Age difference; how can I convince him to take me seriously?

Dear Guys,

I believe there is something wrong with me. I have never dated.

A year ago I met this really great guy who just started out as a co-worker. After that, we became friends. I developed a crush on him, but remained only as friends because I thought it would ruin my friendship with him. When he left, I always wondered if I would ever see him again. When I saw him again months later, I felt very happy to see him. Too happy. I pushed the thought aside that it was only my imagination that was causing me to think like that. When we started to hang out, I realized that the more I was with him, the more I felt I could make things work between us. When I told him how I felt, he was surprised that I liked him. This is where the trouble begins; when I first met him, I was 20 and he just turned 34. We have talked about dating, but he only wants to stay as friends. His reason is that I am too innocent for him and he is too old for me.

How can I convince him that I want to be taken seriously about taking the next step? I know that the age difference is what makes him nervous, but isn’t there a way for him to not think about the age for the moment? I just want to be given a chance.

Molly

Dear Molly,

Thanks for your question. To be honest, this is a pretty big age difference, at least at the point you are in your life. If you were say, 30, and he was 44, it wouldn’t be as big of a deal. But since you’re only a few years out of high school with not much life experience—you said yourself that you haven’t dated—and he’s been out in the adult/working world for the last twelve years, that’s a huge difference. However, we’re not saying it’s not possible, we’re just saying that your compatibility on a base level is not there. (Please watch our video on, “Dating older Men.” it might help shed some light on your situation.)

This guy seems like an admirable guy. And we give him props for that. He could easily take advantage of you, but instead his paternal instincts have kicked in and he’s actually trying to protect you. We know this is the last thing you probably want to hear, but he’s actually doing you a favor. He knows that you need to experience life with someone closer to your age, and do the things that 20 year olds do. Go to college. Go out with friends. Date different types of guys. Travel. See the world. Figure out what you really want. Because we can assure you that what you want now is going to be very different than what you want in five years or ten years.

If you feel you must pursue this further then talk to him again. Or ask him out. Invite him over for dinner. Show him that you’re more mature for your age.

However, we’re with him. We think you should keep this right where it is now: a crush.

Good luck,

THE GUYS

ps. What are your thoughts? Feel free to ask us a follow up question. And let your friends know about us. Thanks!

Also, check out our “Relationship Memoirs” page, especially Charlotte Pescale’s, “Rebecca, a memoir.” You might enjoy it!

Other questions about dating older guys: 

Sugar Daddy: Could he be serious about me?

Does my coach love me or am I being delusional?

Teacher/student: I thought he was into me but he never asked me out

 

Dating an older guy: Why is he afraid?

Readers: Please check out our new Relationship Memoirs  page to read some great guest writers. Thanks!

Hey Guys,

I’m 18 and I met this guy who is seven years older than me almost a year ago. We dated for about a month and it was going really well, until he decided we should stop because he thought we would make mistakes due to the age difference. However I insisted that we didn’t break all ties. I really liked him. We kept on seeing each other and sleeping together. But it’s not just about sex, we get along really well. It almost feels like a relationship.

But he hasn’t told any of his friends about us and seems ashamed. When I asked him why, he told me even though he enjoys spending time with me he feels like a thief; he feels guilty but he can’t explain why.

This is really frustrating, I feel loved and rejected at the same time. I don’t think I am someone that one could be ashamed of but my self-esteem is kind of hurt by this situation. Do you have an explanation for me, guys ? Why is he so afraid ? What could I do to reassure him ?

Stella

Dear Stella,

Thanks for your question. You should also check out our video on Dating an Older Guy.   (Also, you might be interested in reading some of our Relationship Memoirs. 

Your “boyfriend’s” actions show that at least he has a conscience. You see, he’s attracted to you, but feels like a thief because he understands on some level he’s stealing your youth. He knows he’s interfering with some of the experiences you should be having—experiences that he had when he was your age. Like dating guys your own age, and doing the things that 18 year olds do: college, dating, figuring out their career, going out on the town, traveling. He knows if you’re with him you’re going to miss out and he feels guilty about it.

There’s nothing wrong with dating an older guy Stella, and frankly seven years is not typically a big deal, but at your age it is. This guy is in a completely different place in life. He’s been operating in the adult world for the last four years and you’ve just completed high school. That’s not to say you’re not mature enough to handle it, and it’s not to say that these types of relationships never work, but the two of you are at very different places in your lives. And this is why he’s not introducing you to his friends and family. He’s not embarrassed of you, he’s embarrassed by his own actions. Basically he feels like he’s “robbing the cradle” and he believes all his friends will think the same thing. (He is.) And that’s why he’s keeping the relationship a secret and giving you mixed signals.

If he’s not going to change his behavior and treat you like a proper girlfriend we suggest you stop with the FWB arrangement and move on. Your self-esteem is only going to be affected more and more and that is not healthy for you. We also think you should pursue the things that 18 year olds pursue rather than date an older guy at this point in your life.

