Friendship, Money, & Sex

[SlumberLumber]

I have a straight friend who recently told me he's considering joining OnlyFans because he wants extra income and wanted my opinion. He does not plan to do anything too explicit. I advised him not to do it because he needs to consider his future and reputation. I half jokingly told him I'd pay him to make me a dirty video. That led to a text exchange about paying him for sex, and I laid out how much I would pay for each act. It was all fantasy for me, but he said he would do it because the money would help him out. I've only known him for 5 months, but I'm extremely attracted to him. The idea of sex with him is intoxicating.

My question is: Can we continue being friends if we go through with this? It seems like a big secret to keep between us. Am I a shitty friend for not just lending him or giving him the money? He's recently single, but would a girlfriend be comfortable with our friendship if she knew I once gave him money in exchange for sex? Of course, his focus is on the money, so he does not anticipate any issues. On the other hand, the dog in me desperately wants to bang him.

Thoughts?

 

[Mascxxx2020]

I have a straight friend who recently told me he's considering joining OnlyFans because he wants extra income and wanted my opinion. He does not plan to do anything too explicit. I advised him not to do it because he needs to consider his future and reputation. I half jokingly told him I'd pay him to make me a dirty video. That led to a text exchange about paying him for sex, and I laid out how much I would pay for each act. It was all fantasy for me, but he said he would do it because the money would help him out. I've only known him for 5 months, but I'm extremely attracted to him. The idea of sex with him is intoxicating.

My question is: Can we continue being friends if we go through with this? It seems like a big secret to keep between us. Am I a shitty friend for not just lending him or giving him the money? He's recently single, but would a girlfriend be comfortable with our friendship if she knew I once gave him money in exchange for sex? Of course, his focus is on the money, so he does not anticipate any issues. On the other hand, the dog in me desperately wants to bang him.

Thoughts?

A girlfriend? Is he straight then? What sex acts did u discuss?

 

[Vegetto]

I have a straight friend who recently told me he's considering joining OnlyFans because he wants extra income and wanted my opinion. He does not plan to do anything too explicit. I advised him not to do it because he needs to consider his future and reputation. I half jokingly told him I'd pay him to make me a dirty video. That led to a text exchange about paying him for sex, and I laid out how much I would pay for each act. It was all fantasy for me, but he said he would do it because the money would help him out. I've only known him for 5 months, but I'm extremely attracted to him. The idea of sex with him is intoxicating.

My question is: Can we continue being friends if we go through with this? It seems like a big secret to keep between us. Am I a shitty friend for not just lending him or giving him the money? He's recently single, but would a girlfriend be comfortable with our friendship if she knew I once gave him money in exchange for sex? Of course, his focus is on the money, so he does not anticipate any issues. On the other hand, the dog in me desperately wants to bang him.

Thoughts?

Come on, if you had the money, why didn't you lend it? Do you think he wouldn't return it? First, you went with the intention of taking advantage of the situation and managed to do so. He even accepted having sex with you, but now you're indecisive? It's better to think for what you want, but you have to take his side into account. He's straight. You do will have a relationship based on interest and with confidentiality, that is, a negotiation. You need not tell third parties about this.

 

[SlumberLumber]

I don't feel like I know him well enough to say if he would pay back or not. He seems to have good intentions, but I also see him making some crazy life choices. He's in this situation because he walked away from his dream job to pursue a new dream. We met on his last job. Yeah, I'm considering taking advantage of the situation and hoping that privacy would be maintained on both sides. In the meantime, he's not exactly destitute. He wants money to buy a new desktop, software, clothes, & pay a couple bills. I have been giving him small amounts of cash here and there and paying for all our hangouts/meals. The arrangement has been on pause while I'm stuck in indecisiveness.