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Tem 26

Lupe The Colombian Guesthouse MILF Tells More!

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Ass

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 from 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 the only two other 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 I absolutely did. Of course, these arrangements had to be kept secret from my uncle. Since then, I had already had sex with Lupe twice.But then I had spied on one of the guests with a different woman, 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.I had visited Izzy and her unsuspecting husband at their guesthouse the next morning, on the pretext of fixing Izzy’s laptop, at her request. Whilst there I had seen Lupe arrive to service one of Izzy’s guests. Izzy had told me she would meet me later that afternoon back in my room at Lupe’s guesthouse, and that we would engage in some roleplay scenario. Later that afternoon I was excited to return to my room and see what Izzy had planned… Once outside the room, I knocked on the door, and opened it, stepping inside.“Oh, I’m sorry sir,” I heard Izzy’s voice, from behind the door.As the door closed behind me, it revealed one hell of a sexy sight.Izzy stood there dressed in a full, sexy French maid’s outfit. It was a classic black and white piece, the top barely managing to contain her huge breasts, and an enormous amount of cleavage on show. The black frilly ‘skirt’ part of the outfit could barely be called a skirt at all, it was so short. It looked like Izzy had bought the outfit one size too small to maximise the effect.The skirt was so short in fact that her stocking tops were fully visible. So too were a little of the straps holding them up, that were presumably attached to a suspender belt underneath that tiny skirt. The black skirt also had a tiny white apron tied across the front. The black fishnet stockings led my eyes down finally to her black high-heeled shoes.“I was just cleaning your room sir, I didn’t mean to disturb you,” Izzy smiled.The door closed behind me. My god, she looked incredible. For a moment I just stood there taking it all in. Then I remembered I was supposed to be playing along.“Oh yes, no problem,” I replied, smiling.Izzy grinned again, perhaps relaxing a little as she could see I was going along with it.“I haven’t quite finished, sir. Do you mind?” Izzy asked.“No of course not,” I said, looking around for a moment.I noticed a small stool on the floor, which wasn’t usually here. I guessed Izzy had brought it, but for what purpose I couldn’t say. There was a feather duster on the desk that she must have brought along to complete her outfit. I also noticed a small box of cleaning products to complete her props.“Where should I sit? I don’t want to get in your way,” I asked.“Please, sit here sir,” Izzy took my arm and guided me to sit on the side of the bed, “I’ve already made the bed for you.”“Oh yes, very nice. Thank you,” I said, sitting down.She stood in front of me for a second, looking down on me, smiling.“My name is Izzy, by the way,” she said, holding out her hand.I took her hand and kissed it.“Very pleased to meet you, Izzy,” I replied, “I’m Jack.”“Oh! Jack,” she giggled, letting me hold her hand for just a little longer than was necessary.Finally, Izzy turned and picked up her feather duster from the desk.“Well, I should get on,” Izzy replied, “But you just relax, sir. Take it easy.”Izzy ‘the maid’ began dusting over at the desk, which was directly in front of me, about five feet away. Every time she bent over slightly; the black frilly skirt rode up, revealing her stunning ass. I could see more of the black suspender belt straps that held up her stockings. I could also see her tiny black panties, nestled in between her gorgeous ass cheeks.“I’ve not seen you here before, Izzy,” I commented, as my eyes followed every move of that ass. My cock was stirring in my shorts.“Oh yes, I often work at a different guesthouse across town. But when the boss here is busy, I come and clean here too,” Izzy replied, looking over her shoulder at me, “Were you out swimming, Jack?”“Ah, yes. Yes, I was,” I said.“That robe looks wet,” Izzy commented, “Let me take it for the laundry.”I nodded, as she walked back over to me. I stood and removed the robe, now standing in front of her in just my black boxer shorts. Izzy took the robe, throwing it to the floor by the door. I sat back down on the side of the bed and she returned to her dusting duties at the desk.“You’re a very fit young man, Jack,” Izzy said, glancing over her shoulder at me again, admiring my body, “How old are you?”“I’m twenty-three,” I told her.