DEAR DR. NERDLOVE: I’m an almost 39-year-old single straight white male. I was a late bloomer and never even kissed a girl until I was 22. Got my first “girlfriend” and lost the v-card at 24. After that, I spent the rest of my 20s and early 30s casually dating and sleeping around until I decided I was tired of that and not going to do it anymore until I found an actual girlfriend.

And then it just never happened. I’ve had five “exes” (I think 3 of them would say we were just friends with benefits), and dated several other women, but nothing serious or long-term. Anytime I start describing my former love life, people assume I’m a player, but it’s more like the opposite.

What I used to do was go to bars, clubs, and parties all the time, and I hated it because I was a nervous wreck who didn’t want to be there, and I’ve done online dating and the apps for the past 20 years, and I go to every singles and dating event, and I used to let friends set me up on blind dates (which all were terribly mismatched), and I just kind of hit on every woman I saw. And I got shot down almost every single time. For the most part, the women who I dated pursued me, and I went out with them whether I was attracted or interested or not just because I was willing to go out with anyone who would chase me, and that’s why those “relationships” ended poorly.

Truthfully, the only women I ever REALLY liked were my friends, and we always only ever stayed just friends because none of them ever liked or were attracted to me. I know because I asked them out, too. And I know, “the Friend Zone” isn’t a real thing because that’s just women who aren’t attracted, but it kind of hurts when women I like didn’t like me back, and women who were attracted to me, I wasn’t attracted to.

And it wasn’t just a looks thing, either. About half the women I used to date or sleep with were ridiculously hot. We just had absolutely nothing in common and couldn’t get along outside the bedroom. The others, there was no compatibility or chemistry on my end, and it was just them chasing me for reasons I can’t fathom until they gave up.

Since I stopped doing all of that, nothing. I’ve been single getting closer to 4 years, and celibate about almost 6 because I held off on sleeping with the last couple women I dated unless/until there was actual mutual interest or attraction, and there never was.

Flash forward to the present. I’ve got most of my stuff mostly together for probably the first time in my life. I just don’t meet or interact with women anymore at all. The only time I see women is if they’re jogging in the park or working out at the gym or out grocery shopping or working at their job. And I don’t approach those women because I assume they don’t want to be hit on by some strange man, and the only thing I know about them is that they’re physically attractive.

Any time I’m out doing things that like and enjoy and would do regardless of whether I’m trying to meet anyone, like hiking and mountain climbing, and going to the farmer’s market, and going to coffee shops and book stores, and reading in the park, and going to art galleries and museums – all things you hear single women say they like (especially on their dating profiles) – they aren’t there.

So I kind of assume all the single ladies are on the apps, and at the bars, and so on and so forth, where I’ve never had much luck with them anyway because none of those experiences were fun for me.

I’ve reached the point in my head where it’s like that meme with the forking paths: go back to the way I did things before – be miserable but at least have the illusion of opportunity, or keep doing what I am – be content with a life I enjoy, but never really be happy that I don’t have anyone to share it with.

Ready to Finally Meet Someone Special

DEAR READY TO FINALLY MEET SOMEONE SPECIAL: I can tell you exactly what the problem is RFMSS: you’re giving yourself a false dichotomy here. You’re presenting your situation as though you have only two choices: keep doing the stuff that doesn’t work or give up entirely.

Brace yourself, I’m about to blow your mind: how about you choose the secret third thing and do things differently?

I mean, your struggle here isn’t a mystery. It’s all summarized in this line here: “What I used to do was go to bars, clubs, and parties all the time, and I hated it because I was a nervous wreck who didn’t want to be there”

Well gee, I can’t imagine why you weren’t meeting people you liked when you kept going to places you didn’t enjoy. It’s almost like the sorts of people who love going to those places aren’t the sorts of people you would actually be compatible with.

You follow this up with how you would hit on people indiscriminately and how you mostly dated people who asked you out whether you actually liked them or not and, again, this didn’t lead to a happy or successful relationship. I mean, I hate to belabor the obvious but have you considered that this is your problem?

