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Four years ago I had traveled to my favorite Mexican beach by myself. This romantic story starts there.

I had been married to my husband for about 10 years by then. This coupling was far from romantic for me. Not the case for him, but that’s another story. Even though I had misgivings I went ahead with the wedding and marriage. I was in my late 50’s and figured he might be the best I could do. We had shared values, similar friends and got along fairly well despite his being a fire sign to my water. This created a lot of steam for me, but unfortunately never as sexual chemistry. A few years before the above mentioned solo trip to Mexico he had unenthusiastically agreed to opening our relationship so I could get my sexual needs met.

I had learned that one of the clerks at the clothing store in front of our hotel gave messages on the side. I was very intrigued learning he had given one to an acquaintance which had culminated with a ‘happy ending’.

I screwed up my courage and approached this clerk to book a message. He wondered who it was for and seemed shocked when I told him it was for me. He got over this quickly and we set a time for the next day.

I suspect he was in his late twenties to my mid sixties. I’m fairly fit, a bit bearish and have been conistantly told I have a handsome face. He was a cute smooth Mexican with just the slightest remnant of baby fat on his otherwise fit body.

On the way to his room had told me how much he loved his work. Once his hands went to work on my naked body this statement proved true with no words needed. He was soon out of his baggy shorts and his semi cock was placed where my hand could pleasure him as he expertly deeply worked my muscles. When it came to the hand job happy ending he was amazed that a man of my age shot such a volcano of cum. After I showered we each jerked off watching each other with delight. I gave him a generous tip.

A year later I would bump into him on the naked beach. He had buffed up a bit, added a couple tasteful tattoos and he was clearly with a boyfriend that he was deeply enamoured with. I was both happy for him and disappointed for me.

He made it clear that he remembered me and told me which resort he was now the masseur at. As tempting as it was I did not book an appointment.

Fast forward to this winter. The first time I saw him was on the naked beach. He was preoccupied with picking up after his dog. He clearly kept up his gym routine,  added more tasteful tattoos and adopted a mod haircut. I almost didn't recognize him and didn’t interrupt.

My next sighting was at night on the street. My husband and a straight couple were at a table in front of an excellent fish barbeque restaurant. He walked past with his dog, but this time saw me and greeted me from a distance with a huge smile. Of course I smiled back and hoped I would be alone the next time we bumped into each other.

I got my wish.

He came up and joined me as I was having a morning coffee in front of my favorite coffee shop.

We had a pleasant chat about his dog, our lives, and our work. I learned he was now single, had left his position at the hotel, and now combined message with his gay escorting business. This news was delivered with a wink!

I was only wearing a sarong and worried that my hardening cock would make a fool out of me in this public setting.

I lowered my voice and asked if he had any openings in the next few days.

“I could fit you in tomorrow.” His usual smile, now muscle bulked body, darkly tanned skin and tattoos were a huge turn on.

“How much, for an old guy like me?”

“That all depends on what services you want. Do you want a simple hand job like last time, or might you want more?” Again, with his seductive wink.

“More.” I shyly responded.

“Do you want to top or bottom?” he casually asked.

“Bottom.” I owned.

“Great. I’d love to fuck you silver daddy!”

I had to move my hands to cover my rock hard boner.

“What about your safety practices?” I asked.

“Anything goes.” He didn’t hesitate for even a split second.

“So how much for you to bareback and breed me?”

“1500 pesos. And believe me, once I’m in you I couldn’t pull out ‘til I load you up.”

I was afraid I would shoot my wad right then and there.

The next afternoon he met me naked when I arrived at his door. I was soon naked and receiving his expert message. It was as expert as usual. However, this time his hard cock was in my hand much sooner. The message of my butt cheeks now included deep penetrative fingers working oil into my hole. His full body message of my back with his bare chest progressed to his 6.5 inch raw errection continuing the job of his fingers. I knew I had died and gone to heaven.

“Is this ok daddy?” he asked even though he knew the answer.

“Absofuckenlutely!” my enthusiastic response.

