What do you do when your evil ex-boss contacts you online for sex? That’s what one guy wants to know. So he’s asking advice columnist Deirdre Sanders for wisdom and guidance.
“I am a gay guy of 23 but I’ve only just come out,” the young man writes. “My former manager is suggesting he be my first sexual experience but I’m nervous.”
He goes on to explain that he’s never been in any kind of relationship before and just recently joined a gay dating app.
Related: Man Contemplates Sending Straight Co-Worker Nude Pics Just To See What Happens
How about we take this to the next level?
Our newsletter is like a refreshing cocktail (or mocktail) of LGBTQ+ entertainment and pop culture, served up with a side of eye-candy.
“I came across my old manager on there,” he writes. “He’s 32 and he used to bully me, to the point where I left.”
The young man says he has “no bad feelings” towards his ex-boss today, who he says was a lot more friendly towards him on the app than when they worked together. Go figure.
He continues, “He sent me his number and said to call if I needed to chat or to try things. Now he suggests meeting for sex. I told him I was scared and had never done it before. He said it would be easier with someone I know and I will learn from him.”
Now he wonders: “Is he correct or will it be easier when I have found the right person?”
Related: Married father of two busted for spying on male colleagues in bathroom, blames it on bisexual urges
In her response, Deidre does not mince words when expressing her feelings about the young man’s former employer:
“I am very wary of this man’s motives,” she writes. “Tell him no and break off contact with him.”
Dating sites, she adds, can be “useful” when it comes to meeting certain, ahem, needs. But until he learns to truly love himself, he’s only going to get hurt.
“But you need to build up a social life to get confidence and be able to judge what’s right for you,” she says.
What do you think? Should this guy tell his ex-boy no and break off all communication, or should he give him a chance to make up for all those times he made his life a living hell at work? Share your thoughts in the comments…
Gilliflower
An obvious, “oh, HELL, no!” This guy who used to bully him at the office is asking if he can bully him in the sack. His pattern of behavior probably wont change with the change of venue and thinking it might is just wishful thinking along the lines of “Oh, I just know there’s good in him, if I could only bring it out in him!” That crap used to fill every other cheap paperback romance I ever read in my younger days. It’s as true now as it was true then – not. Furthermore, this ex-boss apparently has the gift of blarney. Psychopaths have that gift, too.
Sam6969
“He’s 32 and he used to bully me, to the point where I left.”
If this is true and not exaggerating, then no. Deidre is right.
This 23 yo guy seems either a bit masochistic or extremely naive.
GayEGO
I do not why his ex-boss bullied him, but if he finds him attractive, he needs to confront his ex-boss about the bullying and that he is not into that stuff. He should be very careful and let a friend know if he decides to meet up with his ex-boss.
captainburrito
I’d confront him about his past bullying and ask him why he drove him from his job. Then tell him once bitten twice shy. He abused his power towards him in the past, putting himself in that situation again is where the victim will bear some responsibility for being so stupid.
winemaker
You do what everyone else does: You sue the bastard for sexual harassment, this of course after getting credible evidence of this behavior, such as a tape recording or a live witness to corroborate your allegations. Better to be safe than sorry or in this case, better armed with evidence so this isn’t thrown out of court due to lack of credible evidence be wise!
RomanHans
He should have sex with the guy. He’s still a virgin and not getting any younger — who knows when he will get the chance to have sex again? He seems really shallow and petty to hold a grudge against his ex-boss and besides isn’t that what the first amendment all about?
Daniel
What does the First Amendment have to do with this? The ex-boss was a bully and made him quit his job. Why would he want anything to do with that guy. The fact that ex-boss is trying to persuade him to have sex shows he’s trying to control him.
The kid is 23. He’s got plenty of time to find someone for a relationship or sex. No need to rush toward the first asshole who looks his way.
Kenney G
It depends how does he look? if he’s Hot Hey!!! but if he’s a dog that shit ain’t happening
Heywood Jablowme
Hot. Oh no DON’T see him again after it, absolutely no, but… do it once…. hot….
Mandrake
This kid should say “no” because he’s intimidated. However, think of the role-plays these two could have enjoyed if the boss was not a sadist.
Alan down in Florida
The ex-boss is a dominant and the younger guy doesn’t seem to be a passive so it doesn’t seem like a good match.
dustashed
if he is hot, yes.. wham bam thank you sam. time to get even in the sack? lol
then ask him “who’s your daddy now bitch?” while you nail him.. petty.. i know :p