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How do I stop obsessing about my ex?

It’s been four months since I was dumped. I still think about him every day. Do you think it means I’m not over him? Or is it just curiosity/habit? I wonder how he’s doing. I think of our inside jokes and routines. I worry about him a little. I’ve blocked him on social media so I don’t have to...

The Second City Network

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Ask Anna: Dating & Sex

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  • How do I approach women?

    How do I approach women?

    I'm a man in my 30s and have never been on a date nor had a romantic relationship. I take public transportation to work daily, and I see a couple of women here and there that I want to go and start a conversation with. The problem is that I get very nervous and don't know what to say. Yes, we've...

  • Does living with my parents make me undateable?

    Does living with my parents make me undateable?

    I’m 26 and living with my parents again. I was living with my girlfriend of eight years until she dumped me in June. I’m working part time and trying to save money, but does anyone want to date a guy who lives with his parents? I feel like I should date, but also don’t know if I can because I can’t...

  • I caught my boyfriend on Tinder. Now what?

    I caught my boyfriend on Tinder. Now what?

    I’m 22, female, and just caught my boyfriend, 23, on Tinder. He didn’t have an account for very long, but he was definitely talking to girls and got a few phone numbers. I confronted him, and he seems genuinely sorry. He insists it was a “joke,” but WTF does that even mean? I don’t know how to...

Threesome

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More opinion

  • Second City Network

  • Why I, Pumpkin Spice Latte, Deserve Your Vote this November

    Why I, Pumpkin Spice Latte, Deserve Your Vote this November

    My fellow Americans, as one of the nation’s most popular beings, I, Pumpkin Spice Latte, am proud to announce my presidential campaign for the 2016 election. Now, if the smile on your face as you smell and ingest my seasonal nirvana isn’t enough for you to cast your ballot for me, here are some...

  • I'm a millennial: Here's why I don't have internet (at home)

    I'm a millennial: Here's why I don't have internet (at home)

    Living without cable has become the norm in my group of friends. It's an unnecessary expense, requires hideous cords, and you can stream practically everything online anyway. But my boyfriend and I aren't online. We don't have internet. This has never been a hardheaded, deliberate choice or some...

  • 'Birth of a Nation' actress Gabrielle Union: I was raped. I cannot take Parker rape allegations lightly

    'Birth of a Nation' actress Gabrielle Union: I was raped. I cannot take Parker rape allegations lightly

    Twenty-four years ago I was raped at gunpoint in the cold, dark backroom of the Payless shoe store where I was then working. Two years ago I signed on to a brilliant script called “The Birth of a Nation,” to play a woman who was raped. One month ago I was sent a story about Nate Parker, the very...

  • Should I set up my brother and my co-worker?

    Should I set up my brother and my co-worker?

    I'm confident one of my new female co-workers would be an excellent match with my bro. They have tons of common interests and their personalities are very closely matched. I've mentioned him when talking to her, and she has been receptive (though never showed any direct signs of interest). My brother...

  • I told him how I feel. He doesn’t reciprocate. Now what?

    I told him how I feel. He doesn’t reciprocate. Now what?

    Been friends with a guy for years and have had feelings for him for a while. I’m mid-30s, straight. We went out drinking one night and, with the help of liquid courage, I decided to tell him how I felt. He said he was flattered (ugh) but didn’t reciprocate (ugh ugh). What do I do now? How do I...

  • Latest Leslie Jones attack should be our cue to speak up

    Latest Leslie Jones attack should be our cue to speak up

    I have astonishment fatigue. Every day this summer, I'm newly and horribly astonished at what we humans dish out to each other. Wednesday it was the Leslie Jones website being hacked, followed quickly by the reaction to the Leslie Jones website hack. Jones, the "Saturday Night Live" actress who...

  • Here's how to ask out your waitress: Don't.

    Here's how to ask out your waitress: Don't.

    I get it, waitresses are being all nice and [bleep] ’cause it’s their job and they want a fat tip. But let’s pretend that you are seriously interested in your waitress. Is it rude to show interest or solicit a date or more info from someone who is working? If it’s not, what are some ways you can...

  • Sorry, Summer 2016, but I’m breaking up with you

    Sorry, Summer 2016, but I’m breaking up with you

    Summer romances are meant to be as fleeting as the humid days and breezy nights, which means the time has come, Summer 2016, for us to part ways. And if I’m being completely honest here, it’s definitely you, not me. What’s that? You don’t understand? Stop playing Pokémon Go for one second and listen...

  • Ask Anna: I'm nervous about receiving oral sex

    Ask Anna: I'm nervous about receiving oral sex

    I’m 18. I’ve been seeing my boyfriend for four months. I go down on him, but he hasn’t gone down on me because I’m nervous about it. What if he hates it? What if I hate it? What if he thinks I smell or take too long or get bored? I don’t know that I can get over my fears around this, but I don’t...

  • Commitment issues 'n' chill: How do I stop flaking on my relationships?

    Commitment issues 'n' chill: How do I stop flaking on my relationships?

    I'm a 23-year-old male who has recently found out I have commitment issues. I always start to like a girl and then do everything in my power to get to her and then after we've dated for a month or so, I completely lose interest and get out of the relationship. I have no idea why I do this or how...

  • A plea from someone who was 18 once too: Let Malia Obama live

    A plea from someone who was 18 once too: Let Malia Obama live

    Raise your hand if you were ever 18 years old? All of you? Great. Keep them up if you can say your dad was the President of the United States. Pretty much none of you? Cool. Well, welcome to the world of Malia Obama and the Presidential children who have come before her. As we all have learned...

  • I have a crush on my sister’s boyfriend

    I have a crush on my sister’s boyfriend

    My sister has been dating a guy for about six months. He’s great, attractive, caring, opens doors for people and is an all-around respectful person. I get along with him, and I see him a lot because my sister brings him around. Sometimes I find myself fantasizing about what it would be like to...

  • I don't want to do one-on-one dates. Can I ask her out to a group hang?

    I don't want to do one-on-one dates. Can I ask her out to a group hang?

    I am [a] recently single [guy] and love to go out and enjoy talking to new people on dating sites, but the idea of meeting them for some quiet one-on-one talk where the pressure is on to find a connection does not seem fun to me. I do enjoy going out to various [group] meetups and would like the...

  • I want a relationship, but my ex just wants to be friends for now. Will this work out?

    I want a relationship, but my ex just wants to be friends for now. Will this work out?

    I broke up with a guy about two months ago, and I've been miserable ever since. We met up two nights ago and have talked about maybe getting back together in the near future, but being friends for a while first. My heart still hurts, and it seems like he's still interested in me and wants to be...

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