He didn’t need any more encouragement and gave me the greatest pounding of my life. After twenty minutes he sent shivers down my spine as he whispered in my ear, “I’m very close. I don’t need to ask where you want my load do I?”

I just nodded.

To my surprise he pulled out, hopped off the table, tuned me over pulling my prone ass to the bottom of the table, mounted a foot stool and plunged his raw cock back into me. Smiling and winking he was soon blasting away deep inside me. I was now in an ecstatic place beyond heaven.

I had a shower and paid him his 1500 pesos with a 500-peso tip. He tried to decline the tip, but I insisted.

I didn’t see him for the next four days.

Then he was at the same coffee shop when I arrived. He was not alone. In fact I could overhear him giving his sales pitch to a very fit mid-fifties gym bunny type. As they left he winked at me and I knew his new customer was in for a very good time indeed.

 

 

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Posted
38 minutes ago, Tanbbottom said:

Thank you. I get such enjoyment from dreaming them up and sharing. 

I feel the same way about writing and posting here!  I only wish my stories were half as good as yours.

 

Posted

Each morning after this I saw him on my early morning walk of the beach. He was usually picking up after or playing with his dog. I would smile and wave but didn’t want to reveal just how happy I was to see him. I hadn’t had a man crush in years! Bad boys had all created a magnetic draw, but a gay escort. I was embaraced.

On the fourth day he was coming out of the water from a naked swim. The water dripping from his dark skin in the sunshine was intoxicating. He came directly over to me, pulling me into an embrace.

“Hi stranger. Why have you been avoiding me?” he casually asked.

Before I could respond he spoke again; “Do you have lunch plans? Why don’t we meet at “Q”? 12:30?”

I didn’t even have time to answer before he bound off.

Despite my concern about the agenda, I was at the restaurant by 12:20.

As great as sex had been with him, I didn’t want to make paying for it a habit. Especially with a much younger guy from whom I was trying to hide my inappropriate feelings of attraction.

He arrived at 12:35 wearing only a sarong. His body looked amazing.

His first words stunned me, “I’m so glad you came. I really like you and want to get to know you.”

“Um … ok” I stammered.

Our lunch lasted two hours and the conversation was incredibly casual and natural. We talked about politics, religion, our childhoods, almost anything and everything but especially comparing notes on the male eye candy wondering down the main street of this beach community.

As we got up to leave, he suggested we meet tomorrow for dinner before giving me a peck on the lips.

This dinner date went better than the lunch and I wondered if I should offer to pay for a romp. It was tempting but I gave it a pass. The parting embrace and kiss was more passionate than the day before and we agreed to where we would meet for breakfast the next day.

Once again, I was sure to arrive early, and I confess I was jealous when I saw him coming down the street with the hunky customer I’d seen him head off with about a week before.

They parted with a passionate hug and his customer squeezing the escort’s ass cheeks.

When he joined me at the table, he showed no self consciousness about what I had just observed.

“Hi hon. Well, that was one long work night.”

“He hired you for an overnight?” I don’t know why I repeated this and wondered if the jealousy sounded in my voice.

Showing no concerns, he shared, “Yes, and boy he got his money’s worth. I’m exhausted.”

I decided to be bold, “He needed to breed you that often? Sorry, you are a professional so don’t ‘kiss and tell’.”

“Not at all, I love talking about my work. No, he was breeding me. Him and a couple of his friends.”

“Fuck, so you really do have an ‘anything goes’ policy. Are you more top or more bottom, active or passive?”

“I’m actually completely vers. 50/50. Love them both. Love breeding guys like you, and love mornings like this where I’m carrying a number of loads.”

“You are going to have to stop talking or I won’t be able to continue to hide my hard on.” I warned.

“Well than let’s go, and I can help you do something about that.” Said with his seductive wink.

When I didn’t respond as I desperately tried to figure out the best response he again shocked me as if reading my mind. “I like you. I like you a lot. Don’t you like me.”

“More than I care to admit. But I’m not the sugar daddy type.” I couldn’t keep a touch of anger from my tone.

He tipped his chair over standing and hissed before bolting. “Fuck you! You think I just want your money!”

I didn’t see him over the next week. I wasn’t avoiding him, but I suspect he was avoiding me.