So stop fretting. Don’t feel badly about yourself. We’re sure you’re a great young woman that many a guy would be very proud to date. This situation is more about him than it is about you. Hope this helps.

Please leave us a follow up comment and/or question in the comments section below.

THE GUYS

ps. Please let your friends know about us. Thanks!

Other questions about dating older men: 

Sugar Daddy: Could he be serious about me?

Does my coach love me or am I being delusional?

Teacher/student: I thought he was into me but he never asked me out

 

 

Sugar Daddy: Could he be serious about me?

Check out our video on Dating Older Men. 

Dear Guys,

About two months ago I met someone online on a Sugar Daddy Website. It was the first time either of us has ever met up with anyone from the website. Let’s call him Jack. Jack is 39 and very wealthy. His work causes him to travel a lot. He broke off his engagement of about a year back in November. I am 19 and currently a student.

Jack and I have only met up twice so far. Both times we went out to a very nice dinner and afterward we had sex. Jack is a gentlemen in all areas; during intercourse he always pleases me first and if a position hurts he will change it to what he can tell I am comfortable with. Though we met on a sugar daddy website, Jack and I have never made arrangements for pay or anything to make it seem like that type of arrangement. I guess it feels more like casual dating. I once asked Jack what we were doing and he replied “Getting to know each other right now and seeing if we are compatible.”

He texts me everyday since the first time we have talked. Sometimes he will answer right away, but a majority of the time he takes anywhere from an hour to three hours to reply to me. I know he is busy being away for work, but does this mean anything?

I have come to develop feelings for Jack, but I am not quite sure what he is looking for and I find it awkward to ask because of how we met, and also the age difference. I was wondering if you could help me and give me some advice as to what he may want or be thinking? How should I act towards the situation? Also with the communication when we aren’t together with him taking hours to answer me. Should I not answer him right away? Do you think anything serious could ever come out of this? What is your opinion about the situation; any advice you could give me would be great.

Kay

Dear Kay,

Thanks for your question.

Taking in consideration the way you met, it’s hard to say how this will unfold. But typically, the nature of a “sugar daddy relationship” is casual, similar to what you describe. Dating and sex. We’re not sure what motivated you to join the dating site, but from a guy’s perspective, he’s probably looking for exactly what he’s getting. Someone much younger he can take out on the town and enjoy in the bedroom when he’s not busy with work—which by the way is probably his first priority. However, having said that, it is possible that some of the men on the site are looking for a younger woman to marry, but not likely.

So we have two questions for you.

If work is his first priority is he still someone you’d like to have a more serious and committed relationship with?

And what initially motivated you to join the Sugar Daddy Website?

The only way to know for sure is to talk to him about it at some point. Let him know how you’re feeling and see where his head’s at. It might be a little too soon for that, but you’re certainly not going to get any answers by keeping your feelings to yourself. And our rule is, if you’re already being physical then the relationship has progressed enough to talk about the future. As far as his response time. No worries. As long as he’s getting back to you in a few hours that’s fine. No need to change your behavior and respond slower, but certainly you can if you want to mirror him.

One thing you can do in the meantime. See if he still has a profile up on the Sugar Daddy site. Not, by snooping, but by using your profile and checking out the site. (We don’t encourage you to go through his phone or computer. That’s not a great way to solidify a partnership of any kind, even though it’s tempting.) That would tell you if he’s at all serious about you, or if he’s still trolling for more women.

Finally, we’d still like to encourage you to date men of all ages—preferably someone a little closer to your age—especially since you’ve expressed interest in having a committed relationship.

We hope this helps a little. Please leave us a comment. We’d like to hear more of your thoughts.

Take care,

THE GUYS

ps. Please let your friends know about us. Thanks!

I’m hot for my tutor; will he date me?

Dear Guys,

I am a college freshman (18 yrs old) and recently I been having trouble with a class. I got tutoring but then switched my tutors to this guy who I found very attractive. (He is 25 yrs old). After our first tutoring session he texted me and we briefly flirted. At the end of our second session we end up having a hot make out session which lead to me pleasuring him.

After that he didn’t text me but I texted him asking for tutoring the next day. The next day after our tutoring session as I was about to leave he kissed me. I told him it didn’t feel right to be making out because I barely knew him and he was my tutor. However, we kept making out and things kept getting hotter and hotter. We ended up having sex. At the end I ended up telling him that I actually wanted him to ask me out. He was like really I didn’t know.

Well the thing is that I am really attracted to him. He is funny, witty, intelligent, hot, talented, and nice. I like him but I feel like he thinks I am just a FWB. I don’t know what to do because I thought he wanted to ask me out or liked me but he hasn’t done anything about it. And the bad thing is that I keep thinking about him and I want to be with him again. I don’t know what to tell him. I want to clarify and know what he wants. I need a guy’s perspective on this!

Haley

Dear Haley,

Thanks for your question.

