Lupe The Colombian Guesthouse MILF Tells More!

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 on the Pacific coast of Colombia.I had travelled there on my first paid photography assignment after graduating from university. I was staying in their 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 gorgeous, with an incredible busty, curvy figure. For a young twenty-three-year-old guy like myself, I considered her the best MILF I had ever seen.On my first full day there, I 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 the only two other guests. Lupe would sleep with them twice a week for an increase in the rent.Lupe had then asked if I wanted to make a similar arrangement with her, which I absolutely did. Of course, these arrangements had to be kept secret from my uncle. Since then, I had already had sex with Lupe on numerous occasions.But then I had spied on one of the guests with a different woman, Lupe?s friend Izzy. It later became clear that Izzy also ran a guesthouse on the other side of town, and that once-a-month Lupe and Izzy swapped over, and ?serviced? each other?s guests.Izzy, a gorgeous blonde Latina busty MILF, had visited me in my room on a couple of occasions to service me since. I had even spied on Izzy and Lupe as they together had entertained six young men at the same time during an epic gangbang session.Just recently I had been in bed with Lupe, and in between bouts of sex, she had told me all about her past, and what a thoroughly naughty girl she had been in her youth?*Lupe had been massaging my back with oil on my bed in my guestroom. She was naked, as was I. She was attempting to get me all big and hard again, and to this end had decided to massage me whilst recounting tales of sexual exploits from her youth. From blowing her boss in his office when she had lived in Medellin, to getting spit-roasted by a guy she had been seeing, along with his friend.Lupe had then begun telling me all about when, at just nineteen years of age, she had moved to Bogota and gotten another office job at a factory complex. Almost immediately she had begun fucking her boss twice a week at a nearby motel during his ?long lunch hours?.But after a month of sneaking off with her boss twice a week, Lupe was thinking perhaps it was time to move on. She?d had fun with her boss Esteban, but she wanted to meet some new men from Bogota now. She fucked her boss one more time, in her mind giving him a nice ?Lupe-style send-off?. After that, she decided to tell her boss whenever she next saw him at work that it was over between them.It wasn?t like her boss was giving her any special treatment at work, as she had enjoyed back in her job in Medellin. He was just giving her sex, and Lupe had decided she was ready to get that elsewhere.The next day, her boss came over to her desk much earlier than usual, but before she could tell him it was over, Esteban told her he had a ?very special assignment? for her. He wanted Lupe to take a taxi out to the airport, and meet an important potential client arriving from Venezuela. Lupe had never been asked to do this before, so she knew it must be important, and so of course agreed. But as she left, Lupe told her boss she needed to talk to him when she got back from the airport.At El Dorado airport, Lupe met Mr. Morales. He was the owner of a big electronics manufacturing company in Caracas. Lupe realized her boss had some potential deal that he was trying to get Mr. Morales to sign. She made some small talk with him in the taxi on the way back to the factory complex. He showed her photos of his wife and seven children.Once back at the factory, Lupe ushered Mr. Morales up to her boss? office. She then went back to her desk. Later Lupe saw Esteban showing Mr. Morales around the factory floor, and later still saw them both leave for lunch.Around 1 pm. Lupe saw them both return from lunch and go back into Esteban?s office. Twenty minutes later Lupe got a call at the phone on her desk from her boss asking her to come to his office. Lupe opened the door to her boss? office to the sound of Esteban and Mr. Morales roaring with laughter, but it stopped as soon as they saw her.Esteban asked Lupe to take Mr. Morales back to the airport, as he was only in Bogota for the day, and had to get back home to his family in Caracas by this evening. Lupe of course agreed, wanting to do her best and support her boss, hoping he would land whatever big sale he was trying to get Mr. Morales to agree to. Lupe?s chat with her boss would have to wait.Outside the factory, a taxi was waiting. Mr. Morales spoke to the driver briefly. Lupe got in the back seat