You may have read about how many women have decided to opt out of dating all together, choosing to stay single rather than to choose a relationship with someone who doesn’t meet their needs, nor makes them happy. Well, now you know exactly why they made that choice.

Long-time readers have heard me talk about how one of the most common relationship mistakes guys make is when they’re trying to fill a hole marked “girlfriend” or “relationship” and attempt to shove literally anyone into it. You, RFMSS, have provided a shining example of why this is a bad idea: it leads to relationships that ultimately only serve to make everyone miserable. Your partners feel like you’re only with them because they’re a warm body who got shoved into the role and you aren’t happy because there’s nothing to the relationship outside of, well, someone else’s warm body in proximity of yours. There are no shared interests, no commonalities of background or values or anything other than a sexual connection if you even have that.

In fact, it’s a little telling that the only people you were attracted to were your friends. How many of them were your friends before you became attracted to them and how many of them were people who you became friends with because you were attracted to them but they weren’t into you? I strongly suspect the latter outnumber the former.

But here’s the thing: those are the people you should be dating. Not your friends specifically but people like them. You know, people you’re actually interested in. That’s one of the first changes you need to be making if you want to actually, y’know, date someone you like. Preferably without trying to pull the Platonic Best Friend Back Door Gambit first.

Now, you took a break to get your s--t together and that’s a good thing. I’m all in favor of folks pulling back from dating so that they can get some clarity, their head on straight and put their lives in order. But part of the reason to do this is so that you don’t immediately go back and start making the same choices and mistakes that lead you to this position in the first place.

One of the mistakes that you can’t seem to shake is this very binary thinking, where you have a fixed set of options and you have to explore them the exact same way every time. You’re also misunderstanding what it is that women are saying when they talk about enjoying hiking or going to the farmer’s market; they’re not saying that “this is where I want to meet people”, they’re saying “this is what I would like to do with someone I’m dating”.

(Also, seriously: hiking and climbing are bad places to try to pick up women, holy s--t.)

One of the things that leaps out at me �is that you’re choosing a lot of solo hobbies or activities. The second is that you’re doing them in ways and at times that aren’t conducive to actually meeting people.  The third is that it sounds to me like you’re expecting these situations to work like going to the club – where you’re trying to make something happen right then and there. Part of the reason why cold approaches, especially at bars and clubs are difficult is that you’re trying to convince someone to start a romantic or sexual relationship with someone they’ve known for maybe 20 minutes, maybe an hour at most. This is not how the vast majority of relationships start.

Here’s the thing: for all that pop culture goes on and on about love at first sight, the truth of the matter is that we very rarely start dating someone the first time we’ve met them. Someone may be attracted to somebody they’ve just met but that doesn’t mean that they’re ready, willing or even interested in dating them right off the bat. Even when you’ve met on a dating app, there’s a “getting to know you” period between matching, talking and a possible pre-date date before the actual date. Even that very first in-person meeting is more of an audition than a date – a “let’s see if you’re who you say you are and if there’s any chemistry there” meeting rather than the start of a romantic connection.

This is one of the reasons why I tell people to do things that they enjoy in ways that connect them with other people who also like doing those things and to become a regular at those events or meetups. You don’t, for example, want to join an amateur pickleball league and immediately start hitting on people. Nor do you want to go once, decide that there’re no women (that you’re interested in) and never go again. You want to go and become part of the community, get to know lots of people and become a known quantity.

Part of this is so that you put distance between yourself and the other people who are there trying to treat the event like a sex ATM, but also so that people get to know you and see you often.

That last part – seeing you regularly and often – is the secret sauce of dating. The propinquity effect – the tendency for people to form close relationships with the people they see often – is one of the most underrated and underappreciated aspects of attraction and relationships. It’s part of what’s known as the “mere-exposure” effect – the more you’re exposed to something (or someone), the more you tend to like it. This is why when you first hear that pop single on the radio or Spotify, you may not like it… but after hearing it over and over again, you find it’s grown on you. So it is with people; we tend to become friends with our classmates and co-workers because those are the people we see regularly and spend time with the most.

