Roommates With Benefits: The Working Vacation free porn video

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Since the blizzard last year, I’ve kept my distance from Jayson and the chicken-head that has come home to roost. I became more focused on my photography and writing at the magazine. I had to put Jayson out of my mind regardless of his sexual prowess. I tried so hard to forget my unhappy encounter with his estranged wife in favor of bigger and better things. My self-denial paid off when I eventually landed assignments to write, photograph, and blog about fun stuff for possible syndication.

At the downtown office, my boss, Nicola Campbell, came over to my office to talk to me. A statuesque blonde with sky blue eyes, athletic build, and a great tan, she knows what it takes to gain notoriety in journalism. Thanks to her, I have a weekly online radio show.

“Sharon, are you busy?” Nicola asked me.

“No I’m not. What is it?” I answered.

“I have an opportunity of a lifetime for you,” she began.

“Oh yeah? What is it, Nic?” I ask, with my interest piqued.

“How would you like to go to London and cover the Diamond Jubilee event?”

I began to do back-to-back somersaults on the inside. It has been a dream of mine to go to London on a vacation, now the opportunity presents itself in a way I’ve never expected.

“I’ll do it. What would you like for me to accomplish?”

“Aside from interviewing the various people there, I would also like you to blog and take pictures while you’re there as well. I also want you to write a full-length feature article for me, and there’s an opportunity for you to become the lead editor and chief photographer. What do you think?”

“Nicola, I’m your woman for the job.”

“Good. The celebration coincides with your vacation. Now, go home and pack your bags for England.”

I survived the twelve-hour plane ride from Chicago to London with an e-reader, diary, and a sleep mask. When I got to the hotel, I unpacked my belongings and flopped onto the giant king-sized bed. Perhaps it was the jet-lag, but I was having thoughts of Jayson and Justine splitting up. Quit thinking ill on those two, Sharon! I told myself. You’re here on the other side of the Atlantic Ocean to do a great job on this assignment and there’s a huge promotion on the horizon. Focus on the prize!

Feeling restless, I grabbed my equipment and venture out into the streets of London. Buckingham Palace was just a stone’s throw away from my hotel, so I had a great view of the parade and I could get snapshots right from my room. As I walked around, I saw barricades up, the press box for the major news organizations and channels, and people wearing replicas of the crown. I snapped a lot of pictures of the people and talk to some of the locals and tourists. I even ran into two people I didn’t think would ever leave Chicago to come here.

“Sharon! Long time, no see! How are you?” Amber Lynn, my ex-best friend and former roommate asked me. The peroxide blonde gave me a hug.

“I’m good,” I replied. “Where’s Dante?”

“Dante’s right here,” Dante announced, coming out of the coffee shop with coffee and scones. He still looks good with his caramel complexion, green eyes, and plantation hair that’s cut into a low fade. “What brings you to London?”

“Coverage of the Diamond Jubilee for work,” I answer. “What about you two?”

“We eloped, and we’re on our honeymoon,” Amber Lynn explained.

“Congratulations.”

“Are you going to cover the Olympics next month?”

“Not sure. I would love to come back to watch the games, though.”

“Do you have any plans for later on this week?” Dante asked me.

“Not sure. What did you have in mind?”

“We can hang out at the end of the week before heading back to Chicago.”

“I would like that.”

The Diamond Jubilee celebration ended with a concert put on by A-list bands, groups, and singers. I hung out in the press box and took a bunch of pictures. I also got to know the other journalists and photographers during the slow moments. After the concert, I talked to more people and shot more pictures until it was time to meet Dante and Amber Lynn at the hotel bar.

