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Singles Sparks - CT and NY Matchmaker Insights for Singles - July 27 Edition

  • Writer: Jill Dunn
    Jill Dunn
  • Aug 28
  • 4 min read
Singles Sparks, Your Weekly Love Link, Jillin It. Professional, Local, CT matchmaker, Jill Dunn

Hello LoVers,


There are no hard and fast RULES for the early stages of dating that would apply to everyone. There truly is a lid for every pot but a first date conversation that excites one person may be a huge turn off for someone else.  BUT with that said, there are so many times that I hear clients telling me about things that were said on first dates that make me CRINGE because they really just tank the vibe unnecessarily.


Here are a few topics to AVOID on the first few dates:

  • Politics (even if you are like minded on the topic it’s just a mood killer.)

  • Sex (TOO SOON!)

  • Anything at all involving bodily functions. (Yes, seriously.)

  • Exes, money, past traumas, (It’s not a therapy sesh.)


Do yourself a favor and KEEP IT LIGHT and stay curious about your date without interviewing them. Talk about and ask about things like shared interests, bucket list adventures, favorite trips, foods, restaurants, Show genuine interest in them and share authentically about yourself and most importantly don’t try to figure out if you can share a life with this person after one date. All you really need to know after a first date is if you’re interested in a 2nd one. Have fun!


Want to chat? Get in touch to I can see if I can help and get in the Jillin’ It LoVe Club for monthly live roundtables, preferred database status, discounts on events and so much more.


A new EVENT is LIVE! Plus, stay tuned for more more age specific events + more variety +  coming this Fall. Great things to come!


In this week’s HOT TOPIC, we’re talking about how to know if a relationship is moving too fast. Plus, read our TOP 3 signs someone is genuinely into you. And don’t miss this week’s funnies at the bottom. Gotta laugh because this dating game is NO JOKE!


If you haven’t already, GET IN THE FREE DATE-A-BASE! This is the first place I look to make matches for my private matchmaking clients.


Check this week’s Singles Spotlight to see if YOUR match is featured this week. Then, click here to schedule a 10 minute call so I can learn a bit more about you and see if my private and personalized Matchmaking service is right for you.


Big love to you always!

xo,

Jill


Singles Summertime Mixer on August 8!

Join us at Sign of the Whale's rooftop bar to mix and mingle with local singles and potentially meet your match. Meeting other singles is tough... so we're make it easy by bringing together singles for you at this fun, laid back event!


Did you know, that as a matchmaker, I meet singles at every event that end up on dates with my private matchmaking clients and many have ended up in long term relationships with them too. You never know who you’ll meet at the event or who you ultimately can be connected with just by taking a chance and SHOWING UP!


Check-in starts at 6:30pm. This is an open-aged mixer so singles of all ages are welcomed to attend. However, keep in mind events are typically attended mainly by singles ranging from 30-55. There is usually someone for everyone. Extended happy hour pricing will be offered.


Looking for a promo code? Those are reserved for LoVe CluB members only. Get in the LoVe Club here.

Singles Summertime Mixer event on Aug 8 at 7pm, Sign of the Whale, Stamford, CT. Hosted by Jill Dunn. Rooftop bar with live music.

Singles Spotlight: Is SHE Your Match?

Are you a man between the ages of 50 and 60 in the CT/NYC area? Are you empathic, adventurous, respectful, responsible, and caring?


We are looking for a confident, masculine man who can carry a conversation and loves to laugh, prioritizes health and wellness, enjoys traveling and music.


If you are a good match and are interested in learning more,  email me!


HOT TOPIC: Is Your Relationship Moving Too Fast?

It’s common to mistake emotional momentum for emotional safety. A few engaging conversations, a rush of excitement, or the comfort of familiarity can lead you to invest deeply in a connection, often before you’ve had the chance to assess whether it’s truly right for you.


Read about it here and tell me what you think!

A person with blonde hair smiles gently, holding a coffee cup in a shop. They wear a black outfit with pearl details.

TOP 3: Signs Someone is Genuinely Into You

  1. They Make Consistent Effort: They initiate contact and follow through on plans. They don’t leave you guessing or wondering when you’ll hear from them next. They show up emotionally and physically—on time and with attention.

  2. Their Body Language Is Open and Engaged: They lean in when you speak, maintain eye contact, and mirror your movements. They face you fully (not just with their head, but their whole body). They look for ways to be physically closer—light touches, sitting near you, or lingering goodbyes.

  3. They Remember the Little Things: They recall small details you’ve shared—like your favorite drink, your dog’s name, or a goal you mentioned casually. They ask thoughtful follow-up questions and show interest in your day-to-day life.


Book a call with me to see if I can help you meet your dating goals. Email me

A surprised man with short hair wearing a patterned shirt in a softly lit room with a blurred background.

CT and NY Matchmaker Insights for Singles

The Funnies! Because You’ve Got to Laugh…

News anchors at a desk with text overlay: "When my family asks me about my love life" and "THERE IS NO NEWS." Background is a newsroom.
Tweet by Dudish with a profile picture and a verification checkmark. Text reads: "A good relationship is when she is by your side during bad times to tell you...[cut off]".













CT and NY Matchmaker Insights for Singles

Curious about Matchmaking? Schedule a call to see if my matchmaking service is something we should consider for you.


I’m here for you with more opportunities than EVER! Year round singles events,  The Match of the Month Blind Date Activation, Jillin' It Singles Supper Club, Solo to Sparks Dating Intensive, my private and personalized Matchmaking service, complimentary singles network and 203 Singles Facebook group, Meet Up Group, The Four Day Flip and so much more. Here for you!


CT and NY Matchmaker Insights for Singles Jill Dunn Jillin' It



Curious about Matchmaking ? Schedule a call to see if my matchmaking service is something we should consider for you.l to see if my matchmaking service is something we should consider for you.all to see if my matchmaking service is something we should consider for you.

 
 
 

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