“Ah ok. Well, you have a very nice body, if you don’t mind me saying so,” Izzy continued, “Do you have a girlfriend here?”“Er… No. No, I don’t,” I replied.Perhaps this was the way into moving the role-play along, I thought.“Do you have a boyfriend, Izzy?” I asked.“Me? Oh, I’ve been married a long time,” Izzy said, “But I’m sure a handsome young man like you will find a nice girl here in town soon.”Izzy then looked under the desk for a moment.“Oh, bahis şirketleri what’s that?” she asked, “The tile here has a nasty stain on it.”Izzy took a small cleaning brush from her little box of cleaning products. She also pulled a small thin cushion from the box, and threw it on the floor in front of her.Izzy got down on her knees, resting them on the cushion. She then bent over completely, her head and shoulders disappearing underneath the desk. She began scrubbing furiously at the tiled floor underneath the desk.I couldn’t believe what I was seeing. Izzy’s incredible ass was now raised up in the air for all to see, except it was a show with just one audience member. I was sat directly behind her, so had the perfect view. My cock was getting harder with every second.Her so-called skirt covered nothing now. Izzy’s stunning ass was framed by her stocking-tops beneath, and her suspender belt above. Her tiny black panties were clearly visible, packed tightly in between her perfect ass cheeks.“Oh, it’s really stubborn,” Izzy said, as she continued scrubbing under the desk.Every motion of her scrubbing made her hips sway. Every so often she would wiggle her ass, as she worked on that stain. I would bet that there really wasn’t a stain under there, but if there was, I hoped it never, ever came loose.I sat there with a huge grin on my face, just staring at that amazing, gorgeous, pert, firm ass. It bounced and wiggled, and I knew it was bouncing and wiggling just for me. It was designed to have an effect, and it was certainly working. My cock was passing half-mast, heading for full power.“Oh, sir, it’s a very stubborn stain. I think I might be down here for some time, I’m sorry,” Izzy-the-maid explained, “Please sir, you go ahead and do whatever you need to, and enjoy yourself. I think I might be down here for quite a while.”I grinned to myself. I knew exactly what that meant. I pulled my shorts down a little, and started stroking my cock.I continued jerking my cock, as I stared at Izzy’s perfect ass wiggle and jiggle just for me. I was soon at full hardness. She had such a lovely peach of an ass, not too big, not too small, just stunning. Her skin was completely unblemished, quite remarkable.“Are you okay back there, sir?” Izzy asked, “I’m sorry this is taking so long.”“Yes, it’s fine, take your time,” I told her.“Ah ok, thank you,” she replied.No, thank you, I thought. What a great show Izzy was putting on for me. Even with a girlfriend, you wouldn’t ever get to just so blatantly stare at her ass for such a long time. It was a wonderful luxury.Izzy certainly knew what men liked and wanted. Izzy continued this show for at least another five minutes, never stopping for a rest or complaining. I can see why she had brought the little thin cushion for her knees though.Izzy then shifted her position slightly, and I noticed she was now pushing down on her cleaning brush with both hands, and using her body weight to scrub it back and forth. This meant her ass was now literally thrusting back and forth too. It looked just like it would do if Izzy were being fucked doggystyle. It was incredibly sexy.I gave out a little gasp at the sight, as I continued to jerk off.“Are you okay, sir?” Izzy asked again, “What are ya doin’ back there?”She had either heard my gasp or the sound of my jerking my cock. My mind raced. Was I supposed to admit I was jerking off over the sight of her amazing ass? Would Izzy-the-maid then get turned on and crawl over here to suck me off?Or was I supposed to play it innocent? Which way did I want the role-play to go? I guess it was up to me. I decided to play innocent for now, and see what other naughty fun Izzy would come up with to tempt me.“Oh, I’m just er… Reading a book,” I told her.“The stain isn’t coming up, sir. Do you want me to continue?” Izzy-the-maid asked.She was asking if I was enjoying the show and wanted more, or wanted to move on to other things.“Well, why don’t you try a little longer?” I replied.“Sure,” she replied.Izzy carried on jiggling that ass for me for another good five minutes. I stared and jerked; jerked and stared. All with a huge grin. I was very impressed with her dedication to the role-play, it made it so much sexier.