Tag Archives: sex

Unexpected

#42
I lied.  Apparently I’d only disabled my Bumble profile, not deleted it.  I should have known that, given that the icon was still on the screen.  Derp.  But imagine my surprise when I was notified recently of a new match and message.  I must have swiped for her before I disabled things.  I liked what I saw, and I liked our conversation even better.  When an opportunity arose, I asked her out.  We met tonight.

I went into this date feeling good and without expectations.  I was neither pessimistic nor optimistic, and I didn’t breathe a word to anyone lest I jinx it.  I’ve been especially happy and confident lately, in the best shape of my life, and killing it at work.  There were the usual flutters of nervousness as I approached her, but they dissipated quickly.  We had the same nerdy and geeky interests, and conversation flowed easily and with plenty of laughter.  Unfortunately the place I’d chosen was hosting a “Wine Down Wednesday Karaoke Night” and it was noisy as fuck.

As we neared the end of our meal I suggested going somewhere quieter.  Most girls I’ve dated would take that opportunity to call it a night, but she didn’t.  She was game.  Another good sign.  We walked down the road to an ice cream place for dessert, and she treated me since I’d paid for dinner.  Bonus points.  Meanwhile I was admiring her from head to toe.  She looked good in her pictures, but even better in person.  Damn.  We strolled around town with our treats, eventually grabbing a bench to people watch and continue our conversation.  We swapped adventure stories, compared travel plans and talked about family.  It was relaxed and comfortable and felt right.

After two hours she called it a night.  She lived at home with the parents and grandmother, and since the parents were out she was worried about her grandmother being home alone late at night.  Hmm.  Okay.  I couldn’t stay out much longer myself – tomorrow is hell day at work and I need all the sleep I can get.  We bade each other goodbye and I gave her a hug, just as I’d greeted her.  We each expressed what a good time we had and a desire to go out again.  I promised to get in touch soon.

I’d wanted to go for the kiss, but the moment didn’t feel quite right and I didn’t see how I could do it without it being awkward.  That should have been a sign right there, and I had a funny feeling all the way home.  And I was nearly back home when the texts starting coming in.  Ping.  Ping Ping Ping.  I sighed and wondered what the story was going to be this time.  Finally I got a chance to read what she’d sent me, and I was right:

“Hey. Thanks again for a really nice evening. I want to be honest with you, because I think you’re a great guy… I don’t think seeing you again would be the best thing for me. See, my boyfriend and I broke up a few months ago, and I thought I was ready to start dating again. But as I walked back to my car I kind of just broke down and started crying. I miss him, even though I don’t want to, and I’m realizing now I’m not emotionally ready to see other people. I feel so bad, because I genuinely had a nice time with you – and I don’t want you to think I’m making this up, because I’m not. I’m more of a mess than I thought I’d be. My feelings for him haven’t gone, and I’m just really sad. I’ve deleted my Bumble account because until I get my shit together, I can’t be dating anyone. I’m so so sorry. You are really sweet, please stay positive about this dating crap we have to go through. Thank you again for dinner. It was fun talking with you.”

Christ.  Another long-winded way of saying “you’re a nice guy but you just don’t do it for me?”  Then again, maybe that really is the truth.  She did mention that I was her first Bumble date.  So who knows.  All I know is that I didn’t even bother responding.  I’m deleting her texts and number and moving onto the next girl… whenever and whoever that may be.  Disappointing, but that’s the way it goes.

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Independence

While my neighbors were busy blowing shit up and lighting things on fire, I thought it would be a good opportunity to sit and reflect on things.  It’s been a year since my breakup and I’m single and loving it (for the most part).   My current status doesn’t look like it’s going to change anytime soon, and prospects are nil since I jettisoned online dating.  (Good riddance).

A fellow blogger is preparing an anthology on handling breakups and recently asked for my thoughts on the subject.  I’ve been rejected countless times, but I’m 4-0 when it comes to dumping vs. being dumped…although it was a close call with Rebecca.  I ended up blocking her on Facebook.  I’ve tried being friends with exes in the past, but it never seems to work.  I don’t think I’ll bother trying in the future.  Cutting off all contact seems to be way forward, otherwise it’s hard to move on.

