You’ll Never Become Confident Without Some Work

Hey Beastly,

I don’t want to take up all your time by asking a bunch of difficult questions in one email hehehe….so I thought I’d start off by asking just a few. What’s the best way to meet guys if you are afraid of rejection and insecure (ie. won’t use apps or approach people in a bar, club, etc…)?

There is no “best way” that doesn’t involve approaching people. Sorry, but you have to do some work. I am still frustrated how few ways there are to meet men. If you won’t use hookup apps or approach guys in a bar, you’ve nixed two major meeting methods I know, so you will have to get creative.

Why the aversion to hookup apps and gay bars? Gay bars are our chapels, the places where we have long congregated to find community and friendship. You may want to rethink your refusal to visit them. Everyone is insecure in a gay bar, but that insecurity slowly wanes as you get more experience being in them.

Like many young gay men, I was a mess during my first year going out. I drank too much, had poor social skills, and made many mistakes. The seasoned gay bar queens knew what I was doing — they had seen this same process played out countless times with youngsters over the years. They knew I’d figure out the bars eventually and I did. They watched me get comfortable and I watched the change happen in myself. This is how it happens. 

Regardless of where you try to meet men, you will probably feel insecure, and you will have to face the possibility of rejection. Your insecurities will always be present, and there’s no magic formula for making them go away. But don’t let them keep you from others. Insecurity and rejection are unavoidable parts of dating. Everyone has to face them and you can’t live without facing them.

I’m ashamed of my lack of experience at being 49 years old. I used to weigh 419 lbs. Between the period of 2001 and 2011 I put on about 200 lbs. I lost the weight between 2011-2013 by working out. I stopped working out last April when I wasn’t meeting guys. I just figured it would all happen when I lost the weight because of course gay men are all visual. I didn’t count on being so afraid of rejection and insecure because of my lack of experience (not having been with anyone since 2000), I barely remember what it is like or what my sexual role would be (top, bottom, etc..). No one ever spent time with me to show me which one is better or what I’m comfortable with as each person I had sex with was someone I met in a bar when I was drunk, seems to be the only way for me to meet anyone once my social anxiety was lowered.

It’s not easy to lose that much weight, so congrats for making yourself healthier. While that’s a big accomplishment, it sounds like you did it for the wrong reasons. Take care of yourself in order to take of yourself — not to cross some imaginary threshold after which all the work of meeting people and discovering sex is done for you, because that threshold does not exist. No matter what you look like, you still have to practice sex in order to get better at it. It’s not automatic for anyone.

Take some time to set goals that exist solely for you, not for your idea of what gay men want or who we are. You need to be good to yourself first, regardless of outside opinions. You have to see yourself as worth taking care of. In the words of the great RuPaul: If you can’t love yourself, how in the hell are you going to love anyone else? 

I was a virgin til I was 28 and I stopped having sex when I was 32 not by choice but I guys started meeting each other on AOL instead of in person and quite frankly I’m too uptight to talk about sex, meet guys online because of the above issues.

How does one ease themselves into be sexual when since it involves someone else besides yourself (obviously lol) they have to be interested in you?

I’m afraid no one I’m attracted to is going to be interested honestly since I’ve gained weight this past year from not working out. I’m trying to get motivated to start going back to the gym, especially since I’ve been paying for my membership every month since then. Since no one seemed to be interested before after I lost the 235 lbs I told myself just to ‘forget it’, now rethinking that.

Buddy, you need to do more than rethink that. You need to reappraise your reasons for going to the gym. And reappraise some other things too — your life goals, your relationship goals, your sex goals, everything. The fact is, you have some work ahead if you want to get out of the emotional place you’re in. You have to take a leap. I believe therapy and counseling are immensely helpful, and naturally I suggest seeking a good therapist — everyone should. But even a therapist will likely encourage small actionable goals and steps you can take. They might encourage you to discuss your attempts at taking these steps and maybe even write about them, and that’s a great idea.

Action is how you save yourself. You’re seeking magic words that will make it all better. There are no magic words. If I had them, I’d be a very rich person. 

It’s a tough fact, but in love and sex, no one is coming to save you. You can’t be uptight, closed off to sex, and unwilling to put yourself in the social arena and expect your situation to improve. If you want a sex life, you have to fight for it.

There are other ways to be healthy outside of gyms, so if you don’t enjoy working out in a gym, stop paying the membership and find some other activity that releases endorphins and gets your heart beating and makes you feel good. Swim or climb trees or go hiking or build sand sculptures on the beach. All these things lead to happiness and health. And remember there’s no body type that will make you completely happy. There are countless miserable gay men with muscled bodies roaming around, and every steroid injection and hard workout does nothing to make them happier.

Inversely, some of the most confident and sexually inspiring people I know are fat, disabled, neurodivergent, or suffer from mental illness. You must find a way to value your mind and your body that exists apart from the cultural standards you perceive as ideal. I know that’s easy to say, and most days I struggle to do that (as does everyone). I don’t have the body I want. But I’ve put in the work to love my inner nature — my mind, my tastes, and my will — and that “core,” what some might call self-esteem, gives me the fuel I need to stay healthy. I want my “outside” to carry and represent positively all the good inner stuff I hold. 

I’ve written a piece in The Advocate about rediscovering your sexual self — “24 Ways To Plunge Back Into The Joys Of Gay Sex.” Read it.

I’m frustrated, confused and somewhat sad about it. As I think I’ve mentioned before I think I’ll have to move back to Atlanta before anything will change. I don’t have any friends where I live up here in ********* so I don’t go out. I used to but most everyone else here goes out with friends and I’m just too shy to go up to introduce myself to anyone.  Figure I need a wingman of sorts.

Thanks in advance for your kindness and understanding cos it took a lot of courage for me to tell you my story.

I know it took courage, and I’m glad you did. I want my answers to be sweet but blunt. You need to stop waiting for something to happen — moving to Atlanta, losing weight, and so on — before you start living. If you’re unwilling to do the work, you’re not really seeking improvement. 

A struggle of mine is “destination addiction.” I fantasize that my next location will be the “right” one — the place that changes my life, solves my problems, and makes everything better. On paper, it sounds ridiculous, but I’ve hopped around from city to city doing just that and each one has been harder than the one before.

We all want a savior, whether that’s a new city, a new partner, a new diet plan, a new gym membership, or a new job. I’m not saying Atlanta won’t be good for you or that you shouldn’t do it. But if you struggle with going up to someone at a bar where you live now, you will struggle to do that in Atlanta. The city won’t fix your insecurities for you. 

I feel your sadness and I know you’re frustrated. I’ve been where you are. Please allow this to be empowering: you are the only one who can save your life. 

There are many men out there like you — men with little or no sexual experience, who look at their bodies and experience and feel despair. If that means anything, let it be an encouragement — you’re not the only one and are far from alone. There are many men looking for a guy like you and they are waiting for you to make the first move.

Love, Beastly

Hope my advice helps. Please tip me or support my work with a monthly donation on Patreon! Every dollar given helps me continue my mission of providing sex-positive information online.

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