A very very hot sexy holiday trip xx
I’m about to return from a lovely 10 days on the Athenian Rivera and it got me thinking about the only ‘proper’ holiday that I ever took with Sandra.
I’d told my wife that I was going to a Trade Fair, in Milan, for a week, well Monday to Friday actually, and that I’d be really busy so not to worry too much about contacting me. Of course Sandra was well up for it and didn’t need a second asking as she’d already been to lots of ‘trade fairs’ in the UK, even one in Berlin, with me, in the past, and that’s ’definitely’ another story, but not a proper ‘holiday’ as such.
We met at Bristol airport and got to Milan, mid afternoon. The company that I worked for, had, at the time an agent who pulled in a few favours and got us a great deal in a five star hotel overlooking Lake Como, called the Grand Tremezzo, if my memory serves me right. I must say that we did look the part, certainly rolling up in the agents Maserati GT, Sandra looking exceedingly delicious in very sophisticated sky blue suit, albeit, with a very short skirt, just short enough to give the bell boy greeting us, a glimpse of stocking top.
Our room, well suite actually, overlooked the lake and was amazing, everything you could wish for, every imaginable luxury provided for. Gianni, the agent, definitely had some clout in the Milan area, that’s for sure. It goes without saying that as soon as the door was closed, Sandra was on me like a leach and, in fairness we only stopped fucking, as we thought the kitchen might have been closing for the night!!!
It was a bit awkward for myself, as I couldn’t really go home with a nice tan, as I was supposed to be indoors, at a ‘trade fair’ so Gianni offered to show me the sights of Milan, whilst Sandra relaxed by the pool, set in amazing well manicured luxurious gardens. Gianni was a great guy, looked a bit like Sacha Distel (if you’re old enough to remember him) and seemingly very rich, his wealth obviously not coming from being an agent of the company I worked for!!! and quite a one for the ladies too. The first day we visited all the major sites including the cathedral, the painting of the last supper and the San Siro stadium, which was huge.
I sort of knew that Sandra wouldn’t just relax by a pool and read a book and, sure enough, over dinner that evening she related what she’d been up too. Of course this is only what Sandra told me, so I’m sure there would be more to it than she regaled to me. Apparently the pool ‘attendant’ was a young black guy, very fit, called Ezra and was very attentive to all of Sandra’s needs, involving rubbing in suntan oil, but more importantly, having a large rock hard cock which, she confessed to me, she couldn’t get enough off. That first day he’d fucked her by the pool, in the shrubbery and even in our suite, when she’d smuggled him up to the room. He must have had some staying power to keep up with Sandra’s sexual demands, poor lad. I was a bit aghast that they’d had sex by the pool but Sandra assured me that in this sort of ‘establishment’ the staff were definitely trained to turn a blind eye to that sort of thing. What the customer wants, the customer gets! I must confess that it certainly didn’t deter either of us having yet another passionate night of filthy hard sex, in fact I’m sure it ‘improved and enhanced’ both our performances.
I didn’t see Gianni the next day and so spent the next day, in the shade, by the pool with Sandra who, and I can see what attracted Ezra to her, was wearing the skimpiest bikini I think I’d ever seen. It covered absolutely nothing, both bikini top and bottom being no more than two bits of red string, the bottom piece of string cutting beautifully into Sandra’s cunt and pert ass. Ezra was in attendance, but kept his distance, and I could definitely see what Sandra saw in him. Very muscular, but not overly, his tight white cotton shorts enhancing his large cock, which, if it wasn’t hard, looked massive to me.
Dinner that evening was yet another prelude to fantastic nocturnal sex, Sandra looking amazingly sexy, her stunning figure a joy, hair and makeup perfect and wearing a see through dress that, like her poolside bikini, let little or nothing to the imagination. The restaurant wasn’t exactly packed but I wouldn’t be surprised if every male present wouldn’t have wished to be in my shoes and all the females as envious as fuck.