I got to the hotel lobby and I stopped dead in my tracks at the sight of Jayson and Justine. Why are they here? I asked myself. I went to my room to change out of the blouse, press pass, and jeans I wore and put on something a little more suited for the bar. I chose a little red dress with matching underwear and stiletto heels. I walk in and the majority of men took notice and bought me drinks. I ordered my usual dirty martini, and sat a nearby table to survey the bar. Dante and Amber Lynn came into the bar, and began to converse with Jayson and Justine. Ignoring the two couples, I flirted with the men, had some drinks, and retired for the evening.

I woke up to someone pounding on the door. As I looked through the peephole, I saw that it was my ex-fiancé Dante and my ex-roommate/lover, Jayson. I opened the door and asked them, “What brings the two of you to my room?”

“Watching you flirt with all of those foreign men,” Jayson replied in a licentious tone.

“You wearing that little shift dress didn’t make it any easier on us,” remarked Dante.

I shook my head to get the sleepiness out. “Oh yeah, Dante? Did you like it when I made out with the Italian guy?”

“Yes I did, sugar.”

I knew both Dante and Jayson wanted to get in my panties, so I let the sexpot come out of me. After all, they both just wanted to get laid before going back to their significant others. Who cares if they’re here with their wives? I just wanted to get laid before heading back to the States, as do the men.

“Dante, please tell me more. I want to know all of your thoughts,” I cooed, feeling Dante’s growing bulge.

I opened the door and allowed the men to come inside of my room. Jayson took a seat on the bed as I stood in front of Dante. Taking me into his arms, Dante kissed me and my panties immediately got wet. Jayson stroked my stocking-encased legs, trying to get me to open them up. He opted to unzip me, allowing my flowing dress to cascade to the floor. While I made out with Dante, Jayson unhooked my strapless bra, allowing my big breasts to breathe.

Prying me away from my great love’s embrace, Jayson threw me on the bed and ripped my panties off like a madman. Holding my hands above my head, Jayson used the scraps of my panties and tied my hands together, with Dante assisting. Spreading my legs wide, Dante cups my bare pussy and fingered the opening slowly, knowing that would drive me mad. As Jayson forced my legs open, Dante found my throbbing clit and finger it hard. I writhed on the bed, trying my hardest to resist Dante’s intimate fondling and Jayson tickling my feet.

Dante and Jayson switched places, this time with Jayson manipulating my breasts as Dante ate me out. I began to buck with Dante’s tongue plunging inside of me and I started to shake. Sensing that I was about to come hard, Jayson tugged at my nipple piercings and Dante tongued my swollen clit harder and faster. I let out a wail and squirted all over his face.

Dante planted a kiss on my lips, allowing me to taste myself. For the first time in the two-year span of not seeing or sexing one another, I saw fireworks that were more explosive than the first time he kissed me. Cupping my dripping snatch, Dante asked, “Ready for the snake, Sharon?”

“She is, I want to get into that chocolate ass,” piped up Jayson.

“I have some lube in the toiletry bag,” I responded, “you’re not going in there dry.”

While Jayson searched for the bottle of lube, Dante and I concentrated on each other. Turning me so that I was on top, I slid down onto his ten-inch shaft. As I bounced up and down, Jayson lubed my asshole and inserted two fingers inside me. I felt Jayson push his shaft into my opening. Dante kissed me hard to counter the searing pain I felt from taking Jayson in my ass. I felt Jayson pull out and Dante push in, creating a rhythm to ensure I got maximum sensation from my first double penetration.

“Oh, my god!” I screeched, feeling Jayson yank on my hair as he pounded harder into my ass.

“I’m about to come in that ass, Ebony Girl!” Jayson panted as he floods my ass with his thick spunk. Right behind him, Dante shot a thick wad in my pussy.

“Damn, that’s a tight ass you have,” Jayson whispered.

“That’s because it’s the first time I’ve ever done anal,” I whispered back.

“Oh, yeah?” Jayson and Dante asked excitedly.

“Yes. I wanted it to stay virgin tight. No foreign objects were allowed in there, especially a dick.”

“I want a turn in that ass,” Dante replied.

“Let me catch my breath first.”