So, instead of treating the park or the coffee shop like a quieter and low-key version of the club, you should be looking for group events related to the things you enjoy. Running clubs, for example, are taking off as ways to meet people for precisely this reason; it’s bringing together a bunch of like-minded people on a regular basis, with the added benefit of triggering the misattribution of arousal.

Your goal should be going to these events because you enjoy them and to get to know folks over time. You don’t want to hit on people like you need to make a love connection that day; instead, focus on getting to know people, seeing what makes people tick and – critically – whether they’re someone who is right for you. This doesn’t mean that you have to keep them at arm’s length or treat them like you’re only interested in friendship until the day you ask them out. You can and should be a little flirty – a little light, fun and teasing, not asking them to come viz you to ze Cazbah – because this sets the tone: yeah, you’re a cool fun guy who’s worth getting to know, but you are at least a little interested in them too. Just enough to make it clear that you’re looking for more than platonic friendship, even if that’s cool too.  

That’s radically different than continuing to make the same choices that lead to unsatisfying relationships or giving up on dating entirely. That’s just you not learning from the mistakes you’ve made in the past.

If you want things to be different, you have to do things differently. That means not falling back into false binaries, and it means considering that if the approach you’re taking isn’t working, then you should try a different approach instead of assuming that you’ve exhausted all possibilities.

Learn from your past mistakes, slow your roll and put a little more time in getting to know people instead of treating the bookstore like a singles’ bar. You’ll get much better results.

Good luck.

Please send your questions to Dr. NerdLove at his website (www.doctornerdlove.com/contact); or to his email, doc@doctornerdlove.com

DEAR DR. NERDLOVE: I (45+ female) guess I am writing this letter from a place of loneliness. Maybe not so much in a romantic sense, but in the sense of just not knowing what to do. It might be that I haven’t had parents that I could trust to ever fall back on, I feel like I’m perpetually falling through space, no solid ground anywhere.

Leaving this melodramatic start for what it is, let me get down to my actual situation. I’ve been together with my husband for almost 25 years, we have two children who are (almost) grown-up. They are still living with us and also still need quite a bit of coaching and care. Recently, I have realised that my romantic relationship with my husband is over, from my side. Our sexual relationship has been over for more than twelve years, though for a long time we both held out hope that we would be able to fix things. We went to sex therapy twice.

I came into this relationship with a history of child abuse (mostly emotional + abandonment + neglect) and sexual abuse. The times I did have sex that I consented to, I almost never liked it and would have preferred to not have it. My husband and I fell in love quickly, though I must confess that there was a rational consideration on my side. Getting to know him I realised that he was someone I would be able to have a (life)long stable relationship with. That seemed worthwhile.

My husband loved sex. He was the type that wanted it always. I told him from the beginning about my abusive past, but both him and me didn’t realise what was needed to deal with it. We thought that I could be ‘fixed’ by simply becoming like him: enthusiastic and happy. We had no clue about the feelings of trust and safety that we should try to build first. I just tried to be as uncomplicated as possible. This was futile. From the beginning having sex was something I needed to trick myself into having. I went to great lengths to try to be as relaxed as possible to make sure that I would be up to it. Still, even if we had sex, it wasn’t something I would want to repeat. Just something I knew had to happen and I kept hoping that repetition would somehow make it into something I actually wanted.

My husband, on his side, tried to take me along in his enthusiasm, which came across as an enormous amount of pressure. It didn’t help that he would repeat sexual touches and acts after I had explicitly told him I didn’t like them. He was oblivious to feedback, both in terms of what was pleasurable for me as in terms of boundaries. If we agreed on him not doing certain things anymore or asking for consent before he did them, he would forget. Even after it became clear that the way we were handling sex wasn’t working for me, he kept this behavior up. It has left me feeling like there was sexual abuse within my marriage.

