When I Don’t Care Enough – Part 2

So, back to how I present on a date….I matched with a nice man and we text back and forth.  Turns out he doesn’t live here and comes for business at least once a month for a week.  He would be leaving in 2 days.  That left only one available night to meet if we wanted to see if we were a match.

The night I had scheduled for my Peloton classes. I am proud to say the thought NEVER crossed my mind to cancel my classes for the date. Two years ago, I would have turned my world upside down for a date. No more. They happen when they happen now.

I’m not for or against a long-distance relationship.  Its not my first choice, but I haven’t eliminated the options.  If the man was that good of a match, I could consider it – I am not tied to my location beyond the next 2 years when my youngest will graduate HS.  Even if there wasn’t a man involved, I do not see staying where I am forever. In any case, my thought process is so different now because I can meet a man for a date to have a nice date, have sex, and go home just as easily as I can potentially meet the man of my dreams. Now that I understand I need to just take each date one moment at a time, it’s much easier for me to disconnect my desire to have a partner from the desire just to go out and have a good time.

So, Dan2 and I matched and had been texting on the app.  We agreed to meet after my last class as he was in the city at a client dinner.  However, post my 2nd class, his diner ended early and he was getting tired.  Just before my 3rd class, he text that he didn’t think he could hold out til 10:30pm.  I sent a last text that said “I’m shutting down my phone as I enter class, I hope you change your mind, but I won’t see it until class is over.”

My 3rd class was with a new instructor who engaged with me quite a bit – she told me after class that the previous instructor text her and told her I was coming and I was cool.  🙂  Feels good to be a little on the inside so I soaked this up a bit before I remembered to check my phone for Dan2’s message.

He would wait for me.

Uh oh – I better get moving!

I was in full 80s Madonna costume – I had enough hairspray in my hair to ignite a Chernobyl size explosion.  It was crunchy and scary – how I did that in the 80s is beyond me.  Light a match and I would go straight up in flames!  I had on a lot of black eyeliner and a lot of heavy waterproof makeup (it had to make it through a shit ton of sweaty workouts!)  I had to shower without washing my face (I wasn’t going to potentially smell!) and leave my hair the way it was.  I only had leggings and a Peloton sweatshirt to wear with my trainers.  This is what I mean about not caring how I presented myself.

Basically, I take the chance he rejects me because of my appearance OR I have an opportunity to meet a man that I could enjoy the night with. I chose to believe we could have a good time.

Maybe I thought he wouldn’t meet me?  I certainly hadn’t given it thought before I left my home or I would have packed a change of clothes at least.

I was on such a high that I didn’t care what he thought.  He seemed to begrudgingly agree to one drink before he headed out to sleep before early morning meetings.

Ok, then, that’s good enough.

The confidence I felt from the evening exercise classes was making me feel like Wonder Woman. I could tell I would impress with my personality when I met Dan. I could feel the energy zipping through me and I aware of the feedback I get when I behave this way. It’s so interesting to me that I have this ability but can’t seem to call it up on command when I need it. It would be a super useful tool to have and would help immensely with all my body image issues.

I think you can guess, the night didn’t end with one drink.  I’ve gotten to the point where I know almost immediately when a date is going to go all night, or end quickly, but, actually, I didn’t get my spider-sense upon meeting him.  He was super tall, lean and “sort-of” handsome (honestly, I still can’t determine if I think he is or not).

Regardless of any of that – he was interesting  Really interesting.  The conversations just flowed and flowed and flowed and before we knew it we had each put a bottle of wine behind us as well as several appetizers and it was 1am. I truly enjoyed our dialogue and it was less traditional than many first dates – we just explored a lot of cool topics and he is super smart.

Here’s the surprising part, for me at least….not one kiss or touch the entire almost 4 hours together.  Not even an inkling of sexual chemistry. But there was an absolute connection. The energy had worked in my favor.

Very strange for me, indeed.

