NSFW; What makes guys uncomfortable?

Check his oil

Sounds like a game devised to get girls to do just exactly what you are doing. And an excuse to get past your boundaries with no fallout. The males win either way.

If you still want to do it…. Not saying it is wise or unwise. I have no idea what your situation is and it is somewhat natural to want to experiment. Though it would be healthier to do this with a partner you trust…

Depends on the male. Lick his underarms.. Not a lot of males think want to be touched. I mean is the point to turn him on uncomfortable or just weirf him out. I would not advise turning him on because males in general much less young males have very little self control. So that could turn out badly for you…

Sounds like playing with fire in general…

urethral penetration
squeezing his testicles with a stiletto
driving a nail through his testicles
applying fire to his phallus

Just ask him how his day was and if anything made him cry or feel like crying. You win and you can walk away with a bit of dignity.

“What sexualish things can I do to make him want to make me stop?”

Get with the anti-ticklish in a majorlish ergentualish way.

If I want to make my boyfriend very uncomfortable and squeamish, I begin to talk about transsexual sex operations.

Stick a finger in his ass. If he likes it, marry him.

It’s going to be different things for different people and some guys are good at pretending to be fine about it whilst cringing inside. Most guys I know however, are totally grossed out by anything to do with menstruation. Also for straight guys, kissing or making out with another guy. But if your guy is good at masking his discomfort, even those may not work.

I don’[t really get the point of the game. I’d rather learn what makes a guy comfortable sexually than uncomfortable.

There isn’t much a woman that I am sexually intimate with could do that would make me uncomfortable unless she was inflicting pain. So that’s physical pain, not any kind of emotional embarrassment or pain or disgust.

A recent lover was suckling on my scrotum and a testicle, which was great until she suckled too hard, hurt like a motherfucker!

I guess the only thing that would really upset me would be massaging my prostate and then putting the finger in my mouth or nose.

I’m not sure there is anything that would make my guy uncomfortable.
He likes a little pain with his pleasure and he’s up for pretty much anything.

Well, the game is rigged. It is designed to get you to shove your tits in his face. Which he will enjoy. It issort of like if I ask if you can touch your elbows behind your back. Even if I lose I win. And either way the girl loses.

Talking about my sister and brother in law having sex always worked on me.

@serenade Or you could try parents or grandparents having sex.

@Katniss Could I borrow? ;)

My guy gets pretty upset when I talk about his mom having sex.

How about cleaning his rectum using battery acid and a vibrating toothbrush ?

If he is still standing after that, then he really IS the “All-Time Winner” and I’m sorry to say that you will never defeat him.

P.S. If “sexualish” is really a word, then I learned something today….

Should have thought of this sooner. Some guys get freaked out by their own cum. Either ask him to taste it or let him cum in your mouth and then ask him to French kiss with you immediately.

@Adirondackwannabe I remember my husband buying me a cheap toothbrush for his mom’s house because he refused to kiss me after I went down on him (which, at that time, was every day). Fuck that shit. 6 years later, he’ll kiss me as soon as I come up. However, if I still had some in my mouth and attempted to share, he’d most likely be really upset.

You guys need to just hook up and get it over with. Use protection, don’t break any laws.

@Adirondackwannabe @livelaughlove21 OkCupid has a question: Do you allow a partner to kiss you after performing oral sex on you? The answers are” Eeeww; No; Yes; and my favorite, “Allow it? I enjoy it!” .

I told a woman if she’ll perform oral sex on me it makes her more kissable. She found that hard to believe. It wouldn’t make me uncomfortable at all.

@livelaughlove21 I generally don’t share my toys, but I’ll make an exception for you. lol

If he is straight, you could try bringing a bi-sexual friend to the party.
Or you can bring one of these to the party. Male Catheter and then be sure to play the video as you start. LOL

Pandora, keep reminding me not to piss you off. That goes beyond uncomfortable. One of my clients had it done to him. And he gave me the painful details. This is a guy who was friends with my father, so we’ve known each other a long time. He said try anything else.

@Pandora Ah, brings back memories of nursing school. Luckily I switched majors before I had to do that to a real man. I did have to administer an enema though…

You ladies are making me nervous. :)

@Adirondackwannabe Oh, relax. Or else I’ll have to give you an enema. ;)

@livelaughlove21 And @Pandora Jesus. I don’t know that I could convince a guy I was not as grossed out by the concept or more then they were. Y’all are hard core!

Going back to a safer medium what about a furry costume and or doming him. A good start is a collar leash and making him follow you around on all fours.

@Unbroken Bet you the thought of it will make him jump back 5 feet away from the catheter. @livelaughlove21 She can say she wants to follow it up with the enema to make sure he is squeaky clean. LMAO!
Instant win, unless he really likes pain. :(

I’m just now reading this question, after having read the OP’s Other Q. I’m guessing that the OP is either in Middle School or High School, and if that’s the case, this game sounds like a really bad idea.

It also sounds like a bad idea for some, if not all, adults, because it almost sounds like an invitation to rape

Why would you purposely want to make someone un-comfortable?

He’s the all time winner? Yeah. I bet he “has to leave” every time before it’s his turn. Sounds like an all time loser to me.