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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.

< Prev1234567891011Next > [11 pages, 388 answers]

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...)

Why is my B/f trying to make me feel guilty when he is the one at fault?

Q.   About 5 days ago,I hung up on my boyfriend due to his behavior.He was intoxicated, not nice with his comments etccc...He hurt my feelings by the way he was acting so I hung up on him. 2 days ago,I had cooled off and felt guilty to hang up on him so ...

A.   13 February 2012: From what you desribe, he is simply an alcoholic. There is no reasoning, understanding, or consoling an alcoholic. If you love him, point him toward treatment, and offer compassion and support. It is not a disease he can fight himself. Good ... (read in full...)

At my age I'm wondering if I'm bisexual

Q.   I have a question for all of you out there. I am a guy and as odd as this may seem, but I wonder if I am bisexual. Why? Well, I really like women, I find everything about them a turn on. Why the wondering? I like looking at pictures of men's ...

A.   13 February 2012: Bisexual is just a word. Don't label yourself. Your a man who is curious. Life is short, enjoy! Good Luck! Jeff... (read in full...)

Is there light at the end of the tunnel? This new relationship is a nightmare.

Q.   Three years ago, I gave up my career, left my two teenagers with my ex-husband(divorced 12 years), left my home, parents, and friends to move to the East Coast for a guy that I love. I moved in with him and his 10 yrs old son from his previous marr...

A.   13 February 2012: There is light, but you are going to have to get out of the hole you are in (marriage) in order to see it. You are so young, and have a lifetime ahead of you to look forward too. Move closer to the kids you left behind, and move on with your lif... (read in full...)

How do I tell this guy I'm pregnant?

Q.   There's a possibility that I could be pregnant. The father of the child is a friend of mine who when I first met a few months ago, I really liked, but then we decided to just have casual sex- no labels, no commitment. We became good friends and we ...

A.   12 February 2012: First off, instead of worring yourself sick (and possibly for no reason at all), you need to go to the clinic and have a blood test or at the very least, a home-pregnancy test. The moment he had sex with you, he ran the risk that you could ge... (read in full...)

Why can't I just erase everything from my ex?

Q.   I have deleted my ex's mobile number and all his/my messages to each other. Why/what is stopping me deleting him from facebook? He has a girlfriend but I believe he has restricted my access to his wall. Why can't I do the final 'nail in th...

A.   12 February 2012: Change is hard. But you already know what you need to do. So, login to FB and delete him so that you cat get on with your life. I am willing to bet that in a few months, you won't even remember what he looked like. Good Luck! Jeff... (read in full...)

How can someone so into sex go completely cold like the way my partner has?

Q.   Partner not interested in sex. At first he was all over me, told me I was beautiful, kissed me, hugged me wanted have sex often. I was always up for whatever he suggested. I'm not sure what happened but he stopped being interested and now its down ...

A.   12 February 2012: Has there been any other significant changes in his life other than the baby on the way? How are you two doing financially? I am not a doctor, but it could be depression. Ask his family if they have noticed any changes. What even you do, don'... (read in full...)

Is it too early to be discussing marriage and children?

Q.   I have been with my boyfriend for 5 years, we are 23 and have discussed moving in, but he says hes not ready yet and mayb in a year or 2. Also he says at the minute he doesnt want kids or marriage in the future. It is something i would probably ...

A.   12 February 2012: I don't think you are naive. But I do think you need to wait just a bit. Finish school, get jobs, and then you will be ready to take that next step. You have a whole lot of life left. Enjoy it a bit! Good Luck! Jeff... (read in full...)

Is it crazy if I ask my ex to "clean" my facebook account? I want to move on!

Q.   Dear cupid, I broke up with my boyfriend and was wondering if I can ask him to clean my facebook account; I mean he's literally commented on all my photos and liked them, liked all my profile pics, etc. Would this request be considered bonkers ...

A.   11 February 2012: By furthering contact, you are just inviting him deeper into your life. Unfriend him, and move on. Like tennisstar88 said, "All his comments, likes, posts, will vanish like he never existed." Good Luck! Jeff... (read in full...)

How can he so easily forget what we have? I'm blonde. His blonde jokes offended me

Q.   Hello aunts. This guy and I met 4 months ago and things have been moving really smoothly infact, better than I had predicted. He checks on me a lot, calls me often and its the first time I've been in a relationship where the guy is so into me. We...

A.   11 February 2012: He is immature. Let him go before you invest too much time in a relationship. Good Luck! Jeff... (read in full...)

25 years together. What does this cheating ex want from me?

Q.   Four years ago I caught my husband of 18 years cheating with a online woman, I took him back, but never got over the pain and the betrayal. I thought we were destined to be together forever, because of the way he treated me like a princess...

