trembling.

"Daddy, I nicked my pussy! I can't see what I'm doing, my titties are too big. I don't think I'll be able to do this! Can you please shave my pussy?" she asked.

This was too much. In a million years I didn't think that my plan would work this well. 

My mouth was dry as I stared at her black bush. I dropped my robe and got into the tub. I was not wearing any underwear and I was obviously rock hard. Madison stared directly at my hard dick and slightly licked her lips as I worked my way into the tub.

I got a cup and rinsed off the lather on Madison's pussy. Sure enough she had nicked herself on the side of her pussy, right next to her left labia. My stepdaughter's cunt was inches away from my face. I gently laid my lips on the cut and gave it a little kiss. 

"All better," I said, looking up. Madison's eyes were half closed and her breasts were heaving. She was obviously as horny as I was. 

I picked up her leg shaving gel and worked up a lather, which I spread on her hairy pussy. I then carefully began to shave Madison clean. I looked up every now and then and Madison looked down on me with a look of pure lust. 

After a few minutes, Madison's clit had become so engorged that it popped out of its hiding place. I ran my thumb across it as if by accident. Madison moaned.

"Your clit is very sensitive. Do you masturbate?" I asked.

"Sometimes," Madison replied. "I used to a lot but it kind of lost its charm after I stared having sex."

I was somewhat stunned by this admission. I expected she had had sex before but wasn't certain. 

"Well you're boyfriends aren't doing a good job if your clit is so sensitive. Don't they go down on you?" I asked, as I continued to roll her clit in between my fingers, while I continued to shave her pussy. I looked up. Madison's eyes were now completely closed and her breathing was getting heavier.

"No, they don't know what they're doing. But Lisa's gone down on me before," she said.

Another shocker for me. Lisa was Madison's best friend.

"Is she any good," I asked. 

"She's kind of rough. I think she might be gay," Madison replied.

"Do you go down on her?" I asked. 

"No, I'm not a dyke. I like hard dick. Like that one," she said pointing down at my hard on with her eyes half closed.

By this time I was through shaving her pussy. The pungent scent of pussy juice was evident. I'd done a good job, leaving only a small triangular patch of pubic hair directly over her slit. I rinsed her pussy clean with some bath water, and decided to throw all caution into the wind. 

I began to work my right middle finger into her pussy. She moaned loudly. I was amazed by how wet she was.

"Baby if you want me to stop, just say the word. I don't want you to do anything you aren't comfortable doing," I said. I then blew cool air on her pussy. I saw goose bumps appear on her legs, and she continued to moan.

"Don't stop... just like that," was all Madison could respond.

I then lowered my head and began to roll my tongue over her hard little clit. As I lazily ran my tongue over her clit, I continued to rhythmically pump my finger into her hot pussy. I then began to lick all around her clit area. 

Madison was now moaning quite loudly. "Oh daddy, that feels so good! Please don't stop! Pleeease!"

I removed my finger from her wet pussy and worked my tongue inside, drinking in the sweet nectar being produced by her pussy. I played with her clit with my right hand. I raised my left hand and began to pinch and roll her nipples. She grabbed my arm and seductively sucked my fingers. Madison then began to have convulsions as her orgasm approached.

"I'm coming! I'm coming, daddy! Please don't stop," she yelled, as if I would.

I continued to bury my tongue as deep as possible lapping up her pussy juice as my hand began to rub her clit as fast as possible. 

Her legs thrashed in the water and she held on to the towel bar to keep her balance. At this point, I had my left hand under her ass to help force my tongue as deep as possible in her pussy.

Eventually her orgasm subsided, and she tried to regain her composure. My face was covered with her pussy cream. I raised myself out of the tub and helped her up. She looked up at me and frenched kissed me for more than a minute, while she gave my dick a few quick strokes. She was still slightly trembling.

Madison then ran her tongue over my lips and chin.

"Mmmm, there's nothing like tasting my own juices," she said. "I'm going to get ready to go out to the beach."

With that she strolled out of the bathroom completely naked.

As she closed the door behind her I stroked my dick violently. I could not remember the last time it had been as hard. I came almost immediately, shooting spray after spray of hot cum on the tub wall. 

As my orgasm finished, I came to my senses. I had just eaten out my stepdaughter! What in god's name was I thinking? What if she came to her senses as well? She would never talk to me again.

I tried to clean up and come up with a plausible excuse, even though none came to me. I then walked out of the bathroom into the bedroom ready to beg for forgiveness.

Madison was lying on the bed, spread eagle, playing with her big tits.

"Daddy, that was great. Will you eat my pussy again?" she cooed.

I smiled and came to the realization that this was going to be the best vacation ever.



Cancun Ch. 03



Madison and I finally worked our way out of our hotel room. I had gone down on her twice after shaving her pussy almost bald. She put on the tight, white mesh bathing suit I had planted in the room, and was wearing a very thin, very small cotton top and a pair of micro shorts as we left the room and headed down to the beach.

I was wearing a tight pair of Speedo briefs underneath my bathing suit to prevent my bulge from becoming apparent. I had no doubt my dick would be hard all day. 

"There's one more thing about wearing that bathing suit Madison," I said. 

"No more rules daddy! I'm 18 years old!" she replied. By our banter, you would never be able to tell that we had just had an hour's worth of oral sex.

"If you're going to wear the clothes in that bag, you and I are going to have to be a 'couple' at least for the remainder of the trip. I'm not going to be fighting off a bunch of 18 year old boys," I said sternly.

"Don't worry daddy!" Madison replied. "You are the only man for me this week!"

We made our way down to a busy spot of the beach. Madison very lazily removed her top and bottom. Both men and women stared at her amazing body. I pulled out the sun tan lotion and rubbed it all over her back and ass, as she worked it into her arms and legs. 

She began to rub lotion on my back. "Have you been working out?" she asked.

I had in fact been doing so for the last few months. I didn't want to look like a slob for our trip.

"A little," I replied.

We enjoyed the sun and eventually made our way down to rent a couple of jet skis. We were both pretty good on them, having spent almost two weeks at a lake a few years earlier, motoring around on them.

Later that afternoon we decided to go back to the suite to get a late lunch and rest a while before heading out that night.

The bellboy who brought our lunch could not keep his eyes off of Madison. At this point her Greek/Mexican heritage was a huge asset as after only one day in the sun, her skin was already a golden brown. Of course the fact that most of her tits and ass were hanging out was part of the equation too.