Your situation is confusing because you’ve wandered into murky waters. Typically students and teachers shouldn’t be having any sort of relations outside the classroom. (This includes tutors as well. ) We do realize you’re 18 and of age, but that doesn’t mean he’s got a free pass. And if he is employed by your college he certainly understands what the boundaries are.

If the two of you want to have some sort of relationship you should stop seeing him as a tutor and see if he’ll ask you out on a proper date. But honestly, we’re not even encouraging that, because there’s a large divide between the two of you. He’s already out in the adult working world, and frankly you’ve only just graduated from high school. This might not seem like a big deal but there’s a huge gap in emotional and cognitive maturity here. Also, factor in that he’s your tutor, which makes it difficult to have a balanced relationship because he automatically has more power, being in a position of authority. What essentially happens is the tutor/student dynamic continues into the actual relationship.

We know you’re smitten, but honestly we don’t think he’s looking for anything more than a good time with you. And it doesn’t sound like that’s really what you want. (We don’t blame you.) So our suggestion: Get a different tutor and find yourself a nice guy who is a student at your college.

Check out our video: Dating older men

Feel free to leave us a comment or ask us a follow up question.

Good luck,

THE GUYS

ps. Let your friends know about us.

Other questions about student/teacher dating and dating older men: 

Does my coach love me or am I being delusional?

Teacher/student: I thought he was into me but he never asked me out

 

Cross Cultural Relationship; East meets West

Hi Guys,

I love your work! It’s great and very entertaining. Cracks me up mad :)

I’m not sure if you guys have any experience about relationship dynamics between an Asian and a Westerner. But I’d like some opinions.

My man is from the States and I’m an Asian. Also, he is almost 40 while im in my late 20s. We have been together seven months, going strong and happy.

I asked him before if he is committed and he said he is. He used the term “all in” which made me very happy indeed. But I am unclear as to what kind of expectations or dynamics does a white guy in general hold towards a lasting relationship. I might have subscribed erroneously to the belief that westerners don’t regard commitment as seriously as Asians would. Can you please tell me the differences between a white man and an Asian man in terms of perspective and expectations for a lasting relationship?

Also, is there any advice for a young lady like me to know about dating an older man? Issues I should look out for perhaps?

I’d just like you to talk about your take on a lasting cross cultural relationships, and compounded with a bigger than usual age gap.

Many thanks!

Candy

Dear Candy,

Thanks for your question and for your kind words. We do try.

We think you may be a bit too concerned about the stereotypes you may or may not have heard about “white” men—let’s say Western men—as opposed to Asian men. Obviously cultural differences factor into every aspect of of a person’s life, but from our experience there are many Western guys who take their commitments just as serious as any guy in the world. Sure, maybe there’s less divorce in Asia—we don’t have exact statistics—but that still doesn’t mean there are more happy marriages or long term partnerships in Asia. It could just mean that more people stay together, whether they’re happy or not. So we think you need to focus on the individual—your guy— rather than try to understand him from a cultural perspective.

The one cultural phenomenon that you should be aware of is that some Western Guys have a certain “thing” for Asian ladies. It’s only worth mentioning because we would be remiss if we didn’t mention it, but it’s not something you necessarily need to focus on. It’s a matter of taste. And although that may sound very superficial, men pursue women they’re physically attracted to—at least at the onset. And when that physical attraction is there, men also think about commitment more seriously. It’s a good thing.

Now let’s address your question about your age difference. We’re guessing it’s around a 12 year difference? Is that about right? He’s probably 39 and you’re 27. (How’s our guess?) If this is the age difference then this doesn’t really fall into the category of dating an older guy. If you were in your early twenties that would be a big difference. But since you’re in your late twenties you’ve experienced life without him. You’ve probably been out in the working world, and probably have dated other men. Concerns about dating an older guy come when there’s a striking difference between experience—usually when the difference is creeping towards 20 years—which throws off the power balance. If you find him trying to “educate” you and treating you like a young girl rather than an equal, now or in the future, that might be a concern and a red flag. But otherwise, no. (Watch our video on the topic: Dating Older Men)

Candy, if you really love this man and trust that he loves you we don’t see your cultural differences or your age differences being an issue. Of course we can’t look into the heart of this man and tell you for sure that he means what he says, that’s up to you to decide. But when a guys says he’s “all in” that’s generally a positive sign.

We wish you all the best,

THE GUYS

ps. Please let your friends know about us. Thanks!

Readers and Candy: Check out some of our other posts about dating across cultures. You may find them interesting. 

________________________________________

Other questions about dating across cultures: 

Why is he hiding our relationship from his family? 

Cultural Differences Part 1: Am I booty call? 

Cultural differences Part 2: Am I getting played? 

Different cultures; more than friends, less than lovers

Does my coach love me, or am I being delusional?

For Real Time Discussion join us on Twitter: @TGPBuzz

Some recent questions:

I cheated on him; should I tell him?

