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Ask Chad: Holiday HookUps, Homewreckers, & Roommate Sex…Oh Myyyy!

ASK CHAD WEEKLY

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Alrighty, I’m ready for Santa to cum fill me with whatever is in his sack. No presents refused. LOL. Grindr is lit more than my Xmas tree! I love all the visiting boys. Yasssss! I need to get all my naughty boy activities out of the way before the New Year starts. My resolution? To give up anonymous loads.

I'm just joking! I wouldn’t disappoint the world like that. Not sure what my resolution is going to be this year. What is your resolution? Any suggestions?

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

Hey Chad,

I'm home for the holidays and just saw my female cousin's boyfriend on Sniffies. Neither of us had pics, only dicks and ass photos so there was no way to know. Then we sexted for a while on the app and agreed to meet at the gym to hook up since neither of us could host. Right before it came time to meet, he sent a pic and I saw it was him.  I freaked out and blocked him before taking screenshots (idiot, I know). What do I do? Do I tell my cousin?!

I Know Her!

Dear I Know Her,

First and foremost, how is his dick and ass? LOLLLL…never look a gift dick in the mouth. Wait, that didn’t sound right. LOL. Oh boy…well, from my holiday Grindr experiences, there are TONS of boys in the closet who can’t host, can’t share face pics, and can’t tell their families or girlfriends. LOL. It's sad to think that there are still tons of guys out there who don’t feel ok coming out. Anywayyy…if this guy is so eager to meet up and share his nude pics, he’s probably been doing this for a while. If you want to cause some drama, I would corner him quietly during Christmas dinner and tell him it was you and see what he does. Either you have really hot sex in the family laundry room or he runs away crying. Either way, that’s some fun holiday drama. Seriously though, I would tell him you know, and see what he has to say. Ultimately, it’s not really your business. BUT, looking out for your cousin, I would find out what’s going on. He could be putting her at risk with all of his extra-curricular activities. If you aren’t that close to your cousin, have a fun fuck and move on. Ho ho HOE!

_____

Hi Chad,

My married coworker is gay and we've worked together for about 6 years. We've always been friends, drinking buddies, etc. We've hung out outside of work. I went to his wedding. We are pretty close as far as work friends go. So it was definitely a surprise after 6 years when he slid into my DMs the other week. It got very graphic very quickly. Is this a big trainwreck to avoid or should I just fuck him and see what's it like?

Office Fuck

Dear Office Fuck,

Run, don’t walk, away. LOL. He’s obviously having issues with his marriage if all of a sudden, after years of hanging out with you, he now wants to hook up. Many relationships are open, but this sounds like something else is going on. You don’t want to get involved in marriage drama, especially if you work together. Even if the fuck is good, it’s going to lead to some awkwardness in the office. Office sex can be very fun, trust me…BUT, only if it’s a casual crush…this sounds like you have a closer friendship than just a fun fuck. There are plenty of other hot men that you don’t work with…go get them. Get off the train tracks, this for sure is a trainwreck waiting to happen. Choo choo!

_____

Dear Chad,

I think I am falling for my roommate. We had sex a few times before but in the last month, it's happening all the time. We cuddle now. It's becoming confusing, but he's still on the apps and so am I. He's dating other people and so am I. He is a good friend and a good roommate and I don't want to lose him as either, but I also hate being stuck in limbo here. Are we FWB and roommates? I know I need to talk to him but don't know how to start. Help!

Thanks

Restless Roomie

Dear Restless Roomie,

Stop being a pussy and just ask him what’s up. You can even approach it lightly in a joking manner…”We just fuckbuds or what?” Literally that easy. You haven’t made any commitments and you haven’t adjusted your behavior on the apps or in dating, so why should he? It sounds like you guys are getting closer, why rock the boat? Enjoy what you have. You are getting hot ass at home, half the rent paid, and even get cuddles. Why need to label it? You aren’t stuck in limbo if you are still going after other guys. Staying in limbo would be staying at home, waiting for him to come home. You are clearly sowing your oats, and so is he. If you feel the need to change your behavior and want him to as well, then that’s when to have the convo. Curious…what is your address and do you need a roommate sandwich? I’m vers. LOL

 

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