Is asking for anal sex in exchange of gifts or money a bad idea?

If you and she are both agreeable to the trade, the only problem I see is that she’ll start expecting monetary compensation for sex. You might as well marry her.

Heh.

I think from a psychological standpoint, it may cause problems in your relationship.

There are two types of relationships... social relationships (where you are bound by social bonds such as love, caring, affection and responsibility) and transnational relationships (where you are bound by finances and responsibility). Both of these relationships are important... friends are social, employers or housekeepers are transnational.

It is very difficult for human beings to switch from one to the other. In this case you will be adding an economic motivation to your sexuality... something that is supposed to be giving/caring. This could cause conflict or a change in the basis of your relationship.

I don't think there is a moral issue with it. But, I think that it might not be a good thing for a human relationship.

This made me chuckle...

I see your point. I was running low on ideas, so, this is what occurred to me in the spur of the moment. I suppose it's better to try things patiently or giving up on the idea.
I really care about her, and doing it with a bad incentive could really screw things up, thank you

It sounds like you communicated well... she knows that this is something that interests you. I would let it go for now (although who knows.... you might be surprised).

Ask a cop that or ask a councilor at Planned Parenthood.

Why not? I am sure you could find a counselor at Planned Parenthood that likes to have anal sex.

Particularly loathesome today, aren't you?

I am honestly perplexed about why you think that this little joke is "particularly loathesome". If you could explain about why this quip offended you so much, I would appreciate it and I will not argue the point. This thread is about anal sex... so I don't think it is about that. My joke didn't suggest anything other than consensual sex. Is there something sacred about Planned Parenthood workers so that this offends some people the same way as "sex with a nun" jokes might offend religious people?

The joke was an offhanded quip that kind of fit the discussion (this is a discussion about asking someone for anal sex, and you brought this Planned Parenthood counselor into the discussion....) . If it didn't make you chuckle you could just ignore it. Maybe somone chuckled.

If there was a point ... it was "dude, lighten up". People of all types (including Planned Parenthood workers) enjoy many different types of sex. What's the big deal?

The prudishness coming from the political left is difficult to comprehend. I would appreciate if you would explain how this offended you.

And I am perplexed by your continual need to smear poop on the walls while trying to cloak it with yammers of "free speech" or evidence of some sort of sophistication. It is sophistry, though.

Have a nice day. I've enough of your crap to forgo watching you wade through it again.

Roll your boogers by yourself - its the highest form of your expression of free speech.

I've seen it enough.

The problem here is that Bobsal, like many people in his ideological bubble, is acting with self-righteous prudishness.

This is a thread about someone in a consensual sexual relationship with another human being. They are asking about adding another part (in this case anal sex) to their ongoing relationship.

Bobsal's asinine quip was mocking the original poster. He brought up cops and Planned Parenthood as a nod to what they apparently see as bad behavior. I don't see how anal sex in an existing relations warrants a trip to Planned Parenthood. Bobsal's quit was a standin for general disapproval of a consensual sexual act that offends him. I think my quip in response was appropriate... a humorous way to point out the excess of Bobsal's worry.

This is a thread about consensual sex between adults. This thread is another example of how prudish that outrage liberals have become about anything more than missionary position in an acceptable committed relationship formulation.

Lighten up Bobsal. You are acting like an asshole. People in consensual adult relationships enjoy anal sex, and a wide range of sexual experiences. Whether you approve or not doesn't matter.

Stop being such a prude.

Are there any sex-positive liberals in 2020?