I continue the tale of how I got involved in the amazing sexual exploits of Lupe, my uncle’s second wife when I stayed at their guesthouse.
I had travelled to the Pacific Coast of Colombia, on my first paid photography assignment after graduating university. I was staying in a fairly remote small town, as my uncle had moved from the UK many years ago, and bought a guesthouse there.
My Uncle Gerry was almost sixty, and I was stunned on arrival at the guesthouse to meet his wife Lupe, who was in her mid-thirties. She was absolutely gorgeous, with an incredible busty, curvy figure. For a young twenty-three-year-old guy like myself, I definitely considered her the best MILF I had ever seen.
On my first full day, I had caught Lupe having sex with one of the other guests. She had certainly been enjoying herself and had also worked out I had been spying on her. Lupe later explained that my uncle’s financial situation was dire and that she had made a financial agreement with her two guests. For an increase in the rent, Lupe would sleep with them twice a week.
Lupe had then asked if I wanted to make a similar arrangement with her, which of course I did. Of course, these arrangements had to be kept secret from my uncle. The next day Lupe came to my room. She gave me a striptease, then sucked and fucked me all afternoon.
It was quite obvious Lupe had enjoyed bedding a younger man, as her other two guests were much older. Lupe had also said she was planning many wonderful surprises for me…
I had enjoyed two rounds of sex with Lupe that afternoon. It had been incredible. I had to admit I was addicted to her immediately.
After round two we had just laid in bed in each other’s arms for almost an hour, just chatting. Lupe had again talked about how she was saving up the extra money she was getting from the guests for providing her ‘extra services’, as she put it. She was keeping it in a secret bank account, so that her husband, my Uncle Gerry, wouldn’t find out.
This money was her little nest egg. It was there if my uncle went bankrupt. Lupe had already told me if that happened, that even though she genuinely loved my uncle, she could not, and would not go back to the poverty she had grown up in. That money was there to set herself up elsewhere if she had to leave Uncle Gerry.
Some might say it seemed a bit callous of Lupe to have such a plan, to leave her husband with all his debts. To perhaps set herself up in a new town, with money earned from fucking guests in Uncle Gerry’s guesthouse behind his back. But I understood her situation, she had previously told me she didn’t have a pair of shoes until she was twelve years old. I guess when you have lived through such poverty, and then taken out of it, you’ll do anything to make sure you don’t go back to it.
Not that I would have, but I certainly wasn’t in any position to criticize her. Here I was with her in bed naked, her hand on my now exhausted cock, and her huge tits resting on my chest.
It wasn’t like she was actively planning to leave Uncle Gerry as soon as she had saved up enough money. It was literally just a back-up plan just in case things went south. Whenever I saw Lupe and my uncle together, you could tell she was very much in love with him. Of course, Uncle Gerry was also very much in love with her too.
Yet I couldn’t forget how much Lupe had obviously cheated on my uncle. She had bedded me, Mr Cohen in the room opposite, and apparently had the same agreement with the man in room twenty-four. These other two men, the only other guests staying here, had apparently been staying here for months and months, so this had been going on for some time. But Lupe had admitted she had had similar arrangements with previous men staying at their guesthouse going back at least two years.
I wondered how many men had gotten to bed the lovely Lupe in the past couple of years. It must be quite a few. It was also apparent that Lupe didn’t have these arrangements with her guests purely for financial gain. She obviously very much enjoyed getting bedded by all these different men.
“Yes Jack, I’ve always loved going to bed with a man,” she replied when I asked her about it, “I love learning all the naughty little things they really want, but can’t do with their wives or girlfriends, you know?”
“I see,” I replied.
“I mean, I love your uncle, you know that. And I love sex with him too, we usually do it every night,” Lupe continued.
I knew that to be true too. I had heard them at it each night I had been here, as the sound of Lupe’s moaning carried down the veranda outside, from their room down to mine.
“But for me, once a day is not enough, you know? Your uncle struggles to keep up with me,” Lupe explained further, giggling, “So I need to go further afield for my second daily fix.”
“Yeah, I understand,” I said, joining in with her laughter.