The next day Sandra made it obvious that the pool area was her domain and she subtlety suggested that I might take a lakeside walk and perhaps a steamer ride on the lake too. I’m not that naive and took her advice, especially as Gianni was taking me into town that evening, ostensibly for a quiet drink, but he’d hinted at a bit more fun than that. I only saw Sandra fleetingly that evening as we shared a quick bite before Gianni was due to pick me up, however she did tell me that she’d had another ‘pleasurable’ day, poolside with Ezra and that I should have a nice evening and not to rush back!!!!!
Gianni and I had been ‘whoring’ before and we both had very much the same taste in that department, tarty looking, on the skinny side, well me anyway and preferably youngish, if you get my drift. Apparently in Italy prostitution is legal, however brothels and pimps aren’t and in Milan there isn’t a recognised red light area although Gianni knew of several streets where street girls offered their bodies. It was a very sultry evening and when we came upon the girls, they were suitably dressed for the hot weather, eg very little cloths and lots of flesh. Gianni hadn’t brought his Maserati, instead a rather beat up Alpha Romeo saloon, which fitted in nicely, as we cruised the streets. I must confess that I’d seen better looking whores, the majority being oldish and plump, but there were some gems amongst them, one in particular taking my eye. Most of the better ones, that fell into our criteria, seemed to all be accompanied by an older whore who acted as her ‘minder’, whom Gianni had to negotiate with. The one I’d ‘selected’ definitely fitted the bill, insomuch as she was very pretty, olive skinned, lovely slim figure, long oiled legs, micro mini skirt, ankle boots and certainly on the lower side of my age range, which was good. Gianni sorted out the price and she got in the car with us and directed us to her ‘flat’, which turned out to be nothing more than a room in a fairly run down building. Gianni left me to it, telling me he was off to get a whore too.
She told me her name was Maria, well all Italian whores are called that, I suspect and that the woman Gianni had done the deal with, was actually her mother!!! Well to cut a long story short, she was a great fuck, a little bit inexperienced, with a reasonably tight cunt, which was nice and as a bonus smelt nice too. She’d not been on the game long and had been forced by her mother and father to do it. I got the impression that the father used her quite freely for sex. I think she took a bit of a shine to me as, as we waited for Gianni, at the buildings entrance she went down on me, giving me a free blow job which was only interrupted by Gianni turning up. Great girl, actually I felt a bit sorry for her.
Gianni had two more girls in the car with him, when he picked me up, one he’d already fucked in the car, while I’d been fucking Maria and another girl he thought I’d like, which I did, a lot!!! His was probably in her late twenties, early thirties, very nice, a bit Sophia Loren looking and dressed exactly how a whore should dress, skirt up around her ass, high heels and enough makeup to sink an Italian battleship. Mine was a cute black whore, about half her age or not a lot more, petite and seriously skinny but like Maria, very very pretty, in a boyish sort of way with her short tightly fuzzed Afro hair. She didn’t speak any English and only had a smattering of Italian so I never discovered her name but Gianni told me she was very expensive and quite ‘new’ to the game, in fact very very new!!! Both Gianni and myself got impression that she might have come from the Sudan but couldn’t be certain.
We went back to ‘Sophia Lorens’ flat, which was a lot plusher and spacious than Maria’s place, and even had two large bedrooms, one of which Gianni quickly disappeared into with his whore leaving me with my little whore in the living room. She was only wearing a tiny pair of tight blue satin shorts, a tiny boob tube covering her non existent tits and a pair of flip flops and now, in the light, I could see that she was very shy but once I’d told her, in sign language, that I’d be very gentle with her, she relaxed a lot, letting me pull down her shorts, examining, fingering and caressing her pert pussy and ass, while she stood, motionless in front of me. She was seriously gorgeous but there was a bit of a problem in that she didn’t smell too good, exceedingly sweaty and a bit shity, to say the least.
I led her into the bathroom and stood her naked in the tiny bathtub, soaped her all over and I mean ‘all over’, my soapy hands and fingers probing her pert cunt and plump ass. When I’d washed and dried her I found some of Sophia’s bodyoil and oiled her completely so that she looked amazing, her black blemish free skin, like oiled teak. She’d obviously had some experience, sex wise, as when I got my rock hard cock out she definitely knew what to do with it, sucking and playing with my cock beautifully. After a while I led her into the bedroom, lying her out on the bed and, after a bit of initial pain and crying, as I forced my cock into her very tight little cunt, she soon got the rhythm and I think, well I like to think, we both had a great time exploring each others bodies, she even letting me fuck for a little while, up her even tighter bum, which definitely got her screaming a bit!!! In fact fucking her anally was better for me, as fucking her cunt was a bit too boney. Like Maria, I think she quite liked me too, especially as I was very gentle with her, well the first time anyway, as I did fuck her about three more times, while we waited for Gianni screwing ‘Sophia’.
