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Archived questions from: May, 2013 (see latest in Age differences category)

Age differences: Help and advice

Younger boyfriend isn't sure about us because I have experienced things he hasn't

This question has 6 answers - newest was posted 4188 days ago

31 May 2013 (F) - My boyfriend is eleven years younger than me. Im 37 and he's 26, he's never had kids, had a long term relationship or lived w anyone. I, on the other hand, have been married, have 2 kids from 2 different fathers. He tells me he feels like its ...

It feels like I'm living in a version of Harold & Maude!

This question has 3 answers - newest was posted 4193 days ago

29 May 2013 (F) - This is an update on http://www.dearcupid.org/question/my-16-year-old-son-is-in-love.html I should mention, this woman is a counsellor for people with gambling addictions - adults, that is, not a school counsellor and she's also extremely wealth...

I've fallen for him but he's said he wants to remain single, I don't think he knows my feelings about having children. What do I do?

This question has 3 answers - newest was posted 4194 days ago

28 May 2013 (F) - I've been friends with a widower for about 3 years, before he became a widower actually. His wife passed away very suddenly about 2 years ago, they were very close. We started off as just friends, I was trying to re-engage him, his health was poor ...

I want this older man but his wife is fighting tooth and nail to keep him!

This question has 11 answers - newest was posted 4191 days ago

27 May 2013 (F) - hi i just want to know what you all think i should do about this situation. im 23 and i met a guy at work, we have been talking alot, and he watches me when i work, i work in the office on the second floor and he works at the desk on the first floor ...

Am I dating someone too young for me?

This question has 6 answers - newest was posted 4194 days ago

26 May 2013 (F) - I'm a 26 year old mature student and I recently began seeing another student who is 18 about to turn 19, it took me a while to go on a date with this guy cause of the age difference but we get on really well, however I am still really worried about ...

How can I get this man to commit to me?

This question has 8 answers - newest was posted 4194 days ago

25 May 2013 (F) - Hi all. I'm 21 and my boyfried is 39. Yes, I realize the age difference but that's never mattered to me and my parents don't seem to mind much. We've been together since I was 18 and for being my age, that's a long time. Yes, we've both had a few ...

Can you think of advice that could give me encouragement with the big life change I'm facing?

This question has 4 answers - newest was posted 4198 days ago

23 May 2013 (F) - Hello Aunts and Uncles: It seems like I need encouragement. I wish it were something my folks could give me. I have been in a stable and loving relationship with my boyfriend for over 4 years. I am in my mid-twenties now and he is in his thirtie...

How can I create a moment with this older guy?

This question has 1 answer - newest was posted 4199 days ago

22 May 2013 (F) - Recently I've developed feelings for a guy- a guy who is four years older than me. And who happens to be my vice drama teacher. We've been talking a lot recently, not just about basic topics but also deeper, more meaningful things. I know nothing...

He wants to get married and have children and I'm not sure yet. Do I stay and have kids or do I let him go?

This question has 13 answers - newest was posted 4199 days ago

22 May 2013 (F) - I have been together with a guy for two years. We live together and for the most part, things are fine. We come from different cultures and are quite different as people, but we get on well in many respects. I'm happy enough with him but he doesn't ...

Is there any way to convince her age is just a number? I'm 18 and she is in her forties but we have the most amazing connection....

This question has 4 answers - newest was posted 4200 days ago

22 May 2013 (F) - Hello everyone, Thank you in advance for reading this, and for your advice is any comes to mind :) I’ll try to keep this short and to the point. I’m 18, and gay (girl). I met the most amazing woman two weeks ago, at a concert. I assumed she...

Should I come out so I can see him before he goes? Should I be worried about the 3 year age gap?

This question has 2 answers - newest was posted 4199 days ago

22 May 2013 (M) - I'm 16, gay, and in a crisis. I've got to know this guy from my school quite well. He was a sixth former when I was in year 9 and after he left school when I started year 10 for uni we got closer and we both discovered that we were both gay. O...

How come he can't find 5 minutes for me? please help, what should I do?

