Gentlemen, this is how to get my attention.

I’d had a pretty decent weekend of sexual adventures – no romance, mind you, but some days I will take what I can get. I had a Friday quickie with Jason and a date and some good sex with Shenanigans on Saturday. The crazy Italian was still sending super sexual messages but he was on ignore for the most part. I’d been ignoring about 90% of the messages I’m getting on the dating sites. For lots of reasons which I will talk about in another post. But suffice it to say I get a notice of a new message, open it up, check out the profile of the sender, and usually delete it. The one I got on OKCupid late night on Sunday was different, somehow:

Hi, Nice to meet you – my name is Tony.

Your profile sounds very interesting – I have a young son as well and though he doesn’t live with me I see him almost every day.

I love my job – it’s something different most days and I tackle problems other people wouldn’t ever even consider.

I’m fun and take decent care of myself. I dress casually for work but love to throw on a great suit or tux for an event.Β  I love to explore the city and new places to eat and drink – sounds like you may have a good list to compare.

Happy holidays.

I was doing my night owl thing and didn’t see the “new message” indicator until quite late. But I liked the note and liked his profile (attractive, humorous – as demonstrated by a movember photo and a funny caption, 6’1″, diverse interests, intelligent) and wanted to respond.

Hi Tony, my name is Ann. I am up way past my bedtime so I’m afraid if I try to say much I won’t sound like my usually coherent self… But I will say I like your profile and your message and it sounds like we may have a lot in common. I’d be interested in chatting more πŸ™‚

The next day he responded…

Hi Ann,

Nice to meet you – I’m glad you responded last night – coherent or not – as someone who was also up late last night it helped motivate me through the work I had to finish this morning – I can’t justify any rewards if my office work isn’t done – I would like to chat more with you as well – I’d love to pick your brain on restaurants – maybe over a drink and some snacks – I have many favs and would love to hear yours.

Are you off for the holidays yet ?

Hope your day is going well – especially with such little rest πŸ™‚

Best Tony

An hour later, I responded with:

What kind of late night work do you have to do? I do know what you mean about rewards, I’m on vacation but still have work I had to do today. But it was from home and I did it in yoga pants in my kitchen, so that’s something.

I am off now for the holidays (with a bit of work as an exception) and am actually child-free as well until Christmas. So drinks and snacks sounds great. Are you off as well?

I managed to sleep in thankfully! I’m an 8-hours-a-night kinda gal but am also a night owl…which doesn’t work well having a child or an office job that requires me in the morning πŸ™‚


And right away I got back:

Thanks for a proper response (yoga pant description and all πŸ˜‰ I can only imagine some of the messages women on this site receive but the one line answers to nicely written notes makes me a bit mental πŸ™‚

I was up late – not working – but procrastinating – I paid for it dearly this am – I had a bunch of stuff to do in a short period of time – I will be working through the holidays from my condo – in my yoga pants. Honestly I love yoga. I practice a weird style – I can explain πŸ™‚ but I try to go at least three times a week

I am child free until after the holidays as well πŸ™‚ but I have custody of the dog this week

Do you have dinner plans this evening? I don’t want to jump into anything but as someone who understands the babysitting situation. – sometimes you just have to take opportunities when they appear ? Something nice and casual – as I might have to leave straight from the office πŸ™‚

It felt a bit strange to be going from texting one day on a dating site to a date the next, but I realized I had nothing to lose. Only free time on my hands, and no real prospects for quality men to spend my time with. So why the heck not have dinner? My response:

This is short because I’m walking to subway. I totally understand last minute and taking opportunities… My plans with a gf were cancelled so I am actually free tonight. Dinner sounds great – you can text me at and I will be back online in a few hours.

Now perhaps you can also understand why I was distracted and ended up using my blog email address to send an email to my ex-husband. I was actually rather excited. A girlfriend was going to take me to a fancy house party Monday night but asked if she could take a member of her staff instead. It wasn’t a big deal but meant I had another night free. Once I got out of the Dentists and realized what I’d done with the blog email, I wasn’t focussed on getting a message back from Tony. But he had responded:

Seems like the planets are aligning – I’m offline between 3-5 but can text (periodically) My number is I look forward to hearing your voice

I was worried about being able to focus on my date whilst in a full-on blog panic, but I had settled down a few hours later when I realized that Will hadn’t read my blog and that it was then private even if he got suspicious later. He sent me a text message and I quickly discovered he had a nice balance of taking charge of making plans but also seeking my input. We settled on a time and a restaurant, in an area that has lots of other bars in the vicinity. While I was excited, I had no idea that I was about to embark on what became the best first date of my entire life.

0 thoughts on “Gentlemen, this is how to get my attention.

  1. you’re such a stinker, leaving us hanging on for the next chapter πŸ˜‰
    Hope you have a great NYE and day tomorrow. But hurry up with part deux, pretty please?
    Also, I love yesterday’s cum story w/Shenanigans. I’m like you about the facials. It’s kinda yucky and well, yucky. πŸ˜€

  2. I think I’m like Hollie… for now.
    But read the comment where there has already been some drama.
    Looking forward to part two πŸ™‚
    And Enjoy NYE and NYC πŸ™‚

  3. Ann,
    First, have a fantastic NYE πŸŽ†πŸŽ‰πŸ’ƒ in NYC πŸ—½ with your girlfriend!! Enjoy all that is the celebration in the city that never sleeps πŸ˜‰

    Second, as everyone has already commented, I look forward to the next chapter you share with us regarding Tony and the best first date ever. Even with what drama may have ensued since then, I will always be rooting for you from out west!

    Travel safe and Happy New Years!! {hugs}

  4. Wow this post really made me feel happy for you! Big smile here. He sounds like a real gentleman.

    Happy New Year, Ann! I hope you and your friend have a wonderful time in New York.

  5. You are such a tease lately with the chapters in your dating stories! I can’t wait to see where this goes – it may mean there is hope for us dating-kind yet! I love an intelligent conversation….but why is it so rare?!

What do you think?