with Mr. Morales and again engaged him in some small talk as they made their way through the Bogota traffic.Mr. Morales was very polite and seemed a rather conservative sort to Lupe. He was in his mid-fifties she guessed, with a tall, big frame, a slightly chubby face, and a large belly. He had slicked back, thinning hair, which Lupe suspected he had dyed.From his clothes, shoes, and watch, Lupe could tell he was a very wealthy man indeed. From the way her boss and some of the other office staff had spoken with Mr. Morales, he was obviously a very well-respected and influential man too. Mr. Morales talked again about his kids, as Lupe listened, nodding and smiling.However, the taxi then pulled up to a location Lupe was more than familiar with, and it was far from the airport that they were supposed to be going to. They Ankara bayan escort were in the parking lot of the Casa De La Vega motel. Lupe asked why they had come here?Mr. Morales explained it was a quick detour. He must get home to his family on time but said his assistant had left some belongings here at the motel on a previous visit, and he wanted to retrieve them for him. Mr. Morales asked Lupe to come into the motel to help him carry the belongings back to the taxi. Lupe thought it a little bit odd, but of course agreed, innocently following the big man.Mr. Morales produced a motel key from his pocket, as they approached room number thirty-one. Again, Lupe thought it strange. She assumed the lost belongings would have been left with the reception for someone to collect. How had Mr. Morales gotten a key?But as was her way, Lupe just went along with it, innocently following Mr. Morales into the room. However, when the room door closed behind her, things suddenly changed.Mr. Morales turned and put his hands around Lupe?s waist. Lupe looked up at him, smiling naively, rather confused as to what was happening.?So, this is little Miss Lupe,? Mr. Morales said, smiling down at her.Lupe nodded, still wondering what was going on. Mr. Morales pushed her to sit on the side of the bed. He then unzipped his trousers, revealing his fairly large, half-erect cock, which he immediately forced into Lupe?s mouth. He then began thrusting in and out, face fucking her.?Yeah, that?s it puta, take that cock,? he sighed, ?Lovely little puta. Come on now. Suck that dick like the good little puta you are.?Lupe was shocked. Here was this nice, polite well-respected businessman shoving his cock in her mouth and calling her a puta repeatedly. She couldn?t believe it.?Come on puta, you gonna suck that dick?? Mr. Morales asked.Lupe looked up at him, her mouth full of cock, and nodded. Mr. Morales stopped thrusting, and Lupe started sucking. Here again, was Lupe going along with whatever was required to make a man happy. Lupe explained to me that ?puta? meant whore in Spanish, which I hadn?t known.?Take your fucking clothes off, puta, and don?t let my cock leave your mouth while you strip,? he ordered.Again Lupe nodded. It wasn?t easy, but she managed to remove all her clothes, whilst still keeping his dick firmly between her lips.?Look at those fucking tits,? Mr. Morales panted as he pawed at them, ?Tits of a real puta. With tits like that there?s nothing else you could?ve been.?On and on he went, with his filthy, rather insulting dirty talk. Lupe was stunned to find herself being treated like this by such a supposedly well-respected man. There was no way this man treated his wife like this in bed.Most women would be appalled to be treated this way. But Lupe then had a ?lightbulb moment?, and in her mind, started to see this from a different point of view. She was getting to see a hidden side to this man, to see how he really wanted to be with a woman in bed. It was opening her eyes to a secret world that few would see, and it was making her rather wet.Mr. Morales then undressed fully, lay back on the bed, rolled on a condom, and ordered Lupe to get on top. Again, she did as she was told, riding his cock as this big man groped at her tits and ass. He continued to call Lupe all the filthiest names under the sun, which only got Lupe even more excited.Lupe told me she remembered thinking that she could be back in the office, completing invoices, and filing dull paperwork. But here she was, naked, riding the cock of one of the most important clients her company had, being called a whore every few seconds, and acting like one too. She certainly knew where she?d rather be.?You like that Venezuelan dick, puta?? Mr. Morales moaned.Lupe nodded, her tits and ass bouncing as she upped the tempo.Eventually, Lupe climaxed from all the excitement, and