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I am 39 year old male with real life experiences. I might not give you the answer you are looking for, but I promise to be professional and honest.

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Best way to tell my parents I'm pregnant?

Q.   so im 19 and am almost 7 weeks pregnant. i haven't told my parents yet and im just looking for some advise on how to tell them and what i should say, and also how to ask my mother to stop smoking since i do still live at home, therefore being ...

A.   27 March 2012: You just have to be honest and upfront with your mother. It with probably be one of the hardest things you will do, but I am sure that your mother will support you. Tell her you have something important to tell her, and don't beat around the bush. ... (read in full...)

I'm sexually attracted to the neighbor

Q.   advice.... please, attraction and lust for my nabor and im married,i dont know what to do i turn into a horny school girl when i see him and when he call our phone asking for my husband i float on cloud 9....... sometimes when my husbands not in ...

A.   17 March 2012: Move. Good Luck! Jeff... (read in full...)

Could I get pregnant on the last day of my period?

Q.   Hi, I'm sixteen years old. Last month, it was the very last day of my period and there was hardly any blood but I was still spotting and I gave my boyfriend oral sex. He came in my mouth and I swallowed it and continued to suck him off. He pulled ...

A.   11 March 2012: If you have unprotected sex, you can get pregnant. Not likely given the circumstances you have laid out, but it is possible. Good Luck! Jeff... (read in full...)

Am I wrong because on our 1st official date I turned down giving oral sex?

Q.   Dear Cupid, So i've been seeing this guy but not for that long. We've hung out briefly and last night he took me out on an official date. After dinner we left and went to a park to check out the view and went back to the car. He kept asking if I...

A.   11 March 2012: Wow! What a loser. What more do I need to say? Good Luck! Jeff... (read in full...)

Am I wrong because on our 1st official date I turned down giving oral sex?

Q.   Dear Cupid, So i've been seeing this guy but not for that long. We've hung out briefly and last night he took me out on an official date. After dinner we left and went to a park to check out the view and went back to the car. He kept asking if I...

A.   11 March 2012: Wow! What a loser. What more do I need to say? Good Luck! Jeff... (read in full...)

Husband mimics everything I do like he's a parrot!

Q.   My husband mimicks everything I say or do to the point where im just fed up listening to him. If I sneeze (i sneeze a lot!) he acts me and laughs. If I scratch my nose or just move some way he copies me. And he mimicks everything I say...

A.   5 March 2012: Let the guy know exactly how you feel. Good Luck! Jeff... (read in full...)

Can you get pregnant from dry humping?

Q.   Can dry humping get you pregnant even if there was no ejaculation and you were wearing underwear?...

A.   5 March 2012: Nope. Jeff... (read in full...)

I can't forget my childhood sweetheart!

Q.   Hi, I don't really know where to start. I guess I need your advice because it's been 17 years and I cannot forget this guy I met when I was eight years old. We went to the same school, for three years, he used to visit after school, then I moved ...

A.   5 March 2012: Hurry up and et him know how you feel already. Don't waste another minute. Good luck! Jeff... (read in full...)

Can I get in trouble if I stop my son from going to his father's house? I feel uncomfortable with it because of the way he treats my son

Q.   Me and my child's father split up about a year ago due to him trying to hit me and punching a door while holding my under 1 at the time son, He denies this completely and has had regular access since we split. He see's his child about 3 times a ...

A.   5 March 2012: Follow the court order. If you feel your ex is a danger, tell it to the court or risk getting into trouble yourself. I know the situation sucks, but you have to follow the law. Good LUCK! Jeff... (read in full...)

Went out for a drink with a male friend but didnt tell my husband the friend was a man, should I tell my husband the truth?

Q.   Hi, I am in a slight dilemma over something that happened recently. I am a happily married woman with a stepson, and I have many male friends at work. They are just that, friends, and I would never think of doing anything with them that could harm ...

A.   5 March 2012: No need to explain, but now that you are having second thoughts about your decision to drink with your coworker, don't do it again. Alcohol has been known to impair more than just our driving ability. Good Luck! Jeff... (read in full...)

How do you reject people you are not interested in?

Q.   What is the best way to say no to someone? I just came from a long relationship and I'm just now setting foot in the dating arena again since a long time, so it's a bit awkward. Basically I'm having a hard time rejecting those I'm not interested in. ...