Gianni was a bit of a stallion, sex wise, but he did like a bit of rough stuff too and we could hear him slapping ‘Sophia’ about a bit between the moaning of, what must have been quite a hard sexual experience for her. Gianni eventually emerged from the bedroom, ‘Sophia’ definitely looking a bit worse for wear, well fucked and not the sexy gorgeous whore that had gone in with him and certainly made my little whore appreciate me even more. ‘Sophia’ definitely earned her money that night!!!
Gianni didn’t drop me back to the hotel till well after midnight but Sandra was still up, waiting for me in our luxury suite. Unusually for Sandra she didn’t immediately jump on me for sex, which was very unusual indeed, especially if she knew I’d been fucking around, the reason for which I soon discovered. Sandra and Ezra had had there ‘normal’ day, insomuch, as that he’d fucked her whenever Sandra had wanted cock and, likewise when Ezra fancied a bit of Sandra’s cunt, apparently all over the hotel complex and grounds!!! Ezra had told her that he had a friend, called Adi, also a black teenager, but more to the point he was ‘hung like the proverbial d….y’ and did Sandra fancy giving him a go? Well the answer to that question was a definite yes!
After dinner, Ezra had smuggled his friend Adi up to our suite and, basically, the pair of them fucked Sandra hard for about five hours, the pair of them leaving only shortly before I’d returned. Adi, according to Sandra had the biggest cock, on a guy at least, that she’d ever seen, a good twelve inches and thick with it and Adi definitely knew how to use it. The pair of them had fucked her in every position possible, split roasted her and Ezra had fucked her cunt and ass too. Luckily Adi stuck to fucking her cunt and when he did eventually cum it was like a fire hydrant going off, she’d never seen so much spunk come out of a cock. Of course I had to tell Sandra all that Gianni and myself had got up too and was quite disappointed at not sharing the little black whore with me, as she sounded her type too. All the talk of fucking had got us both well ‘aroused’ and we finished the night off enjoying fully her very bruised cunt and my well used cock.
For our last night I’d invited Gianni to join us for dinner, which he gratefully excepted, keen to meet Sandra, whom I’d told him so much about. Sandra excelled herself in the ‘I’m the most sexy and gorgeous woman in this hotel’ stakes, wearing a skimpy backless top together with a long black sheer skirt split to the waist emphasising, not only her long tanned legs, but also that she wasn’t wearing any underwear!! She was seriously beautiful and I was so so proud of her. Gianni turned up looking like some Italian matinee heart throb and completely mesmerised Sandra, who was knocked out by his looks and charm, falling totally under his spell. I was definitely an ‘also ran’.
The dinner, that evening, was amazing, once again Gianni using his ‘influence’ to ensure a really top class dining experience which, he insisted he pay for. I thought it only right that I should offer him Sandra, as some form of recompense, for the warmth and hospitality that he had shown me for the past couple of days. You might think my actions a bit odd but I can assure you that I knew Sandra wouldn’t be offended, in the least, at my offer as she loved the thought of being some sort of high class whore, to be offered to whoever her lover deemed she should go with. Gianni gratefully accepted my offer and, apart from telling him, no rough stuff unless she agrees, left them too it as I had my designs on one of the very attractive receptionist, who I was pretty sure just coming off her shift.
Gianni was the perfect lover and gave Sandra an excellent seeing too, fucking her for a good two hours, remarking that I was a very lucky guy to have such a beautiful and sexy fuck companion and Sandra reciprocated in the same manner, telling me that she’d throughly enjoyed his company and his amazing cock. I scored too and fucked the receptionist I’d had my eye on, in her staff room, whilst the other night shift receptionist slept blissfully unaware, in the other bed.
