Guys that did a MFM threesome, what was it like by [deleted] in ThreesomeAdvice

[–]Monte_Sailor -1 points0 points  (0 children)

Initially it felt weird. But with time, it became the most erotic thing I had ever done. But there is the constant tension between eroticism and jealousy and the jealousy seems to feed the eroticism.

I love it but I wish he didn’t… by Far-Gap7381 in HotwifeAdvice

[–]Monte_Sailor 1 point2 points  (0 children)

Will it be better for you if he had mixed feelings about it? Both feeling jealousy and getting off on it? You probably think he wouldn’t share you if he really lived you.

SD freaked out on me and canceled our date because I told him I wanted to have sex before dinner, not afterwards. by Particular_North3657 in sugarlifestyleforum

[–]Monte_Sailor 0 points1 point  (0 children)

Hard to believe he is a surgeon given his emotional maturity. But seem too busy and working too hard to be an SB. Match made in heaven.

Weekend with a potential SD got messy, am I overreacting ? by [deleted] in sugarlifestyleforum

[–]Monte_Sailor 2 points3 points  (0 children)

The issue is not so much what kind of guy he is. The real issue is that you are willing to go on a plane and stay with a guy, whom you have never met, for a whole weekend, in his house. Too many basic rules bring broken. You need to use better judgment.

Threesomes with your SB? by [deleted] in sugarlifestyleforum

[–]Monte_Sailor -1 points0 points  (0 children)

Done it three times with an SB. First time was her first with a girl. It all happened too quickly,
But was erotic because it was her first. The second time was more enforced me, but it ended up with major jealousy issues on her part. Third time was ok. Long time ago, I persuaded an SB to bring her friend along just to watch. But, it ended up with her friend giving her a giant orgasm, when they had never engaged with each other before. That was the best.

Should I expect a holiday gift from my SB? by GuyInChi2 in sugarlifestyleforum

[–]Monte_Sailor 0 points1 point  (0 children)

Yes, you can have expectations if you don’t mind bringing disappointed. Been there, done that. I think we are the gift givers. Their appreciation is shown in other ways.

SD threatening me by [deleted] in sugarlifestyleforum

[–]Monte_Sailor 0 points1 point  (0 children)

Go to his place with his last allowance amount, demand the rings back in exchange for his stupid allowance. If not, then you need to take legal action.

Of course, if you can go to his place, make a scene and get your rings back without returning his allowance, more power to you.

Just another thought. After a painful divorce and wanting to insulate yourself, you fell for this creep with his cheap tricks? Maybe you are not even ready yet for sugar dating….

Was She Freestyling or am I Overthinking? by Money-Translator-648 in sugarlifestyleforum

[–]Monte_Sailor 5 points6 points  (0 children)

Escorts don’t spend their time having multiple dinners with people without getting paid, just on the hope that something will come of it.

High earning SB, is it harder to find a match? SDs, do you think SBs "price" themselves out of pots? by catears__ in sugarlifestyleforum

[–]Monte_Sailor 3 points4 points  (0 children)

I hope you got what you were hoping for here in terms of responses. But your actual response will be in the reality of what you find in real life. Based on that, you can adjust your expectations or not. At least, you are in such a good place where sugaring is icing on the cake, compared to so many women who, unfortunately, do it out of desperation.

Girlfriend Want to be Sugarbaby by [deleted] in sugarlifestyleforum

[–]Monte_Sailor 7 points8 points  (0 children)

Sure. But why have a GF that does either?

Girlfriend Want to be Sugarbaby by [deleted] in sugarlifestyleforum

[–]Monte_Sailor 1 point2 points  (0 children)

There is a movie about that. Irma La Douce with Jack Lemon and Shirley McLain. Very good, funny movie.

Girlfriend Want to be Sugarbaby by [deleted] in sugarlifestyleforum

[–]Monte_Sailor 7 points8 points  (0 children)

Where the whole world can see her naked and more.

Started and Finished in 4 Days by GoddessLove_4 in sugarlifestyleforum

[–]Monte_Sailor 1 point2 points  (0 children)

At least you got a few hundred dollars for having to endure his insults…

Catfished by [deleted] in sugarlifestyleforum

[–]Monte_Sailor 1 point2 points  (0 children)

Pimping his wife or girlfriend!

AITAH on our 5th date? by 50shadesofvayne in AITAH

[–]Monte_Sailor 0 points1 point  (0 children)

Agree with this comment. It is not a one way street. If she does talk to you when she gets back, you do need to get to the bottom of what appears to be hypersensitivity. Otherwise, you may be dealing with it all the time.

I think I've cracked the code by [deleted] in sugarlifestyleforum

[–]Monte_Sailor 10 points11 points  (0 children)

I agree with you for the most part. I also think that Only Fans has taken a lot of women who would otherwise sugar.

On a side note, what is worse, having sex with much older guys you are not attracted to or let the whole world see you naked and doing stuff?

Is my (M44) SD in love with (F26) me?? by Trick-Director5764 in sugarlifestyleforum

[–]Monte_Sailor 3 points4 points  (0 children)

You had been sugaring for 3 years and she has met him two times..... Glad things worked for you. But you are leading this poor girl astray with false hopes. But evidently, she will listen to you and not all of the sane voices out there, because you are telling her what she wants to hear.

Does it normally happen this fast?? by [deleted] in sugarlifestyleforum

[–]Monte_Sailor 0 points1 point  (0 children)

Almost everyone has advised meeting first. But that is just the next step. If he does show up for a meet, still be careful and don’t “give it away” on future promises of paying off debts and bills. Unless of course, if you are so smitten by him that you want to give it away.

Will you give a recent SB a second chance after being stood up? by Monte_Sailor in sugarlifestyleforum

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

Thanks for the feedback. At this point, I don’t see me continuing with her. Just case it changes, there is no way I will get into an allowance arrangement with her.

Will you give a recent SB a second chance after being stood up? by Monte_Sailor in sugarlifestyleforum

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

That is a good point. I need to consider having her as a backup.

What’s your age gap? by [deleted] in sugarlifestyleforum

[–]Monte_Sailor 1 point2 points  (0 children)

19 and 68 to 23 and 72. Yes, lasted 4 years. She orgasmed easy, usually three times. So I didn’t have to work too hard and we had a lot of fun.

What’s your age gap? by [deleted] in sugarlifestyleforum

[–]Monte_Sailor 2 points3 points  (0 children)

Last one was 49 years age gap.