I am a 40 year old woman and would describe myself as good looking, fun, fit and very sexually adventurous, even though until last month had only experienced sex with my husband. Over the last couple of years we had discussed many times the need for me to experience another man, we had joined a few swinging sites but sadly with no success. It was a standing joke between us that I must be one of the few women who have their husband’s approval to be fucked by another man and desperate / gagging for it to happen but unable to find a suitable candidate. However all that was to change and I would like to share the experience with you. Last month we went on our annual holiday to Negril in Jamaica, we were staying in a plush adult’s only hotel on the beach; I had chosen the resort and hotel, really with one thing in mind, which was to get fucked by another guy. Months earlier I had seen a documentary on television about the resort and how sex starved women flocked to the resort for sex with the local guys, they interviewed women gushing about their time and sexual experiences with the young local studs and these studs retelling encounters with sexually frustrated white women who they sent back home well satisfied and with a smile on their face. I was very turned on, I reminded myself that I wasn’t sexually frustrated, my hubby looked after me very well in that department, I just had the need to experience another man, to see how they would make love to me, how different their hands would be running over my boobs and exploring my pussy, what would a different cock be like in my pussy, would I want a bigger cock then the one I was used to, how many times would the guy make me Cum, if at all, how many times would he want to fuck me during our encounter. Also I have always been curious about making love to a black man due to the stories about black guy’s prowess between the sheets. I thought that if I cannot get fucked there I may as well give up on the idea. Although he never said it I am sure that Tony my hubby knew why I had chosen the resort and hotel for our holiday. We arrived at the hotel and I was like a cougar on heat, I was now so desperate to be fucked; it had got to the point and to my shame that I was willing to let anybody fuck me who showed the slightest sexual interest in me. All of my earlier attributes for my fuck buddy had now been totally disregarded. I was that desperate to experience a new man! A week into the holiday I had all but given up finding my fuck buddy, but I did have a very good tan. Now to get onto the interesting part of my experience, my husband likes to laze around the pool, I tend to get restless after a few hours of sunbathing, it was late afternoon and to be honest I was a little bit tipsy from the amount of alcohol I had consumed that day. I decided to venture out of the hotel grounds and onto the main beach. I got up of the sun lounger and bent down and gave my hubby a kiss and told him I was going for a walk. He said “you better cover yourself up a bit dear, take your sarong, that bikini is very revealing, you wouldn’t want to over excite the boys on the beach would you” and let out a dirty laugh. It did look sexy, it was a smallish, flimsy DiVissima black bikini, with strings holding the bottoms together, however I think that it was a mixture of the heat and drink that made feel so daring, I just slipped on my flip flops and headed out on to the beach. I was surprised just how vibrant the beach was, and I could not fail to notice the local beach boys strutting their stuff along the beach in very tight brightly coloured Speedo type swimming trunks. It was just like the documentary. Looking around I was shocked at the size of some of the boys packages and the fact that they made no attempt to hide it, in fact they were working very hard at flaunting the fact that there were very well endowed, I thought that as the saying goes “if you have got it flaunt it” and these guys were certainly doing that. I must have been staring to intensely at one of them because this guy just came over to me and said “Hi I’m Jamal, do you like what you see gorgeous” I was a bit taken aback, but yes I did like what I saw. The beach boy looked to be about 25 years old, had a super trim body that had benefited no doubt from hours of exercise and his trunks were straining to hold in a very large cock. I murmured something back along the lines of “yes Jamal very much and by the way my names Cathy”. To my utter surprise Jamal said “I would love to fuck you Cathy, I normally charge $ 200, but for you nothing, how about it!” My initial reaction was one of shock, all I could muster up was “I don’t think that my husband would approve of that” Jamal laughingly replied “I wasn’t thinking of fucking him, but if a fuck is off the table, how about a drink”. Everything in my mind told me to slap him round the face, but I found myself falling for his no doubt well-rehearsed chat up line, saying “Ok let’s do that”. I am not sure if it was the drink or the slut in me coming out; after all I was standing there in a skimpy revealing bikini with a top that barely held my boobs in and bottoms that were hardly any more respectable. If I was honest with myself I was quite flattered that I could still attract the attention of a good looking young man, albeit that he may be expecting me to pay for his services! But