Military long distance relationship

I like a gay guy; what do I do?

Will he ever leave his marriage for me? 

Divorced woman w/kids dating bachelors in their 40s

My son is throwing his life away for a woman with three kids

Dear Guys,

Since I was a freshman in high school I have always had a crush on one of my former coaches. This has been no secret to anyone who knows me and I am even positive that he knows as well. All throughout high school we have had a special relationship—a “Father and Daughter” relationship as he would describe it. But I’ve always been sure that there was something more unspoken between us.

For instance, during games or whenever we were in the same room he would always stare at me, although very discreetly. It’s the way that he stares sometimes. I can’t help but blush or shy away. Also, he would go out of his way to speak with me—interrupting conversations that I am having with others or finding ways to accommodate me. Often he would ask about my status with some of my male peers. And even after I graduated he let me know to email him to stay in contact so he’ll know how things are going with me.

One incident that stands out so vividly in my mind happened at my last volleyball game of my high school career. He was sitting way in the stands. I remained on the bench the entire game. Upset we lost the game and that I didn’t even get to play, I stormed out of the gym and into the nearest restroom. Just shortly after I went in a female teacher—who’s one of his closest friends—came in after me to let me know that he was standing outside the door and wanted to speak with me. (This teacher was also aware of my fondness for him.) I quickly pulled myself together and met him outside the door. The fact that he came after me and noticed my exit out of a gym meant a lot to me. He then talked to me and his face was just inches from mine. That’s when I heard “I love you to death..like a daughter, of course.” I’ve heard him call me his daughter before even though he’s white and I am African American. And I even heard him tell me that he loved me before, but when he spoke with me outside the  restroom something about the way he spoke with me told me there was something more to it. Could I be wrong?

To this very day I visit the high school and the girls in the school’s volleyball program. The first person I notice is him when I walk through those doors. I notice that he notices me too but he tries not to seem phased by my presence. Sometimes he doesn’t even talk to me. He just holds conversations with other people and steals glances from a distance. Though we still email each other I can’t seem to understand why things may be so awkward for him.

Am I delusional? Can there be something more? Is this mutual attraction all in my head? Or can he be conflicted because he’s a teacher, coach, husband, and newly father.

Ash

Dear Ash,

Thanks for your question. We’re surprised we haven’t gotten a question like this before.

Relationships between coaches and players—or teachers and students—have clearly defined parameters. Coaches have to be very careful not to cross these parameters if they want to keep their job, or stay out of jail. We’re sure you’ve seen plenty of cases on the news of coaches losing sight of those very clear boundaries and ending up ruining their lives and the lives of all the people who love them.

From what you describe your instincts could be right. It’s possible there could be a mutual attraction. (But we don’t really know. We can only go by what you’re saying.) Players often have crushes on their coaches. They see someone who’s strong, confident, knowledgeable, and maybe even good looking and they start to fantasize about what it would be like to be in a relationship with this person. (Because those particular characteristics ARE attractive, especially to young women coached by an older guy.) And on the flipside, men see beautiful, athletic, young women running around in shorts and tee shirts and it’s only natural for them to recognize this beauty, and be attracted to it.

But it should NEVER go any further than that. It can’t. And if it does, that’s when trouble starts and lives get ruined.

Coaches especially need to be cognizant of the affect they might have on their players and not take advantage of this power. Although this happens all the time in our society. Think rock stars, artists, athletes, etc. But teachers and coaches, whom parents have entrusted with their children, have to be extra diligent about keeping to their clearly defined roles.

We can’t say whether or not he’s actually attracted to you, but it’s clear he’s fond of you. He says he thinks of you like a daughter, so we think you need to take him at his word. And OF COURSE the whole situation is awkward for him. He might care for you but he doesn’t want anyone to think he’s crossing the line, so he has to be guarded. And frankly, he has everything to lose by doing anything more than what he’s doing. He’s a husband and father and he needs to always keep that in mind as he carries himself in the world.

So Ash, it’s fine to have a crush on your coach but you need to leave it right where it is. We realize you really want to know if he also has feelings for you, but we think you need to put this aside and start focusing your energy on men your own age. And be happy you have a mentor/father who cares for you.

THE GUYS

ps. Let your friends know about us. Thanks!

 

Divorced and now online Dating: Am I booty call or more?

For Real Time Discussion join us on Twitter: @TGPBuzz

Some recent questions:

Dating my ex’s friends: Friends with Benefits

I suggested Friends with Benefits; Did I just dig myself into a hole

Contemplating a long distance relationship; Could we be something more? 

Why did we really break up?

I cheated on him; should I tell him?

Hi Guys,

I’m in the middle of a divorce after 16 years of marriage. It’s been months since I’ve been with anyone. I decided to check out a dating website. I met this very nice looking man. (We are both in our mid 40′s.) It started with small talk and then we decided to meet up for dinner and talk. (It was strange for me.)