I was supposed to go on my first Meetup in months this past weekend, now that work has calmed down and I have free time again.  I’ve been absolutely killing it at work this year.  The past two months were my biggest months ever, financially.  I’m on track to make 10-15K more than I did last year, and my goal is to earn a similar increase next year as well.  I’ve certainly worked long and hard enough for this and my efforts are finally paying off.

However, the Meetup – a group hike on the beach – was canceled due to questionable weather and nesting piping plovers.  Better luck next time.  There are plenty of other upcoming Meetups and I’ve already signed up for goat yoga (which is the latest craze).  I’m not really into yoga, but who doesn’t love baby goats?  Besides, it looks like a lot of fun.

In the meantime I continue to work on myself and do my own thing.  I’ve made progress on some of the items listed in my last post.  I booked my trip to California in September.  I bought a new car.  I donated four bags of clothes and picked up some new ones.  My new bed is on the way.  Half my living room is full of stuff for a garage sale.  I completed a couple more landscaping projects around the house. I’m even looking ahead to October and planning a Halloween party.

And while I’ve been slacking on the blog front (namely Descent Into Dadness), my journal is still going strong.  There are some sizable gaps here and there, but I try to write in it every day and it’s been going strong for 25 years.  That’s right, it goes all the way back to 1992.  I’m still in the process of transcribing all my handwritten entries into one big Microsoft Word file.  At last count I have over 1.5 million words – the equivalent of two Bibles.

It’s a real trip going back and reading old entries.  One of my favorite things to do is read entries from the same day last year, then five and even ten years ago.  It’s interesting to see what’s changed.  One thing I have noticed is a greater maturity of expression than I had two or three years ago.  I give more thought to what I say now and how others may perceive it.  And while I’m still a raging horndog, I don’t converse about sex and dating as much as I used to.  I cringe reading some of my old online conversations.

Anyway, that’s about it for now.  I’m busy doing my own thing these days (as if I know anything else).  I’m excited for the summer and all the possibilities it holds.

Stay tuned.

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Feelings

I’ve kept a positive, upbeat outlook over the course of this blog, but I was in the doldrums a while ago.  Just a little bit.  It’s passed now.  Part of it was standard winter blues, but another part was my perpetual singleness.  Don’t get me wrong – I’m happy with myself and my life.  I don’t need “my other half” or someone to complete me. But I want more.  I want someone to share the good things in life with.  Food.  Drink.  Laughter.  Music.  Travel.  Sex.  Just to name a few.

For a short while – nearly two glorious months – I got a taste of what that was like.  I had sex (some of it).  I lost my virginity.  I finally felt like I was in the know, part of the club, part of the world, “normal.”  I stopped feeling those pangs when I saw couples.  I did things that come so easily to most people:  hugging, kissing, cuddling, massaging, holding hands, or just sitting on beach watching the sunset – things other people take for granted.  Until I slept with Rebecca a few times, I had no idea just how warm another human body could be.

Now it’s been ten months.  I couldn’t help but peek at her Facebook and I saw she’s been with the same guy for the past eight months.  Oh really.  So what happened to all that jazz about not wanting to date or be exclusive?  How come she didn’t push him away and sabotage things like she did with me?

Well, let that be a lesson to me.  And I’m leaving her in the past where she belongs.  I’m doing my best to not to dwell on negative thoughts and remain forward-looking.  Therefore I’ve been filling up my time with hobbies and activities to keep my mind on other things.

I’ve been hitting the gym hardcore for the past three months.  It’s a great outlet for my pent up sexual energy and frustrations.  I continue to set personal records in deadlifts, squats, and bench presses.  I’ve stacked three, four, or even five 45lb plates on the weight sled and pushed it back and forth across the floor until my legs gave out and my arms shook.  My buddy and I tried a class last weekend that nearly wiped us out.  But my body is responding and I’m tipping the scales at 187 pounds – a number I dreamed about for years.

The gym is not my only arena of success these days.  I’ve been out there marketing myself and I gained ten new clients, so this should be my best year financially.  I had a great parade season and a triumphant return to solo performing.  I’m practicing several instruments a week and I sound better than ever. (I find playing music as cathartic as going to the gym.) My passport arrived and I’m planning some more travel.  And I’m giving my life a complete overhaul – new car, clothes, furniture, appliances – everything.