my god he was good looking, he was a beautiful dark colour, had lovely eyes, a very trim body and what seemed to be a cock that women would die for. Anyway back to earth, we headed over to the beach bar, the bar wasn’t that busy, the waiter seemed to know Jamal, he looked me up and down, smiled at Jamal and proceeded to take us to a booth at the very back of the bar. Jamal said to the waiter and without asking me “two Jamaican Waterslides with Vodka”. We began making small talk about what I did for a living, I returned the question and to my surprise Jamal just casually said that he was a gigolo, it was the only work that he could get in Jamaica and he really enjoyed his work and was doing a service showing the women visitors to the island a good time, sending then back to their partners, satisfied with a smile on their face. For a few uncomfortable seconds I was speechless at his revelation, finally gaining my composure I let out a nervous giggle and said “and for that you charge a $200 a time”. I don’t know why I added “I bet women find that’s money very well spent, I know I would”. It was one of these moments that you hope the ground opens up and swallows you. Looking a bit confused Jamal replied “ yep, but if the lady’s fit, sexy with blonde hair and long legs I don’t charge, are you interested?.” As he spoke I could feel his eyes staring at my boobs. It was difficult to lie and say that I wasn’t interested as the bikini top was made of a very flimsy material and embarrassingly my nipples had gone very hard and were protruding quite visibly through the thin material, I looked down and thought thank god he can’t see the lower half of me because there was now a visible damp patch on the crotch of my bikini bottoms. As I slipped the Jamaican Waterslide I felt my myself getting even more tipsy, I got the impression that Jamal was known to the bar man, who had placed a very generous measure of Vodka in my drink!. It was very hot and it wasn’t long before the barman was placing another Jamaican Waterslide in front of me and the wink of his eye to Jamal hadn’t gone unnoticed, the drink was even stronger than the first! No doubt Jamal could see that I was now very squiffy and skilfully manoeuvred the conversation to my sex life asking how many times a week I got fucked. I leaned across the table and drunkenly replied that I was happily married and getting fucked enough times a week to keep any woman happy. Then teasingly I told Jamal that I did fantasize about making love with fit young men, especially black ones, he looked me directly in the eye, lent towards my ear and whispered would you like that fantasy to become reality. I decided not to answer. He was now looking directly in my eyes and his large hands were gently caressing my knees, to my shame I made no attempt to stop him and soon I was feeling tingles running through my body, it was obvious from my hardened nipples that I was now very turned on, embarrassingly I don’t think my nipples had ever been as hard. In an attempt to take his attention away from my nipples, I asked “how many women have you fucked for money”. He laughed and said “a fair number, but they were nowhere near as sexy and good looking as you gorgeous.” My god after the drink and the talk I was very tempted to let him fuck me, right now, right here across the table of a public bar, after all I had my hubby’s approval to do so and I had chosen the resort to get fucked and here I was being romanced, if that’s what you would call it by hunky young gigolo. Seeing that I had made no effort to stop him, his hands had moved from my knees and were now massaging my thighs, he leaned over to whisper in my ear “that I would not be disappointed, he had pleased many women and everyone had gone back to their husbands with a big smile on their face and very happy”. As you would expect I was loving the attention and the feelings invading my body and with that I nervously looked around and pushed his hands up to my crutch, he grinned at me, and started to rub between my legs, the material was very sheer and there would be no hiding the fact that I my pussy was fully waxed, he started to softly rub my pussy and then after a short time pressed down harder, then he slowly pulled aside the material of my bikini bottoms aside and teasingly set about intimately exploring my most intimate parts. Again he leaned forward and whispered “fucking hell that bare pussy is so fucking sexy.” All of this attention enviably made me unable to control myself and I leaned forward and started to kiss him, the kiss turned into a long passionate snog. His hands had teasingly moved away from their previous position, wanting more of what I had just experienced I grabbed one of his hand placed it back into my bikini bottoms, this brought another large grin to his face and then he slowly started to tease my vagina, running up and down my lips, then very skilfully teased and pinched my clit, to the point of me Cumming. My bottom was actually bouncing up and down on my seat, then to my annoyance he stopped again, before I could say anything he slipped one of his large fingers into my sodden pussy and started to very intimately explore me, then a second large finger entered me and he started to finger fuck me under the table. I was behaving like a slut and I didn’t care, the frill of Jamal’s stroking and then his fingers