It's a Small World, a Sugarbaby Story

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Qster

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Once upon a time, at a different city, I worked for the Frenchman; he is a fun guy to be with at the bar but you need to count your fingers after each handshake with him, he is vicious at business. He is actually not French but because he is fluent, that's my nickname for him. The Frenchman has a smoking hot wife, a total MILF, late 40s with a body that 20 year olds dream of. The rumour is that she loves to swing, I have heard of many stories about booze-filled orgies at his place in the country, complete with an indoor swimming pool (this fact is important later). Never had a swinger girlfriend myself so I can only imagine what their couple parties are like. On top of that, he cheats on his wife all the time when he is on the road; THAT, I had seen first hand.

Despite the fact that I hadn't worked for him for over 10 years, I still have many friends who work with him. One day, one of these friends received an notification from a notable sugarbaby site. In one of the teaser pictures, the sugarbaby has mouse ears etc, a little obscured but definitely familiar. Like any horny sugardaddy would do, he paid and gained access to the sugarbaby's secret album. Surprise surprise, the girl was posting in her bikini at the Frenchman's swimming pool. She also worked as a temp at the Frenchman's office a couple of summers ago; why not, she is the Frenchman's niece. My buddy messaged her and her asks are high but, like her aunt, she is smoking hot with many things to offer. Our little gang are having a great time chatting about what to do next; she would definitely recognize the Frenchman's employees at a date, but she has never met me. It will cost me a bit of money but I would be lying if I say I am not tempted; if only there is no pandemic and travelling is easy. I am seriously curious as to what the Frenchman would do if he finds out what his niece does for play money. Or would I even tell him? That is also one thing all of the Frenchman's employees are talking about, should one of them tell the Frenchman.

The irony of a swinging boozing cheating millionaire uncle having a smoking hot sugarbaby niece open for "business" has not eluded me. I have had a couple of sugarbaby arrangements before but nothing close to home like this. What would you guys do if you find out that your ex-boss's hot niece is working as a sugarbaby/escort/masseuse.

The moral of the story, it is a small world after all.
 
Something not too far off of your situation I've had to deal with myself. In this case it was the boss's daughter. She's in her 20's, has worked in the office off and on. One day I see her face on LL, along with a post on CAF about her. The tattoos on her shoulders confirm it's her even if I could have mistaken the face. Honestly, I didn't do anything when the ad was up; she took it down within a week. I did bring it up to her in person when we were alone, recommending that she edit out her tattoos and face in the future if she's going to put up the ad again if she didn't want to be recognized.
 
Once upon a time, at a different city, I worked for the Frenchman; he is a fun guy to be with at the bar but you need to count your fingers after each handshake with him, he is vicious at business. He is actually not French but because he is fluent, that's my nickname for him. The Frenchman has a smoking hot wife, a total MILF, late 40s with a body that 20 year olds dream of. The rumour is that she loves to swing, I have heard of many stories about booze-filled orgies at his place in the country, complete with an indoor swimming pool (this fact is important later). Never had a swinger girlfriend myself so I can only imagine what their couple parties are like. On top of that, he cheats on his wife all the time when he is on the road; THAT, I had seen first hand.

Despite the fact that I hadn't worked for him for over 10 years, I still have many friends who work with him. One day, one of these friends received an notification from a notable sugarbaby site. In one of the teaser pictures, the sugarbaby has mouse ears etc, a little obscured but definitely familiar. Like any horny sugardaddy would do, he paid and gained access to the sugarbaby's secret album. Surprise surprise, the girl was posting in her bikini at the Frenchman's swimming pool. She also worked as a temp at the Frenchman's office a couple of summers ago; why not, she is the Frenchman's niece. My buddy messaged her and her asks are high but, like her aunt, she is smoking hot with many things to offer. Our little gang are having a great time chatting about what to do next; she would definitely recognize the Frenchman's employees at a date, but she has never met me. It will cost me a bit of money but I would be lying if I say I am not tempted; if only there is no pandemic and travelling is easy. I am seriously curious as to what the Frenchman would do if he finds out what his niece does for play money. Or would I even tell him? That is also one thing all of the Frenchman's employees are talking about, should one of them tell the Frenchman.