Mr. Morales rolled her onto her back, got on top, and began eagerly pounding away at Lupe?s tight little teenage twat. Mr. Morales was a big man, so there was an awful lot of weight on top of Lupe holding her down. If she wasn?t into this, Lupe realized there wouldn?t be much she could do about it. But she was loving every thrust of this fat man?s cock.Mr. Morales continued to call her a whore as he fucked her. Lupe decided to join in with dirty talk to encourage him.?Oh, fuck me, sir. Fuck me like a puta,? Lupe cried, as he pounded away, ?Fuck me like the dirty little puta I am.?Mr. Morales grinned, fucking her even harder, ?You wanna get fucked like a real fucking puta???Oh fuck, si. I?ll do anything you want, sir,? Lupe wailed.Mr. Morales immediately withdrew, flipping Lupe over onto her hands and knees, and moved to stand at the side of the bed behind her ass. He then gripped her hips.?Okay, little Miss Lupe. This is how a real puta gets fucked,? he panted.Lupe felt Mr. Morales?s cock slap against her ass cheeks. But she then felt something she had never experienced before. Mr. Morales began pushing his cock against her asshole, and Lupe suddenly realized what was about to happen.She resisted for a moment before Mr. Morales told her to just relax. She tried, and after a minute, with a little effort, and Mr. Morales spitting on her ass to lubricate her, he slowly inched his cock inside her ass. Lupe wasn?t sure she liked the feeling, but again, was willing to go along with it to make him happy.?So fucking tight. So fucking tight,? Mr. Morales repeated over and over, as he pushed his cock deeper into Lupe?s virgin ass.Lupe looked up over her shoulder at Mr. Morales, with a slightly pained expression on her face.?Is this your first time, honey?? he asked.Lupe nodded, that pained look still on her face. Mr. Morales grinned, enjoying the knowledge he was the first man to fuck this busty teenage beauty in the ass. Certainly, he would not be the last.?Are Escort bayan Ankara you okay to carry on?? he asked her.Lupe appreciated this from Mr. Morales. He was showing he cared about her feelings and didn?t want to hurt her. He really was a gentleman at heart, and all the dirty talk and calling her a whore was just a bit of fun.?Be gentle with me,? Lupe nodded.Mr. Morales began very slowly thrusting in and out, as gentle as he could, and Lupe received her very first ass-fucking. She couldn?t say she enjoyed it, more like she had endured it to make Mr. Morales happy. She did look over her shoulder and enjoyed the sight of seeing her ass-virginity disappearing.Lupe told me that later she learned to enjoy giving up her ass to a man, but it took some practice. I had enjoyed Lupe?s tight little ass a few times myself, it was a real treat.Mr. Morales was never going to last much longer thrusting in and out of Lupe?s virgin ass and soon gave out a long deep groan as he shot his load inside her.Immediately after sex, Lupe noticed that Mr. Morales returned to his polite, respectable self. The word ?puta? was never mentioned again. He even collected her clothes from the floor.Lupe asked if he wanted to go for round two, but Mr. Morales politely declined, saying he couldn?t manage it, and he really did have to get to the airport now.They both got dressed, grabbed a taxi, and Lupe dropped him at the airport just in time for his flight. Mr. Morales thanked her for a lovely time and made his way off back to his family in Caracas. Lupe again loved the feeling of having made such an important man so happy and enjoyed the knowledge she had done things for him his unknowing wife obviously did not. As she waved him off, she realized she had never gotten his first name.Lupe returned to the factory complex and headed toward her boss?s office. She knew now what had gone on between Mr. Morales and Esteban. Her boss had clearly discussed Lupe with Mr. Morales, otherwise, how did he know to call her ?little Miss Lupe?? It couldn?t be a coincidence.Lupe had ultimately had a great time bedding Mr. Morales, but it might not have gone that way. She felt like her boss had pimped her out, presumably for the company?s gain. She felt like her boss had offered Lupe?s mouth, pussy, and indeed ass, to smooth over a potential sale with the Venezuelan.In his office, Lupe confronted her boss with this information. Esteban immediately apologized but said he was desperate for the sale to go through, and therefore used desperate measures. He said the company was struggling, as there was too much competition from other firms making similar products, and he had to distinguish the company ahead of any others. He