Ever been a kept man?

coolhungluke

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It did not start this way but now I have finally realized that I am a kept man. Lucky that I am with a woman who is really into me. It is also erotic to be somewhat of a boytoy. Traveling as her comfort companion on business trips and being told what to wear. Has anyone else experienced this?
 
Not quite 'kept' but more like a son to a daddy....
it was kinda embarrassing and felt demeaning after a while.

I was 20, he was 51. I know it might raise a few flags to some people, but at the time it felt right. Yes, he bought me clothes and mini daytrips to the beach because I was young and pretty. Then he told me he wanted more of a relationship and I just wanted to play. We had completely different goals and I didn't want to be a trophy boy anylonger.
 
. Has anyone else experienced this?


NOPE , I have had several offers from all over the world but the only person I have been kept by is my mother LOL . I don't think I could ever let myself be either, maybe if I were in such dire economic straights but even then I dunno if I could be bought !




HH
 
It depends on how you want to live your life. The only thing I would add though is that should it go wrong or they tire of you your'e stuffed all round. Homeless and penniless.
 
I guess this situation is the reality of some married women still..could be my whole life reality also..if I got married at young age when I was engaged with my 1st 3 fiancees and maybe few others guys also (not my ex husband thou..he was a Leo & rebel)..I guess too many men are protective and somehow my ways and looks of "innocence" brought this protective thing on them..who knows..?

But although I could look a saint angel or whatever I'm too free spirit, oppinionated and etc and would not stand that for more than few months..no way. But some people are more tolerant, submissive or just want a free ride for a season..or any other motivation..or just simply get married to a protector (or controler or other)..LOL..circles walking.

Take care!
 
I must clarify. I am not financially dependent. I have a good career. It is just a unique situation as a man, to be in a relationship where I accompany her for "comfort." A role reversal from the traditional norm.
 
I've been offered this kind of situation once or twice, but I didn't take it very seriously and wasn't particularly interested.
 
The woman that I speak of is young, independent. It is not a "mommy/son" situation. In fact it is not even an arrangement. Has anyone experience something similar where the woman is more powerful, strong sexual needs and a purse to back it up?
 
I must clarify. I am not financially dependent. I have a good career. It is just a unique situation as a man, to be in a relationship where I accompany her for "comfort." A role reversal from the traditional norm.

Hmmm..than I have no idea what this situation is..sorry.

You travel with her in business trips and you have your own career also ? You guys must be in a flexible schedulle and career that allowes all of that freedom and travelling..and have a great boss!....:)rolleyes: why I did not go to school and stay there until graduated and become something,why why???..:rolleyes:)

You accompany for comfort and she is an young woman? Interesting..If you 2 enjoy the arrangment good for you. I am not fit for that.. although I am dominant woman and etc I do prefer dominant take charge men etc because I do end up power competing, trying male strenghts an etc I enjoy have power trips but I crave powerful men to quiet me down submissive...LOL. Very rare because most males do give up power easy easy. (picture big Sanson and lil Dalyla..yep):wink:
 
Yup. I had been kept in this manner many times. A couple of them included situations where I was allowed to live in their beach houses and while living in one of the women's beach houses, she gave me a car - a really cool Saab.
My most important role with this one, was to accompany her to both work and social functions as her companion. I was expected to dress for each occasion, which she would dictate what was event appropriate, and she just loved the attention that she got with me on her arm. I am very outgoing so I could easily socialize with anyone with whom she worked or any social friends that she had - or had to be around for an event. She was painfully shy so she very much appreciated and wanted my presence as some sort of comfort and assurance.
While that kept arrangement ended when I purchased my own home, we are still very close friends. And in true turn-about, she is now herself a kept woman. I loved it and would love to be in that kind of situation again.
 
Same as Goodwood except I've had a few of them. Looking back it seems like I just "fell" into it. Maybe it's something in our personalities?
 