A.   11 February 2012: If you keep opening the door, he is bound to come back. Let this loser go and find a man who will treat you right. You have a lifetime of memories waiting for you. Good Luck! Jeff... (read in full...)

Is this dating? every time we meet we end up in bed together

Q.   I have been dating this guy who is 16 years older than me. I say dating loosely, it seems like every time we meet we end up in bed together. He is a nice guy in general, but as time goes on I feel like he likes to spend more time with his fami...

A.   11 February 2012: First of all, you are in your late thirties. Last time I checked, you are in the prime of your life. There is no way in hell that you should feel like you have to settle for second best. I'm the same age as you, and I feel great! The situatio... (read in full...)

I turn him on too much....is that a bad thing?

Q.   I have been seeing one of my friends for a while, we know what each other likes and the sex is always great! It seems lately that he gets very close to cumming very quickly and asks that i either slow down or stop what i'm doing for a moment. ...

A.   10 February 2012: Does he please you to orgasm? IF not, your BF needs to learn how to control himself. There are many things you both can do to prolong his orgasm. Maybe that means he pleases you before he is pleased (oral and/or finger stimilation). Or maybe you ... (read in full...)

Condom queries here!

Q.   How far up is it normal for a condom to slip? Everytime after he pulls out its pretty near the top and I was wondering if it would put me at risk of getting pregnant. Also, he stays inside me for a little while after we're done, and I wanted to know ...

A.   10 February 2012: It seems that one of two things is happening: 1. The condom does not fit (too large) 2. He is losing his erection before pulling out As long as the condom you are using has a spermicide (it kills sperm) you should be ok. If not, you do infa... (read in full...)

Should an ex still be attending family functions?

Q.   Is it proper for My Husbands Ex to attend his neices Quinceanera (Sweet 15)? They have a 12 year Son together and he will be in the party? (kinda like a groomsmen) They were only married 1 year and we have been together 13 years (married 9). We have ...

A.   9 February 2012: Unless her sole purpose of attending the event is to create havoc in your life, I don't see a problem with it. Good Luck! Jeff... (read in full...)

Why on earth would my partner keep a bottle of 'Dick Lick' from a previous liaison. Eugghhh!

Q.   I have struggled with trust with my new partner for some time. We managed to put to bed the things that were troubling me (and they were NOT small I can tell you). All has been good but I have now discovered two more things that are making me ...

A.   9 February 2012: I agree with the others, no big deal. Nothing sentimental about some lube and condoms. If anything, she should be STD free~! Good Luck! Jeff... (read in full...)

Should I tell the guy I've been seeing I met someone else and gave my number to him?

Q.   I've been seeing this guy not too long ago...He is Asian/chinese and I am a Latin/south american. He is younger for 8 yrs. Our schedules are very different..I work nights and he days, we see each other everytime we can make it..can be like 2 o 3 ti...

A.   9 February 2012: It seems that your relationship with your chinese BF is casual. I don't think that you owe him an explaination. If in the future you decide to take it to another level, then from that moment on, you are on the hook. Good Luck!~ Jeff... (read in full...)

Met a guy whilst wearing coloured contact lenses, will he think I'm fake if he finds out? What do guys think of girls who wear coloured lenses?

Q.   Honest answers from guys, I don't care if they are hurtful I need to know a truthful answer. What do you think of girls who wear coloured lenses? Do you not care so much, think they're fake, find them attractive.. what? Because I met this guy whi...

A.   9 February 2012: Push-up bras make your boobs look bigger, make-up makes you prettier (sometimes), and heels make you look taller. But in the end, I could care less. None of those can conceal your true character or personality. Good Luck! Jeff... (read in full...)

Why did my FWB lose his erection?

Q.   my new fwb eventually lost his erection yesterday when I gave him oral and then when we had sex the first time. he was fine when he was dominate but as soon as I got on top or gave him oral for a while, he loses it. I asked him why this happened and ...

A.   8 February 2012: Sometimes it happens. It could have been a millions reasons (tired, medicine, alcohol, sickness), but trust me, it had nothing to do with you. Trust me. Good Luck!! Jeff ... (read in full...)

B/f used to take me to Las Vegas with him for work but now he goes alone. Is he cheating?

Q.   IS HE CHEATING? My boyfriend used to take me to Las vegas everytime he travels for work.. wERE supposed to stay again last month but then he cancelled and just dicided to come home every weekend.(we live together) Its been going on like th...

A.   8 February 2012: I have a feeling that you already know the answer to this question. The super defensive answer, made up my mind. Good Luck! Jeff... (read in full...)

He's eager to get me pregnant, but not walk me down the aisle?

Q.   My boyfriend and I have been together for a year and a half. We're both divorced. I'm in my early 30's and he's in his early 40's. At the top of our relationship, I thought we were both on the same page of finding someone again to commit to and get ...