Great holiday but unfortunately the only one I ever had with the gorgeous Sandra.
I’d told my wife that I was going to a Trade Fair, in Milan, for a week, well Monday to Friday actually, and that I’d be really busy so not to worry too much about contacting me. Of course Sandra was well up for it and didn’t need a second asking as she’d already been to lots of ‘trade fairs’ in the UK, even one in Berlin, with me, in the past, and that’s ’definitely’ another story, but not a proper ‘holiday’ as such.
We met at Bristol airport and got to Milan, mid afternoon. The company that I worked for, had, at the time an agent who pulled in a few favours and got us a great deal in a five star hotel overlooking Lake Como, called the Grand Tremezzo, if my memory serves me right. I must say that we did look the part, certainly rolling up in the agents Maserati GT, Sandra looking exceedingly delicious in very sophisticated sky blue suit, albeit, with a very short skirt, just short enough to give the bell boy greeting us, a glimpse of stocking top.
Our room, well suite actually, overlooked the lake and was amazing, everything you could wish for, every imaginable luxury provided for. Gianni, the agent, definitely had some clout in the Milan area, that’s for sure. It goes without saying that as soon as the door was closed, Sandra was on me like a leach and, in fairness we only stopped fucking, as we thought the kitchen might have been closing for the night!!!
It was a bit awkward for myself, as I couldn’t really go home with a nice tan, as I was supposed to be indoors, at a ‘trade fair’ so Gianni offered to show me the sights of Milan, whilst Sandra relaxed by the pool, set in amazing well manicured luxurious gardens. Gianni was a great guy, looked a bit like Sacha Distel (if you’re old enough to remember him) and seemingly very rich, his wealth obviously not coming from being an agent of the company I worked for!!! and quite a one for the ladies too. The first day we visited all the major sites including the cathedral, the painting of the last supper and the San Siro stadium, which was huge.
I sort of knew that Sandra wouldn’t just relax by a pool and read a book and, sure enough, over dinner that evening she related what she’d been up too. Of course this is only what Sandra told me, so I’m sure there would be more to it than she regaled to me. Apparently the pool ‘attendant’ was a young black guy, very fit, called Ezra and was very attentive to all of Sandra’s needs, involving rubbing in suntan oil, but more importantly, having a large rock hard cock which, she confessed to me, she couldn’t get enough off. That first day he’d fucked her by the pool, in the shrubbery and even in our suite, when she’d smuggled him up to the room. He must have had some staying power to keep up with Sandra’s sexual demands, poor lad. I was a bit aghast that they’d had sex by the pool but Sandra assured me that in this sort of ‘establishment’ the staff were definitely trained to turn a blind eye to that sort of thing. What the customer wants, the customer gets! I must confess that it certainly didn’t deter either of us having yet another passionate night of filthy hard sex, in fact I’m sure it ‘improved and enhanced’ both our performances.
I didn’t see Gianni the next day and so spent the next day, in the shade, by the pool with Sandra who, and I can see what attracted Ezra to her, was wearing the skimpiest bikini I think I’d ever seen. It covered absolutely nothing, both bikini top and bottom being no more than two bits of red string, the bottom piece of string cutting beautifully into Sandra’s cunt and pert ass. Ezra was in attendance, but kept his distance, and I could definitely see what Sandra saw in him. Very muscular, but not overly, his tight white cotton shorts enhancing his large cock, which, if it wasn’t hard, looked massive to me.
Dinner that evening was yet another prelude to fantastic nocturnal sex, Sandra looking amazingly sexy, her stunning figure a joy, hair and makeup perfect and wearing a see through dress that, like her poolside bikini, let little or nothing to the imagination. The restaurant wasn’t exactly packed but I wouldn’t be surprised if every male present wouldn’t have wished to be in my shoes and all the females as envious as fuck.
The next day Sandra made it obvious that the pool area was her domain and she subtlety suggested that I might take a lakeside walk and perhaps a steamer ride on the lake too. I’m not that naive and took her advice, especially as Gianni was taking me into town that evening, ostensibly for a quiet drink, but he’d hinted at a bit more fun than that. I only saw Sandra fleetingly that evening as we shared a quick bite before Gianni was due to pick me up, however she did tell me that she’d had another ‘pleasurable’ day, poolside with Ezra and that I should have a nice evening and not to rush back!!!!!