“So, this arrangement with my guests here is perfect. I get more sex, and build up my nest egg too,” Lupe continued, “And the guests know my husband. So, they have to help me in keeping it a secret from him, otherwise, their fun is over, you see?”
I nodded.
“If I was off getting sex by having an affair with some local in town, it would be much more dangerous,” Lupe reasoned, “The guy could get jealous, or fall in love with me, and maybe make trouble for me with Gerry. This way is better. Everyone gets what they want, and your uncle can’t find out and get hurt.”
“As long as everyone’s careful,” I stated.
“Yes, but I’ve been doing this for two years now, so I’m getting pretty good at it,” Lupe said, smiling.
After two years, I wondered how much money she had saved up in her nest egg. Her arrangement with me was to pay her the same amount of the monthly rent for her ‘extra services’. That meant giving her 750,000 Colombian pesos for a month of getting to fuck her twice a week. It was only £150, or $200, which wasn’t that much to me, but in Colombia, it was actually quite a lot of money.
My room was much nicer than Mr Cohen’s, and also room twenty-four where the only other guest was staying. For one thing, I had an ensuite bathroom, whereas theirs were next door to their rooms, with a separate entrance on the veranda outside. In fact, I had spied on Lupe with Mr Cohen through a tiny hole in the wall, when I had sneaked into his separate bathroom.
So, I guessed they were paying slightly less in rent, and therefore slightly less to Lupe each month. But still, they must be giving her at least $150-$175 a month? If they had been here six months or so, it all added up, plus any money from other guests over the past two years. Perhaps she had saved up between five to eight thousand dollars, by my reckoning.
I guess it all depended on exactly how much of a busy lady she had been in the past two years. I didn’t have a problem with that at all. At this stage in my life, I really liked an experienced lady. The more experience she had had, the sexier she was to me.
“I mean, I like making love with your uncle, I really do,” Lupe continued, bringing me back to the subject at hand, “But it is exactly that, lovemaking. He fucks me like I’m a princess, or his queen or something.”
“He loves you, Lupe,” I told her, caressing her back.
“Yes, I know, Jack, and I love him too. And I love making love with him,” Lupe explained, “But I’m the type of woman that also needs something else.”
“And what’s that?” I enquired.
“I also like being taken by a man, being told what to do, you know?” Lupe continued, “That’s why acting the whore for my guests is perfect for me. I get treated exactly how I like with them, and also exactly how I like with Gerry, you know?”
Lupe certainly enjoyed getting what she wanted from men, and I was more than happy to now be one of them.
Lupe suddenly saw the time and leapt out of bed to shower again. Uncle Gerry could be home soon from his workshop on the outskirts of town. After her shower, Lupe quickly dressed and gave me a snog before opening the door to the veranda outside.
“I had great fun, Jack,” Lupe told me, “You’re a sexy guy. This is gonna be so great. I’ve got some really fun things planned for you.”
And with that, she left, and I heard the click-clack of her high heels as she quickly went back to her home at the end of the guesthouse. I assumed Lupe was quickly going to change her clothes, as she had come to my room in a robe, bra, panties, hold-up stockings, and nothing else. She certainly couldn’t greet Uncle Gerry like that without raising his suspicions.
Around forty minutes later I heard Uncle Gerry’s truck roll up outside. It had been plenty of time for Lupe to get dressed and put away the lingerie she had worn for me.
That evening, it dawned on me that in my first few days here, I had become somewhat obsessed with Lupe, and with good reason. But it meant I had ignored the whole reason I was here on the Pacific coast of Colombia in the first place, my photographic assignment.
So that evening I made plans for the rest of the week. I decided I would concentrate on the local area this week, which meant borrowing my uncle’s motorbike scooter to get around. I would then take the weekend off, and next week push further out, which meant using the ferry boats to access towns further down the coast.
Over the next two days, I spent my time going north and south from the town I was staying in, racing around on the scooter, and getting hundreds of photos of the local flora and fauna, as described in the list the company paying me had provided. I returned to ‘Casa Madre’, my uncle’s guesthouse, pretty late each night, as I wanted to catch up on the work I had missed doing over the past two days. It meant I saw little of my uncle, or Lupe.