Turns out he’s been divorced for 7 years. We both have children and have busy work schedules but, we managed to meet each other and things went well. We said our goodbyes and a few days later we met again, just for a few hours. He came to my place and met my children and we talk and kissed some and that’s as far as it went.

He left town for a couple of days after that but we stayed in contact and he said he wanted to meet up when he got back. And of course, that’s what we did. So for the third date he ended up coming to my place and we had the place to ourselves. We ended up having sex, which by the way he said was nice and thanked me for it? I’ve never had a man tell me that before. I don’t know if that’s a good or bad thing?

Don’t know what to think or do?

Becky

Dear Becky,

Thanks for your question.

Jumping back into the dating scene after being married for a long time can be confusing on many levels, and maybe even a bit surreal at times. Sometimes the confusion stems from not being clear what the plan is. So what is your plan Becky? What do you actually want from a relationship? We’re not saying that you should know exactly what you want before you begin to date again, we’re just saying that once you figure it out, certain questions will be cleared up.

For example: If you’re just out to have a good time with no strings attached, it wouldn’t matter to you if not everything was clear between you and this guy. Meaning, you’d evaluate the facts only: you had a good time with this man. And you wouldn’t be wondering what he means by thanking you for sex. (Yes, that is a bit “different” but it’s not a bad thing. When is a Thank You a bad thing when the person actually means well?)

But if we really want to get into the nitty gritty of nuance we’d say that his “Thank You” seemed an appropriate thing to say since you did something very intimate together but he doesn’t really know you that well. It’s a response from someone who is trying to acknowledge the disparity between your “interaction” and your relative lack of interactions. Make sense? We think it shows a sense of awareness and caring not often displayed by guys. But it doesn’t mean anything other than that. He’s not necessarily saying he wants to have a relationship, nor is he saying he doesn’t want to see you again. The two of you would actually have to have a discussion about those topics. (If you wanted to that is.)

Our advice to you is figure out what you want out of dating right now. (This will likely change.) Once you figure out what you’re looking for, find someone who wants the same thing. (It could even be this guy?)

But for now, it seems like you’re having a good time. Enjoy it.

Leave us a follow up comment and/or question. (In the comments section here.)

THE GUYS

ps. Let your friends know about us. And please consider a donation to THE GUYS. It does take some time to answer questions thoughtfully and thoroughly.

 

Dating an older guy: What are we?

Thank you for your questions. Please use the form above to ask a question. Remember, if you have a pressing question that needs answering soon, please consider a donation to THE GUYS. (Read above for details) This will move your question to the top of the line. (Answered within 1-3 days) Otherwise your question will go into the general queue which has a 3-5 week delay right now.

For those of you who have donated, thank you. It does take a considerable amount of time to answer your questions thoughtfully and thoroughly.

THE GUYS

Some recent questions:

What’s the deal with this guy?

Long distance: Should I pursue?

This guy at work: Does he like me? What is he thinking?

Domineering when I date: I give dating advice to men

Why is he being secretive?

Different cultures: More than friends, less than lovers

Booty call or long haul?

I realize I still love my husband after getting divorced

 

Dear Guys,

I’m 26, and I’ve been seeing an older man (31) for the past 3 months. On our first date we had sex. (We went to dinner, had a great time, lots of conversation, watched a game, was not planning on going back to his place but it just happened). After that, we have been going out to dinners, having a great time, and still hooking up. (But no late night calls to come over like a booty call.) I know I am not a booty call; he treats me very respectfully and opens the car door for me every time, and pays for dinner even when I try to.

We talk at least once every day. I haven’t met any of his friends, but he does talk about them. Also he has a very busy schedule between work and sports, but he has invited me to come watch one of his games. I am starting to have strong feelings for him and I am not sure how to handle it.

Do I bring it up, or wait for him to say something? I don’t want him to feel like I am rushing him into a relationship and don’t want to scare him away. Help!

Lynne

Dear Lynne,

Thanks for your question. Your age difference of five years is not that great, so while he is an older guy, you’re both around the same age. (Some questions we get are from women dating guys who are 15-20 years older, which does add another layer to the question.)

We don’t want to sound like a broken record, but once you sleep with a guy, you’ve begun an intimate relationship with him, meaning you’re not overstepping your bounds by asking him to more clearly define your relationship. Of course this does not guarantee you’re going to hear the answer you’re hoping to hear, but it does mean it’s not too soon for you to inquire.

What do we think?

From what you describe it sounds like you’re in a bona fide relationship that has more going for it than just sex. We think you should talk to him. If you don’t want to scare him why don’t you ask him what he thinks of your relationship and maybe how he defines it, instead of telling him how you feel. Once you hear what he has to say, then you can decide how much you want to reveal to him.