A.   8 February 2012: If he doesn't want to put a ring on your finger, don't have a child with him. period. Good Luck! Jeff... (read in full...)

Should I take him to court for paternity issues and child support?

Q.   Well hellooo... its been awhile and I'm back! I'm now 38 weeks pregnant and my childs father still has nothing to do with us. I'm not entirely over it because its hard to understand how he loves and acknowledges his first born but not mine? How ...

A.   8 February 2012: Child support is not for you, it is for the support of your child. You both decided to lay down together, so you are both responsible to provide for your unborn child. He needs to provide support. Good Luck! Jeff... (read in full...)

My boyfriend's way too busy to settle down, but I don't think I can wait 4 years for him

Q.   I need help soooo bad, and don't know what to do. About 3 1/2 years ago, my husband passed away from a tragic accident and left me with three kids. I dated a little afterwards, but never found anyone worth while. I stumbled upon an old friend fr...

A.   8 February 2012: You are only 2 months invested in this relationship. I would be more worried if he was trying to tie the knot after a few months rather than the answers he gave you. He seems to be a really good guy. The only advise I have is to give the rela... (read in full...)

I always swore I wouldn't put my children through what I had to face as a child!

Q.   I could do with some sturn honest advice as I'm feeling a little annoyed with myself. I'm in my 20's and have been with my boyfriend who is in his 40's for 4 years. We live together and have talked about marriage. The problem I have is my jealo...

A.   5 February 2012: I don't like this situation. I comend him for being in his children's lives, but can't for the life of me see a reason why we needs to spend time at his ex's house. If he wants to spend time with his kids, it should be at his house, or in a ... (read in full...)

Is he serious or he is not?

Q.   Dear all I need to get some good advise from you guys here. First of all, I get to know this guy online. He is 30, myanmar, Virgo and I am 34, Chinese, libra. We met each other after chatting online for 10 days then we decide to meet up. Aft...

A.   5 February 2012: To me, his mind is on sex, and your is on a long lasting relationship. I say this because it was the first thing he mentioned in his text. If I were you, I would move on. You really don't know this person. Good Luck! Jeff... (read in full...)

Do I have the right to ask to see my boyfriend's check stubs?

Q.   My boyfriend and I have been living together for 6 months and in the beginning he was not employed. The agreement was that he would pay me XX amount of dollars until he went back to work. After he got a new job, then we would revisit the money ...

A.   4 February 2012: Is there a reason why you two have not married? The list you gave, "e is very helpful in the house, very neat and clean. He does just about everything I ask him to do. He is great with my kids and he truly adores me" seems like the secret to a ... (read in full...)

Frustrated, straight, but considering an offer of a bj

Q.   Hey I got a question. Im a 28 year old man living single and my job keeps me extremely busy and always on the travel. Over the last couple years I have developed a male friend shom I met over the internet from a town that is about 40 miles from ...

A.   4 February 2012: Not a good idea. You are opening yourself up to possible blackmail. Even if you are gay, I wouldn't meet up with someone I met on the internet (man or woman). You don't know this guy or his motives, and we all have motives. Good Luck! ... (read in full...)

My ex of one year calls me up every week, but is adamant he does not want to see me or get back together...how do I interpret these mixed signals?

Q.   Hi all, This situation involves an ex boyfriend; We were together for just short of a year and he apparently fell out of love with me and suddenly dumped me over a phone call. He did not treat me well during the relationship; in fact, he wa...

A.   4 February 2012: Change you number. Your too good for this type of destructive behavior. Good Luck! Jeff... (read in full...)

My mind goes blank when I talk to guys!

Q.   Hi, to put it simply, I have a crush on this guy whom I'm barely friends with. I'd like to get to know him better and maybe for him to know me better too, but I have a problem: I can't really talk to guys. (I think I bore them) Most articles ...

A.   4 February 2012: There was I girl that I secretly had a crush on in High School. She was pretty and we had many things in common. The problem was, she teased me in Junior High School. It wasn't until we rekindled our friendship on Facebook some 20 years later th... (read in full...)

I had an affair with a neighbour. Should I tell my husband?

Q.   Very Sad Hello, this is long so bear with me, I have been married for 12 years with my husband for 13 years, we have two small kids, I have been happy for most of my marriage and my husband is basicaly a good man, however in our marriage he gamb...

A.   3 February 2012: What good will it do your husband if you tell him you cheated? Do you want to get it off your chest for your well being or his? If it is for you, I say don't tell him. Your punishment is the burdon you now hold. Good Luck! Jeff... (read in full...)

How do I manage how I feel over his over zealous anxious checking up on me all the time?

Q.   Hi All, thanks for stopping by and reading this. I have been dating a man for coming up to year now. he has lots going on his life. Eg: he is a full time carer for his disabled sister, and has three kids from an ex that he takes a lot ( they don...