Gianni and I had been ‘whoring’ before and we both had very much the same taste in that department, tarty looking, on the skinny side, well me anyway and preferably youngish, if you get my drift. Apparently in Italy prostitution is legal, however brothels and pimps aren’t and in Milan there isn’t a recognised red light area although Gianni knew of several streets where street girls offered their bodies. It was a very sultry evening and when we came upon the girls, they were suitably dressed for the hot weather, eg very little cloths and lots of flesh. Gianni hadn’t brought his Maserati, instead a rather beat up Alpha Romeo saloon, which fitted in nicely, as we cruised the streets. I must confess that I’d seen better looking whores, the majority being oldish and plump, but there were some gems amongst them, one in particular taking my eye. Most of the better ones, that fell into our criteria, seemed to all be accompanied by an older whore who acted as her ‘minder’, whom Gianni had to negotiate with. The one I’d ‘selected’ definitely fitted the bill, insomuch as she was very pretty, olive skinned, lovely slim figure, long oiled legs, micro mini skirt, ankle boots and certainly on the lower side of my age range, which was good. Gianni sorted out the price and she got in the car with us and directed us to her ‘flat’, which turned out to be nothing more than a room in a fairly run down building. Gianni left me to it, telling me he was off to get a whore too.
She told me her name was Maria, well all Italian whores are called that, I suspect and that the woman Gianni had done the deal with, was actually her mother!!! Well to cut a long story short, she was a great fuck, a little bit inexperienced, with a reasonably tight cunt, which was nice and as a bonus smelt nice too. She’d not been on the game long and had been forced by her mother and father to do it. I got the impression that the father used her quite freely for sex. I think she took a bit of a shine to me as, as we waited for Gianni, at the buildings entrance she went down on me, giving me a free blow job which was only interrupted by Gianni turning up. Great girl, actually I felt a bit sorry for her.
Gianni had two more girls in the car with him, when he picked me up, one he’d already fucked in the car, while I’d been fucking Maria and another girl he thought I’d like, which I did, a lot!!! His was probably in her late twenties, early thirties, very nice, a bit Sophia Loren looking and dressed exactly how a whore should dress, skirt up around her ass, high heels and enough makeup to sink an Italian battleship. Mine was a cute black whore, about half her age or not a lot more, petite and seriously skinny but like Maria, very very pretty, in a boyish sort of way with her short tightly fuzzed Afro hair. She didn’t speak any English and only had a smattering of Italian so I never discovered her name but Gianni told me she was very expensive and quite ‘new’ to the game, in fact very very new!!! Both Gianni and myself got impression that she might have come from the Sudan but couldn’t be certain.
We went back to ‘Sophia Lorens’ flat, which was a lot plusher and spacious than Maria’s place, and even had two large bedrooms, one of which Gianni quickly disappeared into with his whore leaving me with my little whore in the living room. She was only wearing a tiny pair of tight blue satin shorts, a tiny boob tube covering her non existent tits and a pair of flip flops and now, in the light, I could see that she was very shy but once I’d told her, in sign language, that I’d be very gentle with her, she relaxed a lot, letting me pull down her shorts, examining, fingering and caressing her pert pussy and ass, while she stood, motionless in front of me. She was seriously gorgeous but there was a bit of a problem in that she didn’t smell too good, exceedingly sweaty and a bit shity, to say the least.
I led her into the bathroom and stood her naked in the tiny bathtub, soaped her all over and I mean ‘all over’, my soapy hands and fingers probing her pert cunt and plump ass. When I’d washed and dried her I found some of Sophia’s bodyoil and oiled her completely so that she looked amazing, her black blemish free skin, like oiled teak. She’d obviously had some experience, sex wise, as when I got my rock hard cock out she definitely knew what to do with it, sucking and playing with my cock beautifully. After a while I led her into the bedroom, lying her out on the bed and, after a bit of initial pain and crying, as I forced my cock into her very tight little cunt, she soon got the rhythm and I think, well I like to think, we both had a great time exploring each others bodies, she even letting me fuck for a little while, up her even tighter bum, which definitely got her screaming a bit!!! In fact fucking her anally was better for me, as fucking her cunt was a bit too boney. Like Maria, I think she quite liked me too, especially as I was very gentle with her, well the first time anyway, as I did fuck her about three more times, while we waited for Gianni screwing ‘Sophia’.