knew Mr. Morales was a pussy hound and had told him that Lupe was ?that sort of girl? and if he took her to the motel on the way back to the airport, she would surely be ?very accommodating?.Lupe was a little shocked she had been set up like this by her boss. But Esteban immediately tried to smooth it over with her. He said Mr. Morales had called him just before he got on his flight, confirming the sale. It meant he could offer Lupe a very generous bonus for doing her bit to ?increase sales and the company?s bottom line?.Lupe figured in the end there was no real harm done. She had had a good time, Mr. Morales had certainly had a good time, her boss had gotten his sale, and Lupe also had a nick bonus check. But what did it mean for the future of Lupe?s relationship with her boss? She had been ready to call it quits.But her boss then made another proposal that made her rethink this. Her boss said he knew she had grown tired of seeing him, and wanted to see new men. Lupe was surprised by this, but it seemed Esteban was quite perceptive. He told her he knew young girls like Lupe wanted to see a variety of men, of all kinds, and not just tied to fucking the same guy over and over again.Lupe grinned, realizing her boss understood her better than she had thought.Esteban said what if he could supply a steady stream of professional men for her to fuck? There were plenty of buyers and company representatives from all over North, Central, and South America that he could set up factory tours for. Lupe could escort them from the airport, and Esteban would show them around and attempt to set up a deal with them. Then Lupe could escort them back to the airport, with a minor little detour via the motel, for some afternoon fun to seal the deal.Esteban said if she met the guy on the way in and she didn?t like him, or was uncomfortable with the vibe he was giving off, then he would just send him back to the airport alone later in the afternoon. But if she did go through with it, and managed to ?seal the deal?, she would get another bonus check.Lupe was shocked her boss was making her this offer, but it was an intriguing one. It was a chance to meet lots of important men from international destinations. She could get to learn all about what foreign men wanted from a woman in bed. Plus, she?d be making some extra money on the side.But her boss had another condition. He admitted he had become addicted to their sessions at the motel. He thought Lupe was a total knockout and didn?t want to give her up. Lupe would have to agree to keep up with their twice-weekly ?long lunches? together.Lupe was considering it. She did like her boss. If he was going to make lots of international men available to her, which was an exciting proposition for this young girl, then she was happy to carry on fucking her boss. After all, it just meant she?d be getting more sex.But Lupe was clever and had a few conditions of her own. She wanted a raise in pay. Bonus checks were all well and good, but they weren?t guaranteed. She also wanted shorter hours.Esteban agreed to a raise in pay, that she could come in at 10 am, and leave by Bayan escort Ankara 3 pm unless, of course, she was on ?special assignment? with a client in a room at the Casa De La Vega motel.Lupe also wanted Fridays off, every week. Lupe knew she was pushing it now, but also knew she had the leverage. She wanted a long weekend each week, so she could enjoy ?an active social life? in the big city and all it had to offer, although she didn?t mention that part to Esteban.What choice did her boss have? He agreed of course.And so began the arrangement between Lupe and her boss in Bogota.Lupe returned to her twice-weekly visits to the Casa De La Vega motel with her boss, where he very much enjoyed fucking his nineteen-year-old busty slut of an admin assistant. Esteban seemed to enjoy himself even more now that he knew there was an agreement in place to keep Lupe happy by feeding her a constant supply of new men, and that their relationship now had an understanding that it would continue for the foreseeable future. He also seemed to like hearing from Lupe about whatever the previous man he had set her up with had enjoyed doing with her in bed.He would often ask Lupe about the previous salesman or rep she had slept with, what he was into, and what she had enjoyed about their time together. Esteban usually asked her these questions whilst she was sucking his cock before sex, and Lupe was happy to tell him all about it, in between mouthfuls of his dick.For her part, Lupe began to enjoy sex more with Esteban again. She had initially grown tired of his