Ask Chad Sex & Dating: Broke Asses, Hung Hoes, & Debbie Downers!

Ask Chad Sex & Dating: Broke Asses, Hung Hoes, & Debbie Downers!

Hello, Sexies! Is it just me or does this month seem to be lasting FOREVER? My New Year has gotten off to a bumpy start, anyone else? I feel like clicking reboot on 2025 already. Even my hookups have been wonky. LOL.

Keep those dating, sex, and love questions coming in, Sexy Bitches, I love reading them! Just like my Sniffies profile says, nothing is off limits: [email protected]

Dear Chad,

 My boyfriend and are having major financial issues. He lost his job before the holidays and it has been very stressful. We have been dating for about five years now, and this is the toughest period we have ever had in our relationship. He just can’t seem to find a job and I am so exhausted physically and mentally carrying the burden and we are still beyond broke. I know it is not his fault, but I’m starting to resent him and I don’t even want to have sex with him. And he knows it too. Is it time to break up?

Broke Boyfriend

Dear Broke Boyfriend,

Money issues just aren’t sexy. Money struggles can make or break even the strongest relationship. I’ve been there, boo, I feel your pain. And you are completely right, you start resenting them even if you don’t want to. It isn’t easy carrying all the burden for such a long time. But, any relationship is going to have struggles. If this is the first real struggle you’ve had since you started dating, that’s pretty good. It probably means you have a strong connection and can probably get through this. The truth is, that the economy and the workforce are terrible for so many people right now. My bestie is also in a relationship where his boo lost his job. He’s a commercial banker but after a long time, he had to get a job at Trader Joe’s just to keep at least some money coming in. You just need to sit your boyfriend down and talk it out and work on the next steps together. Tell him above all, you love him. Then convince him it is time for him to start taking a job that he can find, even if it isn’t ideal right now. He can still continue looking for what he’s destined for, but for now, you need the cash! After you have the tough talk, take him to the bedroom and have the best sex yet.

_____

Hey Chad,

My boyfriend is very well-endowed. I will be very honest and say that yes, I am a size queen, and one of the things that got me into dating him in the first place was his huge dick. He hates wearing underwear because it is so big and I used to get such a thrill that he used to freeball, it would get me so horny. Now we’ve been dating for a few years but now I don’t like that he shows it off so much. He gets a thrill from guys staring and when we go out to the bars, he puts on super tight pants on purpose. The last time we went out some guy grabbed him and he liked it. I wasn’t jealous per se but I wasn’t thrilled either.   I just find it obnoxious that my boyfriend needs the attention so much. And one time it is a casual grab, what will it be next time?

Hung Harry

Dear Hung Harry,

Before you do anything, send me his number. LOL. Kidding. But yes, I too am a fan of the big ones. You guys have been dating for a bit now so it doesn’t seem like anyone is going anywhere anytime soon. So what if he gets a little (or a lot) of attention? Let him have his fun. He was blessed with a big dick and it would be a shame to show it off. I can see him getting a thrill from showing it off at the gay bars, let him have his fun. I do think you should be able to draw the line with him showing it off all the time in all public places. I can’t believe I’m saying this, but freeballing explicitly in public can be seen as vulgar and unwelcome, especially if there are young people wandering around. It also sounds like you need to set some limits as to grabbing, flirting, etc. I do think you are overreacting but if contact with another gay bothers you, then tell him and make some rules. Now I’m really curious just how big he is. LOL.

_____

Dear Chad,

My bestie is such a Debbie Downer about dating. His last two relationships have ended terribly and he hasn’t been on a real date in a very long time. Also, he isn’t getting any action at all. He’s just in such a bad mood about anything romance-related. Here’s the thing…he is constantly cock blocking me and if I do start dating someone, he acts terribly about it and is rude to them and he says he doesn’t really care because my relationship won’t last anyway. It is true that my dating history is less than great, but still. He’s become so negative that in no way anyone would want to approach him for a date, and now he’s throwing negative energy my way in my love life. Sigh. What’s a bestie to do?

Debbie Downer Bestie

Dear Debbie Downer Bestie,

LOL, sounds like your friend needs to get laid and get laid fast! I would be in a bad mood too if I wasn’t getting any! If he is in a dating rut with no interest in getting out of it or doesn’t believe in relationships, that is going to cloud all of his relationships, regardless if it is dating-related. When someone starts to act toxic without wanting to change their ways, it will just get worse and it sounds like he is adding his toxicity to your plate. Tell him to knock it off. If he doesn’t believe in love then so be it, but he has no right to cloud your dating life with his issues. If he is your bestie, he is going to want you to be happy, even if your relationships don’t always work out. Just tell him firmly to fuck all the way off with his negative attitude. He has no right to get in your way or be rude to guys you are dating. Maybe hire him an escort to get that stick out of his ass. LOL.

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