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Archived questions from: February, 2009 (see latest in Age differences category)

Age differences: Help and advice

Am I supposed to wait for her or say to heck with it?

This question has 3 answers - newest was posted 5745 days ago

28 February 2009 (M) - Last June my best friend got married. As bestman i escorted the Brides cousin down the isle. During the rehearsal and wedding we had so much fun. we just clicked. We spent all last summer together. weather we were talking on the phone or going out ...

Do men upper 50s and older still think about sex often?

This question has 2 answers - newest was posted 5746 days ago

26 February 2009 (F) - Would men in their upper 50s and older still be into sex (think about sex often, masturbate, visualize having sex, etc.)? Let me explain - this guy and I have known each other for about four or five years; he'll turn 60 next month and I'm 25. We g...

I don't want my sister to watch porn, what can be done?

This question has 7 answers - newest was posted 5506 days ago

26 February 2009 (M) - i caught my sister watching porn and masturbating !! she is 15. it has shook me inside and i cant see it happening and leave this matter though i understand its normal.what should i do about it ??? i dont know why but i dont want her to do it. ...

We met a couple of times, when is it OK to sleep with him?

This question has 4 answers - newest was posted 5746 days ago

26 February 2009 (F) - Hi I've just started dating a guy quite a lot older than me. I like him a lot, and I also find him very attractive but we have only met up a couple of times, and been talking on the phone etc. I dont want to sleep with him too soon, but I think he ...

My question is what we can do to make the sex somewhat enjoyable and special for the both of us?

This question has 7 answers - newest was posted 5745 days ago

26 February 2009 (F) - Hi, I'm 16 and a sophomore in highschool. My boyfriend and I have been dating for almost a year. I think it's safe to say that we're very much in love. He's my bestfriend first and then my boyfriend. I can tell him anything. We haven't had sex yet. ...

Could an 18 year old girl and a 31 year old man have a successful relationship?

This question has 7 answers - newest was posted 5736 days ago

26 February 2009 (F) - I have recently started seeing a 31 year old man, i am 18. We get on well, and are both very attracted to each other but I know he thinks the age gap is an issue. We both look exactly our ages, which means we do get strange looks when we are out. I ...

How do I deal with the annoying age comments I keep getting?

This question has 2 answers - newest was posted 5746 days ago

26 February 2009 (F) - Thanks to anyone helping me out on this one. Ok, maybe I am too sensitive but in the last week alone three different guys have brought up my age. I am in my late forties, not exactly train wrecked yet but guys have either said I look good for my age ...

What are your thoughts on a 24 y/o male masturbating to pictures of a 16 y/o girl?

This question has 3 answers - newest was posted 5747 days ago

25 February 2009 (M) - What are your thoughts on a 24 year old male masturbating to pictures of a 16 year old girl? There is a girl I know that is 16 year old and I have masturbated to the thought of her. She is very cute and quite nice. I would never do anything with...

Why am I like this? Why always older men?

This question has 3 answers - newest was posted 5748 days ago

25 February 2009 (F) - Why am i like this? Whenever a older married man say around late 30s to 40s trys to help me out with anything, i always end up sexually attracted to them and end up sleeping or kissing them, why does this happen? My best mates dad was like a dad 2...

How do I not get attached to him?

This question has 3 answers - newest was posted 5748 days ago

24 February 2009 (F) - I've been sleeping with a guy since early this month. It started out as a NSA (no strings attached), but after being with him, chatting with him alot, sleeping with him twice, it's getting more difficult for me to get him out of my head. I try to ...

I'm worried about what people think about the age difference

This question has 11 answers - newest was posted 5748 days ago

24 February 2009 (M) - Im 15 nearly 16, i am going out with a girl 2 and a half years younger than me (13 nw). i really like her and think that the relationship may go somewhere. I do not mind the age difference and neither does she but when my friends found out they were ...

He's older and knows I have a boyfriend, how can I show him I'm not interested?

This question has 3 answers - newest was posted 5748 days ago

24 February 2009 (F) - I really need help with this, please take this seriously. Background: I have taken on a new job, as the guy who was doing it has decided he needs to cut back on it (it's a part time thing, and he has a proper full time job as well), but basic...

Has anyone any experience with an older boyfriend?