We went back to his hotel and the first kiss commenced.  I have no feeling about it one way or the other, it was a good kiss.  When he asked me up, I agreed, but still not feeling the typical craziness (or even drunkness) I generally have at this point.

Of course we had sex.  I didn’t come up to his room expecting any different.  But, the sex was different, for me at least.  I didn’t go out of my way to please him, or even explore him.  Just before undressing I stated simply that I had quite a bit of surgery and had a lot of scars on my belly that made me uncomfortable.  I then proceeded to strip down and out of my clothes entirely- a complete FIRST!  Go me!

Somewhere, deep deep deep in my head, I put the statement out to the universe and chose to let go. If I didn’t stay in my head full of worry about my appearance I would never enjoy the sex. I love sex. So I let go. When I took my top off and threw it to the floor, my inhibition went with it. He would have full view of the wounds and all the loose flesh.

He didn’t hesitate. Or I didn’t notice. Either way, forward we went.

His body was amazing for a man his age. Every ripple and muscle was accentuated. I have never been with a man as rock solid as this and now I understood the appeal. It was a beautiful thing to behold and enjoy. He made me cum very easily, and twice, which is also unusual for me. When he came up to have sex with me, and started to penetrate, I realized I had zero idea what his cock was like.

Holy fuck.

He was huge. My eyes rolled back into my head with pleasure. He was long and thick and knew exactly how to wield his instrument. I could tell he was holding back so not to cause any pain for me. He was big and we couldn’t go full throttle because of it but whatever we did was pretty fucking awesome.

Sex was fabulous and he asked me to stay the night but I just didn’t want to. I lie in his arms for some time before he walked me down to get my car.

The next day he called from the airport telling me he had tried to move his flight out to the next day but had been unable to do so. He also looked at his calendar and proposed several dates he could see me – not in my city, but where he could bring me to the city he was working in. He had clearly put some thought into how he could see me every other week. My old reaction to this would have been major excitement. Unwarranted excitement. This time I took it with a groan of salt and just discussed, rationally, what might work in the coming weeks.

He ended up suggestion to come back to my city in 2 weeks if he could.

As it turned out, he couldn’t make it back to me and his communication skills are sorely lacking. We had spoken about his style / my style before he left and agreed it could be a bigger block than anything else. He is single minded and focused on what’s he focused on when he’s focused on it. I usually hear something from him each day or two, but a text conversation generally ends abruptly with no follow up. We have nice phone conversations at random. Bottom line, he is unable to form any relationships based on his style and he admits to it. He can’t balance his life.

I’m glad I realized this and it doesn’t phase me. When I hear from him, I hear from him. When I don’t, well that’s fine too. We had a fun night, good sex, some amazing orgasms and I’m sure we will remain friendly for when he returns to my city. I don’t think he’s the right match for me in any case because of his typical communication style – it would drive me mad if the person I was seeing had freestyle communication skills.

Next.

2 Dates 2 Days 2 Duds

I can definitely feel a bit of woe-is-me at the moment. I just want to date someone for chrissakes and I swear there are literally no available, worthwhile men at the moment. My friends are experiencing the same frustrations so I know it’s not just me.

When I’m frustrated like this I don’t make good choices.

I’m sure it was a bit of aggravation around Marshall’s communication that led me to deciding to meet John for a date. We had been chatting back and forth by text for about a week – very randomly and nothing intense, and had already set up a date, when I realized I hadn’t spoken to him on the phone. We agreed to a quick chat the night before our planned.

His initial text cadence was healthy and engaged and not over the top. But when I got on the phone with him, it felt like another person entirely. I chalked it up to nerves at first, but the conversation never improved. We went from seemingly having things in common to a relatively glaringly obvious mismatch. I knew from the phone conversation I shouldn’t have planned to meet him. I was actually annoyed with his phone conversation for reasons I can’t quite articulate – but that was the feeling I was left with which certainly isn’t a good sign.

