Judith Gottesman, MSW
Matchmaker & Dating Coach
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Co-authored Articles (18)
150+ Things to Talk About With Your Crush: Deep, Flirty, & Funny Topics
Initiate a killer conversation with these creative conversation starters Are you looking for the perfect opening line to talk to your crush and spark a lively discussion? Asking fun and flirty questions is a great way to...
The Best Texts to Kickstart a Flirty Conversation
Sweet, cute, and silly messages to get your crush or Tinder match wanting moreSo, you’ve met someone pretty awesome and can’t stop thinking about them—you’re crushing hard! But how can you start a flirty conversa...
How Often Should You Text Someone You Just Started Dating?
You’re excited to be dating someone new, but you’re not sure if you’re texting them enough (or too much) at the beginning of your relationship. When you’re chatting with your new boo, it’s important to send eno...
Do You Feel Like Your Boyfriend Hates You? Signs, Reasons, and Ways to Move Forward When Your Boyfriend Doesn't Like You
Has your relationship taken a turn for the worse? If you have the sinking feeling that your boyfriend hates you, we’re here to help. Read on to learn signs that really hates you, why we might be feeling that way, and w...
How to End a Fling over Text (12 Examples & Tips to Break Up the Polite Way)
Friends with benefits and casual hook-ups can be a ton of fun, but there might come a time where your feelings change. Even though there’s less stress ending a fling than a long-term relationship, you can still be res...
How to
Get Any Guy You Want
When you’re trying to attract a guy, it can sometimes feel like a puzzle that’s impossible to solve. However, it doesn’t have to be hard! Getting any guy you want is easy when you know how to do it. Keep reading to...
What to Talk About on the Third Date: 11 Tips to Spark Connection
So you’ve enjoyed spending time with a potential special someone during your first two dates, but what’s left to talk about on the third? Plenty, as it turns out. The third date is a chance to get past the initial ge...
12 Ways to Impress a Guy on a Date
If you have a big date coming up, you probably want to knock your man's socks off, right? You've come to the right place! We've put together this simple list of tips and tricks to help you do just that. Read on for great...
How to Make Small Talk Like a Pro in Any Situation
Small talk topics, questions, and other conversation starters Small talk is your bridge into bigger, more profound conversations. It helps you get to know someone in a low-stakes way before deepening a relationship, whic...
How to
Make a Boy Blush
Blushing occurs in the context of social interactions in response to self-conscious emotions, such as embarrassment, shyness, or being around potentially attractive people. However, while blushing can be due to undesired...
How to Politely Cancel Plans over Text
A step-by-step guide to courteously canceling plans via text message We all know the feeling: you made plans with a friend, but now that it’s almost time to leave the house, you just don’t have the energy. Or, maybe ...
Starting a Weird Conversation: Funny, Creative, & Thought-Provoking Openers
The weirdest, wackiest lines to defuse an awkward situation (or intensify it) Don’t know what to say in a tense situation? Break the ice with a weird conversation starter! Whether you want to create a memorable impress...
165 Best Conversation Starters: Funny, Deep, Flirty & More
Easy ice breakers for parties, networking events, first dates & beyondWhether you’re trying to mingle at a party, network at a professional event, or make a good impression on a date, a good conversation starter can go...
How to
Approach a Guy at School
If there’s a guy at school you just can’t stop thinking about, you might have a little crush. Daydreaming about him is one thing, but actually approaching him can seem kind of daunting (especially if you don’t know...
95 Ideas to Spark a Conversation Between You and a Teenager
Thought-provoking questions to bond with the teen in your lifeBeing the parent, guardian, or teacher of a teenager can be challenging; as they get older, it's common to feel like you're speaking different languages. Havi...
The Best Ways to Cancel a Date over Text (Without Being Rude)
So, you made plans for a date, but now you can’t (or don’t want to) make it. Don’t worry, we’ve all been there! With the right tone and a personalized message, you can let your date know that you can’t make it...
How to
Act on a Date (for Girls)
If you want to make a good impression on a date, be polite and friendly. Engage in enjoyable conversation and try to keep the mood light and fun. Ask questions, tell funny stories, and offer your date compliments that wi...
How to
Text a Girl on Valentine's Day
Do you want to make a girl feel extra special this Valentine’s Day? When you want to let your crush or girlfriend know you’re thinking of her, a quick text can be a cute way to show it. If you’re having a little tr...