About a year ago I got to the point where I just felt rage all day every day. For being stuck in this marriage (even though I still see my husband’s worth as a person and we have mostly good and harmonious days together). I was angry for never in my life being able to experience what it would be like to have sex in a good way and being sentenced to having it either with my husband or with nobody at all. This eventually escalated into me forcing the relationship open. I knew already that there would probably be consent for that, but I didn’t actually give my husband a chance to say something about it. I just told him I was going to have sex with others, there would be no rules, nothing. It was just me for once and finally being in charge.

This all led to me being intimate with a good friend of mine, which was awesome. He and I took things slow. At first, we had regular check-ins during kissing, and later, sex. He made me notice my own feelings and talk about them. After a few weeks of that, this was no longer necessary. Whenever I kissed him or had sex with him it left me wanting more, a completely new feeling. He and I are still good friends, but I don’t think there’s much of a future between us. We want different things.

So, here I am. In an open marriage, even though I do not actually think I want to be polyamorous with the new people I would date, and also in a hurry. I feel like so much of my life has passed me by without me having agency about my sexuality and sex life. I’m ashamed to say that I am focused on romantic and sexual exploration to the extent that I feel like a teenager. My thoughts and worries center around it being too late for me and around never finding someone. Even though I do not want to get divorced (mostly because of the children), I feel resentful for my marriage status messing with my chances. Who would be interested in dating someone who is still married (even if the marriage is over in romantic and sexual terms)?

I have so many wants and wishes and so little idea of what to do. Should I get on dating apps? I am afraid that I would only attract people that would think I am ‘easy’ because I am in an open relationship, whereas I would probably have to take things slow again to make things work. I am also afraid that only people that are polyamourous will want to be with me (if at all), while I don’t actually think I want that. I would be interested in exploring what it would be like to date women, but I do not know if I would actually want to follow through with that, if it got that far. And then there is risk: I do not want nor need any more bad sexual experiences. How will I make sure it doesn’t happen again, apart from just not dating at all?

The other option is of course to just wait and see who I come across. I live an active life in which I meet lots of people. So far, I have told almost nobody that my marriage is open. I guess starting to tell people would be a good start into letting them know I might be interested and available. Would that be the better option, compared to dating apps? My fear is that I won’t meet anyone that way. Most people I know are in relationships already. That, or I am not interested in them.

Maybe the answer is that I should just have some patience and just explore and see what happens. I guess the same thing I say to my children when they complain about their wants and wishes not being met. I would love to hear your input though!

Open For Business?

DEAR OPEN FOR BUSINESS: Hoo boy. I’m honestly torn with your question, OFB, because I think that what you’re asking for isn’t really what you need or would serve you best.

Don’t get me wrong, I’m so sorry for the misery you’ve endured and I’m very glad you’ve found a way to actually explore your sexuality in a way that makes you feel safe, empowered and happy. It’s just that, while I think ethical non-monogamy is a great and valid choice for many people, I’m not sure that it’s the right choice for you under the circumstances. I understand that you don’t want to divorce because of your children, but honestly, I think all that you’ve done is kicked the can down the road and upped the odds that it’ll be a more contentious and unhappy outcome than it would be if you pulled that particular trigger now. I absolutely understand your reasoning, but this really is a time when a clean break would be best for everyone – you, your husband and your children.

There’s a lot of history there and a lot of understandably strong feelings about how this relationship failed you and how your husband’s behavior hurt you. Staying married for the sake of the children is a noble idea, but in practice, it doesn’t really work. Your kids aren’t blind or stupid; they’re going to pick up on just how tense and unhappy things are between you and your husband. That’s going to affect them too; even when they’re nearly grown adults, it’s incredibly stressful living in a household where mom and dad are at odds and clearly don’t want to be together any more. And frankly, I’m worried that continuing to live with the man who you clearly resent is going to do more harm than good and risks undoing some of the progress you’ve made.

To be perfectly honest, I think your best move would be to go to a marriage counselor with the specific aim of winding down this marriage, so that your divorce can be as smooth and amicable as possible. This will leave you free to pursue the relationships you want without feeling like you’re being held back by one that isn’t meeting your needs and has only made other things worse. 