#41
Throughout all of this I’ve had Bumble running in the background.  The last app standing.  There was that one awkward date a couple months ago, and since then I canceled on two more because I’d decided I’d rather go to the gym instead.  I just used the always popular, vague line of “something came up.”  I felt a bit shitty doing it, but deep down I felt those dates would have ended up like all the others, so why bother?

But there was one final Bumble date.  I tried to keep the online chatter light and flirty and save all the getting-to-know-you questions for in-person.  As Matthew Hussey says, “if you’re using texting to ask, ‘How many brothers and sisters do you have?’… you’re doing it wrong.”  So I gave that a shot, but it didn’t matter.  Once again I met a girl who checked out of the conversation after five minutes and I was the only one left making an effort.

I’d talk, I’d ask questions, she’d respond… and I’d wait.  Nothing.  Nothing asked about myself in return.  Scratch that – she asked literally two questions, almost as afterthoughts:  what was my job, and did I live alone?  When I realized she kept glancing at her phone on top of her purse on the chair next to her, I bade her farewell.  I know a lost cause when I see one.  And thus concludes my online dating efforts.  Permanently.

After so many years, I’ve come to conclusion that it’s a supreme waste of time.  There’s always the anecdotal success story, but I could never get it to work for me.  It never felt right – always forced and awkward and unnatural.  Personal experience and informal polling of friends and fellow bloggers tells me that meeting people in real life is the way to go.  Not to mention that I had more success with Rebecca than all the girls I met online put together.

Now that spring is finally here I’m compiling a bucket list, which includes several upcoming Meetups.  I’m trying to get to that same sweet spot I was in last year, where I found the perfect balance of doing my own thing and not worrying about finding someone.  Then BAM, it literally happened when I least expected it.  In the meantime I feel I’ve grown content with the status quo again.

I also continue to work on myself.  It’s almost comical… I’ve had thirty years to work on myself – how much more time do I need?  There’s always room for improvement, I guess, like with my conversation skills.  That’s partly why I’ve been filling up my calendar with things to do – gives me shit to talk about.  I’m doing my best to be more social and to fight reverting back to my natural introverted state.

So I guess that’s all I have to say for the time being.  I’ve had this blog post drafted for weeks and weeks and I kept revisiting and revising as my thoughts and feelings ebbed and flowed.  Now I’m finally ready to publish, and we’ll see what happens next in life.

Stay tuned.

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Ghost

I was stood up again tonight.  I’d have to go back and look at my date counter to make sure, but this is the fourth or fifth time it’s happened.  Those were all OKC girls; this one was from Tinder.  We’d been trying to set up a date for a couple of weeks, but things kept getting in the way.  Once Thanksgiving was over we were finally able to schedule something.

I confirmed with her the day of to make sure that we were still on.  She said yes, definitely, and that she was excitedly looking forward to it.  Cool beans.  However, we were supposed to meet at 5:30 and I was alone.  Fifteen minutes later and there was still no sign or sound from her.  She didn’t respond to my texted inquiries, and after 20 minutes I shrugged and made myself comfortable inside.

The best part was that I had zero fucks to give.  In the past I pulled my hair out in frustration whenever girls pulled this nonsense.  Now I couldn’t care less.  It just rolls right off my back.  Better yet, I got to cross another item off my to-do list tonight.  Our first date was to be at a burger joint.  We had a mutual love of burgers (not a vegan chick – yes!) and I selected a place I’d always wanted to go to.  That ensured I’d have a good time either way.

And I had a good time indeed chowing down on a double burger.  Between that and the soda and fries it ran me 16 bucks, but it was pretty filling.  The only downside was that it was greasy as hell, soaking right through the bun.  That explained why they had not napkins but paper towel dispensers at the tables.  Don’t know if I’ll be going back there.

I crossed another item off my list over the weekend.  My family and I went into the city to see the Radio City Christmas Spectacular.  I’d never seen it before, and it was spectacular indeed.  Wow.  I kinda want to go see it again now.  And I definitely want to go back into the city.  There’s a lot of cool stuff there I want to check out.  You know you’re from Long Island when you live in the shadow of the greatest city in the world and hardly ever visit.