But we’ll be honest with you Lynne. It’s our experience that if a guy gets “scared” it’s because he really wasn’t into the woman in the first place. Sure, you don’t want to go telling a guy you’ve just met that you’re in love with him, but in your case, three months is a good amount of time to truly develop strong feelings for someone. Eventually you’ll have to come clean anyway. And why not? He should know how you feel at some point soon. If he says he’s too busy, or not interested in a serious commitment, you should move on. Waiting for someone unwilling to make a commitment is like waiting for winter to end at the North Pole.

However, we’re hoping it’s going to all work out for you.

Good luck,

THE GUYS

ps. Let your friends know about us. Please consider a donation to THE GUYS. Click the PayPal button on the right side of this page. Thanks!

 

Relationship Advice: Dating Older Men

Please visit our new VIDEO PAGE and check out our new videos:

Dating Older Men

Getting Played: Trust your Gut

Getting Played: Listen to your friends

Or check out our You Tube Channel. Getting Played. Please Subscribe and leave us a comment.

Dear Friends,

Thank you for all of your questions. We have a serious backlog, but we are working hard at answering them as quickly as possible. Thanks for your patience. Anyone that DONATES to THE GUYS will be moved to the top of the queue, which means we will answer your question within 2-3 days. (See PayPal button on right side of any page.) Yes, we will still try to answer all questions, but questions unaccompanied by a donation become part of the general queue which has a two to three week delay right now. And of course it’s not possible to get to every one.

Please also keep in mind, that although your questions are personal, they are meant for public consumption on this site. Meaning, we’ll be answering them on our blog. (On the “Ask the Guys” page.)

For those of you who have donated to us, THANK YOU. It does take considerable time to answer your questions thoughtfully and thoroughly. And yes, there are real guys behind the scenes discussing the questions, and responding.

If you’re not sure how much to donate, just give what you’re comfortable with—whatever good advice is worth to you.

Thanks again,

THE GUYS

Some recent questions:

Big problem with relationship: really need help

Men: Can’t live with them, can’t live without them

This guy said I look swell

My boyfriend used to date one of my friends

Getting over him still

He dumped me, we remained friends, is he still into me?

Dating divorced guy who is still in pain

Older Guy: Am I misinterpreting current relationship?

Can a guy really commit to a long distance relationship?

Dear Guys,

I’m 25 and my boyfriend who I have been with for just over a year is 46. We are in a happy, stable relationship and I noticed him some times whisper, I love you. So I was upfront with him and asked him what he meant. He said he isn’t at that stage yet, and when he does say he loves me it will be because he will be devastated if he lost me. I find I am starting to fall in love with him but don’t want to tell him, so should I wait for him to say that L word? I also would like to have a baby; however he already has two girls and doesn’t want one. Should I stay with him? Should I go?

Amber

Dear Amber,

Thanks for your question.

So on the one hand you say he whispers “I love you” and on the other hand you say he isn’t ready to say it. So what’s the deal? Either way his response to your question seems strange. People usually say “I love you” to someone when they have such intense feelings that the words burst right out of them. It sounds like your guy will only say it when he’s about to break up with you.

Let’s focus on something that is clear. Your age difference in itself is not necessarily a problem. (You should listen to our video on Dating Older Men on our video page.) But the problem with such a disparity in age is how it plays out in terms of goals and dreams. You want children. He already has some. You want to get married. He may or may not want to. It’s likely you’re on a different page with every facet of your lives because he’s already experienced many of the things you’re looking forward to.

If you are really serious about this man you need to communicate to him EXACTLY how you’re feeling and what you want out of the relationship—including children. But remember, if he tells you he doesn’t want any more kids after you speak with him again, don’t think you’re going to change his mind. A lot of people stay in relationship thinking, “If this person loves me eventually they will change their mind.” That couldn’t be further from the truth. More typically, resentment builds for both people, and the relationship ends in flames.

We can’t tell you what to do Amber.  But we can say, gather as much information as you can and then make a decision. It’s unlikely he’s going to make the hard decision to break up with you because he’s already getting everything he wants. So it will be up to you to figure it all out.

Good luck,

THE GUYS

ps. Let your friends know about us. Join us on Facebook. And subscribe to our You Tube Channel.

 

Going from ‘friends with benefits’ to a dating relationship

Please visit our new VIDEO PAGE and check out our new videos:

Dating Older Men

Getting Played: Trust your Gut

Getting Played: Listen to your friends

Or check out our You Tube Channel. Getting Played.Please Subscribe and leave us a comment.

Dear Friends,

Thank you for all of your questions. We have a serious backlog, but we are working hard at answering them as quickly as possible. Thanks for your patience. Anyone that DONATES to THE GUYS will be moved to the top of the queue, which means we will answer your question within 2-3 days. (See PayPal button on right side of any page.) Yes, we will still try to answer all questions, but questions unaccompanied by a donation become part of the general queue which has a two to three week delay right now. And of course it’s not possible to get to every one.

Please also keep in mind, that although your questions are personal, they are meant for public consumption on this site. Meaning, we’ll be answering them on our blog. (On the Ask the Guys page.)