A.   3 February 2012: It sounds like he finally sees what he is missing. And doesn't want to let you go. You need to set him down and have a heart-to-heart. Let him know exactly how you feel. Let it all out on the table and tell him what you expect and what you need... (read in full...)

In real life I've never wanted him to kiss me. So is my dream telling me otherwise?

Q.   I just turned 18 and im having some confusing feelings. I see one of my mates twice a week (all-day) with a few of our other friends, but I was recently really annoyed by him and vice a versa. We sorted it out last week and that night I had a drea...

A.   3 February 2012:  I dream about work all the time, and I hate work. What I am trying to say is dreams mean nothing. You probably dreamt about him because you have been spending more time with him. Good Luck! Jeff... (read in full...)

My boyfriend wants to be more adventurous with sex, is he bored already?

Q.   Dear Cupid, I come to you with a bit of a dilemma, that's been bothering me since last night. I been dating my boyfriend for almost two months. We've been starting to have sex for about three weeks now and it's awesome. But yesterday he send me ...

A.   3 February 2012: Quit over analyzing. He's not bored. Good Luck! Jeff... (read in full...)

He can't maintain an erection during sex now...is he cheating?

Q.   Your Open Question: Why can't he keep his erection long anymore? is he cheating? Wow I've just been told my bf has been cheating on me. I asked him if he's ever cheated on me he says no. He says he loves me. But I'm not sure.. Am gunna have...

A.   3 February 2012: Cheating has nothing to do with erectile dysfunction. He needs to see a doctor to see if there is an underlying issue. Good Luck! Jeff... (read in full...)

No double standard - I just want one off sex

Q.   I'd like advice about meeting with a guy I met online. To lead up to this question, I must explain I've only been in long lasting relationships since I was 15. I've never really been single. My ex cheated on me last month and I'm still upset, but my ...

A.   3 February 2012: Sounds like a bad idea. I understand your sexual needs, and would suggest that you tackle your needs with someone you know rather than a complete stranger. STDs and pregnancy might sound like a good alternative if this guy is a rapist or ... (read in full...)

I feel like I owe it to my husband to have a threesome.

Q.   My husband has been wanting a threesome with another women, i was for it at first but after his pushing and searching I started to have my insecruities. I feel tho, it needs to happen. I was unfaithful to him. I kissed a guy. (it might not see...

A.   3 February 2012: At the most, you are 21? How in the world to he already bored with you and willing to jeapordize your relationship by bringing someone else into the bedroom? What's he going to want in 3-4 year when you are all used up (sarcasm)? I had my fanta... (read in full...)

How can I cope and continue living with him, broken hearted but apart?

Q.   Hi all. I have recently broken up with my bf. We have a joint mortgage together. After much soul searching and advice from a mortgage advisor, we have both been advised to stay in the property together for as long as we can. This is because ...

A.   3 February 2012: I think your sanity and mental well-being is worth more than the money you might lose is you continue to live together. Good Luck! Jeff... (read in full...)

I'm in love with my mom's ex boyfriend from 23 years ago!

Q.   I really need advice,I recently found my moms x from 23yrs ago when I was little he took such good care of me,then a few yrs ltr they went seperate ways,we tried to stay in contact,but failed,now after 20 yrs we are re-united,I have been really ...

A.   2 February 2012: For what it's worth, I suggest you find love elsewhere. You only have one mother. If that relationship with your mom's ex ever sours, you might have damaged the bond you have with mom beyond repair. Good Luck! Jeff... (read in full...)

The affection in our relationship has eroded. Should I stay or leave?

Q.   I am so sad because when I first was with him we were having sex almost daily now 3 years later it is almost extinct and we have a 3 year old son together. We are bored and sit home all the time and watch tv in seperate rooms and we don't like ...

A.   30 January 2012: Maybe there is a reason that one or both of you feel this way. For the sake of your child, you owe it to him to see a doctor in order to rule out a medical cause for your husbands lack of sex drive. If the doctor rules out a medical cause, m... (read in full...)

Do you believe in 'soul mates'?

Q.   Do you believe in soulmates? I'm curious to know what you think. And by the way, i heard this the other day and thought it was adorable, and wanted to share it with you: In greek mythology, humans were born with 4 eyes, 4 arms, 4 legs, 2 mouths, ...

A.   29 January 2012: I do, and I beleive I let her go, years ago. If I could turn back time I would in a heartbeat. Good Luck! Jeff... (read in full...)

Age difference and a dying girl

Q.       Now, I'm not the type of girl to fall head over heels for anyone! In fact, I'm a junior in high school and I've never dated before. I'm really happy about this too. Not just proud but happy. I love being by myself and see no use for high school ...

A.   29 January 2012: Date him. If you really like him, be upfront with him and give love a try. You can only play the cards you have in front of you. No more, and no less. Praying for you.... Jeff... (read in full...)

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