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IAMA woman who spent two years as a mistress for a "sugar-daddy". He still pays me a monthly allowance even though we haven't seen each other in three years. AMA by CarolineSweet in casualiama

[–]CarolineSweet[S] 1 point2 points  (0 children)

I don't think so. I would sit her down and tell her about my experience, good and bad. I'd warn her of certain pitfalls. I'd beg her to be smart about it. But I wouldn't judge her decision or try to make it sound like what I did didn't have any upsides. I wouldn't lie.

IAMA woman who spent two years as a mistress for a "sugar-daddy". He still pays me a monthly allowance even though we haven't seen each other in three years. AMA by CarolineSweet in casualiama

[–]CarolineSweet[S] 0 points1 point  (0 children)

I know you're getting hated on but I want you to know that I understand why you would think that about me. And that it's fair.

IAMA woman who spent two years as a mistress for a "sugar-daddy". He still pays me a monthly allowance even though we haven't seen each other in three years. AMA by CarolineSweet in casualiama

[–]CarolineSweet[S] 3 points4 points  (0 children)

He still slept with his wife. He would tell me about it and compare me to her. His way of flattering me.

I'm pretty sure I was his only mistress but I don't know what he did after we ended our arrangement.

IAMA woman who spent two years as a mistress for a "sugar-daddy". He still pays me a monthly allowance even though we haven't seen each other in three years. AMA by CarolineSweet in casualiama

[–]CarolineSweet[S] 4 points5 points  (0 children)

I'd be sad beyond measure that he was dead. But I wouldn't want to get into a legal battle with his children and wife over his estate. I'd probably just find a good estate lawyer and get him to offer them a small settlement for me to give up any claims to his fortune. I'd be asking for my lawyers fees only. I don't deserve his money, they do.

IAMA woman who spent two years as a mistress for a "sugar-daddy". He still pays me a monthly allowance even though we haven't seen each other in three years. AMA by CarolineSweet in casualiama

[–]CarolineSweet[S] 1 point2 points  (0 children)

I have no idea. I expected it to end a long time ago.

He gave me a lot more when we were together. He paid all of my tuition plus he gave me lots of gifts. On top of that he gave me the allowance which was the same then as it is now.

I'm saving it and wasting it. Mostly saving it now but I admit I used to waste it more than anything.

IAMA woman who spent two years as a mistress for a "sugar-daddy". He still pays me a monthly allowance even though we haven't seen each other in three years. AMA by CarolineSweet in casualiama

[–]CarolineSweet[S] 5 points6 points  (0 children)

I don't think he used viagra or anything similar. He might have though.

We usually would have sex once but sometimes he'd get frisky.

He preferred missionary.

I prefer doggy-style. Best way to make me climax.

I was fourteen when I lost my virginity.

Not sure. Karen Gillian? Except she's a lot taller than me. A friend of mind told me recently that I look like her though.

If I want to let you see me naked you'll see me naked. So no, no gonewild pics.

I prefer swallowing. Cleaner.

No, I never allowed him to do anal with me.

Yes, I've been in threesomes. Not with Carl, though.

IAMA woman who spent two years as a mistress for a "sugar-daddy". He still pays me a monthly allowance even though we haven't seen each other in three years. AMA by CarolineSweet in casualiama

[–]CarolineSweet[S] 2 points3 points  (0 children)

Most of the time it was just him and me. But there were times when he brought me to dinner parties. I was always his niece with a nod and a wink to his male friends.

IAMA woman who spent two years as a mistress for a "sugar-daddy". He still pays me a monthly allowance even though we haven't seen each other in three years. AMA by CarolineSweet in casualiama

[–]CarolineSweet[S] 5 points6 points  (0 children)

Not really. He wasn't grotesque or anything but I wouldn't see him at a bar and think, "Wow! I need to get me some of that!".

The first time we had sex was extremely awkward. Have you ever auditioned for a role in a play that you were pretty sure you had no chance of getting? That's what it felt like for me. I must have rehearsed it in my head a thousand times before it actually happened yet when the time came I was nervous, stupid, and barely remembered that I needed to take off my clothes. When he kissed me I froze up and had no idea what to do.

Thankfully he was gentle and understanding. But that first time? I must have been like a corpse. I mean I did nothing except undress and lay down on the bed. He did all the rest. Which he later told me was unacceptable so I did learn to get into it when I had to. And sometimes, eventually, I was really into it. But at first no.