We both ate our cheeseburgers and decided to go out on the town that evening. I laid down to watch some TV. Madison put on her headset and dozed off under the air conditioning. 

She looked amazing. I studied her body. She was still wearing the white bathing suit, and her breasts were barely covered. I felt my dick getting harder but thought better of jacking off. I wanted to have something left for that evening, even though I wasn't sure if anything else would transpire between us.

At about 5 p.m., I got up and decided to take a shower. The hot water felt good as I washed off the remaining sand, sun screen and salt water off my body. I heard the door open and I saw Madison approach the stand up shower. She was naked.

"Can I join you?" she asked. 

"Do you think that I would say no?" I replied. 

She laughed and got into the shower. We both showered as if this was all very normal. With the exception of my erection, nothing unusual was going on.

"Wash my hair dad," Madison asked. I got the shampoo and lathered it up for her.

As I rinsed the shampoo from her head, I felt Madison's hand grip my dick. "How big is this dad?" Madison asked.

"Not as big as you might think. I think that maybe you haven't seen too many. It's pretty average," I humbly replied.

Madison began to slowly stroke my dick. My breathing became shallow. I placed my hands over her soapy breasts and played with her nipples, closing my eyes.

"I've seen a few dad," she said, "and this one is the biggest. Well at least it's the fattest. I can barely get my fist around it."

I let her continue to stroke my dick for a few minutes. I finally grabbed her arm and stopped her.

"I don't know what's going on here, and I don't know what's going to happen, but I don't want to blow my wad here in the shower baby," I said.

Madison turned around and seductively kissed my neck and worked her way down to my left nipple. She gently sucked it for a minute and then gently bit it, before working her way back up to my neck.

"You can't be a pussy tease dad," she said. "I want you to fuck me tonight," she whispered in my ear. 

With that she finished up her shower and again left me with an amazing hard on in the bathroom. I decided to leave my hard on alone and finished up too. 

We both got ready for our second evening on the town. I wore a cabana shirt with silk shorts and sandals. Madison wore a black lace bra with a black lace g-string. She wore the white mesh top and black leather mini skirt with a pair of three-inch high heels. She looked incredible.

We went to a pretty swanky restaurant and each had a shot of very expensive tequila. We then made the rounds at the various clubs in Cancun. All eyes were on Madison everywhere we went. I'm sure people were wondering what this incredible young woman was doing with an old guy like me. If only they knew.

At our last stop of the evening, Madison and I were locked in a very sexy dance. She was grinding her ass into my crotch with no shame. People stared as it became obvious that I was getting hard.

"Let's go back to the room," she said. I made a stop at the little boys' room first. A young man approached me and offered me a variety of drugs. 

"I also have Viagra senor," he said. "I saw you dancing. You're going to need it!"

I laughed off the last comment, and decided on buying a couple of joints and also bought a few condoms as well from the bathroom vending machine.

During the cab ride back, Madison could not keep her hands off of me. She was a little drunk.

"Babe, you have to cool down, we don't want this guy to crash into a palm tree because he's too interested in what we're doing," I said.

Madison laughed. "Hey taxi driver, do you speak English?" Madison asked. 

"A little," he replied.

"Well this is my stepfather and tonight he is going to fuck me with his big, fat dick," Madison laughed.

The cabdriver laughed either not fully understanding or assuming she was kidding. "I hope he spanks your ass first," he said.

After being dropped off, we couldn't keep our hands to ourselves. We stumbled into the room and Madison said she wanted to change, and asked if I could wait on the balcony. I took the opportunity to light up one of the joints. 

It had been about 15 years since I had indulged, but I figured this was a special occasion.

Madison came out wearing a white teddy. She looked and smelled great -- like vanilla. The moon was no where to be seen and the ocean looked amazing under thousands of stars.

"Dad! Are you smoking pot!?" she asked incredulously. "You always said you'd kill me if I smoked pot."

"Sweetheart, I'm planning to fuck you all night long. I think this will be OK," I said.

Madison sat on my lap and took the joint from me. "You know I've smoked pot before right," she said. I have to admit all these confessions were not sitting well with me. My dick told me to let it go.

"No I didn't. But before you tell me about that, tell me about Lisa eating your pussy," I said.

Madison exhaled and smiled. "I knew you would want to hear that story."

"Do you remember the weekend you ungrounded me for coming home drunk? I spent the night at her house. Well Lisa was watching me get dressed and said that she was jealous of my big titties," Madison recalled, while I stroked her hair with my hand.

"She said she had heard that getting your titties sucked would make them bigger. I asked her why she didn't just get some guy to do that then. I knew that Lisa was she was still a virgin, but that she had had sex with her hitting instructor who's a woman. She said she didn't feel comfortable letting a guy do that," Madison continued.

Lisa was six months older than Madison. She was very athletic and had a tight muscular body. Lisa was an all state softball player. I always thought she had a very pretty face, but she wore very little make up. While she had amazing legs and a very tight ass, she was rather flat chested. Madison always admired her abs however and was always pointing out how "perfect" they were.

"I guess it's true about those softball players," I joked.

"Anyway," Lisa said, "she asked if I would suck her titties, or at least her nipples since she's kind of flat. I said I'd do it but that she couldn't tell anyone. After a few minutes I began to get really wet. Lisa was moaning and I was shocked when she put her hand in her panties and started to jerk herself off!"

"Lisa said that we should take all our clothes off and finger ourselves. I was getting pretty horny so I said OK. Then Lisa said she wanted to suck my titties. I laid back and let her. I was getting so hot. Lisa then started fingering my pussy. She said that my pussy was so hot," Madison said.

I was getting very horny and was getting very stoned.

"All of a sudden, Lisa starts kissing down my stomach and starts eating me out. You know like I said, kinda rough. It was OK though, and I let her. I came like three times because she ate me out for like two hours. I told her that I wasn't gay and didn't want to eat her out. She said that was OK but that she would go down on me whenever I wanted," Madison said.

"Has she, you know gone down on you since?" I asked.

"Sure, about five times. She wasn't as gentle and smooth as you are. It's like she's just not patient," Madison explained. "The last two times she's eaten out my ass too because she says it's so hot. That's felt really good. Maybe you can eat out my ass too."

At that point I'd heard enough. I put out our joint, stood up and carried Madison to our bed. I leaned down and kissed her firmly on the lips. My left hand was casually playing with her tits, while my right hand supported my weight. 