attentions, which was why she had almost ended their relationship. But now this interest from her boss in what she did in bed with other men was a new side to him she had not seen before, and it excited her. She began to experience orgasms again with him, usually as he was pounding away at her as he told her all about the next guy he was planning to set her up with.Another new thing that excited Lupe about her relationship with Esteban, was that she had met his wife. She had come into the office on several occasions to visit her husband or to drop something off for him.Lupe couldn?t help but notice his wife, who was fairly slim and attractive, had one thing that she thought her boss would surely change if he possibly could. Esteban?s wife was almost completely flat-chested. Lupe imagined they must look like two aspirins on an ironing board. No wonder her boss was so obsessed with Lupe?s huge tits whenever they went to bed together.Once Lupe had met her boss?s wife a few times, it made sex with him even more exciting, knowing he was risking so much just to get to fuck her. She loved knowing her boss?s wife was at home, perhaps doing some cooking, awaiting his return, utterly unaware her husband was balls deep in Lupe?s tight, teen pussy, his face pressed in between her young firm tits as she rode his cock.Lupe also enjoyed the spoils of her new working arrangements. She came in late, left early, and of course enjoyed her three-day weekends. Plus, she had more money to spend from her increased salary and those bonus checks from any new sales she secured.But the big bonus for Lupe was when her boss informed her a new agent or representative from another company was coming to town to discuss with Esteban a potential deal to buy their company?s electronics products. That was when Lupe and her boss would enact their well-thought-out plan.Lupe would head out to the airport to meet and greet the potential client. She would wear a different outfit than she usually wore in the office. Normally Lupe dressed rather conservatively, as she didn?t want the other girls in the office talking, and did not want to raise any suspicions from Esteban?s wife if she should visit.But if Lupe was meeting a new client at the airport, she would wear a very short, tight skirt, showing off plenty of her lovely young thighs. She would also wear a tight top, to accentuate her amazing bust. Lupe would always pick one that had either buttons or a zipper down the front, so she could easily adjust the amount of her stunning cleavage that was on show. She would also wear very high heels, to accentuate her ass as she walked.After meeting the client, she would escort them outside to a waiting taxi. On the ride back to the office, she would chat with the guy, be super friendly, and always have a big smile on her face. She would touch his hand or arm from time to time, and of course laugh if he said anything funny.Lupe would always get the fact she was just nineteen years old into the conversation too. She wanted the guy to be certain she wasn?t underage of course, but that she was still in her teens. She knew older men loved a very young, gorgeous girl taking a real interest in them. There was an art to flirting, and Lupe became very good at it.Just as she would get into the taxi, she would undo one button on her top, or pull down the zipper. She would then grin as she would see the guy noticing a lot more cleavage was on show than a moment ago. She would cross her legs in the taxi, which always had the effect of pulling her skirt up even further. She would chat away, seemingly oblivious to the fact the guy could just about see her little pink panties, but of course, Lupe knew exactly what he was looking at.Lupe always wore brightly coloured little panties when meeting a client, as she found if she wore black ones, in the back of a taxi it wasn?t obvious if they were on show or not.Sometimes the guy would flirt back with Lupe, sometimes not. It depended on how confident they were, after all, they had only just met her.One other trick she always tried, was ?accidentally on purpose? knocking over her handbag. She would do it just before arriving back at the office, to make one last impression on the guy.She would knock over the bag, with the contents spilling into the guy?s lap. What fell out was lipstick, a mirror, and a few of the usual things you would expect in a ladies? handbag. But what would also fall out were condoms; lots, and lots, and lots of condoms. Lupe told me she would sometimes have fifty condoms in her handbag waiting to be knocked into the guy?s lap, so she could be sure loads of them fell out.