And, I was already unsure about his looks. I try to be democratic in my dating choices, I really do, but I clearly have a formula for my physical preferences that is deep seated and hard for me to overcome. Tony overcame them, that’s for sure. But no one before or since has been able to jump that hurdle in my head.

We met the next night and, while he was exactly the physical let down I expected, the night started off well-enough. Until 10 minutes later when we didn’t have much to talk about. I have dozens of funny stories and good experiences to share and I do so easily, but only when I feel like the conversation merits that kind of engagement. He didn’t ask questions, he seemed oblivious to how to engage me (or any woman) and came off kind of dumb (maybe dopey is a better word because I know he’s smart and well educated with a good job). He couldn’t explain his job to me. He talked about his kids as if they were gods (this makes me nuts when parents are so in love with their kids that they are seemingly perfect) so finally I asked why he got divorced.

His reply “I have no idea.” Ok, that’s a first. No idea why you got divorced? After 3/4 years? Then he said she “cheated” on him. That would be “cheating” while they were separated under one roof and she already said she wanted a divorce. He really couldn’t pinpoint the demise of the marriage. I found it baffling. But then a light clicked on, he’s oblivious. He doesn’t see anything really except through some weird rose color glasses. Just gets through life one day to the next with no particular path or ambition. Everyone should be happy and there should be no conflict with anything. Once I realized just how oblivious he was, I asked if he had been dating. He then explained two relationships where he dated a woman for several months and then they just ghosted him. Had no clue why. Wow. Repeat behavior and he still can’t figure himself out.

We had been drinking – he drank more than me believe it or not – so the night passed with my inquisition 😂 into his life because I was fascinated. Same behaviors with family and friends. Relationships dissolved and he had no clue why. Just went along with life.

We kissed goodnight and it was horrible. He asked me out again and I nodded but couldn’t bring myself to say much, even though I knew we were not going out again. The next day he text politely and said a entirely ridiculous thing about fashion – looking back I didn’t respond very kindly (I was direct and to the point which can come across aggressive or mean in a text, I get it) and then I haven’t heard from him since. That’s fine. He wouldn’t understand why anyway! 😂

The next day I had matched with Jon and he gave me his number quickly because he was at soccer with his son. We had a quick back and forth exchange and then he sent me a video of a program he hosted. He looked super handsome, had an amazing voice, and was obviously really, really smart. Maybe an hour of back and forth text and he asked me out for that evening. I figured why not, lasts nights date was a bust and maybe this handsome guy would make up for it. At least he didn’t seem oblivious to the world.

Welp, I was wrong. Jon was equally as oblivious to the world as the first John. I couldn’t even believe I found two in a 24 hour span.

He was handsome and well dressed when he arrived. We started conversation pretty easily and found unusual topics for a first date (sustainable environments and criminal negligence). We made it through the first drink unscathed, until something dawned on me about his job. I asked him more detailed questions and uncovered that he had been a city cop for 20 years until retirement, and only more recently had become a professor (the video he sent me). Without any doubt, he was suppressing the city cop in him – I know it’s biased, but no joke, they are all seemingly cut from the same mold. He was putting on a little performance for me with his professor side because he felt I was an intelligent business woman. Was this super obvious – no, but the cues we’re there and I started picking up on them one by one.

Then I noticed other similarities to the first John. I asked this Jon about his marriage and he also stated he had NO CLUE why his wife wanted a divorce. By the time she told him she physically served him with papers. He spent a good twenty minutes talking about how this all went down and how he thought about it while I ordered my second glass of wine. Listening to him speak was like watching paint dry.

What happened to the interesting man he stared out to be?

He couldn’t hold up the performance. He is as dull as the day is long. He has no idea just how dull he is. Another oblivious man. I can’t believe I found two back to back.

This was the first date in a long time that I actually HAD to drink just to get though. I tried multiple times to end conversation and leave and he wasn’t picking up in any cues.