This question has 5 answers - newest was posted 5748 days ago

24 February 2009 (F) - Is there anyone out there who has had experience with older boyfriend? I am seriously struggling to cope with his ways which he won't comprimise... Thanks...

I am fed up with his grumpy behaviour!

This question has 5 answers - newest was posted 5749 days ago

24 February 2009 (F) - i have been in a relationship with a man who is 20 years older than me for a year now. i have a young son and he has three grown up ones. we love eachother,but,he has a very bad temper and wont have any of opposite opinions from me if they dont ...

How do I seduce him?

This question has 1 answer - newest was posted 5749 days ago

24 February 2009 (F) - I am 25 years old, and im interested in a 50 year old man. After spending time with him for the past couple of months(as friends), I've found that the feeling is mutual. He mentioned that the age difference is the only barrier, so I feel he won't ...

He says he wants me to stop texting him for "a while..." How long is a while?

This question has 2 answers - newest was posted 5749 days ago

23 February 2009 (F) - Met a guy on online dating site... we got together, and then he kept blowing me out, about a month ago. I started texting again last week, and he said he really wanted to see me, and seemed really into me again, but on Thu, he wasn't able to s...

Help please... I don't know where I stand with him...

This question has 1 answer - newest was posted 5749 days ago

23 February 2009 (F) - I met someone on holiday who is a bit older then me like 12 years older and sort of has a girlfriend I know bad idea, anyway it was just a friendship thing at first but I really started to like him and well he likes me too. So back in UK and n...

Can a thirteen year age gap go the distance?

This question has 2 answers - newest was posted 5749 days ago

23 February 2009 (F) - Hi, can a thirteen year age gap go the distance? I'm 35, my partner is 22, we've been together nearly a year and are madly in love, currently we have spent last few months in different countries cos of her work but I am moving over abroad to set up ...

My man has a history of cheating on me and dating teenage girls. Now another one says he's with her, but he denies it. Am I wasting my time on a man that'll never change?

This question has 2 answers - newest was posted 5749 days ago

23 February 2009 (F) - Hi everyone, I would like to make it clear that i love my man 101% before i go any further! I'm not sure how to put this but I've been with my man about a year and a half and all is good but in the early day's he did cheat on me with someone but...

I'm seeing someone new. She is great but I still love my ex (who cheated)!

This question has 3 answers - newest was posted 5749 days ago

23 February 2009 (M) - Hey guys, I've been reading some very good advice on this forum. The posters here are very cool and helpful. If I can ever help I promise to, but right now, I'm afraid it is me who is going nuts. Let me start by saying, I think I'm crazy...

I'm very concerned about my sister (16) dating a 19 year old!

This question has 10 answers - newest was posted 5749 days ago

23 February 2009 (M) - Hello, I am a thirty six year old male and am concerned, having just found out that my little sister, who is 16 is dating a 19 year old man. The worse part is that she seems to be the one going after him and my parents seem to be ok with it, ...

Is she attracted to me?

No replies yet: Be the first to answer!

23 February 2009 (F) - A few years ago, I went to a nightclub with a social worker. I was her client, but we decided to stay in touch. One day she asked me if I wanted to go out and have a drink. The night of the event I spoke to her on the phone. She said that she was ...

Never start a relationship based on naive expectations, because you might live to regret it!

No replies yet: Be the first to answer!

22 February 2009 (F) - I have been involved with a man who was 17 years older than me. We met when I was 20 years old and he was 37. In the beginning everything was great and he had a way of making me feel I was the only woman in the world. I got a lot of stares and ...

I'm 15, really like this 20 year old girl, will 5 years make a big difference??

This question has 2 answers - newest was posted 5750 days ago

22 February 2009 (M) - I'm 15 living in Nottingham and I'm in a really difficult situation that I don't know how to resolve. I went to a house party the other day at my best m8s house. Before I went it was kinda common knowledge that I liked his sister (even he knew) b...

How did you get over your teacher, if you have been in my shoes?

This question has 7 answers - newest was posted 5737 days ago

22 February 2009 (F) - Hey You may remember me from this... http://www.dearcupid.org/question/fallen-for-my-math-teacher.html if not then read that and your will get up-to-speed. Anyway.. this post is just an additional cry for help really.. I really cannot...