On Thursday night, however, I ran into Lupe on the staircase as I was going up to my room on the second floor. She smiled, and we chatted for a moment. Before she left to go back into the family home section of the guesthouse where she and Uncle Gerry lived, Lupe asked what I was up to tomorrow.
I told her I would be off out and about, fairly locally, getting my photos.
“Will you be out all day?” Lupe asked, intriguingly.
“I might be,” I said, unsure where this was going.
“Well, if you happen to come back early, around 1 pm, you might see something you’ve never seen before,” Lupe grinned.
“Really?” I asked.
“Yes, really,” Lupe nodded, and then brushed past me, her huge bust pressing on my chest for a moment as she did so, “Goodnight, Jack.”
Lupe then disappeared down the steps and off back into her home.
I knew what she was referring to. I had come back earlier than planned a few days ago and had ended up spying on Lupe getting fucked by old Mr Cohen. She was telling me she was going to be doing the same tomorrow.
But then she had quite deliberately said I would see something I had not seen before. So perhaps she wanted me to spy on her with the man staying in room twenty-four? I still had yet to see who this man was.
Whatever it was, I was determined to be back here by 1 pm tomorrow, that was for sure. I wasn’t going to miss out on whatever Lupe had planned for me.
The next day I awoke early, skipped breakfast, and got out on the road at first light to get my work done. I was searching for a particular flower that I had yet to find. After a few hours, I discovered some and got my photos. I grabbed a quick lunch at a roadside stall and then headed back to the guesthouse.
I got back at around 12.30 pm. There was no-one about in the courtyard on the ground floor, or the veranda up on the floor above. I stopped to listen if I could hear anything, but I could only hear some distant vehicles in town.
I took a quick shower and changed my clothes. I then stood at the window that overlooked the veranda outside, wondering what was about to happen. Was Lupe going to ‘service’ Mr Cohen in his room? Or was she going to service the only other guest in room twenty-four, two doors down from Mr Cohen?
If she was going to room twenty-four, I wasn’t sure if I would be able to spy on her there. Mr Cohen, in room twenty-one, had the bathroom that he had to access from the veranda, which is where I had spied on him and Lupe before. There was a hole between a glass brick section and the rest of the wall, from where I had managed to view the action inside the bedroom.
Room twenty-four also had a separate bathroom, with access from the veranda. I could work that out just by looking at the doors on the opposite veranda. But what I did not know is whether there would be any holes in the wall for me to view inside the bedroom on the other side.
Then again, perhaps something else entirely was going to happen. Who knew? So I pulled up a chair and sat there patiently looking out the window.
I could have moved my chair out onto the veranda, and sat out there, as I had done on a few of my evenings here. But I did not want to spook Mr Cohen, or the man in room twenty-four, or whoever else could be showing up. This was all supposed to be a secret, so it needed to continue to appear to be so.
Just after 1 pm, the door opened to Lupe and Uncle Gerry’s family home section of the guesthouse up here on the upper floor. Lupe stepped out a moment later. She was dressed in a very short black satin robe, that ended just beneath her ass. I wondered what it was she was wearing underneath it. She also clasped a small red handbag.
I heard the distinctive click-clack of her high heels again. Lupe made her way down the veranda on which both rooms twenty-one and twenty-four were located. So, I knew she wasn’t headed to my room. She passed by room twenty-one, so she wasn’t visiting Mr Cohen today.
However, Lupe then passed by room twenty-four also. She went to the door of the bathroom that belonged to room twenty-four. She opened it and went inside, the door closing behind her. A few moments later she reappeared.
Lupe then looked over to my room, room seventeen, on the opposite veranda. She wouldn’t have been able to see me, but perhaps she just assumed I was there. She grinned, and then went back to the door of room twenty-four, and knocked on it. The door opened, and she stepped inside, but I could not see who was in there.
I gave it a few minutes before I stepped out. I didn’t want whoever was in room twenty-four to decide to go to the bathroom before they began enjoying what Lupe had to offer, and discover me in there. Let them get started first, then I would try to see the show that Lupe apparently wanted me to see.
About five minutes later I couldn’t wait any longer, I didn’t want to miss too much. I quietly opened my door, silently closing it behind me. Then I crept down the veranda toward the family home at the end, around on to the opposite veranda, and down to room twenty-four.