So now I’m making another list of shit to do, just in NYC.  Skating in Central Park (or Bryant Park, since I saw they have a rink there too), Carnegie Deli before they close for good, see the tree in Rockefeller Center, see Grand Central Station, maybe even see the Tonight Show…and a few others I can’t think of at the moment.  But let’s see how many I can accomplish before the year’s end.  And there’s something else I may be going into the city for in a couple of weeks, which involves another blogger.  I’ll keep you posted on that.

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Icebreaker

So… I went on my first date in five months.

In my last post I was indiscriminately swiping right on Bumble (and then Tinder) just to see who I matched with.  Then I starting swiping just for girls I was actually interested in.  This time I engaged them in conversation – or tried to.  Talking to most of them was like talking to the wall.  One word/one sentence answers, and nothing asked about myself in return.  I deleted each one and moved onto the next.

I finally managed to get something of a rapport going with this one girl, and we set up a game of chess for a first date.  All right, something different.  However, I had a funny feeling so I started the countdown.  Right on cue, she canceled the day before saying she forgot she was supposed to help her sister move.  I just said “no problem, let me know when is good for you.”  I didn’t expect to hear back (since I never do) and I was right.  And I don’t even care anymore when they flake out.  Losing my virginity has enhanced my IDGAF abilities.

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Then I chatted up another girl.  We went on yet another goddamn coffee date.  I’d sworn those off, but this time I thought it was a good idea to start small before investing in something more involved.    Good call.  Things got off to a slow start and ended up feeling forced and awkward.  It seemed like we were both just prodding the conversation along, and after an hour she called it a night.  She was actually yawning prior to that.  Either she was really tired or I was really boring, or both.

Outside I gave her a hug and kiss on the cheek and said it was nice to meet her.  Then we said good night and parted ways. I said nothing about getting together again, nor did I follow up with her afterwards.  I already knew what I would hear – the usual “oh I had a nice time and you’re a funny/interesting guy but I just don’t feel any sort of connection etc etc.”  So that was that.  But it was nice to get back in the game, even if I’m feeling a bit rusty.  I’m not really putting effort into online dating anymore, nor am I taking it very seriously.

Some of you have asked me “what are you looking for?” and I’d always struggled to answer that question.  How was I supposed to know when I had so little experience to draw upon?  And I’d always thought it unfair for some girls to reject me when they’d barely gotten to know me.  But now I get it.  The way things felt and flowed with Rebecca is my new benchmark going forward.  So if I do go on another online date, it won’t be unless I’m really feeling things.

Otherwise I’m busy doing my own thing and getting out in the real world.  I recently spent an hour on Meetup joining a slew of new groups and I went on my second outing last weekend.  It was another hike and we had over 20 people, but the vast majority were in their 40s and 50s. There were a couple of girls around my age in attendance, but one of them showed up with her boyfriend and another guy had already swooped in on the other by the time I arrived.

I watched with the tiniest tinge of jealousy as they exchanged phone numbers afterwards.  Not because I was attracted to her, but it was just the very idea.  I’ve always marveled at how dating and relating comes so easy to some people.  Some can date a different person every week, or every night of the week if they wanted, and they have no shortage of options.  They go from one to relationship to the next as easy as breathing.  How do they do it?  And how can I get there?   Not that I want to go through a revolving door of girls, but how do I achieve that same ease of attraction?  It’s something I’m still figuring out as I go along.

Some of you are frustrated virgins as I once was, trying to figure out your own way forward.  The best thing for you to do right now is to just work on yourself.  That can be as simple as picking up a new hobby or cultivating an existing one.  Good skills give you social currency.  Girls like confidence… except maybe you don’t feel confident.  But if you can find confidence simply in doing something well – whatever it may be – then that’s just as beneficial.  It’s why I devote so much time to my music and dancing and other pursuits.  At the very least, your hobbies will give you shit to talk about, especially if you find someone who shares your passions.  So if you don’t know where to start, that’s a good place.

A good analogy for me is this: say you want to develop your abs…  Now, you can spend an inordinate amount of time concentrating on your midsection, doing hundreds of crunches trying to spot reduce your belly fat.  Or you can work your whole body, targeting the major muscle groups with compound exercises.  If you do that and concentrate on your diet, then your abs will almost take care of themselves.  So if you’re struggling on dates or to even get dates, take a step back and date yourself for a while.  It’s an indirect way of achieving the same end.