By the time we did leave I was pretty buzzed but not enough to ask him back to my place. Didn’t even matter because he invited himself – which I said a flat out NO! to. He wouldn’t stop talking to me by the car so I finally leaned in for a kiss goodnight and holy hell was it awful. His tongue was like an iron rod jammed into my mouth with zero flexibility or motion. It was the strangest kiss I’ve had in a long time. I couldn’t stop kissing him fast enough to get away from the poker tongue! 😂

I told my close girlfriend the next morning what happened and sent her the video he had shared with me. Turns out her sister had gone out with him the week before and felt exactly the same! When he text that morning he mentioned he would like to be waking me up in his “special way” and I quickly wrote I didn’t think we were a match.

With both men I recognize my lack of sticking to my “list” of requirements – at least my initial ones (that have never been wrong). I need to remind myself that, when we have the first phone call, if he’s not easily funny and I’m not laughing then he’s not going to be any better in person. Also, if the conversation isn’t organic (meaning you don’t have to pull out info, questions come from both sides easily, you are reciprocally engaged) then that also won’t be any better in person. Without fail, those two rules of mine have NEVER been wrong. The dates suck when the men don’t engage and are not funny. The dates are great when they do. This is exactly how Tony got around my physical attributes – he had me laughing so hard and was so engaged that I knew I had to meet him, and he kept it coming.

Just to add some insult to injury, a third man I was speaking to via text only also told me he had NO IDEA why his wife wanted a divorce. I went back and looked more closely at his photos, and while he was super handsome, he also looked intimidatingly serious. I dove into his background a bit more and found out he was also in law enforcement for many years. It felt like deja vu! I politely and quickly told him we were not a match.

I know I’m cycling too fast and need a break, but while I’m out of work dating is a great time filler and distraction. I just wish there was one decent guy out there for me.

The First Surprise

Ever since A week ago Sunday I’ve been pretty mellow. Whatever was eating at me, which probably included some PMS, has passed. I am overall less anxious.

I am bummed about Mike. Yep, I still think about it. Is it obsessing? I dunno. Maybe. I am starting to believe it’s just the way I process stuff. Maybe I can’t change that, maybe I can. I still really don’t know. I only know I can control the behavior. I made a last attempt, despite my better senses, and invited him to a party this Saturday. He replied immediately, said he was interested, and then said he had to see what his kiddo was doing. It took him 4/5 days to get back and decline. I suppose at least he’s polite? Ugh.

I also suppose that’s the equivalent of sticking a needle in my eye for a man I’ve only gone out with twice. I shouldn’t have done it. He’s past his expiration and I need to stop.

But it does eat at me. I just wish I knew why with these guys. What is it that I can’t seem to make it past the start? I don’t think it’s sex, I just don’t agree that’s the deal breaker for seeing someone or not again. I believe he met someone else around the same time as me and she’s a better choice for him. Or whatever. Who cares. I need to stop thinking about it.

Tom continues to check in mostly daily. A good morning almost every single morning and then a random evening check in. I will reply like I reply to any friend. But the minute I sense he wants to get sexy I just stop. Sure, I would love to go out with him and give him a sexual spin per se, but I’m not interested in the phone sex with him. He can’t seem to find time to see me and I never ask. If he says something like “I wish I could kiss you right now” I usually say “me too!” And it drops.

At one point over the past weekend, when I was drinking, he sent a text to ask if I was having fun. I replied that I was drunk by that point. He replied with “nice” and then sent a video of his daughter taking a riding lesson. I was seriously like WTF? I write back “Very nice. But if I’m telling you I’m drunk, the last thing on my mind is watching a video of your daughter.” I truly didn’t think he would write again after that little dig. But he did and laughed it off.

That’s the end of the better selection of men the last month. I am bored, frustrated and tired of looking for Mr. Right.

I was scrolling again but matches are non-existent these days. I was surprised to see my first match, an oldie but goodie: Rob.