He is separated yet still married, what should I do?

This question has 3 answers - newest was posted 5743 days ago

22 February 2009 (F) - I met a man recently who is 14 years older than me.He is married,but has been separated from his wife for two years.He also has two children.He told me that he is still married because he's worried about upsetting his children if he gets ...

I am seeing an older man, I wish I knew if it's just for sex or he wants a relationship?

This question has 2 answers - newest was posted 5750 days ago

22 February 2009 (F) - i need some advice. I am seeing an older man and i spend 1 night a week with him, i also work with him and no one knows. I really dont know where i stand with him and i feel that i will look a bit mental if i start asking questions- he tells me he ...

Is there a way I can get confirmation that he opened my email (at hotmail) without him knowing?

This question has 3 answers - newest was posted 5750 days ago

22 February 2009 (F) - This guy and I have known each other for years and have become good friends. We're former prof-student (I've since graduated) but we get along very well. We've lately been flirting and ever since I was home for Christmas (where we both were ...

How can I make our relationship fresh again?

This question has 3 answers - newest was posted 5747 days ago

22 February 2009 (F) - i have been with my boyfriend for 7 months now. im almost 20 and hes 23. we have a very loving relationship, care about each other greatly, love spending time together and can always make each other giggle. however i think im the kind of person w...

Why do I continue to think about this man?

This question has 1 answer - newest was posted 5751 days ago

22 February 2009 (F) - Dear Cupid. I am a female in my mid 20s. A few years ago I fell in love with a man that was much older than me, 19 years my senior. I was a student then and he was a visiting guest of the university. Neither of us intended to have feelings fo...

I love him even though we're 5 years apart... is it right?

This question has 5 answers - newest was posted 5743 days ago

21 February 2009 (F) - I have the most amazing boyfriend, but I'm sure you've heard that before. Anyways, I've never felt so happy before. I love him so much. Too bad my mother doesn't let me date. And the fact that he's 20 and I'm 15 becomes a problem. He promised...

I don't know if he fancies me?

This question has 1 answer - newest was posted 5752 days ago

20 February 2009 (F) - Hey Im 14 and this friend of mine is 16. We have been talking loads on msn, texting and on the phone. He flirts with me a lot and sometimes i think that he fancies me. He is dropping lots of hints that he does but he has a girl friend. He said tha...

Should I leave my older husband? I'm unhappy!

This question has 7 answers - newest was posted 5752 days ago

20 February 2009 (F) - Should I leave my husband? I am 32. I have been married for 12 years and have 3 children aged between 7 and 12. My husband is 23 years older than me. We have been together for a very long time. He is the only man I have ever been with. I ...

My b/f's best relationships were ones where he cheated!

This question has 1 answer - newest was posted 5753 days ago

19 February 2009 (F) - Ok here is my problem, and I need help. My boyfriend and I have been together for 4 months now, he has been an absolute prince to me. He has been a sweetheart and a true gentleman. But at the same time he tells me that he loves me yet I have th...

Should I trust him or is he in over his head?

This question has 2 answers - newest was posted 5753 days ago

19 February 2009 (F) - Hey I'm 14 and I have been told that I'm mature for my age I guess I am. A have practicly been taking care of myself and my brother and sister for two years now, and to get to my point, boys my age are stupid so my bf is 18 we know the risks of ...

Does it matter that I'm 2 grades behind her?

This question has 2 answers - newest was posted 5753 days ago

19 February 2009 (M) - ok theres girl anne and shes a junior whos 16 right now and will be 17 in august, im a freshman whos 14 and will be 15 in may. ive kissed this girl before like a week ago and i cant tell whether she likes me or not. how do i find out if she still ...

I think I might love this girl but my sister says I'm a psycho!

This question has 2 answers - newest was posted 5754 days ago

19 February 2009 (M) - Hi, I just need some help on what to do with my current situation. You see, there is this girl that's somewhat friends with my sister. I really like if not love her, however I've only met her once. Also, I'm a fifteen year old boy and she's a twenty ...

Should I listen to my friends or stay with my man?

This question has 2 answers - newest was posted 5754 days ago

19 February 2009 (F) - I'm going out with a older guy and all my friends don't like him. I'm not allowed to date everyone, so I kept it a secret, but we got into a huge fight and broke up for 2 days, which a few friend found out we were together in the first place and ...