For those of you who have donated to us, THANK YOU. It does take considerable time to answer your questions thoughtfully and thoroughly. And yes, there are real guys behind the scenes discussing the questions, and responding.

If you’re not sure how much to donate, just give what you’re comfortable with—whatever good advice is worth to you.

Thanks again,

THE GUYS

Some recent questions:

Big problem with relationship: really need help

Men: Can’t live with them, can’t live without them

This guy said I look swell

My boyfriend used to date one of my friends

Getting over him still

He dumped me, we remained friends, is he still into me?

Dating divorced guy who is still in pain

Older Guy: Am I misinterpreting current relationship?

Dear Guys,

Story is that I met this guy three years ago and we had two dates. Then I did the regrettable: I had sex with him. Since then I’ve liked him, but we never got to the stage of it becoming a serious relationship. All he would really call me for is sex. I began to get the hint and I cut him off three times; but yet I find myself missing him and going back. I recently went back like a month ago and we had a long talk on how I didn’t want to have the FWB (Friends with Benefits) relationship. I told him I liked him and that’s the only reason I’ve had sex with him.

We have seen each other twice since then and the second time he unhooked my bra. I knew what he wanted to do but I backed away; and before I left I gave him a hug and then I don’t know what I was thinking but I went in for a kiss and he gave a me a weird look. Now I am officially confused as to what the situation is. And the truth is I really want him to be my boyfriend.

Guys please help me out =(

-Ariie

Dear Ariie,

Thanks for your question.

Your situation is more common than you might think. Women and men often think about sex differently. For you sex with this guy is your way of showing him how much you like him. For him, it could be purely physical.

Guys can easily separate the physical from the emotional. Once the “act” is over, we can easily transition into the next thing: What’s for dinner? What’s on TV? That’s not to say guys are incapable of love. We are certainly capable of love, and want it as much as women. But when it’s not there, we can still have sex just as easily.

It is possible to transition from a “Friends with Benefits” situation to an actual relationship, but we think this guy would have pursued you by now if he wanted more than just sex.

Having said that, we still think you should seek the answers you need. Remember: Nothing ventured, nothing gained. Tell him how you feel—again. And tell him what you want. It’s good to be specific. Don’t just tell him the only reason you had sex with him is because you like him. Be straightforward and tell him you want to be in a relationship with him. If he says he’s not interested, you’re no worse off than you are now. In fact better, because you’ll be able to move on to pursue a relationship that might have potential for a future.

Good luck and keep us posted.

THE GUYS

ps. Let your friends know about us. Join us on Facebook. And subscribe to our You Tube page.

Older guy: Am I misinterpreting current relationship?

Please visit our new VIDEO PAGE and check out our new videos:

Dating Older Men

Getting Played: Trust your Gut

Getting Played: Listen to your friends

Or check out our You Tube Channel. Getting Played.Please Subscribe and leave us a comment.

Dear Friends,

Thank you for all of your questions. We have a serious backlog, but we are working hard at answering them as quickly as possible. Thanks for your patience. Anyone that DONATES to THE GUYS will be moved to the top of the queue, which means we will answer your question in 2-3 days. (See PayPal button on right side of any page.) Yes, we will still try to answer all questions, but questions unaccompanied by a donation become part of the general queue which has a two to three week delay right now. And of course it’s not possible to get to every one.

Please also keep in mind, that although your questions are personal, they are meant for public consumption on this site. Meaning, we’ll be answering them on our blog. (On the Ask the Guys page.)

For those of you who have donated to us, THANK YOU. It does take considerable time to answer your questions thoughtfully and thoroughly. And yes, there are real guys behind the scenes discussing the questions, and responding.

If you’re not sure how much to donate, just give what you’re comfortable with—whatever good advice is worth to you.

Thanks again,

THE GUYS

Some recent questions:

Dating situation: Does this have a chance to become a relationship?

Older woman is confused

Confused: I don’t understand this guy’s behavior?

Multiple Questions

Big problem with relationship: really need help

Men: Can’t live with them, can’t live without them

This guy said I look swell

My boyfriend used to date one of my friends

Getting over him still

He dumped me, we remained friends, is he still into me?

Dating divorced guy who is still in pain

Dear Guys,

So there’s this guy from Muay Thai class that I like. I met him recently, around 5 months ago, but he is much older than me — I’m 22 and he is 33. We are now having conversations online for at least one hour a night, 70% of which are probably initiated by me, but he seems happy enough talking.

Also for the past two months now, we’ve probably hung out alone together three or four times. We go for casual dinners, watch movies, and play video games till around 3am each time. Even though we’ve been alone he has never initiated any physical contact with me. I have however seen him sneak looks at me while we are watching a movie sometimes. He has never told me what he thought of us and never called us hanging out alone a “date” so I just assumed that to him we are only friends, but is it possible that he could also have feelings for me?