But that’s not what you asked about, so let’s address your actual questions. Your being married isn’t as big of a handicap to your dating life as you might think. One of the hoariest cliches about opening up a hetero relationship is that the female partner almost always has a much easier time than the male partner does. It’s much, much easier to find men who are ok with sleeping with a married or partnered woman than it is to find a woman who’s willing to sleep with a married man – ethically non-monogamous or not. Women are frequently a lot more cautious or averse to dating a married man, simply because of how many men have lied about being open or having an arrangement. A lot of men, on the other hand, tend to not care as long as they’re getting what they want.

You also aren’t under any obligation to do more than date anyone casually. While you may well meet people who want a more serious or committed relationship than you’re offering, if you date other open or non-monogamous people, you’re as likely to find people who aren’t looking for anything more serious than fun, dates and sex.��(That being said, I think the kind of sex you want to have is going to be more easily found in someone who’s at least interested in a short-term relationship, if not a long-term, committed one. A lot of men who want a no-strings hook-up tend to not bring their A-game to the bedroom with them.)

While the terms often get used interchangeably, being open or ethically non-monogamous isn’t synonymous with polyamory. It’s a little like how squares and rectangles are both quadrilaterals, but a square is still different from a rectangle. Polyamory is a form of non-monogamy, but not all forms of non-monogamy involve polyamory.

An open relationship simply means that you’re allowed to have sexual contact with someone outside your relationship. That’s all. Polyamory, on the other hand, means having multiple, concurrent romantic relationships. Non-monogamy takes many different forms and relationship models. People can be fully open, monogamish (which is to say, occasional outside partners or special guest stars), swingers (they have sex with other couples), open with limitations (no penetration, not in your home city, etc.) or almost any other combination you could imagine.

So if you’re going to put yourself out there while still married, I would recommend saying that you’re open, not poly, and to make it clear what you are and aren’t looking for, and what kind of relationship you aren’t interested in.

I would also recommend that you do some research before you start putting yourself out there. Non-monogamy takes the complications of a monogamous relationship and multiplies them, so knowing how to navigate even a casual connection is important. I highly recommend checking out Tristan Taormino’s “Opening Up”, “The Ethical Slut” by Dossie Easton and Janet Hardy and “Building Open Relationships” By Dr. Liz Powell. Reading these can help guide you through some of the tricky considerations and conversations that make open and non-monogamous relationships work. ��(Full disclosure: Dr. Powell is a friend of mine and has guest-written for the column before.)

Now, for finding people to date or explore your newfound sexuality with… well, this is when the apps are your best and most convenient option. If you want to make sure that you’re dating people who are ok with dating a married woman – however tenuous that marriage may be – the dating apps make it easier for those people to find you. Most of the major dating apps have options for labeling yourself as being open or non-monogamous; this lets people who aren’t interested in dating someone with a partner filter you out of their search results. This doesn’t mean that there won’t be people who slip through by mistake – God knows that “didn’t read your profile” is one of the most common complaints on the apps – but it will definitely weed out the most obvious of poor fits.

However, you might want to focus on apps that are specifically oriented towards non-traditional relationship models, like Feeld. Feeld caters towards the happy perverts crowd – fetishists, kinksters, swingers, hot wives, cuckolds and plain ol’ non-monogamous folks of all stripes. While, again, there’s no way to ensure that everyone you match with is going to be ok with dating someone who’s partnered, if they’re on an app like Feeld, they’re far more likely to have opted-in already.

I would also recommend that you meet folks in person as well. The odds are good that there’s an ENM community (or two, or three, or five) in your city already. Many of these groups have regular meet-ups and hang-outs, and it would be a great opportunity for you to meet and connect with other people who, like you, have decided that traditional monogamy isn’t for them. Search Facebook groups for your city and you’ll likely find a few. Reddit can be useful resource for you here as well – you can inquire in your hometown’s subreddit or some of the poly and ENM subreddits.