Pausing outside, I could hear muffled voices within, but couldn’t make out any of it. Also, the slatted louvered shutters were all closed, and the curtains behind them all pulled, so no chance of seeing what was going on through there.
I moved down to the adjacent bathroom and slowly opened the door. Inside, it looked virtually identical to Mr Cohen’s bathroom the other day. I stepped in, and closed the door, locking it firmly behind me. I could now clearly hear a man’s voice.
“Ah yeah, good girl,” the man said. His voice was quite deep.
I heard Lupe giggle. I wondered what exactly Lupe was doing for this man. I had to know. I needed to see what was going on.
The bathroom had the same distorted glass bricks in one section of the wall separating it from the bedroom. It was to bring extra light into the bathroom, as it has no window. I had been careful not to turn the light on in here, as surely it would be seen through the glass bricks and alert the man in the bedroom. Through the distorted glass bricks, I could see a figure, but it wasn’t much more than just moving shapes.
In Mr Cohen’s bathroom, there had been a small hole where the glass bricks met the rest of the wall. I searched along here to see if I could find the same here, but to no avail, it was pretty dark in here. How was I going to see what was going on in the bedroom? This had obviously been Lupe’s plan; she must have thought about it.
Then I saw a piece of red electrical tape stuck on the wall, past the glass section. The red tape was in the shape of an arrow. The arrow was pointing to a small ventilation fan. It was fitted in the shower section, in the wall between this bathroom and the bedroom.
I guessed it was to take away steam and moisture from the bathroom. Usually, this would be sent outside; however, the original builders here had fitted it to exit into the bedroom. My uncle had not gotten around to renovating, and therefore fixing this basic error.
There were also pieces of red electrical tape on two of the fan blades. I pulled at them, and they easily came out. Obviously, Lupe had put this tape here to guide me in how to spy on her.
I then peered through the gap that removing the blades had now created, into the bedroom behind. What I saw was not what I was expecting, and as Lupe had said, certainly something I had never seen before.
On the end of the bed sat Lupe, wearing only a red push-up burlesque-style corset, tiny red panties, and red high heeled shoes. In front of Lupe stood an older black man, completely naked. Presumably, this was the guest staying in this room. However, what totally took me by surprise, was that next to this black man, stood old Mr Cohen.
Both men were naked, and stood with their cocks fully erect and pointing directly at Lupe. Mr Cohen’s cock was pretty average, perhaps slightly smaller than mine. The black man’s cock was quite big, however, longer, and thicker than mine.
Perhaps the reason I hadn’t heard much from Lupe was that she was currently busy sucking the black man’s large balls.
“Ah yeah, good girl,” the black man said again in his deep voice.
Lupe’s right hand was slowly jerking Mr Cohen’s cock, whilst she sucked the black man’s balls.
“You like that, Mr Dubois?” Lupe asked, grinning up at the black man.
“Ah yeah. Now suck that dick, baby-girl,” Mr Dubois instructed, nodding.
His accent sounded American, but a name like Dubois sounded French. Perhaps he was French Canadian? Mr Dubois was in his early sixties I guessed. He was slightly losing his hair, and quite a few grey ones were present too.
He was slightly shorter than Mr Cohen, but with a bigger build, and a slight belly too. The only really distinct thing about him was the size of his cock, which was pretty impressive. I figured it was maybe eight inches long, and quite thick.
Lupe did as she was told and began sucking his big cock. She had to open a little wider to get it in, and she could only get just over halfway down it. She continued to jerk Mr Cohen’s cock with her right hand, whilst cupping Mr Dubois’ balls with her left.
Both men stared at Lupe sucking on big black cock.
“Yeah, suck that dick,” Mr Cohen told her.
Lupe moaned as she sucked and slurped on that black dick.
“Fuck, yeah. Fucking lovely slut,” Mr Dubois told her.
Luckily the ventilation peephole was about halfway along the bathroom wall, meaning I had a perfect view of Lupe’s left side profile, so could see all the action. I noticed the red burlesque corset Lupe wore had a zipper down the centre on the front, which either she or one of her two older gentlemen lovers had pulled down just a little. It meant the tops of her areolae were exposed, but not yet her nipples.