Gianni was a bit of a stallion, sex wise, but he did like a bit of rough stuff too and we could hear him slapping ‘Sophia’ about a bit between the moaning of, what must have been quite a hard sexual experience for her. Gianni eventually emerged from the bedroom, ‘Sophia’ definitely looking a bit worse for wear, well fucked and not the sexy gorgeous whore that had gone in with him and certainly made my little whore appreciate me even more. ‘Sophia’ definitely earned her money that night!!!
Gianni didn’t drop me back to the hotel till well after midnight but Sandra was still up, waiting for me in our luxury suite. Unusually for Sandra she didn’t immediately jump on me for sex, which was very unusual indeed, especially if she knew I’d been fucking around, the reason for which I soon discovered. Sandra and Ezra had had there ‘normal’ day, insomuch, as that he’d fucked her whenever Sandra had wanted cock and, likewise when Ezra fancied a bit of Sandra’s cunt, apparently all over the hotel complex and grounds!!! Ezra had told her that he had a friend, called Adi, also a black teenager, but more to the point he was ‘hung like the proverbial d….y’ and did Sandra fancy giving him a go? Well the answer to that question was a definite yes!
After dinner, Ezra had smuggled his friend Adi up to our suite and, basically, the pair of them fucked Sandra hard for about five hours, the pair of them leaving only shortly before I’d returned. Adi, according to Sandra had the biggest cock, on a guy at least, that she’d ever seen, a good twelve inches and thick with it and Adi definitely knew how to use it. The pair of them had fucked her in every position possible, split roasted her and Ezra had fucked her cunt and ass too. Luckily Adi stuck to fucking her cunt and when he did eventually cum it was like a fire hydrant going off, she’d never seen so much spunk come out of a cock. Of course I had to tell Sandra all that Gianni and myself had got up too and was quite disappointed at not sharing the little black whore with me, as she sounded her type too. All the talk of fucking had got us both well ‘aroused’ and we finished the night off enjoying fully her very bruised cunt and my well used cock.
For our last night I’d invited Gianni to join us for dinner, which he gratefully excepted, keen to meet Sandra, whom I’d told him so much about. Sandra excelled herself in the ‘I’m the most sexy and gorgeous woman in this hotel’ stakes, wearing a skimpy backless top together with a long black sheer skirt split to the waist emphasising, not only her long tanned legs, but also that she wasn’t wearing any underwear!! She was seriously beautiful and I was so so proud of her. Gianni turned up looking like some Italian matinee heart throb and completely mesmerised Sandra, who was knocked out by his looks and charm, falling totally under his spell. I was definitely an ‘also ran’.
The dinner, that evening, was amazing, once again Gianni using his ‘influence’ to ensure a really top class dining experience which, he insisted he pay for. I thought it only right that I should offer him Sandra, as some form of recompense, for the warmth and hospitality that he had shown me for the past couple of days. You might think my actions a bit odd but I can assure you that I knew Sandra wouldn’t be offended, in the least, at my offer as she loved the thought of being some sort of high class whore, to be offered to whoever her lover deemed she should go with. Gianni gratefully accepted my offer and, apart from telling him, no rough stuff unless she agrees, left them too it as I had my designs on one of the very attractive receptionist, who I was pretty sure just coming off her shift.
Gianni was the perfect lover and gave Sandra an excellent seeing too, fucking her for a good two hours, remarking that I was a very lucky guy to have such a beautiful and sexy fuck companion and Sandra reciprocated in the same manner, telling me that she’d throughly enjoyed his company and his amazing cock. I scored too and fucked the receptionist I’d had my eye on, in her staff room, whilst the other night shift receptionist slept blissfully unaware, in the other bed.
Great holiday but unfortunately the only one I ever had with the gorgeous Sandra.
2 months ago