This question has 2 answers - newest was posted 4200 days ago

21 May 2013 (F) - hey everyone. i'm right now in a disturbing relationship. my bf is older than me, he is very sweet, intelligent, and he loves me a lot. we have been together for one year. in beginning he was not too good but was not too bad either. he texted m...

Sex with him is too long and too rough! How do I make him understand?

This question has 13 answers - newest was posted 4122 days ago

20 May 2013 (F) - I just met someone , and we started having sex very fast. He is much younger and very good looking, and I know that it won't last long. It's funny how invites me to lunches and drinks, I didn't even expect this. I thought it would be somethi...

Should I ask older guy to meet up again? Or wait until he asks me?

This question has 3 answers - newest was posted 4203 days ago

19 May 2013 (F) - I met this guy at a bar.. He was the one that talked to me first and he said it'd be a shame if we didn't see each other again. I spend almost 24hours with him after we met. Then I asked him to meet again by texting and he said yes. So after we...

I'm a strippper, attractive and fit so why does my boyfriend still watch porn?

This question has 9 answers - newest was posted 4202 days ago

18 May 2013 (F) - so i am 18 years old, my fiance is 26. we have been together for a few years and we have a pretty good sex life. generally at least once a day. im just wondering why he wants to continue looking at porn when he has me. (i'm a stripper) i'm extremel...

I have a bad crush on a guy in work and am not sure he feels the same way!! please advise...

This question has 2 answers - newest was posted 4097 days ago

17 May 2013 (F) - I have a huge crush on an older man in work. I have been trying to keep it strictly as friendship but the other day he bumped into me and insisted he buy me a coffee so I let him do so v cautiously. Anyway the chemistry in our short conversa...

My husband doesn't understand his ex-wife and her daughter are manipulating him

This question has 1 answer - newest was posted 4206 days ago

16 May 2013 (?) - hi,im 34 myparthners 52. we have 3 kids together. i love him but for some strange reason he thinks I don't love him but I love his money or etc. hes terribly wrong! he lived with his ex for 20 years.they have no kids together.we would have a har...

Am I in danger of crossing the line with this older married man?

This question has 3 answers - newest was posted 4206 days ago

16 May 2013 (F) - We work together in the same gym. He is married. I am single. He is 15 years older than me. Our relationship in the last couple of months has become much more friendly. He always found me attractive and there was the long, lingering eye co...

Relationship problems with my younger mate

This question has 3 answers - newest was posted 4206 days ago

16 May 2013 (F) - I'm 36 and he's 28 when we met and start dating everything was cool and going great. After we end up in a relationship later down the line, I was even more happy. Making a long story a little short, he now stay with me and my 14 year old son. He sm...

Should my best friend meet up with her (soon to be ex-) teacher?

This question has 3 answers - newest was posted 4206 days ago

16 May 2013 (F) - This is a question as to what would be the right or most sensible thing for me to do with regards to my best friend. We're in year 13 at our sixth form, so our last year before we go to university in October. Throughout the past two years, my friend ...

I'm sick of his ex! Will she ever be out of the picture?

This question has 14 answers - newest was posted 4190 days ago

15 May 2013 (F) - hi all thank you for taking the time to read this. i have fallen in love with a man who is 25 yrs older than me and im having his baby. the problem is, is that his stupid ex wife will not get it through her head that i am with him now. i had to w...

Is it possible for my relationship with a man who is almost twice my age to actually be real or not.

This question has 6 answers - newest was posted 4209 days ago

13 May 2013 (F) - I'm feeling really conflicted and I would love some advice. I am wondering if it's possible for my relationship with a man who is almost twice my age to actually be real or not. I've known of him for a few years, but Ive really gotten to know h...

He's a bit eccentric, can't take him home to meet my parents, there isn't much sexual attraction. But he's lovely and everything I want. What to do?

This question has 5 answers - newest was posted 4209 days ago

13 May 2013 (F) - What would people do in this situation? I met this guy he is everything I want but.. there isn't much sexual attraction and the other thing is he is way too eccentric to take home to my parents. I'd be embarassed. He says things loudly which he sho...

We haven't even gone out on a first date and he's told me he wants to see me naked and squeeze me! Is this normal?