I reached out to say hello and ask how his kids were. He replied and said “we should get a drink!” So I called his bluff and said “let’s go as friends!” He agreed. A few days later I asked when he wanted to get the drink? I was surprised he made a plan!

We met a week ago Thursday at a local bar and had a fun time. Since I didn’t have any investment in him this time around, I was able to keep the conversation humming along. If I had still felt like he had potential, I may have been frustrated he didn’t ask a lot of questions. He remembered more than I thought. When we left we have an amazing makeout session in the Parking lot. I could feel how excited he was. He felt different than last year, much more confident.

We parted amicably and I sent a follow up text later: how about we are FWB, it could be fun. He replied with an absolute yessssss and 10 exclamation points. Said a few more positive things out thinking it could be a great things and I said goodnight. He said he will ask me out again. That was a week ago. It hasn’t crossed my mind. But it was a nice surprise.

I think I can do it now, FWB. But only with certain men that have no long term potential for me.

I’m still frustrated about Mike and bummed no one can just be honest about what happens.

I know all of this sounds like I’m only focused on dating but it’s not even close. It’s just that I need to write about dating as it’s the most frustrating thing that I can’t handle alone.

The Second Surprise

Doesn’t matter to me that I haven’t heard from Rob. If he were to reach out I would see him again. If not, no harm or foul, it was a fun date and a great kiss.

He wasn’t the only x to resurface. This one may make older readers more nervous, but wayyyyyy back in 2014 the first man I blogged about was named R. His actual name is Dan since I’ve given up on code names I can never recall. 😂

Dan text me for my birthday, which was an absolute surprise, and asked me for drinks. I did the same thing I did with Rob, I called his bluff.

I wrote to him early this week to say I was available Thursday or Friday and I was genuinely surprised he made plans with me! He’s so flakey. I haven’t seen him in at least 2 years. But we have text and he knows I’ve been sick. And, again to my surprise, he was concerned about me – I had just found forgotten he kept in touch when I was sick – until his text came up again and I scrolled back.

I may find an old post and give you at least one of the crazy R stories because I would say he absolutely had the first exposure to Trixie. I don’t even know why he still stays in touch with me. But he does. And I’ve always liked him. I’m just OVER him now. He’s as toxic as Trixie. But he’s fun, oh so fun.

So Dan comes over on Friday afternoon to my home. The day is beautiful and we sit on the back deck. I’m an amazing hostess so I have beer for him and a great cheese plate ready to go. We enjoyed several hours together, and, unlike typical Dan, he was pretty forthcoming with his life. He’s in the midst of a horrifying and ugly divorce ( a lot of that is of his own creation) and he’s still sleeping around with women he doesn’t want to be attached to.

Dan was the first to show me how much fun a date should be. We would laugh for hours. And then fuck for just as long. We had so much fun. He became so inconsistent and I went into full Trixie anxiety mode. He admitted to me this week that he just isn’t a good communicator. He doesn’t care enough. I believe him. I also think when he finds someone he really likes, he will be able to invest. Dan is on his second divorce and has 4 kids, his plate is full and he needs to figure out his life. He doesn’t have anyone he shares with, and he needs it. But until he realizes it, he will stay stuck in the same patterns. I was glad to hear he’s back in therapy.

When he was ready to go, I walked him to his car. We had a nice big hug and I could see lust in his eyes. But Dan loves to BE chased, and (thanks to him) I realize I’m the one who wants to be chawed, not to do the chasing. I do know how he loves it though, so it felt a little like a power imbalance when I knowingly turned away. I really didn’t care. I met him as a friend and I was happy he was there, I didn’t care if there was any more than that.

Cue my surprise. He turned to leave, as did I, and before I knew it…he was pulling me back to him. Our kids was nothing short of fabulous. When I’m excited I have a kiss and sound that brings lost men to their knees, guaranteed. It’s never failed. It didn’t fail with Dan either. He pulled back and couldn’t speak. As he pressed against for more, his cock was so swollen it had to be uncomfortable. I just enjoyed the moment. He’s like the OG. I was enjoying every moment.