Apart from my renewed Meetup activities I’ve also started volunteering at the animal sanctuary, the one my old friend is at.  We started super early at 7:30 AM.  On Sunday.  Ugh.  Kill me.  But we were the first two there and I was glad for the chance to talk to her alone as we fed and watered the alpacas and turkeys.  Then our conversation was interrupted by a father/daughter duo who showed up to volunteer as well, and will be joining us every weekend.  Of course.  Not that it really matters, because I’m pretty sure she’s still with the boyfriend.  And even if she’s not, she’s militantly vegan and our lifestyles would clash horribly.  But I’m there to spend time with the animals more than anything else.

Later that same day Vegan Girl posted some animal pics to my Facebook, and as always my friend Don was right there commenting on her post and asking her questions.  Every time a girl leaves me a comment, or vice versa, he sees it in his news feed and he jumps right in with his two cents, stepping all over my dick in the process.  It’s annoying as shit.  I’m afraid the time has come to block him, especially now that he’s mining my friend list for more girls to add. He already has a thousand as it is.

In a way, I almost have to give him credit – even if he did hit on my sister Mary (who’s ten years older and looked at him as if he were a bug).  He leaves absolutely no stone unturned, but I guess he has to when he’s the weirdest and most socially awkward person ever.  I stopped dining out with him because last time he was staring creepily at random girls and blowing straw wrappers at them.  He actually thought he was being flirty.  *facepalm*  (Another bit of advice for you virgins: don’t be like Don.)  Yet somehow he finally managed to lose his virginity too.  And get this – he did it a full two years before I did.  How in the fuck.  I’m still trying to process that.

So that’s the round up.  I’ve also made up a list of things to do and places to see, which has now grown to two pages.  So far I’ve crossed off a good number of items.  Most of it is just fun silly shit, but I consider them accomplishments nonetheless.  I’ll detail them all when I do my end of year post.

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Success

Sorry for the delay, folks.  June is a notoriously busy month for me and I’ve been busy… *ahem* in other ways as well.

Picking up where I left off…

As I said, Rebecca and I continued talking throughout the week, and the following weekend she came to my place.  I took her for another nature walk, we made out in the bamboo forest, went to dinner (Italian) and then it was back to my place to watch a movie and play a board game… but you all know how that usually turns out.

Sitting on my couch talking led to sitting on my couch making out, then to sitting on my bed making out.  Some clothes were shed.  I sat her up so I could pull her shirt off, and she laughed and went, “what are you doing?”

“What do you think?” I said slyly.  She didn’t offer any more resistance as I pulled her shirt over her head and flung it aside.  Now she was in her bra and pants, and I removed those shortly afterwards.  Now we were both in our underwear.  I knew this was it.  It was going to happen.  Our hands roamed all over each other’s bodies for the longest time, just taking it all in.

Her breasts looked like they were straining to be free of her bra, so I decided to help out. I knew she wouldn’t stop me.  One of the hooks came undone easily, but the other was stuck and I was having  a hard time with it.  We both laughed about it, but I finally got it off and there they were… big, magnificent breasts hanging right in my face.  Mmm.  Fuck yeah.  I kissed and caressed them and sucked on her nipples and basically went to town.

Then she pulled my shorts off and started to blow me.  It wasn’t at all what I expected it to feel like.  It felt warm and wet and really good but weirdly different at the same time.  I wasn’t used to that kind of stimulation and it wasn’t doing a lot for me, but I still enjoyed the sensation.   After a few minutes of that I couldn’t wait any longer.  I told her I wanted to be inside her.  She grinned at me and said, “finally… I’ve wanted you inside me all night!”

She dropped her panties, I deftly rolled on a condom, and then she mounted me.  I couldn’t feel much with the condom on, which kinda sucked, but I was inside her!  I did it!  We went at it like rabbits, trying out a few different positions.  We ended with missionary and I nearly pounded her into the wall.  Then we just lay there until 3AM, naked in each other arms and keeping our breathing in sync.  Eventually we drifted off to sleep.  The next morning she told me her vagina was a little sore but very happy.  Good deal.  I had gotten her off at least a couple of times during the night.