This question has 5 answers - newest was posted 4209 days ago

12 May 2013 (F) - Hi, am a girl of 22 years old and for the past 4months I have met a man double my age. Most of the times we have casual talks only. We meet but not regularly. He says he is single. I like the guy. To my suprise he just told me that he wants to see ...

I will delay going out with him until I'm 15. But my question is, is 2 years too big of an age gap?

This question has 3 answers - newest was posted 4209 days ago

11 May 2013 (F) - So I've met a guy at a group I go to. We both clicked instantly. We both love books, poetry, politics and basically are quite nerdy. We have the same sense of humour and always make each other laugh. If anyone in the group makes a joke, we always l...

Why is sex more enjoyable now than it was 15-20 years ago?

This question has 4 answers - newest was posted 4214 days ago

7 May 2013 (F) - I am dating the most terrific man alive. We have sex sometimes 5 times a day. I am 40 and he is 53. Why is sex more enjoyable for me now than it was 15-20 years ago? I cannot get enough and neither can he....

I'm afraid of people judging us over the age difference

This question has 18 answers - newest was posted 4204 days ago

7 May 2013 (F) - Im 21 and my boyfriend is 62. I am falling in love with him. When we go out Im a little nervous about people staring or asking questions. How do I get over this? He is the most amazing man I have ever met. Hes so patient, kind, and understanding. He ...

How long after our break up should I wait to ask her how she is doing?

This question has 3 answers - newest was posted 4216 days ago

6 May 2013 (M) - I broke up with my gf of 2 years yesterday. We both parted saying that we love each other a lot but she is not sure if she wants to commit to me cause she is 10 years younger. She is afraid we might not want the same things even though we have ...

I'm attracted to a man 21 years older than me. Could it work?

This question has 7 answers - newest was posted 4216 days ago

5 May 2013 (F) - Hi, I am a 26 year old woman and I find a 45 year old man attractive who barely looks 40, he could pass for late 30s. My question is does anyone know of any successful stories of people with an age gap this big? My ex was 36, we split due to other ...

Would being involved with his friend's mother make him uncomfortable?

This question has 5 answers - newest was posted 4216 days ago

5 May 2013 (F) - I fell for a guy who is 34 and i am 45,however he is my son's friend . He has not denied his attraction for me ,at first he thought I was his friend's sister :)I really like him a lot,we spoke and we have so much in common i have never met anyone i...

I think I've found my soul mate but she's 35 years younger than I. What do I do?

This question has 6 answers - newest was posted 4159 days ago

3 May 2013 (M) - I think I have found a soulmate, however I don't think we were meant to be together as we have a very large age difference. I think that as the older person I am meant to help her in some way. Why do I think we are soulmates? Well, our likes are so ...

How do I negotiate dating a soon to be divorced man with a child?

This question has 7 answers - newest was posted 4190 days ago

3 May 2013 (F) - I started seeing a guy. It started out as a hook up ad we started meeting regularly for BDSM type nights. I'm quite a bit younger than he is and he is in the middle of negotiating a divorce with a young child. I met her a few weeks ago and have seen ...

Risk the friendship with former teacher, or risk the whole thing?

This question has 4 answers - newest was posted 4216 days ago

3 May 2013 (F) - I'm about to be a sophomore in College and after a year of getting away from the high school scene, I thought a few feelings for a former teacher would subside, however, I think they've only grown. From my freshman to senior year in high school, ...

He's 25 years older than me! Should I just find someone my own age?

This question has 4 answers - newest was posted 4219 days ago

2 May 2013 (?) - Hi, am a young lady of 20 years old and 4months ago I months ago I met a 45year old man. Since then we have been communicating very well, but we don't meet regularly as he doesn't stay in town but works here. He told me he have never been married ...

Do you think I'm making a mistake? Is it stupid to marry a twice divorced man?

This question has 21 answers - newest was posted 4218 days ago

1 May 2013 (F) - I am nearly 30 and I want to marry a man who is 46. My parents are opposed to the match because he is much older than I am, belongs to a different country and race and primarily because he is twice divorced and is a train driver in the UK. On the...