“Will he ever propose?!”

My boyfriend and I have been dating for 5 and a half years now (we are 23 years old), we have been living together for a year and do everything together. I have hinted a few times that I am ready to get engaged and he has agreed (even my family has been hinting).

But it feels like it is never going to happen. We get into fights about it all the time. I have expressed to him how I don’t want to be an “old” bride and would love for my aging grandparents to still be around when we tie the knot. He doesn’t seem to be interested and I’m over bringing it up as we just fight.

Do you think he will ever propose or am I just going to be someone’s 40-year-old girlfriend?

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“Is my older man bored with me?”

I have been with a man who is 26 years older than me for 6 months but recently, within the last month or so, I feel as if he’s not interested anymore. He claims it is because of stress but I just don’t know what to do anymore.

He does not give me affection anymore and the only time he acts as if we are together is when we are around others. I have anxiety and I don’t want to ruin an otherwise happy relationship because of my anxiety or his stress, I just need to know if this is normal. Has the lust just worn off is he bored with me?

“I’m 25 years old and I’ve never had sex”

I want to but I’m so socially awkward that I push away anyone who’s interested. The only guys I’ve ever kissed were those who surprised me. I’m mad at myself that I didn’t let it get further with the first guy when I was 16. I was drunk, he was experienced and I had a big crush on him.

Now, nine years later, I’m still a virgin. I want to have sex and for the first time in my life and I’m trying to seriously date someone (I met online). He’s nice but there is absolutely no attraction. There are guys I am attracted to (I feel like there are more of them ever since I started dating) but none of them would notice me, and if they did their confidence would probably make me run the other way. I don’t know if I would feel more comfortable around men if I had sex.

Am I shallow for wanting to have sex with someone I actually find attractive instead of a guy I feel comfortable taking to but have no desire to even kiss? I feel like the longer I wait the less likely it is that I will ever have sex with anyone. I wish I could just get drunk and lose my virginity that way but I have never been drunk enough to actually go through with it.

“I have a crush but my friends don’t like him”

I have a crush on a boy. This boy is really sweet and funny. I’m afraid to tell any one because everyone thinks he’s weird. Even my best friends make fun of him. People say he’s bad for me because he has a bad reputation, but the truth is, he’s there for me.

He understands what I’m going through and supports me, my other friends just can’t do that. I want to date him but I’m afraid people will make fun of me. What should I do?

“I’m being forced to choose between my boyfriend and family”

I am 16 and I have been dating someone for 6 months. At the beginning, everything was perfect. He is the most loving, hilarious person I have ever met. I had my parents approval and everyone said we were the cutest couple.

But, my mother developed hatred toward my boyfriend. She now thinks he is disrespectful and a bad influence. She judges him and blames him for things he doesn’t do, and is now forbidding me to go out with him. I love him but she wants me to end things. I have tried fixing things and have invited him over to my family, but it only seems to make things worse.

I don’t feel loved or supported at home, and am constantly being told that everything I do is wrong. I also feel unsafe and scared for my future. I think I have met my future husband, and the fact that I am not allowed to date him is giving me severe anxiety and depression.

I don’t know what to do, because I can’t chose between my family and my boyfriend. I need advice.  At this point, I don’t want to live in my house anymore.

“I’m bored with my relationship”

I’ve been dating this guy for almost 6 months now, but recently I’ve been getting bored with the relationship. Don’t get me wrong, he’s a great guy and an amazing boyfriend and we were even friends for a long time before we started to date. It’s just that recently I’ve been getting really annoyed over little things and the relationship isn’t exciting like it used to be.

Also, my ex is back from college and I’ve been fantasizing about him sexually.. a lot. I’ve been thinking of breaking up with my boyfriend, but I’m afraid of losing the only person who’s close to me and I can open up to. I generally keep my feelings to myself and not many people really know me. I’m ready to be free of the obligations of a relationship and explore other options, but I don’t want to lose my only real friend.

“Should I try to date my gym coach?”

I’m 24 years old and have a gym coach for the last year who is 43. During the past few months we have slept together 4 times but continue on as normal, as coach and client. We get along really well and have a lot in common but he drives me mad and is really set in his ways, but I am mad for him and it’s making me crazy.

We never speak about our ‘get togethers’ afterwards but they keep happening and I would love to know what it all means. I am recently out of a 4 and a half year relationship so I’m not looking for another one but I would like to know how he feels, or if he is even slightly interested in me in a more serious way. I am so afraid of rejection that I never tell him how I am feeling at all, and sometimes I feel as if he is being the same with me. I was thinking of asking him to see a comedian with me later this month that we both like. Super afraid of getting rejected but I want to spend more time with him outside of the physical stuff. What should I do???

“Does my friend need professional help?”

One of my best friends is super depressed and I don’t know how to help. He is pretty good at masking it around people, but I can tell. A few years back he started dating his old high school crush and even proposed and she said yes.

Well, shortly after she broke off the engagement, and for whatever reason he has it stuck in his head that she was the only girl in the world for him. Now almost 2 years later he is still really bad off. He got really blackout drunk on his birthday last year and let a lot of his bottled up emotions spill out and even talked about how he has considered suicide.

Since then he has not drank but he did take up 420 which in retrospect is alright since it is an anti-depressant. I have talked to him about it and expressed my concerns but he is very adamant about not wanting “professional” help and not wanting to be put on “chemicals” (medication). He is my friend and I love him but it hurts to see him in pain and not doing anything to seek help. I want to do more but according to professionals if someone is refusing help don’t push it because it can make it worse. So I just don’t know what to do.

“Did I scare him off?”

This guy and I have been school mates since elementary school till college. We never noticed each other until college started. Since we were paired up together in a group project, we became a bit closer. I felt that he has, maybe, some feelings for me because he really cared about me when I was sick in school and I noticed that he didn’t do the same for other girls. He would occasionally steal glances at me in classes. In addition, he would stare at me when I was laughing with my friends and he would then be curious and ask me what was I discussing about with my friends.

I feel like he was always inquisitive about my life which I didn’t see him doing to other girls. My classmates joked about us being together and he would always smile and look at me. During that period of time, I didn’t dare to confess to him because both of us were preparing for national exams and I didn’t want to get distracted. After the exam, he went for his national service. I finally made a decision to open up to him and tried to message him after months of pondering. Continue reading