As far as making sure that you don’t have bad experiences, the answer is for you to take things at a pace you feel comfortable with, and to maintain strong boundaries. Part of what made things work with your friend was that you and he moved at a measured pace, taking your time, checking in and generally ensuring that everyone was cool and onboard with everything. You absolutely should maintain that practice with your future partners, whether you’re dating men or choosing to experiment with dating women. Taking it at your speed will give you not only a chance to ensure that you feel comfortable, but to learn more about the people you’re dating. How someone responds to “I want to take things slow and build trust and comfort” will tell you a lot about them.

Now that doesn’t mean that someone who prefers to move faster is a bad person. Everyone’s got the right to their preferred speed or priorities in a relationship. If someone wants to move faster than you or prefer not to wait as long as you do and is respectful about it, has simply indicated that they’re not a good match for you. It’s better to find that out early on, so neither of you wastes the other’s time and you can both move on to find someone who is a good match. Someone who is pushy, makes joking-but-not-really snide comments about it or otherwise isn’t cool with your need for trust and comfort, on the other hand, is someone you should kick to the curb with the swiftness.

Don’t forget: you don’t need to justify why you want to take things slowly, nor do you need to explain any refusal. “No” is a complete sentence, and “Because I prefer it this way” is all they need to know. People who you would want to avoid are far more likely to push against your boundaries and demand reasons; it’s a way of pressuring you to give in. If they get you justifying your reasons, then it’s no longer a boundary, it’s the opening salvo in a negotiation. A flat and blunt “no” is the only justification you need.

But as I said: while I understand why you’ve chosen to stay married, I still think that your best option is still to officially end the marriage. It’s not an easy process, but I think it would be better for everyone involved. You won’t feel shackled to someone you (very understandably!) resent and your children won’t feel like they’re caught in the middle of a conflict they don’t understand.  

Good luck.

Please send your questions to Dr. NerdLove at his website (www.doctornerdlove.com/contact); or to his email, doc@doctornerdlove.com

DEAR DR. NERDLOVE: I’m a 45-year-old man, and I can’t believe I’m admitting this, but I’ve been scammed by someone I met on a popular dating app that I won’t name because this is embarrassing enough as it is. It’s hard enough to admit that I was this stupid and it’s even harder to admit it publicly even in a place where nobody knows me, but here we are.

I met this woman on the app about six months ago. She was amazing. She was beautiful, kind, and we hit it off right away. We messaged every day, then moved to phone calls and video chats. Looking back, the video chats felt a bit off, but I brushed this off as an issue with her spotty Internet service. I didn’t think much of it at the time because I’m a digital nomad and even my portable hotspot can struggle and stutter when I have to have meetings in Zoom. We built what felt like a real connection, and she seemed so genuine. She said her employer had sent her to Turkey on a project, and that she’d be back in the US around the time that I’d be back too. We had started making plans to get together for a long romantic weekend that I had hoped would be the first of many.

Things started getting strange when she told me her bank card had been frozen. This wasn’t unusual to me, banks flag overseas transactions all the time. She was “stuck” and needed help to pay a contractor she was working with, so I sent her $500. Then it was $1,200, then another $3,000 for what she called “emergency fees.” I was hesitant at first but she promised she’d pay me back as soon as she got home, and I believed her. Before I wised up, I ended up sending her about $8,000.

Yes, I know. You can’t say anything to me that I haven’t said about myself. It should have been screamingly obvious to me. I still can’t believe I was this gullible.

The last straw was when she asked for another $5,000 for what she claimed was a “permit” to leave the country. This was my breaking point, because the other issues seemed so much more believable; she showed me screenshots of bills and warning notices from the bank and the emergencies always made sense between her job and being in remote parts of Turkey. But she got angry when I said I wasn’t sure, and then when I tried to ask her about it, she went cold. A few days later, she blocked me on everything.

I finally did some digging, and it turns out her pictures were a mix of a Russian model’s Instagram account and deep fakes. Everything she told me was a lie. Now, I feel completely humiliated. I’ve been divorced for a while, and I guess I was just so hopeful that I wanted to believe that this was real.

