Dear Sasha: Answering Your Most Private Dating Questions –- Dating Rut?

dating rut

Dear Sasha,
I’m dating in a dating rut.
No matter how much I try to motivate, it’s just not happening.
What suggestions do you have for a fella that just can’t seem to get out of the new year dating door?

Sincerely,
Dating dud.
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Dear Sasha: Answering Your Most Private Dating Questions –- Coupons on Dates?

Man Paying Bill

Dear Sasha,
I recently went out with a guy that used coupons to pay for our dinner.
It was our first date. I was a bit turned off. Am I being too judgmental?

Sincerely,
To coupon or not?
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Dear Sasha: Answering Your Most Private Dating Questions –- She Social Media Overshares?

Dear Sasha,

I have a terrific new relationship with a girl that in every way seems too good to be true. However we have hit a huge bump in that she now posts everything about us on her various social media accounts, Twitter, Facebook and Foursquare. I’ve asked her to stop and she says it’s fun, and doesn’t really matter. It matters to me. How do I get her to stop?

Sincerely,
My life on Facebook

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Dear Sasha: Answering Your Most Private Dating Questions –- He’s a COMPLETE Slob?

Dear Sasha,

I recently went out with a guy in his 40’s that I really, really liked on so many levels. On the second date I went back to his place, and it was a COMPLETE mess. To the point that he didn’t even make his bed, and clothing was all over the floor. It was a dating deal breaker for me. Am I being too critical of his living situation, and is this also a reflection of something bigger in his life?

Sincerely,
Neat Freak
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Sasha Speaks: Answering Your Most Private Dating Questions –- I’m Double Dipping?

“Dear Sasha
I’ve been dating this girl for the past few months. Things are pretty serious, we’ve slept together and say ‘I love you,’ and it’s all great, except that I used to go out with her friend and that makes things a little tense and weird from time to time.

How can I alleviate the tension?

Sincerely,
Doug the Double Dipper

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Sasha Speaks: Answering Your Most Private Dating Questions — Online Sex Only?

Dear Sasha,
I am newly single after living with my ex for 3 years. He didn’t want to get married so I figured, since I do, and also want kids, that I needed to end the relationship, and to find a man that wants the same in life. Problem is, all the men that I’m meeting online seem to just want sex. I work a full time job, and making time to date is a challenge. Is there something that I’m doing to attract this Click here to read more…

Sasha Speaks: Answering Your Most Private Dating Questions — My Boyfriends Lame Friends?

Dear Sasha,
I’m seeing this guy, we are both in our 30s, and for the first time in a VERY long time I’ve found someone that I really like — but his friends all make me completely crazy. Spending time with him when he’s hanging out with them is like being inside a Frat House full of beer bongs, dirty socks and lots of finger pulling.

To frat or not to frat, that is the question?

Sincerely,
Sigma Alpha Over It
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Sasha Speaks: Answering Your Most Private Dating Questions — Hooked on the Hook-Up?

Dear Sasha,
I’m 25 and been meeting a lot of men on the online dating sites just for random hook-ups. I’m starting to feel like it’s an addiction, could it be?

Sincerely,
Hooked on the hook-up?

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Sasha Speaks: Answering Your Most Private Dating Questions — Long Distance Love?

Dear Sasha,
I’m stuck in a long distance relationship, and when we are together makes me the happiest 35 year old guy on the planet, but when we are apart the most miserable guy on the planet. As this is a new year I’m struggling with what to do?

Sincerely,
Long-distance lover! Click here to read more…

Sasha Speaks: Answering Your Most Private Dating Questions — Hairy Situation?

Dear Sasha,


When I first met the girl I’m dating she was really good about shaving her legs, bikini and under arms. Now, a few months in, she has gotten extremely lazy. I find the hair a HUGE turnoff, and have told her so. She will then shave, and soon enough it happens all over again…. YUCK! How do I handle this hairy situation?

Sincerely,
Is hair a deal breaker?
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About Jennifer

Jennifer Kelton

I have created this blog and social dating community to turn negative dating experiences into positive ones. In fact, it’s the exact opposite of what the name implies. It was my own life’s multiple combo plate of bad date experiences that inspired me to create this supportive community. In the midst of my own search […]

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