The irony of a swinging boozing cheating millionaire uncle having a smoking hot sugarbaby niece open for "business" has not eluded me. I have had a couple of sugarbaby arrangements before but nothing close to home like this. What would you guys do if you find out that your ex-boss's hot niece is working as a sugarbaby/escort/masseuse.

The moral of the story, it is a small world after all.

I say, Just Go For It. Firstly, it's an ex-Boss' niece. Secondly, chances are this niece wants the excitement even more than money. A form of self-worth affirmation. I would be obliged to affirm it.


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Interesting story.

Back about 20 ish years ago my boss of a large company while we were slow would get me to pick up packages, run errands and even go to his house to clear snow on his driveway and sidewalk. On a couple occasions his daughter a very large breasted east Indian gal invited me in to warm up gave coffee etc.

As time passed and we got more familiar with talking she asked if I needed to have a shower after so much hard work. I obliged and to my surprise she joined me in the shower. The first time she tit fcked me next time blew me. And finally we went all the way. I certainly think she would have done it all to start but I was always saying that your father would kill me if I fcked you. So she would give me everything but. After the snow stopped cumming I stopped cumming as well. Boy those were the days.

Baller

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you shoulda kept on balling her...
:D
Interesting story.

Back about 20 ish years ago my boss of a large company while we were slow would get me to pick up packages, run errands and even go to his house to clear snow on his driveway and sidewalk. On a couple occasions his daughter a very large breasted east Indian gal invited me in to warm up gave coffee etc.

As time passed and we got more familiar with talking she asked if I needed to have a shower after so much hard work. I obliged and to my surprise she joined me in the shower. The first time she tit fcked me next time blew me. And finally we went all the way. I certainly think she would have done it all to start but I was always saying that your father would kill me if I fcked you. So she would give me everything but. After the snow stopped cumming I stopped cumming as well. Boy those were the days.

Baller

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Approaching sex workers in public is incredibly unprofessional, tacky and a violation of someone's boundaries.
Next time just dont.
This is something sex workers hate and often get black listed.
 
Dated a stripper turned escort turned drug pusher .
She screwed her doctor
She screwed her landlord
She screwed her boss
She screwed her pharmacist
She screwed her cousin
She screwed her home renovator
She screwed her FWB
 
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I dated a parttime stripper too, she was one of the sweetest graduate student I had ever met; I was an undergrad back then. She gave me plenty of warning that our relationship is temporary. As soon as she graduated, she literally packed up, left the country and was never seen again. Unfortunately for me, I think I was truly in love with her.

As for the Frenchman's niece, I think all of us came to the conclusion that it is not worth the effort or potential trouble to do anything. Just not worth it to get in trouble with the French mafia. If her family finds out, they will have to find out on their own. It is just that this world feels so small with the internet and social media these days.
 
I dated a parttime stripper too, she was one of the sweetest graduate student I had ever met; I was an undergrad back then. She gave me plenty of warning that our relationship is temporary. As soon as she graduated, she literally packed up, left the country and was never seen again. Unfortunately for me, I think I was truly in love with her.

As for the Frenchman's niece, I think all of us came to the conclusion that it is not worth the effort or potential trouble to do anything. Just not worth it to get in trouble with the French mafia. If her family finds out, they will have to find out on their own. It is just that this world feels so small with the internet and social media these days.

Kind of supprised how many girls put their face photos up on sugar sites, I've seen 1-2 faces I know IRL on these sites over the years. Obviously just booked those and moved on. I don't put my real face on the public pictures for the same reason.
 
I dated a parttime stripper too, she was one of the sweetest graduate student I had ever met; I was an undergrad back then. She gave me plenty of warning that our relationship is temporary. As soon as she graduated, she literally packed up, left the country and was never seen again. Unfortunately for me, I think I was truly in love with her.