“It still won’t come up, sir. Do you want me to keep trying?” Izzy asked eventually.Again, she was asking if I wanted more of the Izzy ass show, or try something new. I decided perhaps it was time to move on.“No, don’t worry then, thank you anyway,” I said.I quickly pulled my shorts back up. Izzy began to come out from under the desk. As a final thought, I quickly grabbed my Colombia guide book from the shelf and placed it across my crotch to cover the large bulge caused by my erection.Izzy stood up, and turned toward me, and smiled. She kicked away the cushion on the floor toward the door. But then she suddenly looked upset, like she was about to cry.“Oh, I’m sorry, are you alright?” I asked, concerned. Had I taken the role-play too far? Surely not.“No, it’s okay, I’m just being silly, I’m so sorry, Jack,” Izzy blubbed, wiping away a genuine single tear from her eye, “It’s just, it’s just… No I shouldn’t bother you with this. I just met you.”“No, it’s fine, if you need to talk to someone. You know, weirdly, sometimes someone you don’t know is easier to talk to,” I said sympathetically, handing her a tissue.“Thank you,” Izzy said taking the tissue and dabbing her eye, “Yes, that’s true. It’s just I found out today my husband has been cheating on me, you see. It’s very upsetting.”“Oh my, I’m so sorry to hear that,” I replied, genuinely concerned for Izzy.“I mean, I’ve been a loyal wife many years, so I just don’t know how this has happened, you know,” Izzy continued.Oh wow. Give this woman an acting award. She really had me there for a second, but I now understood this to be a quite brilliant performance.Izzy had not been loyal to her husband for a long time, I knew that for a fact. This was Izzy-the-maid talking, within the confines of our role-play. How had she managed that tear? Incredible.“But anyway, bahis firmaları I’m so sorry if I embarrassed myself,” Izzy said, smiling again, throwing the tissue in the trash.“Oh no, not at all,” I replied. I would have stood up to put my arm around her and comfort her, but my huge erection might have blown where we had gotten in our role-play so far.“Well, I’m almost finished then, sir,” Izzy announced, “Just one last task I noticed in the bathroom.”I nodded, wondering where she was leading this role-play next.Izzy stepped into the bathroom for a second, then reappeared to grab the small stool she had brought with her, plus her box of cleaning products, then went back into the bathroom again.“Oh! Oh dear,” I heard Izzy say a moment later, her high heels click-clacking noisily on the bathroom floor tiles.“Are you alright?” I asked.“Well, would you mind helping me for a minute?” I heard Izzy say.I got up from the bed, but of course, still had a huge bulge in my boxer shorts. I decided to stand with my arm draped in front of it to hide it, as I walked into the bathroom.Izzy stood with her back to the sink, looking at the wall that separated the bathroom from the bedroom.“You see, up there,” she pointed.At the top of this wall, just below the ceiling, ran a line of glass bricks, two bricks high. It ran from one end of the wall to the other. I guess it was to let in additional light from the bedroom into the fairly compact bathroom. The bathroom only had one small window at one end, which was frosted glass, so didn’t let much light in.The glass bricks too were not clear either, but frosted in some fashion. It was these bricks that Izzy was pointing up to.“I need to clean up there,” Izzy explained, “I can just about reach it on this stool, you see. But with my high heels, it’s a bit unsafe. If I take my shoes off, I can’t reach it.”“I see,” I stated. But I couldn’t yet see how this would advance our role-play together.“If I stand on the stool, could you just hold me for a minute, so I don’t fall?” Izzy asked.Now I understood what was about to happen. This could be really fun.“Yes, of course. I don’t want you to hurt yourself,” I replied.I moved to stand in front of Izzy, with my back to the wall, attempting to still hide my erection. She moved the stool in front of me, and stepped up onto it.I placed my hands on her waist to steady her.“Thank you, that’s better,” Izzy said, smiling down at me.Izzy then leant forward, so she could reach the glass bricks to begin dusting them. As she did so a huge smile must have spread across my face. Izzy’s huge tits were inching closer and closer toward my face. I was about to enter heaven.Then we got touch-down, as my nose pressed up against her tits. She was teasing me, as she moved her tits back and forth, as she dusted the glass bricks above.But eventually, she leaned forward further, and held it there. My nose, and then my whole face was pushed right into her massive cleavage. Her huge tits enveloped me.This was paradise. Izzy’s boobs felt so big and firm on my face. What an incredible woman she was.