I’m also shy and afraid of saying anything about that to him because it is possible that I am just blinded by my feelings, or misinterpreting things. And saying anything might result in the end of the friendship we currently have. What do you think?

Marina

Dear Marina,

Thanks for your question.

By now, you may have your answer since it took us a few weeks to get to your question. However, we think this is pretty straightforward.

No guy is going to invest that much time with a woman unless he’s interested in her beyond a friendship. However if he truly just wants you as a friend, it’s possible he’s not interested in women in general. (All we’re saying is it’s possible.)

So let’s assume he’s straight and is interested. The age difference isn’t a problem for him. Eleven years in the big picture isn’t a big deal at all, but you are slightly young to embark on a relationship with a guy eleven years your senior. Are you okay with it? Do the two of you seem compatible on many levels? (You should listen to our video on Dating Older Men for more insights.) The fact that he’s probably established in the “adult world” with a job, an apartment, and a routine, means he’s probably in a very different place than you are in your life. It’s likely you’ve just finished college, and are now trying  to get established in the world. This gap can often create divisions in a relationship if they’re not talked about frequently. Good communication is vital for a relationship to thrive and endure.

Sometimes the older person in the relationship can be smothering and not allow the younger partner to grow and evolve on their own. Be on the lookout for this, because you will end up being resentful if this occurs. This shouldn’t prevent you from moving forward, it’s just something to be aware of.

Now back to your question. We do think he’s into you. So the question is why hasn’t he made a move on you? Maybe he’s shy? Or maybe he feels a little weird since you are a lot younger than him? He may be attracted to you—that’s why you see him stealing glances—but he’s unsure how he should proceed. He’s doesn’t really know how you’re feeling so he doesn’t want to make a move for fear of being perceived as a pervert, or even worse a predator. If he is feeling this way, this is a good thing, because it means he’s got a solid awareness of his place in the world, and society.

If you want to make it easy on him, drop some hints that you’re interested. You should not be the one who makes the first move, but it’s okay to let him know it’s okay if he does. Of course nothing is guaranteed here Marina, so understand when you attempt to transition a relationship from friendship to romance, things can go either way.

Good luck and keep us posted. Please leave us a follow up comment and let us know how it goes.

THE GUYS

ps. Please let your friends know about us. Join us on Facebook. And subscribe to our You Tube Channel.

Relationship and Dating Advice from The Guy’s Perspective: Dating Older Men

So you want to date an older man? Okay. But first, let’s not confuse this with dating an old man. If you’re into that sort of thing, you’re on your own.

We think the best way to approach this topic is breaking it down by relative age.

If you’re under the legal age—which means you’re in high school— you should not be dating an older guy…period. Most freshman and sophomore boys are harmless enough because they are paralyzed by breasts, walking around like zombies carrying their books in front of their privates hiding what’s obvious to everyone around them. But junior and senior guys are more savvy. Their confidence is attractive to you, but that’s why you need to stay far away. They are like just born nomadic vampires with hypnotic powers they can’t control. You might think you’re mature enough to handle them but you’re not. These guys, no matter how cool they seem, are interested in you for one thing, and we hope you’re at least old enough to guess what that is.

Once you’re in college, the game changes, but that doesn’t mean you’re still better off with someone at least close to your age. Especially be wary of your professor that seems a bit too hip, a bit too accessible, a bit too in touch with young people. His hair isn’t really a bushy mane of black hair, but a mirage of hair dye and developer. And he wears those tinted glasses to cover the dark circles under his eyes, while also allowing him free reign to scan for the most alluring co-ed he can find. And that flashy sports car? It’s nice, but he has little money left over to spend on you. Our suggestion: Best to stick with the geeky science major in the adjacent dorm.

Once you’re out of college and comfortably ensconced in your twenties, dating an older guy might not be a bad thing. Guys take a while to mature, and they lag considerably behind women in emotional maturity by five, maybe ten years. So feel free to trade up. But be careful once again. If he’s more than ten years older than you, he’s likely not looking for “The One.” More like Some One. Or anyone.

Once you’re in your thirties and beyond, it’s all good. Older guys will likely appreciate you for some of your more refined qualities. Your ability to have an intelligent conversation will be just as sexy as a low cut blouse, and it will be refreshing to you to actually have someone look you in the eyes while you’re talking.

If you’ve recently retired and are in your golden years, ignore what we said earlier. It’s likely there won’t be very many older guys around, since most of them will have met their great maker, now sitting around a heavenly poker table playing cards for eternity. In that case an old guy will do just fine. However, you might be surprised if you realign your thinking. You might want to consider a younger man, since he’ll be attracted to your sophistication, and knowledge of the finer things in life. And of course it’s easier than you might think, because afterwards he’ll then be able to brag to his friends about the experience, which is half the reason guys do half of the things they do.

Until next time. This is The Guy’s Perspective.

Please subscribe to our You Tube Channel.