Twenty minutes of drinking and laughing, I quickly pounced on Jayson. I gave him a kiss that he wouldn’t forget, even while he’s married to miserable old Justine. I kissed my way down his torso, flicking his nipples with my pierced tongue. I gave him one of my famous smiles, and then gave him a sloppy blow job. My tongue bathed his penis as I manipulated his balls with my hands. Dante stood behind me and licked from my dripping snatch to my asshole, eliciting a moan from me. He ate me out, and plunged a finger inside my butt. I removed my mouth from Jayson’s boner and straddled him, with Dante’s finger still inside me. I felt Jayson slip inside me, knowing full well he’s getting sloppy seconds.

“Fuck, Ebony Girl, you’re still tight after the reaming Dante gave you,” Jayson grunted.

“I have a dirty little secret to that: I did my Kegels while riding him,” I answer.

“Was that why I came so quickly?” asked Dante.

“Yup. Less talking and more fucking the shit out of me, now!”

At that command, Dante slammed his cock inside of my ass. He clamped his hand over my mouth so I wouldn’t scream. As both men rode me hard, Dante slipped his fingers inside of my mouth. I reveled in sucking on his fingers, allowing me to fantasize about the hot guy from Greece I had blown in the press box earlier in the week.

“Mmmmmmm,” I moaned.

“What are you trying to say, Ebony Girl?” Jayson asked, sucking on my pierced nipples.

“I’m about to come and squirt hard,” I panted.

Jayson and Dante began to fuck me hard, with their sweat dripping on me and my sweat dripping onto them. With one final thrust in me, both men creamed hard, while I squirted the hardest ever in my years of having sex.

I was sandwiched between Jayson and Dante with both cocks still hard inside of me. The room smelled of sweat, sex, and other scents I couldn’t place. I wiggled my hips, signaling the men to get out of me.

“Do I have to leave this tight ass?” Dante asked.

“Yes you do, unless you want me to text Amber Lynn and tell her where you are,” I answered.

“Would you tell Justine?” Jayson asked.

“Are you crazy, Jayson?”

Reluctantly, both men left my crevices and looked at me. My hair looked as though birds were nesting in it, my nipples were hard, my body’s flushed with sweat and scratch marks, and I had cum dripping out of both holes. As they put their clothes back on and doused themselves in bathroom Polo, I sat on my bed and watched them exit my hotel room.

My final couple of hours in London was painful. I was happy, sad, and exhausted at the same time. Dante’s married, Jayson’s getting remarried in two weeks, Amber Lynn and Justine were glowing with excitement, and I’m without a fuck buddy, a fiancé, and a great friend. Why I always choose men who choose me as the other woman was completely beyond me. I wished both guys nothing but the absolute best in their lives.

I packed my belongings and got in the cab that would take me to the airport. Jayson sat in the seat next to me, and Justine climbed in the back. Like an obedient dog, Jayson left my side, followed her into the back, and gave me a look that said I’m sorry. Dante got in as well and took the seat next to me, and Amber Lynn was perched on the other side of Dante. I looked out of the window as the four of them made plans to do married folks’ activities together.

I have a career I’m married to, anyway.

The jubilee celebration article I did for the magazine landed me the promotion of lead editor and a job as a correspondent for the news station. As an added bonus, the article was syndicated across the country and into several other places around the world, giving me more notoriety than before. I’m still able to co-host a weekly radio show and continue my work as a photojournalist at the magazine. Jayson and Justine got married, much to my chagrin.

Six weeks later, I began to feel weird. Wanting to find out what’s going on with my body, I go to the doctor and found out I was expecting. Instead of expressing joy at the news, I began to plan out the mommy blog for my readers as I ponder the paternity of my unborn child.