penetrating my pussy was all that was on my mind, god knows how I didn’t scream out or let my facial expression give away what was happening, I wanted to return the pleasure to Jamal so I moved my hand over his crutch to his cock, I could feel the outline of his cock it was a very impressive size and so very hard, then I gently pulled back the material of his trunks and set about exploring his manhood, it was so fat, to the point that I couldn’t get my hand fully around it, he was circumcised, I was pleased that he was smooth and taking his balls in my hand I was again shocked at how large they were. I suddenly became aware of my breathing, I was actually panting like a dog and I could feel my heart pumping very hard. I was shaking a little too and had to rest my hand on my lap to stop anyone noticing. I was being toyed with this hunk and I was so enjoying every second of it. Again I was on the verge of Cumming when he pulled his fingers out of my sodden pussy, this time my response was not very lady like, I leaned over and whispered in his ears that he was “a fucking teasing bastard”. Then I felt his hands untie one of the strings of my bikini bottoms and pull the material to one side exposing me pussy, I got very anxious, surely he wasn’t going to try and fuck me here in the bar, OK we were out of sight of must people but I didn’t want to end up on “You Tube” as the MILF who was fucked by local in a bar in Negril! Before I could complain I felt a soft object at the opening of my pussy, I looked down and OMG there was a large banana there, I looked at Jamal thinking how fucking kinky is this and he just stared into my eyes, I opened my legs wide and smiled as he pushed it slowly into me pussy then he slowly withdrew until it was almost all the way out of me and then he slid all the way back in very, very slowly. He did this several times and I was beginning to lose control as I felt my orgasm building and building. Jamal continued thrusting and I could hear the wet squelchy noises as he slammed it in and out of my soaking wet pussy. I was desperately trying to hold off my orgasm through the fear of someone noticing what was being done to me, I know that if I didn’t stop this I was going to Cum. Reaching down between my legs I tried to stop Jamal, but he just gripped my hand and moved it out the way, I wriggled to try to move it free, but he was obviously much stronger than me and was making it clear that he wasn’t going to stop until the banana had finished the task. My hips were now bouncing up and down and I was shuffling in my seat, my body went numb, I felt like I was going to pass out. I couldn’t move and suddenly I was so hot and looked down and my chest was the brightest red it had ever been and my body was covered in beads of perspiration. I didn’t even try to stop him and I was now no longer worried that it wouldn’t take a detective to work out what Jamal was doing to me under the table, although no doubt they would be shocked that he was fucking my eager sodden pussy with a large fat banana. I have got to say that I was behaving like a slut and I didn’t care, the frill of Jamal’s stroking of my legs, then his fingers penetrating my pussy and then having the nerve to use a banana to fuck me just made me cum, my whole body just shock as the intensity of the orgasm passed through me, I grabbed hold of Jamal’s cock, which was rock hard and throbbing, the shock at the size of it made me momentarily forget about my orgasm. Then I had to kiss Jamal so hard to stop myself screaming. When I stopped kissing Jamal, he took the banana, peeled it and started to eat it, cheekily he said that he used it not only to thrill the woman but ensure she could take me without being hurt! And you gorgeous passed the test with flying colours!!!! His crude comments made me burst out in laughter. Then I was brought back to reality, to my utter horror, I looked over at the table next to me there was two old local men sitting there, who just gave me a big dirty smile and made some comment to each other about middle aged drunken English women behaving like sluts with the locals when on the island, the comment was made loud enough for me to hear. I blushed even more, I was so embarrassed that I had just let a complete stranger pleasure me with his fingers and then fuck me with a banana to an orgasm in public. Jamal stood up and took my hand, saying crudely “I want to fuck you, I need to fuck you now, come on let’s go somewhere more private. Breathlessly I agreed with him and asked where he said there’s a storage shed at the very back of the bar lets go there. It wasn’t very romantic, not the way I had planned to let someone else fuck me, but every part of my body wanted to him to fuck me, I was prepared to go a storage shed with this stranger, someone I had only met a few hours earlier and let him fuck me, and I knew that I would be fucked like I had never been fucked before by this dark stranger. I tied the string of my bikini and put it back in place and took Jamal’s hand. I was pleased to see that he was the one panting now with a great big grin on his face. My clit was swollen and hard and I just wanted to get to the storage shed and be fucked. Once inside I pushed the straps of the bikini top off my shoulders, it had a life of its own and slithered to the floor leaving me standing there with my boobs exposed, in