Goodwood... Was she with you for a charm around her arm? Or the sex? Or both? There seems to be many elements in such a relationship that are tricky. I am just learning them. On lesson I recently, learned - I must be ready for sex on demand.. or else.
 
I had a relationship with a woman 15 yrs older years ago. she did not "keep" me. it started with me dating/fucking her daughter, and then both of them, and then just the mom. she would do anything for me. I would stop on my way home from school on a whim and get blow job. anything and anytime I wanted her, i got her. she would send her bf home so she could fuck me. at times she would give me money if I needed it $20, $40. the funny part was it wasn't just the sex, we actually got along good together. I would not say I was "kept", but if I struck out, I always knew on the way home I had pussy. I think we both were getting what we wanted.
 
I was out of work once when I was in my early 20s, and went to this employment agency. The lady at the agency told me that she had "just the job for me" the job was being the personal assistant to this 80 something multimillionaire tycoon who lived on a large estate. She sent me down there to talk to the guy and he was obviously very taken with me (I was a cute blonde twink back then) and I got the impression that he might want me to assist him with a whole lot more than his business letters, and travel arrangements. I was wearing a suit when I went down there and after we had finished the interview he said he was going for a swim in the pool and asked if I would like to join him. I thought that was pretty odd so I told him no thanks because I didn't have anything to wear. He insisted and told me to go in his pool house and look in the chest of drawers because there were some swim trunks that belonged to his nephew in there and he was about my size. So I went in the pool house, and there were several pairs of speedos, all new with tags (I am thinking he bought these for the interviewees) so I picked out a blue square cut and went swimming with him. He never touched me thw whole time but the whole thing sotra gave me the creeps. LOL He told the lady at the employment agency he wanted to hire me but I just decided that i didn't want to work for him.
 
I was out of work once when I was in my early 20s, and went to this employment agency. The lady at the agency told me that she had "just the job for me" the job was being the personal assistant to this 80 something multimillionaire tycoon who lived on a large estate. She sent me down there to talk to the guy and he was obviously very taken with me (I was a cute blonde twink back then) and I got the impression that he might want me to assist him with a whole lot more than his business letters, and travel arrangements. I was wearing a suit when I went down there and after we had finished the interview he said he was going for a swim in the pool and asked if I would like to join him. I thought that was pretty odd so I told him no thanks because I didn't have anything to wear. He insisted and told me to go in his pool house and look in the chest of drawers because there were some swim trunks that belonged to his nephew in there and he was about my size. So I went in the pool house, and there were several pairs of speedos, all new with tags (I am thinking he bought these for the interviewees) so I picked out a blue square cut and went swimming with him. He never touched me thw whole time but the whole thing sotra gave me the creeps. LOL He told the lady at the employment agency he wanted to hire me but I just decided that i didn't want to work for him.

Wild! She must have been in on the whole thing. Was probably getting an extra "referral" bonus.
 
Goodwood... Was she with you for a charm around her arm? Or the sex? Or both? There seems to be many elements in such a relationship that are tricky. I am just learning them. On lesson I recently, learned - I must be ready for sex on demand.. or else.
Honestly, it was both. There were a couple of others to a lesser degree. The one I mentioned was wanting more of a charm on her arm. A couple of the other ones that were more than 20 years older than me (when I was in my early 20s) wanted sex on demand. They were hot, I was young and also hot and horny all the time so that wasn't a problem.
 
I had a friend in college who apparently had this sort of arrangement. He had a summer job working at this really expensive country club, and he had a "friend" who was a member of the club who was always giving him stuff, nice clothes, a Rolex, a BMW 3 series convertable...and when he signed up to take flying lessons at school the guy even bought him a friggen airplane!

All I gotta say is that dude must have been damn good in bed!
 
I was a "kept" boy from when I was born until I was about 18. The these two people who insisted I call them mom and dad fed me, clothed me and took care of most of my needs. They were nice to me too. Do they count?