The Best Book On Singles Over 40

Are you single over 40? Want to meet others? Curious about online dating? Dating expert Jerusha Stewart is 40+ and single, and she shows you how to have a blast!





  1. Acknowledge it. “This doesn’t seem to be going well, could we have a do over?”  Said with a smile, this could be the ice breaker that warms things up between the two of you.
  2. Remember the hardest thing to make is a good first impression.  Say you met through an online dating website, your date could be just as nervous as you are at meeting someone new. Don’t expect things to go smoothly. Accept the spilled drink, nervous laugh or funny tie as a small setback, not an date-shattering sign from above.
  3. Change the location. Maybe where you’re sitting is too noisy to carry on a conversation.   The chairs are placed so you can’t make eye contact or it’s too dark at your corner table. Sometimes an improvement in your physical situation will increase the physical attraction between the two of you.
  4. Smile more. Sometimes we’re just not conscious that we’re frowning out of perplexity or that’s how our facial lines lie.  When you’re venturing out onto the dating scene and you’re single over 40, it’s best not to take life or dating so seriously.  Don’t sweat the small stuff when meeting other single men and single women.
  5. Relax. Sometimes you’re uncomfortable. That makes the other person uncomfortable.  It’s a vicious circle.
  6. Focus on the positive. Often we’re sitting there thinking. We don’t have this in common or I don’t like men who aren’t active. Find a positive trait in your date – you’ll be surprised at how far that makes your evening more enjoyable.
  7. Many long-term relationships started on a bad date. It’s not always love at first sight.  A lot of couples didn’t click right away. Their favorite memory is often that first date that was a disaster.
  8. Remember it’s only one date – not the rest of your life. Anyone can survive a couple of hours of unpleasantness by using common courtesy.
  9. Make believe. Pretend you’re having a good time. Sometimes you have to fake it until you make it.  Mimic feelings of having fun and increase your sense of well-being.
  10. Get physical! If you’re talking – ask him to dance. Sometimes doing something physical will shake things up. Adding some energy to the evening could fire those pleasure-enhancing endorphins and make the evening a success.  

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  1. Preparation is everything.  When putting on your make-up or buttoning your shirt – tell yourself what a good time you’re going to have. Affirmations can be a self-fulfilling prophecy.
  2. Asking a girl out is just as important as the date itself; it sets the mood. Once a guy asked me out by having 12 people I didn’t know show up at my workplace each with a red rose asking the question: “Will you accept this rose?.” They each had clue to who my suitor was and where we’d spend the evening.  It was pretty wild;  I’d come close to guessing who it was by rose 6, but I still had no idea that he was taking me to the Monterey Acquarium for our first date by the time I received rose 12 –  a wet ‘n wild evening!
  3. Believe it or not, the old standard of going out to dinner – appetizer and main course at one restaurant, then a little stroll to an intimate little chocolate bar for dessert – takes some planning but is well worth it. You get a chance to talk, hold hands, and take your time getting to know someone.
  4. Firing range or roller coaster. The element of danger brings you closer as you compete for the best scores or hang on for dear life. Scientific studies show that nothing gets the love juices flowing like fear or high anxiety situations.
  5. Cooking class – I love a guy who heats things up in a kitchen. I had a date once who showed up at my place with grocery bags filled with all the fixin’s for dinner and a movie. He grilled great steaks, put together a so-so salad, forgot to turn the oven on for the baked potatoes, and then we cuddled while watching one of my favorite movies “The Thomas Crown Affair” – just perfect.
  6. Tantric Sex class – I’d been dating a guy for a while and thought it would be interesting. The class involved a lot of heaving breathing. You need to be open-minded to try an exercise like this with strangers outside of the bedroom.
  7. Playing tourist – city bus tour – this is so much fun to do with a new date or someone you’ve known for a while. It’s one of those ordinary outings where you can learn some extraordinary things about the opposite sex, like how they treat others, their politeness index, and how they deal with not being in control. After all, some other guy is doing the driving. You can also tell how spontaneous they are – let’s jump off the bus now and grab a bite at that corner pub.
  8. Window shopping right before Christmas – You can get ideas for what to get each other and help select presents for each other’s gift lists. It’s  much more fun than shopping alone.
  9. Picnic dinner at home – my guy did all the cooking, spread a blanket on the floor, lit candles, and set the table–very romantic.
  10. When I first moved to Phoenix, AZ I met a cutie at the clubhouse gym.  Our first date was a bicycle ride through the neighborhood at dusk and a stop at the local ice cream parlor for cones – something that was a lot of fun to do when I was a kid proved to be just as much fun as a grownup.

I’m an old-fashioned kind of girl. All in all, my fantasy dates are the ones where the guys took charge and I didn’t have to plan a thing.

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  1. Cruise vacations – they are prepared for “special needs” guests with plenty of shows, lounges with live music, trivia contests, bingo & dance lessons for those moving at a slower pace.
  2. Art auctions – the items move across the block quickly, but audience members are in their seats.  The perfect time to meet is at the preview before the auction as buyers view the items up for bid.
  3. Museum events – meant to move your mind. The set-up is your common interest in pre-Columbian art–shall we say. Don’t overlook the travel events; often older singles will opt for these versus traveling alone.
  4. Talks at your local library – great resource because chances are other guests live in your neighborhood. Pick your topics wisely – would-be writers’ workshops & mystery book readings are the most popular.
  5. Online, of course – singles over 40 are the fastest growing group of online daters. Visit the specialty sites for seniors, since they’re targeting that age group. Don’t forget to sign up for mass services like Match.com, which may have the numbers.
  6. Pet events – a lot of aging singles have pets for companionship. Trendier hotels & restaurants sponsor “cocktails & canines” evenings where pet owners bond over their pooches. One of the most popular meet-up breeds is Chihuahuas.
  7. Play Reading Groups – a boomer friend of mine in New York has belonged to one of these for years. Each month a group of actors & stage lovers gets together and read a selected script. Several singles were members of her group. It’s great way to get to know someone in their various roles.
  8. Casinos – lady luck could be on your side and gamblers are their own tribe. People are generally relaxed and open to talking about their winnings & losing streaks.
  9. Volunteer events – a lot of boomer are using their second acts to give their lives more meaning. People use the skills that have supported them for decades to support people and causes they care about – your local humane shelter, habitat for humanity housing project or soup kitchen is a great place to meet charitable cupids. Most non-profits will make use of everyone’s talents.

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