“Oh, I’m slipping,” Izzy said, “Can you move your hands around a bit.”She put her hands on mine, and moved them around her waist to her lower back. She then went back to cleaning the bricks above me, and my face disappeared back in between her tits again.“Oh no, that’s not it,” Izzy complained, “I’m going to fall, Jack. Can you hold me lower?”“Lower?” I asked, innocently, but another grin spreading across my face.“Yes, lower. As low as you need to go,” she instructed me from above, “I need to be safe.”I nodded my head in between her boobs. I moved my hands down her back, over the tiny excuse for a skirt, and grabbed two handfuls of her lovely ass. She said nothing and went back to cleaning.I could feel my cock throbbing at full power, straining at my boxer shorts. I gripped her stunning firm ass harder. Fuck, this was incredible; my hands on Izzy’s amazing ass, and my face in her huge tits.I held her like this for some time, enjoying the wonderful sensation. Finally, Izzy stopped cleaning, and her boobs sadly backed away from my face.“Well, I finished the dusting,” Izzy said, “Maybe I should wash these glass bricks though? What do you think?”She was asking was I tired of this game, or did I want more? Well, I definitely wanted more.“Yes, they look dirty,” I said, looking up at her.“Yes they do, can you pass me that cloth?” Izzy replied, pointing at her small box of cleaning products she had left next to the sink.I took the duster from Izzy, threw it in the box, and passed her up the cloth. I did this all with my other hand clasped firmly on her ass.Izzy turned back to the glass bricks, and thankfully my face was returned to in between her breasts.“Oh, they’re very dirty,” Izzy exclaimed.She began furiously rubbing the glass bricks above me. This had the effect of her tits bouncing around on my face, and her ass jiggling in my hands.I decided to take further advantage of the situation, and slowly worked my fingertips under her panties, to get a proper grope of her stunning ass. Izzy-the-maid didn’t mention my hands’ appearance in her panties, presumably because she was ‘concentrating on her work too much’ to notice.It made me wonder what other things Izzy-the-maid might not notice. I pursed my lips, and pressed them to her tits as they bounced around my face. Still no reaction from Izzy-the-maid, so I slipped out my tongue and licked her bouncing breasts.Izzy continued scrubbing away above me. I began kissing, licking and sucking on her beautiful cleavage that was pressed up against my face, as I continued to grope her wiggling ass.Then pure delight happened, as I noticed one of the shoulder straps of Izzy’s little French-maid outfit slipped off her shoulder. Was that an accident, or had Izzy made that happen? I couldn’t be sure with a face full of her bouncing cleavage. Then a moment later the other strap slipped off the other shoulder.How Izzy had achieved that, I couldn’t say, as my view was severely, and wonderfully restricted. kaçak bahis siteleri Izzy pulled away just a little, as she continued to scrub. The white cups of the outfit that covered her breasts now had nothing holding them up. I grinned, as I knew what was about to happen.As Izzy’s body still continued to shake about as she scrubbed away, the top of her outfit slowly, inch-by-inch, fell away. Izzy’s incredible naked boobs finally came into view in all their glory. My god, they were a work of art.Izzy stopped scrubbing for a moment, so I could take in the view. Her tits were perfect. So big, but so firm, with perfect nipples. They really stood up and said hello.Then she leant forward again, and went back to her scrubbing, her huge tits pressed back on my face. I continued kissing them, licking them, and finally began sucking on her fantastic nipples.I occasionally looked up at Izzy from within her tit-valley. I noticed she never looked down, looking directly ahead at her work. I guess the game was that Izzy-the-maid was an extremely dumb blonde, and hadn’t realised half her clothes had fallen off, and that a young man had his hands in her panties groping her ass, whilst he sucked on her huge naked tits. It was certainly a game I was willing to play all day.I’m sure she did occasionally look down to check what was going on, just not when I was looking up, so as not to spoil the illusion.I was having the time of my life. I decided to push the game further. I removed my right hand from underneath Izzy’s panties and tried to pull down my boxer shorts. Eventually, I managed to get them down around my ankles and stepped out of them.I then began jerking off again, my cock was so hard. My left hand stayed in Izzy’s panties groping her ass, whilst I continued to lick and suck on her bouncing, jiggling tits.I looked up again at Izzy. I moaned in pleasure.