A.   5 March 2012: Be firm so there is no chance of misinterpetation. " No thank you." Don't leave any door open. Don't say, "I have a BF" because the guy could interpet that when you are single, he might have a chance. Good Luck! Jeff... (read in full...)

He asked if I wanted to be FWB, I really want to but I'm scared because I'm a virgin! What should I do?

Q.   So I've been pretty good friends with this guy for a year. We had an instant attraction and we both have wanted to be just more than friends but he had a girl friend at the time so nothing happened but he's now single. We've been flirting and ...

A.   5 March 2012: I think you are selling yourself short. You are wotrth more than a FWB relationship. Don't be the rebound... Just my opinion.. Good Luck! Jeff... (read in full...)

Does my boyfriend see me as a respectable girl after I give blowjobs?

Q.   one time, a close friend of mine and i were discussing sex. i asked him if he was interested in a blowjob and he said if it were coming from a girl he didn't respect, then yes, he would want a bj but if it was from someone he cared about, then ...

A.   28 February 2012: On the first date = not too classy. During a loving relationship = Very sexy. Since you two are in a loving relationship, I would be willing to bet that he respects you. Good Luck! Jeff... (read in full...)

Do men like females who are very experimental sexually?

Q.   Do men like females who are very experimental sexually? For example, my boyfriend and I went shopping and bought a huge jar of pickles. I said that he should f*** me with one of them. (I'm not always quite so strange, I was 1/2 joking, 1/2 serious, ...

A.   27 February 2012: I see nothing wrong with it. Enjoy yourselves, life is short. Good Luck! Jeff... (read in full...)

Should I jump ship for my old high school crush?

Q.   Ive been in a relationship for the past 8yrs and we have been through a lot. He is also 7 years older. i know im not the pretty young thing like i used to be but things feel like their going nowhere. No more spark. not much conversation. not too ...

A.   24 February 2012: I don't know if the new guy (old crush) will be the answer to your dreams, but I see no reason for you staying in a relationship where you are clearly not happy. Good Luck! Jeff... (read in full...)

Oral sex saved for a special occasion?

Q.   My boyfriend has been asking me to give him oral sex for a little while, and I finally brought up the courage to do it for him the other day. It was spontaneous and romantic and everything I imagined it to be. Since then, He has asked me a coupl...

A.   22 February 2012: If you don't like preforming oral sex, then I say don't do it at all. Sex shouldn't be a chore, or something unpleasant. If you like oral sex, give it and receive it often, because everyday you are together is a special day! Good Luck! ... (read in full...)

After 20 years, I am tired and leaning towards just getting the hell out of this relationship! Need advice badly!

Q.   Hello People! I am having a small dilemma that I cannot talk to friends or family about due to the nature of this I am relying on unbiased strangers opinions. Here we go... I have been with my significant other for 20 years. ...

A.   22 February 2012: Move on. If in 20 years you both have not seen it important enough to solidify the relationship with marriage, I see no reason why you should not walk away if you are not happy. Good Luck! Jeff... (read in full...)

Could my baby look like my lover?

Q.   If a woman is pregnant and sleeps with another man can the baby have features of the man who is not the father?...

A.   21 February 2012: Nope. Good Luck! Jeff... (read in full...)

My b/f says I will tempt him to cheat because I won't have sex before marriage

Q.   hello, i have aboyfriend i intend to get married to,am 25 years and want to settle.we slated adate in actober this year to get married.he wants to have sex with me but i want to have sex after legalised marriage.whenever we go out i came back lat...

A.   20 February 2012: Kick this guy to the curb. There are better men out there, I promise. Good Luck! Jeff... (read in full...)

Ex told me my penis was too small and now I have serious confidence issues

Q.   Confidence. I'm a guy with a average to small penis. I've always been fairly good in bed using what I got. When I was in the process of breaking up with a girl I was absolutely in love with she said "Well you're a guy with too small a dick" for some ...

A.   19 February 2012: You just got to move on. If you were a good lover before you met her, you are still a good over. She just wanted to get into your head. She doesn't sound like a very nice person. Good Luck! Jeff... (read in full...)

I had a vaginal delivery and havent had sex since. How will it feel now? Will I be loose down there?

Q.   My ex bf and I broke up 16 months ago I was 8 months pregnant at the time. We recently got back together and I am kinda nervous about the whole sex thing. When we dated last we has a great sexual relationship but the last time we had sex I was well ...

A.   19 February 2012: The vagina is a magical organ. It will shrink back to the same size it was before you had the baby! Good Luck! Jeff... (read in full...)