I took off my shirt and pulled down my shorts and underwear in one fell swoop. My hard cock sprang out like a snake, poking Madison in the stomach. We continued to kiss taking our time. I finally reached down and undid the snaps on the teddy's crotch area. I had forgotten that Madison's pussy was now as bald as a baby's bottom. The lack of pubic hair, plus the overflow of pussy juice made it smoother than ever. I began to kiss down Madison's neck and down to her navel, when she stopped me.

"Nu uh. You've eaten my pussy twice today. It's time I got a taste."

With that she pulled her teddy off as we switched positions. She kissed me and began to work her way down my chest. Her hand began to pump pre-cum from my hard dick. She sucked one nipple and then the other, before working her way down to my cock. 

She spread my pre-cum on her lips like lip balm and slowly ran her tongue up and down the underside of my dick. She then used the flat, broad part of her tongue to lick at the slit on top of my dick. This was almost too much. There was very little light in the room, but I could make out her pretty face sucking my dick. She resembled Lilly so much at that moment.

She continued to suck the head of my penis in her mouth. She was having a hard time working the head of my penis in her mouth. It really was pretty wide. She then kissed her way down to my balls. She took the left one in her mouth and gently sucked it. She then release it and took the other ball into her mouth, all the while pumping my dick. Madison then worked her way back up to the top of my dick and in one motion took most of my cockhead into her mouth.

Her warm, wet mouth felt incredible. It was obvious she had done this before, but I couldn't bring myself to ask.

She played with my balls with her left hand, while her right hand pumped my dick into her mouth. I could see her ass swaying behind her as she continued to suck my dick. 

"You need to stop if you want me to fuck you baby," I finally said. Madison lifted her head, worked her way up and kissed me deeply. "You're dick tastes good," she smiled.

Before I had a chance to reposition myself, Madison raised her ass up and impaled herself on my dick. She let out an almost painful moan as her pussy sank all the way down on my hard cock.

"Ooh, your dick is so big daddy," she moaned, as she began to ride me. I steadied her by holding on to her hips. I reached up and played with her big tits. Her pussy juice oozed down my cock and down my balls. It was like fucking Lilly again.

Madison's big ass was making slapping sounds every time she came back down as it slapped against my thighs. I gave it a couple of gentle slaps, and did my best to ensure my dick was as deep as possible every time she came back down.

After a few minutes, Madison began to quiver, as she reached down and began to finger herself. She didn't last long after that as she came with a powerful orgasm.

Madison collapsed on the bed besides me. "I'm going to really fuck you now. I hope you're ready," I said.

"Fuck me," she replied. I laid her on her stomach and put a pillow below her waist. I wanted to fuck her from behind more than anything. I guided my hard dick into her wet pussy from behind and began a relentless fucking that lasted about 45 minutes. My long distance running (and the fact I'd come earlier that day) was coming into play.

Madison had started this fuck by pushing her ass back into me, but after about 20 minutes, she was too exhausted to do much more than just moan. 

After about 25 minutes, Madison began to sway her hips again and her breathing heightened. 

"I'm coming again! Just like that!" she instructed. I reached underneath her and played with her clit. This was more than she could take as her orgasm hit her like a brick wall. 

"Oh god! Oh god! I'm coming! Just like that!" she yelled as I continued to penetrate her as deeply as possible. Madison came and collapsed. She let me continue to fuck her for about 20 more minutes, quietly moaning the whole time.

I was reluctant to shoot my seed into Madison as I was not aware of her being on any type of birth control. I had also forgotten to put on a condom. As I was about to come, I turned her over and straddled her stomach. I beat off and started to moan as I felt my orgasm reach its boiling point. I shot spray after spray of cum over Madison's big tits, stomach and best of all her face. My cum looked like shooting stars as it erupted from my hard dick and caught the little bit of light coming into the room.

I collapsed on top of Madison and we shared a kiss. She massaged the cum on her tits and stomach and she then scooped up some of the cum on her face with her hand and licked her fingers clean. 

She then leaned over and kissed me deeply for a few minutes before collapsing on the bed and going to sleep. 

I quickly followed suit but not before a big smile broke out on my face as I realized that we still had a better part of a week in Cancun.



Cancun Ch. 04



As day broke the following morning, I opened my eyes. Being an early riser, I usually got up at round 6 a.m., even when I didn't have to. Madison and I were spooning naked under the covers. My dick was hard and was resting in the crease of her big ass.


I reached around and began to play with her nipples. After a few minutes of this, Madison began to stir. I then let my hand wander down to Madison's pussy. I was surprised to find that her pussy was already getting wet.

"You're insatiable," Madison whispered. She swung her right leg over my body, positioning her pussy in front of my crotch. "You can fuck me, but I'm going to sleep," she giggled.

I lowered my body a foot and entered her wet cunt. She moaned, "Your dick is so damn fat..."

I slowly and rhythmically fucked her for the next 15 minutes. As my climax approached, I reached around and began to play with her clit. 

"Daddy, I want you to cum in me," Madison said.

"I'm not wearing a condom baby," I replied.

"I'm on the pill dad... cum in me!" she said.

I was not happy to hear that until I realized that I would be able to unload my cock in her pussy. I sped up my pace, but waited until she began to moan before racing to the finish. I wanted to come with her.

"Oh, that feels so good, please don't stop!" she said. 

I fucked her for another minute or two before we both began to shake. I gripped her body with my left hand, while my right hand continued to play with her clit, the whole while pumping my hard dick into her cunt.

I shot my load into my stepdaughter and collapsed next to her. 

We both dozed off to sleep again, my stiff dick, still inside her pussy.

About two hours later, I felt a warm pair of lips on the head of my dick. I was completely soft. I looked down just as Madison engulfed my entire soft cock in her mouth. It didn't stay soft for long.

She sucked my dick for a few minutes before it became completely engorged. 

She pulled off my dick, looked up and smiled. "Good morning lover," she said.

I smiled back and said "Don't let formalities stop you from finishing what you started."

She giggled and proceeded to work her way down to my balls. She pushed my hard dick to one side and bathed my nuts with her wet tongue for several minutes. Her tongue was so wet that her spit began to roll down my balls down my ass crack. 

I repositioned myself as an invitation to have her lick my asshole, hoping she'd get the message. I was still little surprised when she ran her tongue down to my asshole and began to lick.