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BENEFITS

"I hope this apartment is nice" Dan thought. He had been looking at apartments all day and had seen some real shit holes. This apartment was a little more expensive than what he had planned, but it would be worth it. He had to start work on Monday and it was already Saturday. The new job he was starting in Flagstaff hadn't given him much notice, it was a great opportunity, but it was all such a rush.Driving into the driveway this house looked pretty promising. The ad was about a garage...

1 year ago
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Fringe Benefits

“I hope this apartment is nice” Khan thought. He had been looking at apartments all day and had seen some real shit holes. This apartment was a little more expensive than what he had planned, but it would be worth it. He had to start work on Monday and it was already Saturday. The new job he was starting in Flagstaff hadn’t given him much notice, it was a great opportunity, but it was all such a rush. Driving into the driveway this house looked pretty promising. The ad was about a garage...

2 years ago
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Dot Dorothea and Dick

Dot, Dorothea, and Dick Chapter One Dear sister: I found this letter among some others, scrolled up and tied with purple ribbon, in a chest belonging to our great grandfather. The name Charles has belonged to several in our family line, but I believe I know the one who received and saved this letter, and kept it preserved for so many years. I believe the letter speaks for itself, so I will now offer it up to you. Dearest Charles: I hope this missive finds you in such good...

1 year ago
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My Golden Summer with Blythe Ch 01

Our Last Day of School. I can’t believe it. This is my last day of school, I thought, not sure how I felt now that the long awaited day was here. Stepping out into the beautiful sunny afternoon, heading toward the group of waiting yellow school buses I breathed a sigh of relief. I was glad school was finished. Throughout High School like a ship at sea, I had plotted my course, studying hard. However, the Scholarship that many felt I had rightfully won had somehow ended up going to one of...

2 years ago
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Teaching Benefits

Teaching has great benefits that far outweigh the costs. I know that not everybody enjoys those benefits in the same way, but there is a thrill that comes when your students "get it." When that light bulb goes on over their head and you can see that what you've tried to share has been received, there is a sense of incredible happiness that floods your soul and lets you know that you have done well. Of course, there are other benefits, as well, that extend beyond the altruistic. When I...

4 years ago
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Roommates

I looked across the room at Janie. She was so beautiful and a complete contrast to me. She was the epitome of sophistication compared to my rustic look. Her blonde hair styled to perfection, and her makeup looked so natural. If I didn't see her put it on, I'd swear she wasn't wearing any. She wore a simple summer dress that accentuated her body and her ever present rainbow necklace. My brunette locks were always unruly and pulled into a ponytail. My makeup was limited to some lip gloss. I...

Lesbian
3 years ago
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Roommates Chapter One Bang

In 2010, Emily Revard, age twenty-eight, received her Ph.D. in physics from a very good university in New York City.  She was among the few women at the university who earned a Ph.D. in physics that year. Ten years of hard work and near-poverty came to an end -- because she also was offered and accepted a job at that same university.   It was in her field of particle physics and with the salary of a grown-up. The girl from a coal-mining town in backwoods Kentucky had found success!      Her...

Reluctance
3 years ago
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Roommates

Chapter 1 It had been a long, hot day for Michael, he was planning on going home to his apartment, drinking a couple beers and having a nice slow jerk-off session. After stopping at the local Liquor store, he went and rented some new porno vids, but as he pulled up to his apartment he spotted his roommates car. "Damn, he must have come back early from his trip. Shit!" As he opened the door he braced himself for the argument that was about to happen since he had yet to clean the apartment...

4 years ago
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Vacation

People who do not like stories of this kind are strongly advised not to read them. Vacation By Margaret Jeanette Marshall and Janice Morgan were going on vacation. Marshall put the suitcases in the trunk of their car except for two there was no room for in the trunk. He hung the garment bags in back and was all ready to go. They both had two weeks vacation and they were going to drive all over the western half of the country. "Everything's packed and ready to go. Let's...