Lupe finally came up for air, and immediately switched to Mr Cohen, sucking on his cock. She expertly moved up her hand from Mr Dubois’ balls to start jerking his saliva coated shaft.
“You always enjoy this, don’t you, darling?” Mr Cohen said, smiling, looking down on Lupe.
“Course she does, she fucking loves it,” Mr Dubois replied for her, sighing.
Lupe nodded as she continued sucking Mr Cohen, her pouting lips covered in glossy red lipstick slowly moving up and down his shaft.
My cock was now rock hard in my shorts, and I had to pull them down so I could begin jerking off over this amazing sight. I couldn’t quite believe what I was seeing. Lupe had only kissed her husband goodbye a few hours ago. Yet here she was looking the complete whore, sucking off two men at the same time.
I wondered how this situation had come about. I got the feeling this was not the first time Lupe had allowed these two men to share her at the same time. Had she suggested a threesome at some point in the past? Or had it been one, or both, of the men?
Presumably though, this was the first time anyone had spied on them enjoying their threesome, and certainly, Lupe was the only one in the bedroom aware they were being spied upon. The two men gave no indication of my presence in the bathroom next door. Lupe had as yet given no sign she knew I was in place either, but then she was a bit busy right now.
Lupe switched back to sucking Mr Dubois again, whilst jerking Mr Cohen’s cock with her right hand.
“Ah, will you look at that?” Mr Dubois gasped, looking down on Lupe, “No finer sight than looking down on Miss Lupe sucking your cock, ain’t that right Nate?”
“You’re right there, Earl,” Mr Cohen replied.
Now I knew these gentlemen’s full names. Nate Cohen and Earl Dubois. They called each other by their first names, but Earl had referred to Lupe as ‘Miss Lupe’, which I recalled Nate Cohen had called her out on the veranda on the day I arrived.
“Wish we could clone her,” Nate Cohen said, laughing.
“Nah, she’s doing just fine all by herself,” Earl Dubois replied, joining in the laughter, “Goddamn, if this girl doesn’t know how to suck dick.”
Lupe’s lips and mouth were all stretched out, as she attempted to take as much of Earl’s cock as she could. I assumed she was deep throating him, as Lupe eventually took it all. Her nose was pressed up against Earl’s lower stomach.
Lupe’s tongue then appeared, licking Earl’s balls. A huge grin appeared across his face. I didn’t know this was even possible, especially with a cock as big as Earl’s. It was obviously one of Lupe’s many talents.
I assumed the head of Earl’s dick must be quite some way down Lupe’s throat. I noticed Lupe had temporarily stopped jerking Nate’s dick. Presumably what she was doing with Earl was taking up all her concentration.
“Goddamn girl, I love when you do that. Ain’t that something, Nate?” Earl said, still grinning from ear to ear.
“Oh yeah,” Nate replied, taking Lupe’s right hand and putting it back on his stiff cock.
Lupe made some gagging noises, and a few moans. Whether she was really gagging or not, I couldn’t be sure. She seemed quite accomplished at this.
I suspected she was deliberately making gagging noises, because that’s what Earl wanted to hear. I suspected Earl wanted to know his big-titted Latina whore was struggling to take his eight inches of man-meat, and that turned him on, and Lupe knew it.
Whichever it was, it was very, very sexy. Nate was now jerking his cock with Lupe’s hand, watching her gag on a big black cock. I suppose this was just one of the benefits of this threesome, taking delight in watching this woman suck another man. I was certainly enjoying myself, jerking off to this incredible scene.
I had to be careful I did not make any noise, as I accidentally had when spying on Lupe and Mr Cohen’s in his room a few days earlier. Here in Earl’s room, the bed was closer to the bathroom wall; the closest side of the bed being just a metre or so away. It meant I got an even better view of everything, but it also meant it would be easier for them to hear if I made too much sound.
I could see Lupe’s eyes starting to water; perhaps she was now tiring and having to fight her gag reflex. She slowly pulled back, releasing Earl’s cock from her throat, and finally her mouth. She took a deep breath as saliva dripped from her lips and chin.