As for the Frenchman's niece, I think all of us came to the conclusion that it is not worth the effort or potential trouble to do anything. Just not worth it to get in trouble with the French mafia. If her family finds out, they will have to find out on their own. It is just that this world feels so small with the internet and social media these days.
I've dated sex workers, and I've been in the Lifestyle for some time. On top of that, I've recognized a co worker's relative on LL, as she had helped out around the office on occasion. It was an ad that was up briefly, but as I recall she showed part of her face and left her tattoos unblurred. There's no need to bring drama into work, much less something that could ruin a career.
 
I dated a parttime stripper too, she was one of the sweetest graduate student I had ever met; I was an undergrad back then. She gave me plenty of warning that our relationship is temporary. As soon as she graduated, she literally packed up, left the country and was never seen again. Unfortunately for me, I think I was truly in love with her.

As for the Frenchman's niece, I think all of us came to the conclusion that it is not worth the effort or potential trouble to do anything. Just not worth it to get in trouble with the French mafia. If her family finds out, they will have to find out on their own. It is just that this world feels so small with the internet and social media these days.
Probably worth the effort if she is that hot.....but the yang is not worth the trouble. Don't need the stress, that if her family or friends find out and decide to make your life a living hell. Been there and done that, believe me it can turn your life upside down.
Fast forward to today, been tempted a few times but I walked knowing that if this goes sideways. No telling how it plays out. Tough sitting down after the fact wondering what if, but knowing I made the right decision. Especially difficult when a sexy married lady throws herself at you.
Done the swinging lifestyle off/on over the years. That can be exhausting being a single guy to make connections but great when works out.
 