2 years ago
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My Golden Summer with Blythe Ch 02

My Golden Summer with Blythe – Part 2 Josh’s childhood dream girl visits him in San Francisco. The Return of Blythe Coming from a small farming community, San Francisco proved to be everything Josh had ever imagined – and then some. He loved the freewheeling atmosphere – the friendliness – in short, he fell in love with the city by the Bay. Because of early retirements, and dedication to his work, he had advanced much quicker than he had ever expected. Arriving at his chic little Apartment...

2 years ago
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AF The Accountants Vacation

AF: The Accountant's Vacation By Olivia Evans I was nearly knocked over by the tiny blonde as I walked through the front door. Before I could even say, "Hi Honey, I'm home!" I was given a deep kiss. "Wow, what brought that on?" I asked looking down at Sharon, my beautiful five foot two wife. "Not that I'm complaining, mind?," She gave me another kiss, instantly shutting me up. Sharon smiled sweetly. "Just missed you, that's all." I had really missed my lovely Sharon as...

4 years ago
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Melanies Discipline Regime Unforeseen Benefits

The routine was well established. Claire operated the ‘Zero-tolerance-no-second-chance’ discipline regime, which Melanie readily accepted.Melanie was eighteen years old and had tricked her step-mum into changing grounding and time-out to an instant over-her-knee bare-bottom spanking with scolding before, during and afterwards. Melanie preferred the immediate, albeit painful, discipline to the arduous grounding which was normally up to seven days with the occasional longer period, and even a...

Spanking
1 year ago
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Antheas baby 1

“What’s wrong? What’s wrong?”Anthea looked up at her mum as she sat down at the dining table. “Nothing is wrong,” Anthea responded watching as her mum hurriedly dried her hands with a tea towel.“Is the baby okay? Are you okay? Is Jack okay?” she asked as her husband came into the room and pulled up a seat at the table.“We’re all fine Mum,” she responded exasperated with her mum’s anxiety. “I have something to tell you.”“Sit down Helen,” her dad snapped. “Give the lass a chance to speak.”Anthea...

1 year ago
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Mutual Benefits Chapters 1115

It was a miracle that the memories of that second date didn’t make me fail all of my finals. School should have been the first thing on my mind, but it came at a distant second place, after Morgan, and the time we got to share together at the movie theater. Any time I wasn’t texting her, I was thinking of her. Kevin of all people reminded me that I should study for the finals, though Mother also was glad to give her two cents as well. That said, I tried to be humble but I wasn’t delusional –...

3 years ago
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Starting Of Friends With Benefits

Hi, Guys and Girls, I have been a big fan of ISS for at least 3 years and this is my first sex story I’m publishing which is my real life incident which happened to me a few months back with my friend Archana at the escape cinemas in the express avenue at Chennai. So about me, I’m 21 years old guy from Chennai and I stay at Nungambakkam. I love to travel, watch movies and TV series and the best thing about me is I’m a professional state level swimmer, so I have a very good body which I’m really...

2 years ago
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Love At First And Friends With Benefits

Hi friends, I am rahul I am 27 years old and this story is about my first sex experience which happened with my best friend ruchika(name changed) she was one of the best bombshells in our college, guys would used to die to talk to her, I was quite lucky to sit next to her because I was her best friend, I always had feelings for her but never shared it with her because I did not wanted to ruin my relationship with her. I was also dating a girl that time so I didn’t feel that it is appropriate to...

2 years ago
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From Friends To Friends With Benefits

This is my first story in ISS but a real one, My name is Rahul and I’m from Tamil Nadu. The heroine of this story is Sindhu(name changed). Sindhu and I were close friends from college and in this story I will tell about how our 5 years of friendship suddenly turned into friends with benefits kind of relationship. I never had any sexual intention on sindhu throughout my college days. I completed my UG in a college from my hometown. I became friends with her since day 1 that’s because we use to...