my small bikini bottoms and I quickly pulled these down to my ankles and stepped out of them, then kicked my flip flops off. I stepped back and did my impersonation of a model pose, throwing my arms up in the air and saying “do you like what you see?” He looked at me totally gob smacked at my appearance, he was lost for words and I was pleased when he finally muttered something about how fucking horny I looked. I thanked him and then slurred “I had only ever been fucked by my hubby, I was gagging to be fucked stupid by someone else, can you do that for me Jamal?” Then he grabbed me and forced his mouth onto mine and I willingly responded with all the sexual want that had been building up in me over the years I had been looking for a fuck buddy. He turned me round and his hands roamed all over my boobs, his hands started stroking, squeezing and kneading my boobs, then he started tweaking my hard erect nipples, something that always turns me on, the effect was just indescribable, I was tingling, covered in goose bumps and trembling all over. Jamal pulled me back into him and I felt his hard cock against the base of my back, it was throbbing. He reached down and his large black hand went straight to my clit. He nibbled on my ear lobe and murmured “You’re so fucking wet Cathy, so fucking hot and horny”. Then his fingers set about their work bringing me to a wild orgasm; my hips convulsed as I fucked myself on his fingers. “Ohhhhhhhhhhhhhh…………….Ahhhhhhhhhhhh! I screamed! “Mmmmmmmmmmmmm!” I thought I was going to pass out, my whole body tensed and then slowly relaxed. I felt like I was coming back to earth. He stopped fingering my pussy and he pulled his fingers out of my sodden pussy. I could see his fingers were soaked with my juices. He kissed me after I finally got my breath back and I pulled his hand towards me and looked at it. It was all glistening wet and when he opened his hands it was liked a spider’s web as my thick juices clung to his fingers. I get very wet when I’m really aroused and right now all my inhabitations had gone and I was seriously aroused more so than at any time in my life, it was just all about animal sex. I decided wickedly to do my party piece which drives Tony wild, I took his hand and licked hungrily over his fingers, and this made him grab my face and force it around to his and rammed his tongue urgently into my mouth. He stopped and mumbled my pussy tasted great, my party piece had the desired effect. Now I wanted to do something for Jamal now, I slipped my fingers into the elastic of his swimming trunks and released the biggest cock I had ever seen in my life, I purred “that looks so much bigger than the banana you fucked me with”. I took his cock in my hand and was totally shocked at the hardness and the pulsating power. It left me a little scared and excited thinking that soon Jamal would be pushing this monster inside me and it would be touching places that Tony had never touched before. Getting on to my knees I pulled his swimming trunks to his ankles and he stepped out of them Jamal looked down at me and grunted "Suck my fucking cock Cathy! Please Suck me till I cum!" I moved down between Jamals thighs and started to take as much of his cock into my mouth as I could, it was so much different from my hubby’s, try as I did there was no way I could get it all into my mouth, so I decided to concentrate on the head. I run my tongue continually around the velvety purple head of his cock, increasing the speed, this always had the effect of driving my hubby wild and eventually Cumming. At the same time I raked my finger nails across his smooth balls. This carried on for some minutes, I was thinking that by now I would have made my hubby would have shoot his load and was it worth continuing as Jamal was showing no signs of Cumming, other then the occasional moan or sigh, all my hard work didn’t seem to be having the desired effect. Then suddenly he grabbed the back of my head and drove his cock into mouth, very nearly choking me, he shouted "That's it gorgeous, I'm going to Cum." Taken by surprise I instinctively pulled away from his cock. Then Jamal yelled "Oh Fuck, Yes, I'm fucking Cumming!" as the first wad of cum exploded from his cock. I closed my eyes and then felt his warm cum landing on my nose and cheeks and in my mouth. Quickly getting myself back together, I latched my mouth onto the end of his cock and sucked, letting him fill my mouth with the last drops of his cum, I pulled away to swallow it, the taste was so different from my hubby’s, it tasted so much better. I let the cum slide down my throat slowly, during all of this I had not noticed that Jamal was running his hand up and down his cock, which had the result of shooting the last of his cum onto my neck and boobs. "Damn!" Jamal gasped when his cock finally stopped spurting. "I don't think I've ever enjoyed a better blow job in my life!" With that he pulled me to my feet and I went to kiss him, something I always do with my hubby when I have his sperm in my mouth, I just love passing his sperm into his mouth. But surprisingly Jamal was uncomfortable with this and passed me a bottle of water from a nearby shelve. I opened it and gargled it around my mouth then spat it out on to the sandy floor. Then we kissed passionately, within seconds I could feel his cock hardening against my tummy, his recovery time was