The next night she wanted to see me again.  We went out to eat, sat on the beach in the darkness, and then headed back to her place.  We tried watching another movie but we were only five minutes into it before she said, “Let’s go to my bedroom.”  This time the clothes came off even faster and I made it all about her.  I fingered her, licked her, pinned her down and flipped her around, and massaged and grinded her until she had orgasm after orgasm. The best part was when I spanked her.  I went from grabbing her ass cheeks to lightly swatting each one in turn.  Then I started smacking her harder and harder until her flesh rippled, gently massaging with my hand in between each slap. She bit and scratched me and made a great deal of noise and completely soaked me when all was said and done.  Afterwards she basically passed out and we slept until 6 AM.

A week later I told her I was a virgin.

I had to.  The thing was, I was having performance problems.  Trouble cumming or just staying hard.  I couldn’t get off that first night with her, so things didn’t last very long.  After a lifetime of porn and masturbation, I was struggling to adapt to new stimuli.  I was so used to my own hand. Not to mention my dick was suffering from a bit of stage fright.  I didn’t want her to think there was something wrong with her, so I finally fessed up.  I had to.  On a scale of 1-10, 10 being the most shocked, she registered a 7 at the news.

Things became much easier after that.  Even though I had lost my virginity by that point, I was still stressed out that I hadn’t told her and that in itself was just making things worse.  I also ditched the porn and masturbation and saved myself for her.  It was almost a couple of weeks before we saw each other again, due to work schedules and then both of us going out of town at the same time.  Finally we were back in each other arms again.  She came back to my place.  We started watching yet another movie but we both fell asleep.

Sexy time came in the morning.  Touching led to caressing which led to articles of clothing dropping off one by one.  She climbed on top of me and started rocking back and forth, rubbing her pussy against me.  We had prior discussions about safety and this time we went condom free since the proper precautions were in place.  It was unbelievably hot and wet inside her.  So THAT was what it felt like… I lasted only five minutes before I exploded. No wank can ever prepare you for that feeling.  It was amazing.  And messy.  I didn’t realize how messy sex was.  When you cum inside someone it all just kinda runs back out.  She had to wrap herself in a towel before she got back into bed with me.  I was in a blissful daze.

We went for round two later in the day, and that was all I could manage.  She had to get going, and I didn’t have any strength left.  It took me until midway through the next day before I fully recovered.  But ever since we’ve been having sex any chance we can, including on one of our lunch breaks.  I came three times in an hour and I was barely able to stand after that.  Of course, I always make sure she’s satisfied as well.  And then the following weekend we went at it until I was physically drained.  The last orgasm I had with her was the most intense yet and I was shaking all over afterwards.

Anyway.  So that’s how I lost my virginity.  I got off to a slow start with mixed results, but now I’m on a roll.  It wasn’t as big a deal as I thought it would be.  It wasn’t life-changing and I didn’t feel like a brand-new person afterwards.  The first time wasn’t nerve-wracking or awkward.  Maybe a tiny bit awkward, but that went away with practice.  If anything it was a bit surreal.  A sense of, “Wow, am I really/finally doing this…?”

One change I’ve noticed is that my libido has calmed down quite a bit.  Ironic.  I thought finally having sex would send me into overdrive, but finally understanding the mystery has taken the edge off for me.  Perhaps it’ll go crazy over time, but for now I’m experiencing a new-found and much welcomed peace and calmness.

In the meantime we appear to be an item.  We talk every day and see each other whenever our schedules permit.  I don’t know how this will all end, but so far so good.  I’m very happy being with her and it’s such a pleasure waking up next to her in the morning.

In the end, it was worth all the struggle, frustration and heartbreak.  I feel like it happened at the right time and with the right person, and I’m glad I didn’t do it “just to get it over with.”  Sometimes the old cliche is true – it really does happen when you least expect it or when you’re not looking.  I just had to date three dozen girls before I found her.  I know some of you are struggling with your own virginity and/or just trying to find that someone special.  I urge all of you not to give up, no matter your age or circumstances.  Maybe take a little break and spend some time finding yourself first will help, like it did with me.  You can find success too.