1 year ago
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Best Friends With Benefits

Hi, I am Vijay, 23 male from Kerala. My email id is This is a true sexperience with my best friend Revathi. I write this with her permission. For our privacy Names are changed. About me, I am an average mallu boy. I don’t have a big dick (it is 15cms, i measured with a ruler). I am good looking and fair. Revathi is a little dark complexioned, but beautiful with big round eyes and have perfect shapes. This story happened four years before. I joined college after one week the classes started....

3 years ago
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Sex In Mysore With Friend With Benefits

I’m reading stories on ISS since a year and thought of writing down my story also which happened 5 months back. Let me introduce myself. My name is Rahul and I’m 5’7ft with an average build and 6 inches dick which can satisfy any unsatisfied female. Mail me on My friend and I were in 2 different colleges and it was the first few days of college. I knew her from past 4 years and we were best of friends. We used to have all types of talks including sexual talks and stuff. One day while we were...

1 year ago
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Mistress PC Vacation

This is a continuation of the original story Mistress PC. I feel this isn't a 'stand alone' story. I would recommend reading the first part to this. There are references that would be out of place without the full story.. Now, on with the show.... Mistress PC - Vacation After the diner, Tina is driving Marci to the mall, unbeknownst to Marci. "I'd thought we'd go to my place and I'd show you Ms. PC.?" "Mistress said that you were to buy swimwear for vacation. The...

2 years ago
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Roommates BBC Gay

I couldn't believe my new roommate was a black guy. Not that I was racist or anything, I just never really had any black friends and never imagined that I would ever share a bedroom and bathroom with one, but here we were.I had just transferred to this school as a sophomore after doing my first year at a local community college. I came from a small town a few hours away from the college and didn't know anybody when I showed up that September. All I knew moving in was that my roommate's name was...

2 years ago
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Roommates get Banged

I came home late one night after a fight with my boyfriend, my roommate Sheila wasn't expecting me and had planned to have the apartment to herself all night. I walked in to the sound of loud sex coming from Sheila's bedroom, it wasn't uncommon for Sheila to have her boyfriend over and spend the night. I walked up the hallway the sounds getting louder as I approached her bedroom, the door was wide open. I looked in to see this Huge Black Guy pounding his Massive Cock into Sheila spread in a...

3 years ago
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Roommates

Roommates By RogerGirl "So, that's pretty much it," Marcus said after showing him around the apartment, "what do you think?" "Wow, it's great," Reggie said surprised at how much bigger, cleaner, and well furnished the apartment was compared to the other apartments he'd been visiting, "when can I move in?" "Whenever you'd like," Marcus said, "but there's something you should know about me before you make your decision." "What is it?" Reggie...

3 years ago
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Roommates daughter

Seth wasn’t your average mid-twenties white male that spent his weekends going to clubs and juggling several women at the same time. He worked 60+ hours a week and then found time to go to college for a couple classes a semester. Seth had a game plan, a hope and desire to get his dream job of being a Cop. He had moved from New Jersey to Florida to make that game plan come true, but some were along the line had failed to make many friends his age or friends that would drag him out to clubs and...

Straight Sex
2 years ago
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First Nudist Vacation

My wife Stacey and I were in desperate need of a relaxing, romantic vacation together. We both have very stressful jobs on Wall Street and haven't had a vacation away for a long time.Stacey left the decision making all up to me as far as location, venue, flights and hotels. I guess she just doesn't like taking the time to do the research, she says it's too much trouble and not worth the aggravation. She also loves to be surprised by my choices and is always pleased with any destination I...

2 years ago
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The Vacation

We were finally winging our way to our tropical get away. Since, from our northern location, its nearly a five and a half hour flight we had splurged and used airline miles to upgrade to first class. But let me go back and start at the beginning. Lisa and I both work pretty hard and our major payback to ourselves is a vacation at a tropical resort each year. After alternating between the Caribbean and Hawaii for years, we decided to try the Mexican Riviera this time. If you have been...

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