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    Take a peek on Tomorrow@Sunrise Relaxation Downtown: Jennifer, Tina and Kitty will be there to ignite all your desires. Call (416)500-0921 for detail schedule and insight info
  29. EMSpa_schedule:
    Tomorrow's sneak peek: On Thursday May 29, 2025, our attendants will be Ada ๐Ÿค—, Cici ๐Ÿคฉ, Vicky ๐Ÿ˜, Sophie ๐Ÿ˜ and Monica ๐Ÿฅฐ. Call us at โ˜Ž๏ธ(905) 479-6668โ˜Ž๏ธ to book!
  30. wilson holistic centre:
    ๐Ÿ’•๐Ÿ’•Beautiful Korean girl working at 382 Wilson Ave ๐Ÿ’•๐Ÿ’•โ˜Ž๏ธโ˜Ž๏ธ416-840-0071โค๏ธโค๏ธ
  31. Nu spring spa888:
    ๐ŸŒน๐ŸŒน๐ŸŒนsexy hot Viennese ๐Ÿ’–Filipino ๐Ÿ’– Korean girls ๐Ÿ‘working at Nu spring spa๐Ÿ’‹๐Ÿ’‹โ˜Ž๏ธ416-669-8508๐ŸŒน๐ŸŒน๐ŸŒน
  32. Spa in Markham:
    GOLDEN FS โ€“ 8380 Kennedy Rd ๐Ÿ“ž 905-258-0777 / 416-688-6886 ๐Ÿ‡ป๐Ÿ‡ณ CICI, ๐Ÿ‡ฎ๐Ÿ‡ณ SONIA (2PM), ๐Ÿ‡ฒ๐Ÿ‡พ AMY ๐Ÿ”Ž View Schedule: bit.ly/flowers_schedule ๐Ÿ›Ž๏ธ Booking Now: bit.ly/bookinggoldenlove
  33. FLOWER Spa - BLUEXADO | Thornhill | VAUGHAN:
    BLUEXADO FS โ€“ #06-1102 Centre St ๐Ÿ“ž 416-357-9797 / 416-678-8668 ๐Ÿ‡จ๐Ÿ‡ด MEGAN, ๐Ÿ‡ป๐Ÿ‡ณ MY LINH, ๐Ÿ‡ป๐Ÿ‡ณ JULIE ๐Ÿ”Ž View Schedule: bit.ly/flowers_schedule ๐Ÿ›Ž๏ธ Booking Now: bit.ly/bookingbluexadolove
  34. FLOWER Spa โ€“ PINK | Scarborough | TORONTO:
    PINK FS โ€“ 3300 McNicoll Ave ๐Ÿ“ž 416-299-5515 / 416-817-3839 ๐Ÿ‡ฎ๐Ÿ‡ท ELINA, ๐Ÿ‡ป๐Ÿ‡ณ KELLY, ๐Ÿ‡ธ๐Ÿ‡ฌ CANDY (12PM) ๐Ÿ”Ž View Schedule: bit.ly/flowers_schedule ๐Ÿ›Ž๏ธ Booking Now: bit.ly/bookingpinklove
  35. Golden Sunshine Spa:
    โœจClick on our Username and FOLLOW US for updates and special services ! โœ… Click Here Today๐ŸŒธAkame๐ŸŒธChristina๐ŸŒธXuka๐ŸŒธLynda๐ŸŒธMilly Call us โ˜Ž 905 - 265 - 2158โ˜Ž๏ธ Your ultimate service awaits! โœจ
  36. Soul Relax Spa:
    โœจ Looking for a relaxing escape? โœ… Click Here Meet๐ŸŒธTina๐ŸŒธIsabella๐ŸŒธMonikaCall us today for the best treatment and service experience. Click on our Username and FOLLOW US for updates ! Call now โ˜Ž 289 - 298 - 5662โ˜Ž๏ธ Your ultimate relaxation awaits! โœจ
  37. SL Spa:
    ๐Ÿ’†โ€โ™€๐Ÿ’–WooHoo Wed๐Ÿ’– Ultimate destination for Asian massages๐ŸŽ‰ Two fab spots: Richmond Hill & Oakvilleโœจ Your passport to paradise with 10 enchanting girls fr China, HK, Japan & Korea โ€” ๐Ÿ†•Luna, Cindy, Coco,Cici, Jenny, Amber, JPN Yui, Akino, Jasmine & Lucyโ€” ready to pamper you๐ŸŽ๐Ÿ Ring us ๐Ÿ“ž647-695-6354 or text us ๐Ÿ“ฑ647-578-8169โœจ 160 East Beaver Cr., Unit 12, RichmondHill ๐Ÿ’ฐWhere Eastern charm meets Western comfort - your bliss awaits๐Ÿ™Œ