“Are you okay, Jack?” Izzy-the-maid asked, without looking down at me.“Uh-huh,” was all I could manage, nodding, with a mouthful of her right nipple.“Hang in there, I’m going as fast as I can,” Izzy continued, “It’s just so dirty. So dirty.”Yeah, that’s right I thought. Only a dirty mind could have come up with this wonderful scenario. My mind was also racing with all the dirty things I wanted to do to her. So dirty indeed.“Dirty, dirty, dirty,” Izzy repeated, “Just so dirty.”We carried on like this for at least another five minutes, me jerking off as I groped Izzy’s ass and sucked on her tits. All the while Izzy-the-maid continued scrubbing away, oblivious to all the fun I was having below.“It’s just so dirty. So, so dirty,” Izzy would repeat every once in a while, ramming home the point.Eventually, Izzy stopped scrubbing, and her body stopped wiggling and jiggling for me.“Well, I think that’s as clean as it’s going to get,” Izzy proclaimed, “Or do you want me to keep trying, sir?”Just like when she gave me her ass-show from under the desk earlier, she was asking if I wanted this more ‘interactive’ show to continue, or move on to something else.I had certainly enjoyed this wonderful part of our role-play, but I was horny as fuck now and wanted to move on.“Mmm, maybe leave it for now,” I replied in between mouthfuls of tit-flesh, “It looks fine now.”“Okay then,” Izzy said, “Well, thank you for keeping me safe up here, Jack.”She stood back up straight, as I removed my hand from her panties. Izzy then held my other hand as she carefully stepped down from the stool, back onto the tiled floor.Suddenly a look of shock came across her face, as Izzy-the-maid finally saw I was naked, my aching-hard cock pointing right up at her. Then she looked down to see her breasts were exposed, and placed her hand over her mouth.“Oh, my goodness!” Izzy-the-maid exclaimed, motionless for a moment.Izzy then pulled her top back up, pulling back on the shoulder straps, and sadly covering up her incredible breasts.“Oh, Jack, I’m so sorry,” Izzy continued, “I didn’t realise my top had come off.”“Er, yes. I didn’t want to say anything, but…” I mumbled.“No, no, it’s fine. It’s my fault,” she interrupted me, “And don’t be embarrassed about, you know, your erection. You’re a young man, it’s perfectly natural.”“Yeah, sorry about that,” I replied, trying to stifle a grin.“Oh, don’t apologize, it’s my fault. I was concentrating on those dirty, dirty glass bricks. I didn’t notice,” Izzy said, “Did your boxer shorts fall down?”“Oh yeah, I guess they’re too loose, or something,” I lied.“Well, once again, I’m very sorry, Jack. Are you okay?” Izzy asked, taking my hand, “Why don’t you sit here for a minute?”She motioned for me to move over to the toilet. She dropped down the toilet seat, and the lid. I then sat down on top of the lid.“Oh dear, I’m so sorry to have had that effect on you, Jack,” Izzy continued, “I didn’t mean to, of course, I hope you believe that.”“Yes, of course,” I replied, gripping my hard cock, “It’s just…”“Ah yes. Well, I can’t leave you like that, can I?” Izzy said, staring at my cock, “It’s just, well, no-one must find out if, you know, if I helped you out. You understand?”“Oh, Izzy, please,” I moaned, stroking my dick.“Well, alright, but just a hand-job, okay?” Izzy said, giving in.She moved the thick fluffy bathroom mat in front of me, and got down on her knees on to it. She then finally took my cock in her dainty little hand and began slowly stroking it. She looked up at me and smiled.“How’s that?” she asked.“Good,” I replied, panting slightly.A hand-job was great, but at some point, I wanted to move on to much more naughtier deeds. Plus, I wanted to get Izzy out of that outfit. At the moment I couldn’t even see her tits, as I had done just moments ago. I needed a way to move the role-play on further.“Jack, you have a lovely cock,” Izzy purred, “So nice and young. So big and super hard.”Izzy giggled.“And you’ve got fantastic tits, Izzy,” I told her, and began tugging at her shoulder straps.“Jack! I said just a hand-job,” Izzy said, resisting me.“Come on, darling. A topless hand-job. There’s hardly any difference,” I told her.“Oh, go on then,” Izzy relented, allowing me to pull off her shoulder straps.I urgently pulled down her top to reveal her amazing tits again, as I took them in both hands.“Hey, naughty boy,” Izzy scolded me, “I didn’t say you could touch them.”

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