"I loved it when Lisa did this," she said. "Did mom ever do this for you?" Madison asked.

"No baby, but don't stop either," I replied.

"Turn over daddy," Madison ordered. I turned over and got on my knees. 

Madison reached down into the travel bag I had planted and pulled out the bottle of lube. She worked a little onto her finger and gently stuck it in my ass. The lube was supposed to "heat up" and it did.  She then reached down and pulled my dick and balls towards her face from underneath my body.

"Where did you learn to do this little girl?" I asked, genuinely interested.

"Don't worry daddy, I saw this on the Internet. I'd never do this with any old boy. Only a man I truly love," she replied.

I closed my eyes as she sucked my cock, while working her finger in and out of my ass. I was surprised at how quickly my orgasm was approaching. Madison, sensing my climax, slowed down and proceeded to lazily lick my balls before returning to work on my aching rod.

"I'm going to cum baby," I warned.

"Cum in my mouth daddy. I want to taste your cum," she responded breathlessly.

She then pumped my dick into her waiting mouth as she jammed her finger deep into my ass. This was more than I could take. I dumped spray after spray of cum into my stepdaughter's hot little mouth.

"Mmmm, mmm, mmm," I heard her say as she swallowed my load.

I collapsed on the bed without a word to say. Madison plopped down next to me with a sloppy grin on her face. 

"Was that good dad?" she asked.

"The best," I replied. She kissed me and ran off to take a shower.

After showering and eating some breakfast, we decided to take a day tour to La Isla de Mujeres. Madison wore some of her own clothes, but decided to wear a bikini top underneath one of her shirts, in case she wanted to get some sun.

A large ferry took us to the island. Madison could not sit still and decided to go out on the deck. A swarm of boys immediately descended on her like locust after she removed her shirt to get the aforementioned sun.

"It looks like your girlfriend is getting some attention," a blond woman sitting next to me said. "My name is Joyce,"

"I don't blame them Joyce," I replied. "I'm Ted."

"I saw you two last night at Frogs. She was really working it. She's quite beautiful. So rich or hung?" she asked.

"I don't understand the question," I said. 

"Well a man in his late 30s doesn't go on vacation with a 20 year old stripper unless he's either rich or really well hung," she said.

"Actually, I can lick my eyebrows," I responded. Joyce laughed.  I was surprised that we had been conspicuous enough that someone remembered us from the night before.

"How did you two meet?" Joyce asked.

"At a birthday party," I answered honestly. I didn't mention it was some 11 year-old girl's birthday party more than eight years ago.

Joyce was an attractive woman. Blond, pretty and about 35 years old. She was a bit too skinny for my tastes, but some men like them skinny.

We continued with our conversation until we reached the island. I said goodbye and found Madison on the deck ready to disembark.

"Men are pigs dad," she said.

"I've been trying to tell you that since the day we met," I replied, not getting goaded into that conversation.

"Also, I think you need to stop calling me 'dad.' I don't want people to think we're sick," I explained.

"Is it because of that pretty blond you were talking to?" Madison asked. I thought she was laying on the jealous act thick, but quickly realized she was serious.

"Well yeah. She remembered us from last night. She remembered you from last night," I said.

"What do I care what that skinny bitch has to say," she replied.

I was a bit surprised by all this. "Why are you getting all worked up? You were standing out here with four different guys hitting on you?"

"They're boys TED. I don't want a boy TED. I have a man now," Madison said, punctuating "Ted" with a bit of anger.

"OK, baby, calm down," I said. Madison pouted and didn't say a word to me for the next half hour. 

We eventually made our way to a place that specialized in silver jewelry. "Why don't you get something for yourself?" I asked. I then sat down on a bench and waited outside.

Madison emerged from the store a few minutes later. "What did you get?" I asked.

"These!" she said, showing off two of the strangest earrings I'd ever seen. 

"What are those," I asked perplex. 

"Nipple rings silly!" she replied. I decided to drop it.

We ate on the island and did some more shopping. Madison stayed close by on the trip back to Cancun as Joyce sat down just a few feet from me. My stepdaughter was quite affectionate, as she kissed my neck and ear throughout the trip, while we held hands.

It was getting dark as we reached the dock to disembark. We walked to the club district but decided that we'd stay in that night. I hailed a cab to take us home.

"So senor," the cab driver said, "did you spank your naughty daughter's ass last night?"

It was the cab driver from the previous evening.

"Uh, well she's actually not my daughter, but I am going to spank her ass tonight," I said jokingly.

"Promises, promises," Madison replied.

The cab driver laughed out loud.

When we got back to the hotel I called up room service for some ice, limes and salt and a bottle of tequila. Madison and I went out the balcony with our score and took a couple of shots. She had been very quite for the last half-hour.

"So TED," Madison said, "I'm not your real daughter?" This stuff again...

"Maddie, I don't want some perverted Mexican cabdriver knowing I'm having sex with my stepdaughter. You know I love you like a daughter, but this is awkward," I explained. "I'm sorry that this has ruined our relationship. I told you that men are pigs, and we are. I can't even keep my hands off my own stepdaughter."

"No daddy, this is my fault. I'm the one who seduced you. I'm the one who came to your bed in my t-shirt and panties that night," Madison confessed.

"What do you mean?" I asked.

"I wasn't THAT drunk that night daddy. Lisa was the one who puked that night, not me. I just wanted you to look at me like a woman. I've loved you so much, but you always treat me like a little girl. When I told you I was going out of state for school, you just said "OK," like you were happy to get rid of me," she explained, her eyes beginning to well up with tears.

"But you just left the bedroom that night. You didn't even want to look at me!" she continued.

I was stunned by her confession. "Do you remember what happened that morning?" I asked.

She shook her head no.

"I ran my hands all over your body for hours. I jacked off and came on your ass three times. I've been infatuated with you since that day. This entire trip was planned so that I could get in your pants Maddie. I love you more than anyone and I love sharing the new physical part of our relationship with you," I replied.

Madison jumped to her feet and knelt in front of me. We kissed passionately and she unbuttoned my shirt, kissing her way down to my stomach. I stood up and she pulled my shorts down. It was dark outside, but anyone on the two adjoining balconies could have easily spotted us.

Madison began to feverishly suck my hard dick. I stood there naked as my 18 year-old stepdaughter ate my dick. She massaged my balls and brought me to the point of climax. I roughly pulled her hair and got her face off my dick. 