  38. Lulu1980:
    Phoenix Blossom Spa ๐ŸŒน๐ŸŒน๐ŸŒน2 girls ๐Ÿ”ฅ๐Ÿ”ฅ๐Ÿ”ฅ5124 Dundas St W Etobicokeโ˜Ž๏ธ416-817-3366๐Ÿ‘ Table Shower Sea Salt Bath Body Scrub๐Ÿ˜˜ Japanese girl Nina โค๏ธ Natural Big Boobs 38 DD ๐Ÿ˜˜Pink Mini Nipples Hot body slide, super enjoyable๐Ÿ˜˜๐Ÿ˜˜๐Ÿ˜˜๐Ÿ˜˜ very provocative service๐Ÿ˜˜๐Ÿ˜˜๐Ÿ˜˜, professional super Luna deep tissue massage, has therapeutic effect to loosen bones and relieve muscle pressure and will bring you unexpected service effects, she will bring you a little surprise๐Ÿ˜๐Ÿ˜๐Ÿ˜๐Ÿ˜โค๏ธYou are welcome to make an appoint
  39. SpringGreen.:
    Today we have 5 girls on downtown Toronto 72 gerrard st west๏ผš๐Ÿ’‹๐Ÿ’‹ New girl gaga Serving The Queen ๐Ÿ’‹๐Ÿ’‹Bunny- Tanned Spanish beauty with large melons and a fun booty too Wendy- exotic goddess with a gymnasts body and corresponding flexibility Jennifer- Exotic beauty with... Call and text 647 891 0699 ask questions Thanks ๐Ÿ’‹๐Ÿ’‹
  40. Jennyโ€™s Spa:
    ๐ŸŽ‰๐Ÿ’JENNYโ€™S SPA๐ŸŽ‰๐Ÿ’ โœ…5170 DUNDAS STREET WESTโœ… ๐Ÿ‘ŒETOBICOKE ONTARIO M9A 1C4๐Ÿ‘Œ โ˜Ž๏ธ( 647-893-5196)โ˜Ž๏ธCall or Text โ˜Ž๏ธ( 437-888-3759)โ˜Ž๏ธCall Only (ETOBICOKE) OPEN 10am to 9pm MONDAY to SUNDAY ๐Ÿ”ฅโœ…GRAND OPENING๐Ÿ’ฏNEW GIRLS EVERYDAY๐Ÿ”ฅEXCELLENT MASSAGE + SERVICE QUEENS NOW AVAILABLE AT JENNYโ€™S SPA FOR ALL YOUR MASSAGE AND SPECIAL EXTRA NEEDS๐Ÿ”ฅ๐Ÿ’ฏ๐Ÿ˜˜๐Ÿ”ฅโค๏ธ๐Ÿ‘Œ ๐Ÿ”ฅTWO BEAUTIFUL NEW YOUNG ASIAN GIRLS EVERYDAY๐Ÿ”ฅ ๐Ÿ’ฏREAL PICTURES OF ATTENDANTS๐Ÿ’ฏ ๐Ÿ”ฅ๐Ÿ’‹Limited Time Special Promotion๐Ÿ”ฅ๐Ÿ’‹ โœ…๐Ÿ’ฆ30 Minutes Nude Mass
  41. Red Rose Spa:
    ๐ŸŒธ We have 5 hot brown girls today ๐ŸŒธ MONICA, PAOLA, MALIYA, MONIKA, AMANDA, ASHA, JAZMINE, PREETI, ANGELINA, KIRAN ๐ŸŒธ 2588 Birchmount ๐ŸŒธ 2 Invergordon ๐ŸŒธ 647-702-8800 ๐ŸŒธ Please visit for a great erotic massage
  42. wilson holistic centre:
    ๐Ÿ’•๐Ÿ’•Beautiful Korean girl working at 382 Wilson Ave ๐Ÿ’•๐Ÿ’•โ˜Ž๏ธโ˜Ž๏ธ416-840-0071โค๏ธโค๏ธ
  43. wonderspa:
    ๐ŸŒบWonder spa,(9421Jane st unit127)call416-5000-800โ˜Ž๏ธbest massage in vaughan,Wednesday RMT available,๐Ÿ’„sexy face young girl Joey natural c cup,very good looking nice body slide,really popular ๐ŸŽlong hair Q Lucy good strong to relax oil massage, Relieve pain and remove stress,more experience,๐ŸŒนvery nice new girl CiCi, amazing the end,give you warm time,must try๐ŸŒน๐Ÿฅค
  44. AliceSpa:
    WEDNESDAY at ๐—”๐—Ÿ๐—œ๐—–๐—˜ ๐—ฆ๐—ฃ๐—” 416-298-0898, 4915 Steeles Ave. E, Scarborough 3 very nice girls here today. Open 10am to 9pm: CLOUDIA (11am-8pm): is Vietnamese, young, petite 5'2" & 96 Lbs, B Cup, best rim deep bbbj cim. $40 Room Fee + $80 (incl bbbj & fs). +$20 for rim/cim. Excellent open minded services. DORIS (12pm-9pm): from Taiwan, is young & petite with loing thick black hair, 105 Lbs
  45. Annie Spa:
    ๐Ÿ’‹๐Ÿ˜˜Sexy Petite Korean๐Ÿ‡ฐ๐Ÿ‡ทGirl Eva working with Sweet Beautiful Japanese New Cummer to Canada Feifei ๐Ÿ‡ฏ๐Ÿ‡ต and Sensual Pleasing Busty Coco๐Ÿ‡จ๐Ÿ‡ณtoday๐Ÿ’‹๐Ÿ˜˜Call or text ๐Ÿ“ฒ647-891-9688 or 416-291-8879๐Ÿ“ฒ
  46. EMSpa_schedule:
    Hey! Where have you been? Today (Wednesday), our amazing attendants are Carla โ€, Cici ๐Ÿ˜, Opal ๐Ÿคฉ, Sandy ๐Ÿค— and Yoyo ๐Ÿ˜. Call us at โ˜Ž๏ธ (905) 479-6668 โ˜Ž๏ธ to book your favourite and head on over to 7665 Kennedy Road, Unit 4, Markham!
  47. ForeverWarden:
    Wednesday at ๐Ÿซฆโค๏ธ๐Ÿ”ด๐ŸŸฅโ™พ๏ธ๐“•๐“ž๐“ก๐“”๐“ฅ๐“”๐“ก ๐“ข๐“Ÿ๐“โ™พ๏ธ๐ŸŸฅ๐Ÿ”ดโค๏ธ๐Ÿซฆ2190 Warden Ave, Unit 201, Scarborough ๐Ÿฐ๐Ÿญ๐Ÿฒ-๐Ÿด๐Ÿฌ๐Ÿฌ-๐Ÿณ๐Ÿด๐Ÿด๐Ÿณ: Bella, Cindy & Sasa. Bella is around 5โ€™3โ€ with a thin to medium build, C Cups, and a pleasing personality. She can offer dfk, bbbj and cfs as well as a good massage experience. Cindy is a slim beauty, 5โ€™4โ€, natural C Cups. Her massage is nice, her services will drive you wild & her finish is a dream
  48. HolidaySpa:
    Wednesday at ๐ŸŒด๐Ÿ˜Ž๐ŸŒ…๐“—๐“ธ๐“ต๐“ฒ๐“ญ๐“ช๐”‚ ๐“ข๐“น๐“ช๐ŸŒ…๐Ÿ˜Ž๐ŸŒด3517 Kennedy Rd, Unit 4, Scarborough โ˜Ž๏ธ๐Ÿฐ๐Ÿฏ๐Ÿณ-๐Ÿฎ๐Ÿฐ๐Ÿณ-๐Ÿญ๐Ÿญ๐Ÿต๐Ÿตโ˜Ž๏ธ: FIONA, KIKI & CINDY. FIONA is a slim hottie with long dark hair, great melons and ass, and nice services. Kiki is very attractive, young, about 5โ€™4โ€ and 110 Lbs., slim with a banging body. Kiki is very popular for her great attitude and services. CINDY is slim & incredibly sexy
  49. SugarLoveSpa:
    Wednesday at โค๏ธ๐Ÿ’™ ๐Ÿ’œโŽ๐—ฆ๐—จ๐—š๐—”๐—ฅ ๐—Ÿ๐—ข๐—ฉ๐—˜ ๐—ฆ๐—ฃ๐—”โŽ ๐Ÿ’–๐Ÿ’—๐Ÿ’˜: SARAH, SUSAN, TIFFANY & VIVI. 1270 Finch Ave W (at Keele St), Unit 18. North York, ON โ˜Ž ๐Ÿฐ๐Ÿฏ๐Ÿณ-๐Ÿฏ๐Ÿฒ๐Ÿฑ-๐Ÿฎ๐Ÿฒ๐Ÿด๐Ÿด โ˜Ž SARA is a beautiful Thai lady with C Cups, 160 Cms and 50 Kgs, with a full set of services to delight you. SUSAN is a small, slim & sexy Latina girl, 5'4" & 116 Lbs, with nice boobs and ass, very versatile services.
  50. ใ™ใฟใพใ›ใ‚“:
    Top notch line up with superstars like sunny , gabby , elena , kiki , Ella and cindy. At top notch wellness
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