I haven’t told anyone about this. Not my friends, not my family. I’ve always prided myself in being too smart to fall for scams like this, even as friends of mine had been catfished. I don’t know how to move past this or even if I can trust anyone again. I’ve learned my lesson about doing my research, but how do I stop feeling like such a f--king idiot? 

Thanks for reading,

Love Comes At A Cost

DEAR LVOE COMES AT A COST: You’re not stupid, LCAC, you were tricked. I want you – and everyone else who reads this – to listen to me very carefully: nobody is immune from being conned or scammed. If you haven’t been conned, it’s not because you’re smarter than everyone else, it’s because you haven’t been hit with the con that would work on you. It’s more about timing and targeting than it is about anyone’s individual smarts and street-savvy.  

You were tricked by someone (or a group of someones) who pulls schemes like this all the time. They have practice and experience at it. You don’t. I know when we think of love cons and scams, we tend to think of obvious catfish incidents or the clumsy and low-effort “wrong number” pig-butchering texts that seem so glaringly transparent. How could anyone fall for those?

Well, those are obvious by design. They’re the scam equivalent of fishing with dynamite; they’re just looking for the marks that require the lowest effort. Plenty of people, on the other hand, have been tricked by fake emails purporting to be from their bank, from their ISP, their email service or their cellphone provider, or when their friend’s social media has been hacked. 

It’s not that an honest man can’t be conned any more than a smart man can’t be fooled; it’s about the scammer or the con artist finding the one opening they can exploit. The scammers aren’t worried about your smarts, so much as trying to find the one moment when you’re not paying as close attention as you might be otherwise.

Or when they find you in a moment where you’re particularly hopeful and open. Like you were.

A good con artist targets the areas where people are most vulnerable for a reason. If they’re not playing on someone’s greed, they’ll play on their sense of hope or an honest desire for love and then exploit their generosity and desire to be a good and helpful person. That’s what happened here – you were trying to be generous to someone in need, someone you thought you knew. That’s not a flaw, that’s just a very s--tty person was good at what they were doing and got lucky when they found your weak spot.

I realize that this is going to feel like pouring salt in the wound, but I think this is a time when it would be a good idea to watch the documentary The Tinder Swindler on Netflix. The women that Simon Leviev conned weren’t idiots; he was telling them a story that they wanted to hear, and he told it well. He had just enough to make his story plausible – private jets, European vacations, luxury hotels and 5 star restaurants and bottle service in exclusive clubs… it all seemed incredibly real, but it was built on fraud, forgery and financed by the proceeds of his previous victims. Your scammer wasn’t going to the same lengths, but the method was very similar. They gave you enough “evidence” to ease any suspicions you had, and in an era of Photoshop, LLM-enabled chats, deepfake videos and audio, it’s easier than ever to manufacture “proof”.

Once they got you to help out once, it was that much easier to get you to “help”, again and again until you caught on. That’s a psychological quirk in everyone, not just you; it’s why the first ask is almost always significant but reasonable. If they can get you over that initial hurdle, you’re that much more likely to keep at it. You did better than many who get scammed; a lot of people get soaked for tens or even hundreds of thousands of dollars. I realize keeping it to high four digits is cold comfort indeed, but it could be much worse.

It’s understandable that you feel embarrassed, but there’s no shame in being conned by a professional. This is what they do, and they’ve had way more practice at running cons than you have at spotting them. And they rely on your embarrassment to keep you silent, so more people don’t hear about the scam and they can keep pulling the same tricks.

Personally, I think it’s worth telling your family and friends what happened, if only so that they can calibrate their Spidey-sense accordingly. But I understand why you wouldn’t want to, and that’s ok. The big thing is to recognize that while this happened, it’s not a comment on your smarts, just your capacity for hope and generosity. Going forward, you’ll be a little wiser, a little more guarded, if a little slower to trust. Make sure you maintain some strong boundaries, especially when the other person hasn’t actually earned your willingness to adjust those boundaries. And going forward, I recommend my rule of thumb: until you meet in person, you’re not dating.

Good luck.

Please send your questions to Dr. NerdLove at his website (www.doctornerdlove.com/contact); or to his email, doc@doctornerdlove.com