amazing but I suppose it would have to be in his line of work. Then he manoeuvred me to the floor and I take up a position on my knees. Now was the moment that another guy was going to fuck me and I became very nervous, reality hit me or I was sobering up. Jamal had no condom, the number one rule Tony had sensibly set out was condoms, I also didn’t want my first time to be so sordid, I wanted to be taken in a bed with Tony watching me. With that I jumped up into my feet, apologising profusely I muttered something silly like “I haven’t got $200 with me and I need ask my hubby about spending $200”. I could see the bemusement and disappointment in Jamal’s face, as he pleaded with me to reconsider. “I am no cock teaser Jamal, come over to the hotel tonight at eight, if my hubby says you can fuck me I will meet you in the reception”, Then I pulled on my bikini bottoms and top, gave Jamal a quick kiss on the lips and run off back to the hotel. My heart was racing; whilst being so excited I couldn’t believe what I had just done. When I got back to the hotel room my hubby was in the shower, I hurriedly pulled of my bikini and got in the shower with him. I just got down on my knees and asked him to fuck me, (I was so desperate), Tony got behind me and slide his cock into my sodden pussy and began to fuck me gently from behind, the way that he always does, but this afternoon I needed to be fucked hard, I screamed at him that I had just been finger fucked and was going to let someone fuck me. Tony grabbed my hips and started to fuck me very aggressively in a way that he had never done before, asking if it was okay. "I’m fucking loving it, you can do whatever you like to me. Fuck any hole just don't stop....please don’t stop". I wanted him to fuck my arse for being such a slut, sadly he didn’t take the hint, Tony’s thrusting became more aggressive and started to fuck me in a very urgent and aggressive way, my boobs were bouncing all over the place until Tony leaned down, cupped them and then started to very roughly knead them in his hands. Then he moved both his hands around my hips, my boobs started bouncing all over the place again and he was grunting and moaning as he slammed his cock into me. Tony asked me to tell him about my encounter and I started to tell him about the afternoon between pants and gasp's, Tony was slamming his cock in and out of my pussy. I was now more or less chanting the words continually “Oh my god I never been fucked like this” Then in the height of my arousal I let slip “ fuck me Jamal, fuck me”. My action and words sent Tony over the edge, and he tensed up and yelled "Oh Yes, that’s me finished babe!", I felt a spurt of hot cum in my pussy, my pussy spasmed in response, the muscles closed around his cock and seemed to milk every last drop. I closed my eyes and fantasied that I had just been fucked by Jamal, as I felt his warm creamy cum spread inside me and then seeping out of my pussy and down my thighs. I Cum so strongly that I just lost complete control and was very vocal, screaming out through the peak of my biggest orgasm ever “fuck me black guy, fuck me” and at that Tony exploded in me, his cum sputtered all inside my pussy. I collapsed to the floor of the shower completely satisfied. Tony collapsed on to top of me and we lay still under the running water, my pussy contracted and Tony slowly slipped his semi limp cock out of me. He gasped "Fuck!" I don't think I've ever enjoyed a better fucking session". In the bed, I cuddled up to Tony and said “you know that I want to be fucked by another guy and you would like me to be fucked by another man, well it very nearly happened today”. Tony laughed “I gathered that babe, you were so horny, do you want to tell me all about it”. I nodded my head and then nervously gave him only half story. I thought it wise to omit the banana incident and the fact that I was within a whisker of letting a total stranger fuck me with no protection in a storage shed of a public bar. Tony turned to me lovingly said “do you want him to fuck you”, “Yes, yes I do, I was so hot for him, I was so, so near to letting him fuck me”, Tony replied “well it's okay with me; you are so sexy it is wrong that you have only been fucked be me”. I kissed Tony passionately and said “there’s one other little thing, his black”, I decided to omit the part about being a gigolo to women on holiday, he wasn’t going to charge to fuck me. Tony laughed and said “I kinda figured that out myself babe, that’s not a problem you go and enjoy yourself” There was a moment of uncomfortable silence and Tony continued “when are you planning to do the deed babe”. I found myself replying “would you mind if we do this, I have planned to meet him in the reception at 8, can we all have dinner and a drink together and if we get on, I want you to both to fuck me on this bed tonight, but I will understand if you don’t want to watch because I am sure that he is going to fuck me silly and I am really not sure how I am going to react to that”. Tony laughed “my god you are a right little slut; you have only had me, now you’re planning a threesome with a black guy who you think is going to fuck your brains out”. Can I take that as a yes? Tony nodded and I planted a big kiss on his lips, thanking him for being the best hubby in the world and at the same time being so nervous about what the night ahead.