How do I tell this guy I don't want to play his games any longer?

Q.   Why does he keep doing this? how do I tell him i want to forget him? ? There's this guy I use to work with. I liked him a lot and I use to stare at him a lot of times at work and each time I looked at him he'd be looking at me too. So I got...

A.   19 February 2012: Silence is sometimes louder that words. Good Luck! Jeff... (read in full...)

I'm insecure about my penis size and terrified of being called "small". Is it okay to want a woman who doesn't have a past so that she don't compare my size to others?

Q.   Im a 21 year old virgin guy and lately ive been trying to figure out what I want in a girlfriend before I know for sure that im ready to have sex. While trying to figured things out for myself ive realized something. I have female friends that joke ...

A.   19 February 2012: Real women could care less. There is more to sex than the size of your penis. There is being an attentive lover who worries just as much about your partner's pleasure as you do your own. Women are more likely to judge a selfish lover than on... (read in full...)

He won't emotionally divorce his ex-wife...

Q.   I've searched for answers to my question and haven't really found it so here it is... I've been dating someone for 2 years, we were both ending marriages and in a way, left for eachother...BAD I KNOW BUT we didn't meet each other then leave, w...

A.   19 February 2012: I feel you. The truth is, your BF has not moved on. His children are old enough to be with their father alone and without supervision. What you need to do is let him know exactly how you feel, and be ready to move on if his answer is not what you ... (read in full...)

I deleted him off facebook. So should I message him and explain why?

Q.   I have a crush on this guy for three years now. Even though we never got together, the chance we did have was thrown out the window for a number of factor. (he went back to his country + was seeing other women). I decided to be just friends ...

A.   18 February 2012: Just let him go. I would be willing to bet that in no time at all, you will totally forget about him. Good Luck! Jeff... (read in full...)

My husband would rather watch porn and get an erection and masturbate than have sex with me! Where did I go wrong?

Q.   I have been married to my husband for almost 14 years and over the last 6 months to a year I have noticed he is into his porn more than he is into me. He came home early one afternoon and asked me if I wanted to have sex with him... I jumped at the ...

A.   18 February 2012: First off, there is nothing wrong with you. You need to set your husband down, and let him know face-to-face what you want in this relationship. If he is unable or unwilling to comply, you need to move on. Don't let him make his porn issues a... (read in full...)

I have health problems but I still would like to have sex

Q.   Hi Iam a 31 male. I have a health problem. Iam digonised with SMA 3(MOD NOTE: Spinal Muscular Atrophy). Due to this, Iam not mobile on my own. So socializing is problem. I have been advices not to get married. Iam still a virgin but feel the need ...

A.   18 February 2012: Are you bed ridden? If not, who advised you not to get married? That's rubbush. Don't let your disability disable your life. There are many women out there, you just need to get out. We all need companionship. Good Luck! Jeff... (read in full...)

Why are you on DearCupid?

Q.   Someone asked me via PM "well you are here to help people" And someone else and I got to talking in message about that and I wonder... WHY do YOU post to DC? Are you here to help yourself? (or did you come to help yourself and stayed to help...

A.   17 February 2012: I originally found DC when I needed answers in my own life. After doing a little reading, I decided to see if I could help others. I am in the military and currently deployed to Afghanistan, so when ever I have some free time, I log on and answer ... (read in full...)

When it comes to sex its all about him and I'm sick of it

Q.   i have been married for 3 years and within that 3 years my husband and i have had 3 kids together i came in with 2 kids of my own but my husband hass cheated on me sooo many times we dont sleep togther and he rather masterbate then have sex with me ...

A.   17 February 2012: It's time to move on. Even though you love him, he is not showing you love. 1."my husband has cheated on me sooo many times" 2. "we dont sleep togther" 3."he rather masterbate then have sex with me" 4. "when we do have sex its very short and s... (read in full...)

I'm addicted to porn and masturbation.

Q.   I'm addicted to porn and masturbation. Hey! I'm going to turn 18 in the next month, and I've had sex twice till now. I stopped because I felt too guilty of doing these things, (coming from a conservative family ) and wanted to be celibate. But its ...

A.   16 February 2012: Unless masterbation is interfering with your social life (BF, Family, life in general), I see nothing wrong with wanting to please yourself. I wouldn't suggest sleeping with multiple men outside of a meaningful relationship, but taking care of your ... (read in full...)