Now the question is what to do with this blog.  I’m going to leave it up for all past, present and future readers.  I’ll continue to check in and may post the occasional update, but for the most part my journey is over.  Feel free to leave comments, and please check out my other blog.  I’ve been slacking off with it but I’ll be posting more vigorously and very soon:  https://descentintodadness.wordpress.com/

 

THE FINAL TALLY:

First dates:  37
Second dates:  5
Third dates:  3
Cancellations:  9
Stood up:  2
First kisses: 3

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Her

This is the story of how I met her.

I’ve been on Meetup.com for a couple of years.  I joined a bunch of groups and received regular email updates, but I’ve scarcely put in more effort than that.  But as I’ve said, I’m determined to get out and do more things and meet new people this year.  So I took a second, more serious look.  There was a hiking group that intrigued me and I went to one of their excursions a few weeks ago.

It was my first ever Meetup.

There were half a dozen of us and I was the only guy who happened to show at this particular hike.  The odds were in my favor, but looking for a girlfriend was the furthest thing from my mind that day.  As a result, I was totally and unabashedly myself.  I kept the group entertained with my wisecracks and anecdotes.

Rebecca liked my jokes.  I thought she was cute when I first met her, but at some point during the hike we  clicked.  It was just one of those things.  Now I know what people mean when they say that.  When we came to a grove of dogwoods I plucked a flower off one of the trees and gave it to her.

“Here, this is for you,” I said, presenting it to her like the cornball I am.  She couldn’t stop grinning and stuck it into the strap of her backpack, where it remained for the rest of the hike.  We stuck together for the last mile, asking each other questions and sharing stories.

Later that day she sent me a message through Meetup telling me how much she enjoyed meeting me on the hike.  I had noticed she had posted a couple of pics on the Meetup page, so I asked if she had taken any more?  I was fishing for contact information.  Turns out  I didn’t have to try too hard.  She said she took a bunch of pictures, and if I gave her my number then she would send them to me.

I was in.

By the next day we were Facebook friends.  By the next night we were swapping flirty and sexy messages.  By the next weekend we were going on our first date.

We live some distance apart, so I drove out to her area and we went to the wildlife preserve.  Once we checked out the birds we set off on one of the trails. I took her by the hand.  We found a bench by the water and I suggested we sit.   After a few minutes of talking I pulled her in for a kiss.  We made out for a while.  It was perfect.  I remembered her saying she liked ass grabs, and she nearly straddled me after I grabbed both cheeks.  Unfortunately we had to stop when we heard other people approaching.

It started to rain right after that and we had to hustle out of the park.  We went out for burgers (my kind of girl).  Then we went to see The Jungle Book, but we saw very little of the movie as we were too busy groping and fondling each other. That was the first time I ever did dinner and a movie for a date.  It was also the first time I gave a girl an orgasm.

When we started watching the movie, she had her legs crossed and my hand was resting on her thigh.  As the lights went down I pried her legs apart.  I ran my hand along the inside of her leg, back and forth, going further and further until I was brushing against her crotch.  Eventually my hand made its way down the front of her pants and I started massaging her.  I’d rub for a little bit, then stop and just rest my hand there as she writhed about in her seat trying to muffle her cries.  Finally I kept going without stopping, going harder and faster until she came.

“Oh, fuck…” she whispered, nearly rolling over the armrest into my lap.  She grabbed my arm and bit down on my shoulder, nearly putting a hole in my shirt in the process.

After the movie we drove down and parked by the inlet.  We sat there watching the water and talking for about two hours before  calling it a night.  We’d been together for over eight hours and neither one of us wanted the day to end.  But she wanted to take it slow and not rush things.  She wanted to try, at least.

I was really attracted to her.  She was a no-frills, no makeup, what-you-see-is-what-you-get kind of girl.  Simple tastes and easily amused like myself.  We both valued nature, fitness, and keeping it real.  We had the same kind of spirit, energy and sense of humor.  We just got and understood each other.  Things were comfortable from the start.  Everything felt right and natural.  Maybe it was because we were both the same sign (our birthdays are ten days apart).  I don’t really set stock by that sort of thing, but it’s always fun to think about.

We kept talking throughout the week and we went out again the following weekend.  This time she came to my area.

And things got a little steamier.

 

First dates:  37
Second dates:  4
Third dates:  2
Cancellations:  9
Stood up:  2
First kisses: 3

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