Then one night after the outdoor movie I came around the corner from an alleyway onto the main street and ran into him. Neither of us had been looking so this was a literal full body run in.

As I tried to pull back, he wrapped me in a bear hug and planted a deep kiss on my lips. Before I could think our tongues were dancing. He took my breathe way.

Without another word he grabbed my hand and towed me to his place. I must confess I didn’t put up a fuss or fight.

As soon as the door was closed, he was ripping my clothes off. Literally ripping. Every fastened button of my shirt was now scattered across the floor.

Naked I was tossed on the bed. Legs raised and his tongue recently dancing with mine was now probing my hole.

Opened with tongue and fingers I was soon penetrated by his lovely raw cock. We kissed passionately as he made love to me. I loved the sight of his tattooed body possessing me missionary. I knew as I watched the blush of his shoulders and listened to the shift in his breathing that he was getting close.

“Umph, funkin my cum into you Silver Daddy. Planting my love juice deep!”

Had he really used the “L” word. I was too shocked to say anything.

Eventually he pulled out and rolled over on his back. We lay side by side silently for the longest time.

He was the first to break the silence. “I’m sorry I stormed off the other day. I guess it hurt so much because I have tried to seduce potential sugar daddies in the past. I have to be honest. But that’s not the case with you. Sorry, fuck, I don’t even know your name.”

“Phil” I replied, “Your’s?”

“Louis”

“My turn to apologize Louis. I shouldn’t have said that.” I confessed.

Louis; “No need to apologize. You had every right to be suspicious. I was mostly angry at myself. And that internal anger has just grown all week every time I saw you and was certain I had totally fucked up any chance to get to know you better.”

“I haven’t had a man crush like I have for you in years, decades. I’m sorry.” Again my confession.

“Wow! Again, no need to apologize. I’m totally flattered and wholeheartedly share the crush for you.” He followed this with a gentle full lipped kiss. When he pulled away; “Do you ever top Phil daddy? I need you to claim me.”

I was on him in a flash. I was in him almost as quickly.

“Hmmm, I see you are well lubricated. The best natural lube I assume?”

“Awe … umm … yeah?” the first time I had experienced him as self conscious about his work.

“How many guys have dumped in here where I am right now?”

“Ever? Or just today?” he questioned.

“Today?”

“Four.” He wasn’t boasting, just stating a fact.

“Ever?” I knew this was none of my business but couldn’t hold the nosy question in.

He laughed; “A thousand, fuck, may two. I’m not just an escort, I’m a fuckin slut.”

“God, I hate how much that turns me on.” Did I just blurt that with my outside voice?

“I don’t want to keep any secrets from you Phil.”

“Thanks, I’ll try and do the same for you Louis”

We just shared a naked cuddle for the next five minutes. I was about ready to fall off to sleep when I heard Louis’ gentle voice. “Any questions? About my sexual past or my work?”

“I hadn’t really given it any thought. I suppose I do wonder about PreP. I assume you must be on it.”

“Then you would assume wrong Phil. This is Mexico and I don’t make that much. Although even if I could afford it I’m not sure I’d give up the excitement of playing Russian Roulette.”

“That many guys have bred you, and you still aren’t poz?”

“Honestly I don’t know, never been tested. Oh God, are you concerned I might have infected you? Of God, I’m so sorry Phil.”

“Wow Louis, calm down. I’ve been poz, medicated and undetectable for about 20 years.”

We melted into our third love making session of the night. I don’t know how often we played both rolls. He loved riding my big raw cock. I was spent but received another load from him before we fell asleep.

 

 

 

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Posted
4 hours ago, Tanbbottom said:

it I’m not sure I’d give up the excitement of playing Russian Roulette.”

“That many guys have bred you, and you still aren’t poz?”

“Honestly I don’t know, never been tested

A man after my own heart! 😈💦☣️

  • Upvote 2
Posted

Man @Tanbbottom I am loving this story.  I've missed stories where we don't worry that we're poz (or if).  What a delight to have read this.  It reads like a complete story as it is.  But an Epilogue might be fun.  

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