Do his flowers mean he's serious about me?

Q.   I just started dating a guy and received flowers for valentines day. Does this mean he's serious?...

A.   16 February 2012: If he is not wealthy, and they were roses, I would say yes (very expensive on V.D.). Just my opinion. Good Luck! Jeff... (read in full...)

He's 20 years old, but he looks 17...

Q.   Hello! My question seems quite silly, but it's something that's been bothering me. I'm in a relationship with someone who I've been with for a year, and I just don't seem to fancy him as much anymore. I feel so terrible and shallow:( he's ...

A.   16 February 2012: You should break it off. It is a diservice to all involved if the feeling in the relationship are not mutual. He will move you. So should you. Good Luck! Jeff... (read in full...)

Does meeting his mom and sister mean he wants to be more than friends?

Q.   Hi everyone: Hope you guys can give me your opinion. I have been good friends with this guy for awhile. Last week his mother and sister showed up at an event where I was with him. It was unexpected on my part but he knew they were coming. Do you t...

A.   16 February 2012: As a rule, I never introduced a woman I was dating to my family unless I thought I was going to keep her around for a while. So, yes. Good Luck! Jeff... (read in full...)

If I ejaculate after her menstrual cycle, can she get pregnant?

Q.   if i ejaculate having unprotected sex after her menstrual cycle, will she get pregnant? ...

A.   16 February 2012: YES. Unless you are ready to receive a Father's Day card this June, use a condom. Good Luck! Jeff... (read in full...)

One For Love & One For Money....

Q.   Okay......In a pickle. I have been dating a guy for 8 months and he's great...but...we have very different approaches to life. He is just getting back on his feet and really can't afford much of anything! I have financially been carrying our ...

A.   16 February 2012: As a business man myself, I would strongly suggest that you keep your love life seperate from your business. I have no problem in you dumping the current BF for the older man (that is if you are indeed intrested in him for a relationship). But ... (read in full...)

I thought that we were 'meant to be'. Wrong, it seems. Am I capable of loving anyone?

Q.   Ok so almost 5 months ago I was in an on and off relationship that overall lasted three months. I felt I was in love with him but he was completely unstable. He broke up with me three times and I stupidly went back with him twice thinking we were ...

A.   16 February 2012: What you should do is count your stars that you didn't marry this guy and have his child. Move on. There are pleanty of honest and decent men in the world. Be patient, you you will find "the one." Good Luck! Jeff... (read in full...)

Her ex-lover sent her a Valentine's Day card. Should I be concerned?

Q.   My S.O. and I are monogamous with each other, although she has remained friends (e.g., occasionally chats with) with some of her ex-lovers. I've been accepting of that situation so far... but on Valentine's Day, when we were together, she rece...

A.   16 February 2012: Don't make a big deal out of this, unless there are signs that she is being unfaithful. All that it will do is bring bad blood into a seemingly good relationship. Good Luck! Jeff... (read in full...)

I'm new to online dating, how can I let this guy down nicely? Or should I offer to meet up anyway just to see if I was wrong about him?

Q.   I've just recently started to try online dating. A few people have requested contact but I wasn't really interested so I politely declined their requests. One guy who contacted me seemed like he might be interesting to get to know him so I said I ...

A.   16 February 2012: Don't feel sorry for him. He is a big boy, and he chose to spend money on you. Better cut his losses early and avoid him spending more on a relationship that is going nowhere. You owe him nothing. Move on quickly. Good Luck! Jeff... (read in full...)

Why is it that men stare at me all the time but almost never smile or speak?

Q.   How am I to understand how a man feels when he looks at you if he won't even give you a little smile? Yesterday I was grocery shopping and passed a really good looking man in my aisle. When I saw him, he was already looking at me. He was alone. W...

A.   16 February 2012: How about asking a lead question like "you look really familar, do I know you from somewhere?" If you don't get the reaction you want, don't fret, you probably will never see him again. Good Luck! Jeff... (read in full...)

Painful doggy style...any advice to make it better?

Q.   Me and my boyfriend have been together around 3 months. He's been wanting to do doggy style for a while, but when we tried it was extremely painful and tugged on the bit of skin between my vagina and anus. Furthermore, my vagina seems to get ver...

A.   16 February 2012: When doing it doggy style, you BF is reaching full penatration. Like sageoldguy said, you might wanna try a new positition of invest in some water based lube (ky jelly). Good Luck! Jeff... (read in full...)

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