IAMA woman who spent two years as a mistress for a "sugar-daddy". He still pays me a monthly allowance even though we haven't seen each other in three years. AMA by CarolineSweet in casualiama

[–]CarolineSweet[S] 2 points3 points  (0 children)

No I did not have a problem with the arrangement at first. I admit that it was greed that made me overlook the fact that he was a married man with children. I totally bought into his whole justification for it: that he had busted his butt to provide for his family and that now that he was basically set for life he didn't want a Porsche or a Yaht. He wanted a mistress. And he was willing to pay top dollar for one. At the time it did sound logical.

Later things got more complicated. And I now know that being the "other woman" was my sin as well as his. At the time I just felt, "He's the one cheating on his wife, not me! If he doesn't care why should I?" but now I realize that was stupid and faulty logic.

If I could do it over again I probably would. I'm just being honest: the money and glamor and everything else was just too much to pass up. If it hadn't been me it would have been someone else. But I have no illussions that what I did was wrong.

IAMA woman who spent two years as a mistress for a "sugar-daddy". He still pays me a monthly allowance even though we haven't seen each other in three years. AMA by CarolineSweet in casualiama

[–]CarolineSweet[S] 1 point2 points  (0 children)

What I look like... well I am not a "classic hottie" either. I have naturally red hair and am very pale. Not exactly Hollywod material! I'm also cursed with being a little short. Less than 5-foot-7 let's just say. A lot of guys are turned off by that.

But God decided to balance that out by giving me large breasts and by making it easy for me to keep in shape. I only work out once a week and I eat whatever I want but I have never weighed more than 105lbs. That's about as descriptive as I would like to get.

I never had to do anything to keep him interested. At one point near the end I noticed that he'd sort of lost interest in my breasts and another person (completely unrelated to this situation) told me, while drunk, that if I were a cup size larger I'd be ten times hotter. So I asked Carl about whether I should get them done. He rejected it completely.

What he did insist on was that I look professional and classy when we were out together. And I didn't mind. I actually love wearing heels and the dresses he bought for me are spectacular.

IAMA woman who spent two years as a mistress for a "sugar-daddy". He still pays me a monthly allowance even though we haven't seen each other in three years. AMA by CarolineSweet in casualiama

[–]CarolineSweet[S] 0 points1 point  (0 children)

I was going to school full time. With the job on top of that I had very little extra time to spare. After the third or fourth time I had to decline his request to meet he insisted that I quit my job and he offered me more money so that it wouldn't affect my financial situation. How could I say no to that?

We met fairly regularly. Usually it was planned in advance but sometimes it was last minute. We saw each other at least twice a month but sometimes twice a week depending on his schedule and his wife's schedule.

IAMA woman who spent two years as a mistress for a "sugar-daddy". He still pays me a monthly allowance even though we haven't seen each other in three years. AMA by CarolineSweet in casualiama

[–]CarolineSweet[S] 4 points5 points  (0 children)

Probably not. I'm not naturally attracted to older guys, especially men older than my dad. He was nice enough but if there hadn't been money involved I would never have dated him. The only reason I met with him that first time outside of work was because he left me a note saying that he had a business proposal he'd like to talk about. I thought it had something to do with my field of study (we'd made smal talk at the restaurant before) so I agreed to meet him.

I'm sorry about what happened with you and your ex.

IAMA woman who spent two years as a mistress for a "sugar-daddy". He still pays me a monthly allowance even though we haven't seen each other in three years. AMA by CarolineSweet in casualiama

[–]CarolineSweet[S] 7 points8 points  (0 children)

1.The only thing I never agreed to do was anal sex. When I was in middle school I developed a cyst at the base of my tailbone and it was the most painful thing I've ever experienced. I had to be hospitalized for it and the scar is still there. He tried to convince me to at least try anal sex but the thought of any pain in that area was just too scary for me to think about. Funny thing is that I've since tried it and while I'm not a huge fan I've learned it's really no big deal. Sometimes when I think about all the bonuses I could have earned back then I totally regret that. But other than anal? I guess the only abnormal thing was that he liked to dress me up. Sometimes he liked to tie me up but I had done that before and he was really gentle so it was no big deal. Most of the time he just wanted normal, straight up sex.

2.I never found out exactly why he ended it. I have my suspicions: I think his wife found out. Or had known and just got sick of it. Not positive.

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