She moaned loudly as I reached down and jacked off, shooting several streams of hot, white cum onto her face. Something about seeing her so vulnerable, on her knees with my cum on her face triggered something nasty inside of me. I pulled her up by her arm and dragged her back into the room.

I had something special in mind for that night.



Cancun Ch. 05



I dragged my stepdaughter into the suite and sat down on the bed, pulling her onto my lap.

"You want a spanking, I'm going to spank your big ass so hard, you won't be able to sit for a fucking year!" I yelled. "I've been infatuated with you for months and now I realize that I'm not to blame for this. You are!"

"No! Please no daddy! I'm sorry I tried to seduce you! I'm sorry! Please don't!" she exclaimed, struggling to get loose from my grip.

"We can do this the hard way, or we can do it the easy way," I said seriously. "Tonight I'm going to make you my whore since that's what you wanted so badly. Tomorrow you'll be my little girl again. Tonight you are going to be my nasty whore. If that doesn't work for you, leave," I said letting her go.

It looked like she Madison might cry as she stood up. "If you're going to stay, take your clothes off!" I said.

Madison began to remove her top. "No. I want you to do a little dance when you take your clothes off."

I sat back as Madison regained her composure and walked to the stereo in the room. She turned on some booty music and began to shake her ass for me, slowly taking off her clothes. My dick was amazingly getting hard again. It had only been five minutes since I'd cum all over her face.

When Madison only had a bra and g-string on, I pulled her to me. "I'm going to spank your big ass now. I want you to tell me how much you love it since that's what you wanted!"

I pulled her arm hard and her body landed on my lap. I ripped her g-string off her body and roughly massaged her ass and the back of her thick legs.

I lifted my right hand, while my left hand held her down in place. I gave her right cheek a hard slap.

Madison yelped in pain and tried to get up. "I'm not telling you again. Don't resist me and tomorrow everything will be back to normal!"

She relaxed a little bit and laid back down on my lap. I then proceeded to spank her naked ass for the next 5 minutes, alternating ass cheeks. I could hear her sobbing. For some reason, I had lost my mind as this was the most erotic thing ever to me.

I reached my left hand underneath her body and pinched her left nipple hard. She squealed in pain again. I then worked my hand down to her bald pussy and was surprised to find that it was literally dripping wet, as I played with her wet cunt. 

"I thought you'd enjoy that because you're a naughty girl who tries to fuck her daddy! Now tell me where you learned to suck dick as good as you do," I asked.

"No daddy. Please don't make me tell you," she said. 

I slapped the back of her right thigh. "Tell me or I'll spank you again!"

She squealed again. "I've sucked Randy's dick after school most of this past year. Please don't spank me anymore!"

I was surprised. Randy was a rather effeminate black guy at Madison's school. 

I spanked her left thigh. "Don't lie to me! He's a fag!"

"No daddy, no! He's just bisexual. He loves to have his dick sucked by guys and girls!" she screamed.

At this point I was hoping that the walls were thick enough to keep the local authorities from paying us a visit.

"If he's not your boyfriend, why did you suck his dick," I asked.

"It's not a big deal. Everyone does it!" she said.

"How big is his dick?" I asked.

"It's longer than yours, but not as fat. You have the fattest dick I've ever seen! I promise!"

I continued to play with her clit. Her breathing became labored. I put two fingers from my right hand into her sopping wet pussy, while my left hand continued to rub her clit. I then pulled out my wet fingers and slowly drove them into her ass.

She howled with pain, just as she was about to cum. She began to have violent convulsions as I pumped my two fingers in and out of her tight asshole. I had never seen anything like it. After a minute or two, Madison actually passed out.

I was out of breath and couldn't believe what had transpired. My dick was hard as a rock again. I laid Madison down on the bed, with her red ass up in the air, before finding some lotion to cool down her hot ass.

At this point, I had lost my mind. I tied both her hands to their respective bedposts with a pair of stockings, and put a pillow below her waist. Her ass was sticking up in the air.

I knelt in front of her ass and began to cover it with soft kisses. Her pussy was still oozing pussy juice. I couldn't believe it. I knelt over her and buried my tongue in her ass. This woke Madison up.

"Uh, uh, please stop. I have to pee," she asked. 

"You're going to have to piss yourself then, because I'm not done with you!" I replied.

"Please, I have to pee!" she begged, fighting against her restraints.

I then returned to the task at hand and continued to eat her ass out. "Is this how Lisa ate your ass out?" I asked. "I'm going to fuck your ass. I bet Lisa didn't to that did she?"

"No daddy. She didn't. Please be gentle. No one has ever fucked me in the ass. Your dick is too fat. You're going to hurt me!" Madison replied continuing to try to get free.

I pulled the red bottle of lube out of the travel bag, along with a medium size dildo. The red lube was supposed to "heat up" on contact with the air. I squeezed an ample amount of lube on the dildo and placed it at the entrance of Madison's ass.

"Take a deep breath and exhale," I ordered her. She did as I said and I pushed the dildo in about an inch as she exhaled.

"Ohhh, ohhh, ohhh," she moaned as I worked the rubber dildo in a little at a time. "It's hot daddy. It's hot!"

The lube was cinnamon flavored too. I could smell it. 

"I have to pee, please let me pee!" she begged. I continued to shove the six-inch dildo into my stepdaughter's tight ass. When about half the dildo was impaled in her asshole, I bent over to look at my handy work.

Once again, Madison's pussy betrayed her. It was leaking pussy juice down her leg onto the pillow. I continued to slowly fuck her ass with the dildo. She moaned louder and louder.

"Ohhh, please, stop. I have to pee daddy!"

I got behind her and placed my rock hard dick in front of the entrance to her pussy. I then jammed my dick into her cunt. 

She squealed again. "Ohhhh, please stop. Please!" 

I started to fuck her at a fairly quick pace. I then started to fuck her ass with the dildo too. I could feel the hard, rubber dildo through her membrane wall. It was incredible. 

After a few minutes, Madison began to really fight the restraints. 

"Oh god! Oh god! Please stop. I'm cumming! I'm cumming!" she screamed.

I jammed the dildo as far as it would go into her ass and pulled my dick out. I then began to rub her clit as hard as possible. She began convulsing violently. 

In the middle of her orgasm, Madison began to pee all over the bed. It was the hottest thing I had ever seen. I could not have imagined that something like urinating could be so fucking hot. 