Can she keep using the kids against him to make sure we stay apart or could we be together and him still see his kids???

This question has 7 answers - newest was posted 5753 days ago

18 February 2009 (F) - I am a 19 year old girl and I was seeing a man of 33. We have known each other for nearly 5 years but we were only seeing one another for about a year and a half 2 years. When we first got together he had a girlfriend which I knew about and two kids ...

My g/f thinks I won't wait until shes ready to have sex... What should I do?

This question has 4 answers - newest was posted 5754 days ago

18 February 2009 (M) - I am 19, my gf is 16. We have only been togheter for a month but already talked about sex. She is a virgin and I have slept with 5 girls in the past. She said that she wants to wait until she's ready and I tell her that I respect that and am willing ...

Should I stop having sex with my teacher?

This question has 3 answers - newest was posted 5754 days ago

17 February 2009 (?) - I´m in college and I have sort of fallen in love with one of my teachers. I did have sex with him once. I didn´t feel bad about it, but he kept saying how sorry he was. He says it´s not the right thing to do, but he doesn´t really do any action t...

I'm contemplating an affair because my marriage is unfulfilling!

This question has 13 answers - newest was posted 5441 days ago

17 February 2009 (F) - I need some help. I have always been the kind of person that would not cheat under any condition. I have had opportunity and have never done it. I am once again in a very bad situation, my marriage is not fulfilling at all, I am really still ...

Unlike many girls who is crushing on their teachers, I am in my early twenties, what shall I do???

This question has 3 answers - newest was posted 5730 days ago

17 February 2009 (F) - Dear Cupid, This isn't the first time I mention about my obsessive crush on my teacher. Many of you have given me valuable advice, but I still feel powerless to stop myself from sinking into depression. It has been two years since my infatuat...

I worry about our religion, could it work?

This question has 4 answers - newest was posted 5741 days ago

17 February 2009 (F) - Now this isn't racist or nothing like that..and i don't really want a lecture about what religion teaches etc. I'm a Sikh and i know Alot about my faith.So i'm not being brain washed or none of that rubbish. I'm nearly 19-done nothing with a g...

Playing games, part two

This question has 6 answers - newest was posted 5750 days ago

17 February 2009 (F) - I have been going out with a 49 yr old man - am 28, things were great with him for the first six months, until he started to break up with me via txt for x, y reason etc - but mainly cos he doubted in me. Its now 7 months and well tonight he tried ...

I'm 13, he's only 10, so should I tell him how I feel?

This question has 5 answers - newest was posted 5745 days ago

16 February 2009 (F) - Ok sooo i think i like this boy but there is a problemo, im 13 nd he iss 10!!! ino i feel so disgusted in myslef that i could fall for some one at that age! But i know that he likes me to!! should i tell him how i feel or should i forget about him, ...

They say age is just a number so why is this wrong?

This question has 11 answers - newest was posted 5753 days ago

16 February 2009 (F) - Okay, I'm 13, almost 14, but I am VERY mature for my age. Well, there's this guy, whos name I refuse to mention, and he's freaking amazing. We have so much in common, and he likes me, well, from his behavor I can tell. So, here's my issue, he's 18, ...

How can I let this older man know I'm interested in him?

This question has 1 answer - newest was posted 5757 days ago

16 February 2009 (F) - hiya, I'm 18, I live alone and have a daughter age 2, I know a man from working at my uncles gym he lives a couple of doors away from me, well I really really like him and got feeling for him that I have never felt before, he's a lot older than me ...

I love my cousin but she rejected me, how can we stay friends?

This question has 6 answers - newest was posted 5734 days ago

15 February 2009 (M) - Hello. Guys . This is about me and my cousin. She is 15 . Im 19. Things are like, this started 2 years back. This cousin of mine and me is too close. More than just cousins. We used to talk for hours, we used to hold hands, she used to rest on ...

My b/f insists to have sex with me, I'm underage, should I give in?

This question has 9 answers - newest was posted 5727 days ago

15 February 2009 (F) - im 14 and i have a 18 year old online boyfriend, but every time we chat online he says that he wants to have sex with me, but i kind of want to have sex with him but im not sure if i should, so should i have sex with him or not?...