Jen's Blog | Dating Community Blog | Bad Online Dates
Jennifer Kelton’s dating community blog dedicated to dating advice and filled with dating humor and dating tips.

Dear Sasha,
My girlfriend’s “married” mom hits on me all the time! Sometimes even right smack in front of her. While her mom is attractive and on her second husband, I’m not into Mrs. Robinson, and also feel it’s so disrespectful to both of us and our budding relationship. What is the best way to say something that will not offend her?

Sincerely,
Mom hits on me? Click here to read more…

Dear Sasha,
I am deeply in lust, and have a rocking sex life (the best that I have ever had) with the new guy that I have been seeing, one MAJOR problem, he does some pretty random and careless stuff, and never learns from his mistakes. I really don’t want to play “mommy” and say anything. Am I just in love with lust — What would you do?

Sincerely,
In love with lust? Click here to read more…

Dear Sasha,
I have been with my new girlfriend for 3 months now, I really, really like her a lot however since we started dating she has put on about 15 pounds. I don’t want to tell her what to eat or try to change her — but I’m starting to lose my sexual interest in her — I have never been attracted to chunky women.

Sincerely,
Weight Watching Boyfriend Click here to read more…

Dear Sasha,
I have a huge issue I have a very flat chest can we say A cup my boyfriend keeps wanting me to get a breast enlargement and said he will pay. I have never had a body and or breast  issue up until now. Should I do it and what are the risks?

Sincerely,

Bigger boobs? Click here to read more…

Dear Sasha,
My Mom is great but she is very overbearing when it comes to dating and me. To the point of googling the men I date and even if I have told her where I’m going to be she will just so happen to show up. Needless to say, it’s hurt a couple of the relationships I thought could have had a future.
I know in the end she means well… BUT!!!

Sincerely,
Mom crasher’s daughter Click here to read more…

Dear Sasha,
This is a very personal matter–but no matter how excited I get with a girl (I’m 24), I can only stay hard for about 15 minutes. It has made me not even want to date, what should I do?

Sincerely,
My private parts Click here to read more…

Dear Sasha,
I think that I’m a sex addict. I don’t seem to be able to stay loyal in a relationship. Every woman I have ever dated I have cheated on multiple times, and I constantly think about sex. The woman I’m currently dating could be someone that I would like to build a life together, however I have already cheated and I’m afraid that I’ll do it again.

Sincerely,
Perplexed by my sexual appetite Click here to read more…

Dear Sasha,
I have just started seeing a woman that I really like. One huge problem she always asks me over to cook dinner aka eat a home cooked meal and she is a REALLY bad cook! I don’t want to be rude  –but her cooking is for the dogs!

Sincerely,
Her cooking is for the dogs? Click here to read more…

Dear Sasha,
I was really stupid and took naked pictures of myself and emailed them to my boyfriend. He had promised me that he would not show them to anyone. I just found out today that he has shown them to some of his co-workers. I’m not only furious but also really embarrassed. What do I do?

Sincerely,
My naked pictures? Click here to read more…

Dear Sasha,
I have herpes that I got from my very first long-term boyfriend. I’m now seeing someone new since we broke-up last year. How long should I wait to tell him – we have not had sex yet?

Sincerely,
Herpes Tell All Click here to read more…