I pulled out the dildo during the last throes of her orgasm and lubed up my hard dick. 

"This is going to hurt you more than it's going to hurt me," I said.

I plunged my dick into her hot little ass. She squealed in pain again. 

"Oh, it's too big! It's too big!"

I fucked her as hard as I could for about three minutes before I lost it and came deep in her bowels. By this point, she was no longer struggling, but instead had become almost motionless. It was the most powerful orgasm I had ever had. I collapsed on top of her and rested there for a few minutes.

I then got up and my dick plopped out. I untied her. She didn't budge. I went to the bathroom and ran a hot bath in the jacuzzi tub. I then went and gathered Madison in my arms. My cum was leaking out of her ass. She was limp as a rag doll but her eyes were still open as I set her in the tub.

I went outside completely naked to gather the bottle of tequila and the joint from the night before. I returned to the tub and lit up. Madison worked her way over to me and put her head on my shoulder. 

"Daddy, promise me that you'll always be mine. Promise me that you'll never leave me."

I was very conflicted as I had just anally assaulted my stepdaughter and here she was begging me not to leave her.

"Baby, I will never leave you. I will take care of you as long as you want me to," I replied.

Madison dozed off. I got out of the tub and took the sheets off the bed, as they were soaked with urine. I turned the mattress over and put our comforter on top of the bed. I then returned to the bathroom and woke her up and helped her get out of the tub. Her legs were weak. 

I then dried her off and rubbed her body with lotion. I noticed her pussy had very light stubble already. She winced when I rubbed the lotion on her ass. It was still crimson red. I examined her asshole. It had not yet returned to its original size. I kissed her ass with little pecks as she dozed off to sleep.

I went out to the balcony, naked to smoke the joint. The night was hot and humid, a vast difference from the air conditioned room. As I sat there playing out the last two hours in my mind, my dick got hard again. I laughed out loud. I was like a 15 year-old boy again!

I noticed that the neighbors were out on their balcony enjoying the fresh breeze too. They were both watching me intently and I couldn't care less. I was the fucking king of the world.



Cancun Ch. 06



The following morning I woke up a little later than usual at about 8 a.m. Madison was already awake.

"Rise and shine you freak!" she called out from the bathroom. I sat up in the bed and yawned. I then snapped to as I remembered the incredibly wild night of sex I had had with my 18-year-old stepdaughter the night before.

I was very embarrassed in fact. Madison came out of the bathroom wearing some very small terrycloth shorts, and a black mesh top with no top underneath. Her tits looked amazing and her nipples were hard and pointy. 

"I'm going to show you who the boss of this house is today mister," she said with an air of seriousness. "You fucked me really good last night, I'll admit that. But my ass still hurts, and I didn't appreciate having to piss in the bed after you basically raped me. So today, I'm going to do what I want, when I want with whom I want. If you EVER hope to fuck my pussy, my ass, or my mouth again, you'll shut the fuck up and let me be today. Understand?"

I mumbled an incomprehensible "yes."

"That's right. Now I want you to get a quick start today. I found a topless beach that I want to visit. I don't want a tan line on my tits. I had so much fun dancing for you last night, I may try an armature night back home when we return," Madison said putting on a sweat suit top that matched her shorts, but not zipping it up.

I quickly got ready. I left a message and a hundred dollar bill on top of our sheets for the cleaning lady with an apology and an excuse saying I had too much to drink and didn't make it to the bathroom. I then followed Madison out the door. All eyes were on Madison as she was basically walking around topless. Her nipples were hard and poking through the mesh fabric. My dick was already hard. It was going to be long day.

We boarded a bus that would take us across town to the topless beach. I carried our stuff for us. Every male in the bus stared slack-jawed at Madison and she loved every minute of it. Every female threw her dirty looks.

We reached the topless beach after about 30 minutes, and Madison dropped her shorts and took off the jacket and pulled off her mesh top. She was wearing the white thong. I spread out some towels and took off my own shirt. Madison's ass was slightly bruised from the spanking she had endured the night before.

"Is your butt still sore?" I asked. "What do you think?" she replied sarcastically.

I pulled out the sunscreen and began to apply it to Madison's back. As I worked down I knelt in front of her beautiful, round ass and before rubbing lotion on it, gave it a gentle kiss. 

"Oh, you'll be kissing my ass all day!" she said with a sinister smile on her face.

There were only a few women on the beach, and honestly most should not have been walking around topless. The majority of the people on the beach were men longing for a peek at a topless woman. Madison was enjoying the attention she was getting. Throughout the day groups of young guys, old guys, and really old guys, came up and started conversations with her. 

They invited her out, offered to buy her stuff, and some just wanted to take a picture with a beautiful topless woman. They didn't care one bit that I was laying next to her. 

I eventually unpacked the water and snacks I had brought along. We shared a bottle of water and some trail mix. 

"Ok," I said, "I get it: you're hot and men want you."

"You're damn right. So you had your fun last night, but that's never going to happen again. Understand, mister?"

"Yes hon," I replied. "But you have to admit, it was all really hot."

"I don't know. I'm planning on shoving that dildo up your ass tonight. I'll tell you what I think afterward," she replied with a truly evil grin. I didn't know if she was serious.

We spent the better part of the day at the beach. Finally we grew tired and hungry and headed back to the hotel. Madison's big titties looked amazing. They were a nice, dark tan color and smooth and shiny thanks to the lotion.

Once we got to the room, I hopped into the shower. My dick had been hard all day and it felt good to release it. Madison came into the bathroom. She had a very slight tan line on her tits from the previous few days, and of course a thin tan line where her thong had sat.

She hopped into the shower and asked me to wash her back. "My ass still hurts jerk!" she said.

"Your butt cheeks or your butt hole?" I asked. 

"All of it. I can't wait to fuck your asshole tonight," she replied.

As I lathered her back and ass my dick grew as large as I had ever seen it. It was poking Madison's ass.

"I'm not taking care of your big dick today, daddy," Madison said. "That's going to be part of your punishment."

Madison finished up before me and as usual strolled out of the bathroom naked. I came out a few minutes later and found Madison finishing up one of the joints I had purchased a couple of nights before. I didn't say anything to her.

We decided to eat a local restaurant. Madison flirted with the waiter. She was wearing a very tight halter top and blue jean shorts. Madison wanted to hit the clubs after dinner. She hit the dance floor without me at the first place. Within a few minutes she was dancing with a very good looking fellow; grinding up and down on his crotch. I enjoyed the show and took my punishment like a man.

This went on for most of the night. At the last bar of the night, I bumped into a familiar face.

"Hey stranger, your girl is getting a lot of attention. Are you OK with that?" 

I looked up and recognized Joyce from the day before. "As long as she remembers who brought her to the dance it's OK with me," I replied.

"I don't know Ted," she said. Joyce was dressed to kill, obviously out on the prowl. I asked her who she was there with. She had traveled to Cancun with some work friends. Most had hooked up and were nowhere to be found.

At this point Madison had disappeared. Joyce asked me to dance. While on the dance floor she began to grind on me. My dick had been rock hard most of the day. Again, she wasn't quite my type, but in the end, I'm a man and she had a pussy.

As we exited the dance floor, she yelled in my ear "Look, I'll be honest, I didn't come all the way to Cancun to work on my tan. I'm at the Plaza del Mar in room 318. Give me a call if you want to fuck. I'm here another three days."

I had only had sex twice in the past four years, and was now up to my eyeballs in pussy. Go figure.

I finally found Madison as I exited the club. She was outside smoking a cigarette with a group of college age boys. I made eye contact with her and she shot me a dirty look. 

"I saw you dancing with that whore!" she yelled at me. The boys with her all howled their approval at the apparent dis.

I walked over to her and took her by the hand. "Hun, I only want to go home with you. Let's go please."

She pulled her hand away and stormed off toward the taxi stand. She didn't say a word all the way to the hotel. When we arrived she went into the bathroom. She came out naked a few minutes later 

"Take your clothes off. It's time I shove that dildo up your ass," Madison said.

I didn't know if she was bluffing, but didn't want to upset her anymore. I took my clothes off, a little surprised that I was getting hard already. 

"Lay down on your stomach," she ordered. She then tied my hands as I had tied hers the night before. Madison then began massaging my ass with her hands. She eventually parted my ass and began to lick my asshole. It felt great. She stuck about half an inch of her tongue in my ass and worked it around. I was moaning as it felt fantastic.

Eventually she reached into the infamous black bag and pulled out the heated lube. She lubed her hand up and worked her finger into my ass quite gently as I had braced for the worst. After a few minutes, she put in a second finger. Madison then reached into the bag, but instead of reaching for the six-inch dildo, she pulled out the nine-inch vibrator I had bought.

"Maddie, that's way too big to put in my ass!" I exclaimed as I looked back with obvious terror on my face.

"Your dick is way too big to put in my ass, but I didn't stop you did I?" She replied.

"Baby!" I yelped "My dick is NOT nine inches long!"

Maddie worked the very tip of that monster into my ass. I'm not going to lie: it hurt. "Pick up your ass, I want to play with your dick," she ordered. I did as she said.

My stepdaughter slowly worked the vibrator into my ass while she slowly jerked me off. Every time I didn't think I could take any more of it in my ass, she pushed it through a bit more. I winced in pain every time. 

"Wow," Madison said after about half an hour. "It's all the way in!"

I couldn't believe it. My ass was stretched to its limits. It felt like I had to go to the bathroom. She then forced me onto my knees and positioned herself underneath my dick and began to give me head. She was very slow and deliberate. It was torture. With her right hand she began to slowly fuck me with the dildo.

After about another ten minutes of this, I was getting near the point of no return. She then turned the vibrator on. This was more than I could handle. I needed to come. Madison began to slow down. 

"What are you doing?" I pleaded. "I'm about to shoot my load!"

"I know," she said. "I'm going to leave that in you tonight so you remember how badly you hurt my ass yesterday. I have something to do tonight."

With that she got up and got dressed. "Dressed" being a figurative word as she was just wearing the black mesh shirt she wore to the beach with no bra, a mini skirt and no panties.

I fought my restraints to no avail. "At least turn this damn thing off!" I supplicated.

"No, I think I like my new toy there." She gave me a hard slap on the ass and with that she was out the door. It took me almost half an hour to untie my binds. I still needed to come, and truth be told, the vibrator felt good in my ass. I gently sat down forcing the vibrator deeper into my ass. I then began to stroke my cock. I came in just a few minutes. I pulled the vibrator out of my ass and laid there feeling almost violated. 

Madison returned a few hours later. I was expecting the worst considering how many men had hit on her that day.

"I'm home daddy!" she said. "Look what I did!"

Madison had gotten her left nipple pierced. Madison sat down on the bed after taking off her clothes. I decided not to say anything.

"I'm tired daddy. Let's get some sleep," she said. "We're even now."

We lay down together under the new covers. I stared intently at the new piercing on my stepdaughter's nipple.

"It's pretty sexy huh?" she asked. I nodded in agreement. With that she kissed me on the cheek and dozed off.

I woke up the following morning with Madison cuddling next to me. I went over the events of the last few days. I had enjoyed a pretty fulfilling sex life before I met my deceased wife Lilly. Some would say I had enjoyed too much forbidden fruit. My sex life with Lilly was amazing, too.

However, the last few days had been on another level. Madison wasn't as experienced as some of my former lovers, but she made up for it with her youthfulness and her perfect body. It's funny how an 18-year-old boy won't appreciate an 18-year-old girl, like a 40-year-old man will.

Madison began to stir. "Good morning dad," she said, burying her face into my chest. "Oooh, my nipple is sore." 

"That's what you get for doing that to yourself. I hope the place had sterilized needles. Nothing like a little Hepatitis C to attract the boys," I said.

Madison ignored me. She stretched a bit, and played with her new piercing.

"Doesn't it look sexy?" she asked. It did. I simply nodded.

With that Madison pounced on me and started to French kiss me. I was already sporting morning wood, this only served to make me harder.

She worked her hand down to my cock. After a few minutes of serious kissing she began to stroke my dick. 

"I'm going to lie on my back and I want you to fuck me. But don't do it like a jackrabbit or something. Take your time. I want you to stretch me out daddy," she instructed.

I got on top of her and inserted my penis into her cunt. Somehow she was already impossibly wet. I did as she asked and slowly fucked her, being deliberate with every stroke. After a few minutes I lowered my head with the intention of running my tongue over her pierced nipple.

"No daddy!" she shouted. "No bodily fluids! The guy at the tattoo shop said so."

I continued my slow fuck of my stepdaughter for a few minutes. She was very wet, and truth be told, her piercing was driving me nuts. I repositioned myself every few minutes to stretch her pussy out as much as possible by fucking her from different angles. She moaned out loud every time I changed positions.

After about 20 minutes of slow, deliberate fucking I felt my orgasm rise. I picked up the pace slamming my hard dick into Madison as hard as I could. By this point we were both sweaty and hot. I shot my load deep into her pussy before collapsing on top of her. 

I was going to go down on her to finish her off, but she stopped me and said she wanted to save it for later.

We ordered breakfast and ate out on the balcony in our bathrobes. 

"Dad, I want to go to an all nude beach today. There were some kids talking about it at the tattoo shop last night. They said there weren't any fat people like at the topless beach," Madison said.

I just smiled and said yes. At this point, I wasn't about to say no to my stepdaughter. 

We finished breakfast on the balcony where I had an awkward exchange with the people next door who had watched me standing around with a hard on.

"Good morning!" the woman said with a strange look on her face. 

I just smiled and went inside.

Madison was getting ready. Amazingly she was wearing some of the clothes she had brought with her – a night and day difference between the clothes I had planted. She saw me looking at her.

"What's the point?" she said as she shrugged at me. "I'm going to take it all off anyway," she explained.

I had never been to a nude beach, but the fact that I had walked around with a hard on at the topless beach made me nervous.

"Uh, I think I may masturbate before we go. I don't want to get an erection on the beach," I said.

"Daddy are you serious? We just had sex!" Madison replied. "Here pull it out."

I pulled out my dick and she proceeded to put as much of the head as she could in her mouth. She jacked me off into her mouth with her left hand while she played with my balls with her right. 

She wasn't great at sucking dick, but she was enthusiastic for sure. She ran her tongue over my growing head, making sure to run the tip around the sensitive crown. Madison then ran the very tip of her tongue along my pee hole as if trying to force it into me. My asshole literally twitched – it felt so good. 

After a few minutes, she came off my dick "Seriously, I don't expect a 40 year old-man to be this horny," she said. Madison inspected my package for a second. "You know, I think you need to trim this thing up before we hit the beach," she added. 

Madison got up without releasing my hard on and pulled me by the dick to the restroom.

"Sit down in the tub so I can trim you up," she said. I sat down in the same spot she had sat at when I shaved her cunt a few days earlier. She pulled my hair trimmer from my toiletries bag and proceeded to trim up my pubic hair. 

After a few minutes, she literary blew my dick and examined her handy work. She then turned on the faucet and got my junk nice and wet. Madison got her shaving cream and lathered my balls up. She then proceeded to shave my balls clean.

A steady flow of precum was oozing from my dickhead. I was getting dizzy from the attention this gorgeous 18-year-old girl was paying my dick and balls.

When she was satisfied my balls were totally shaved, Madison rinsed the remaining shaving cream from my nut sack. She leaned down and sucked on my left testicle and then my right one – slowly engulfing each one in her mouth. She moaned when she was able to somehow fit both in her mouth. 

She sucked my balls for a few minutes before releasing them. 

"Nice," she said. She then bent over, took half the head of my dick into her mouth and began to pump my dick again. Within a few minutes I was on the verge of an orgasm. She held my dick head firmly in place and prepared to swallow. 

"Mm, mm," she moaned as I shot my load and spasmed along with my orgasm. She then smacked her lips and looked up at me. "You're running out of cum old man, you hardly came at all," she added. "Don't make me go out and find a 20-year-old stud."

No doubt my reserves were low. I was 40 years-old and had had more sex in the last few days than I'd had in more than the last four years.

We made our way down to the nude beach Madison had heard about. It was getting close to 11 a.m., and while the idea of sitting around naked in the middle of the day didn't seem wise, I figured we only had a few days left in Cancun.

We entered the beach and made our way down. After finding a nice spot we both took all our clothes off.

"I can't go in the water because of the piercings, so I'm just going to get some sun," Madison said.

We both put sun screen on ourselves and I worked it onto her back. I tried not to think about it too much as I did not want to get an erection in public this way.

After a few minutes I noticed two things. First, the majority of the people at the beach were either couples or gay men. The gay men were either young, in their early 20s, or older, in their late 40s. While I do try to keep in shape, I was surprised at how many men were openly eyeballing me throughout the day. It was kind of flattering, in the least most flattering way.

"Dad, you're getting checked out!" Madison teased a few times. "If these guys keep checking out your ass, I'm going to get jealous!" I felt like the belle of the ball. Not.

After a few hours two young men approached us. They were both about 20, handsome and were in very good shape. The taller of the two had a very large penis; about eight inches soft. My own penis was at best four inches soft. He also had very large balls that hung very low. His friend's penis was about the same size as my own, but not as big around. They were both uncircumcised. 

Both men were in exquisite shape sporting incredible definition, but were both very thin. 

"Madison!" the taller one called out. "It's good to see you!"

My stepdaughter got up and ran to them, giving them both a hug.

"Hey guys! This place is great! I'm glad you told me about it. This is my stepfather, dad this is Marco and Paolo. I met them at the tattoo parlor last night," Madison said.

Marco was staring intently at Madison's large breasts. His friend Paolo didn't seem to be at all interested.

"That looks fantastic!" Marco said referring to Madison's piercing.

Madison squeezed her breasts together and flashed Marco a big smile. "Thanks! My stepfather thinks so too,"

I wasn't too happy that Madison had told anyone here that I was her stepfather, especially considering that we were both naked at a nude beach together.

Madison and the two boys chatted for a few more minutes as I laid back down to get some sun. I had my MP3 player going, so I didn't hear much of the conversation. Paolo disappeared after a few minutes. I was getting a little jealous of all the attention Madison was paying to Marco's big dick. In fact he was getting a lot of attention from the many gay men on the beach too.

Marco eventually departed with a quick wave to me and a quick hug for Madison. 

We walked around the beach a little before we decided to go back to the hotel. There Madison said she was tired and wanted to stay in. I found this surprising considering we only had a few days left, but agreed as I was really tired too.




Cancun Ch. 06



"Dad wasn't Marco's dick huge," Madison asked was we ate our dinner inside the room.

"I guess," I said, not wanting to discuss Marcos monster dick.

"Ahhhh daddy! Don't be jealous!" Madison said. "I only want your big dick inside of me from now on. I promise."

I gave her a half smile and continued to eat my food.