He asked why I didn’t do this in the backyard earlier. (I know him well enough now, I don’t have a serious consideration for that question). I replied with “yea, I can’t believe I didn’t because we could be fucking by now” and that put him over the edge. He could barely leave me (he really had to get his young child).

We both left with smiles on our faces. No promises of more. No discussion of anything. I’ve learned over a period of 5 years, Dan will come back when Dan is ready. It took me some time t accept it for what it is, but it’s all good. I like Dan. As a person and sexually.

The result of my ambivalence (I think that’s the best word for it) was Dan texting me multiple times over the weekend – telling me how badly he wanted me. Of course it didn’t start that way, the first text may have been something like ” you missed your chance” to which I would have said ” what a shame since I’m so horny. Will have to find a substitute for the evening”. 😂.

I’ve gotten more one line text from him than I expected. I don’t always reply. He’s thinking of me. It may last another day or two or maybe longer. But there is no promise of anything with Dan just like there isn’t with Rob.

I don’t care. He always comes back, as a friend…which is much more valuable to me. If we fuck along the way, great. If not, fine.

Oh, one more interesting point. I’m not so sure what to do about this. Dan asked about my wounds and how I was doing. We talked openly about my fear over showing a man. I showed him the lingerie photo and he thought it was fine for maybe one time, but said he would question what’s up after more than once. Then he said “just show me and I will be honest”. I thought about it, for a long minute. The girth, which I shared with him as well, is that I’m scared to hear him (or anyone) say “yea, that’s tough looking”. Once in a while, the softer side of Dan shows itself and he told me stories about dating two women who had reconstructive breast surgery and how he felt about it. He was honest and open. Was it strange? Yup. Didn’t it stop him? Nope. Did he go back for more? Yes. Because it didn’t really matter to him. Thats exactly the answer I want to hear, but Dan also liked me and fucked me when I was heavy, yes open minded about sizes and shapes with women. He’s not hugely discriminatory as long as he’s attracted. I thought about showing him but I chickened out.

When we were parting, and before the kiss, he ran his hands up my dress before I could stop him, and stopped on my belly and felt the wound. He didn’t say a word and I didn’t ask.

Part of me wishes I could trust Dan enough to be honest, but I know Dan and he’s more screwed up than me. I don’t invest any trust in Dan any longer. I can tell when he’s sincere for the most part, but I’m not sure I could tell regarding sex.

Anyway, the afternoon was fun and I just thought it very funny that he’s the one with me on his mind instead of the other way round. Clearly (over a period of 5 years!) I’ve been able to put him into a safe place I can control. There’s no attachment any longer and I’m happy when he comes as much as when he goes.

One Night Stand

I am planning, actually planning, my first ONS.

Of course I’ve had many, as you know. But I’ve never been intentional about it. And most of the ones I’ve had, I end up feeling like crap when they don’t call the next day.

Because I expect too much out of the gate.

I realize I can’t keep functioning the way I have been. I get attached too easily and look for connection where there is none. So I made, what I consider, a logical decision. Stop looking for Mr. Right and find Mr. Right Now (with a little help from KDaddys comments!).

I acknowledge I can’t find Mr Right Now with a man I’ve already identified as a Mr Right. As much as I want to have sex with Mike again, I really would want more from him.

As I’ve been meeting/chatting (online) with men I find attractive, I realized I was eliminating any man who didn’t fit the long term potential. It occurred to me that if I just changed my thought pattern, maybe I could get where I needed to go in two different ways. To have sex, potentially great sex, with no strings attached AND still keep looking for my Mr Right without becoming a nun in the process.

As much as I hate to admit it, I attract hot, fit men (let me add, hot and shallow oftentimes). Men who wouldn’t have looked twice at heavy me. And men who are *most likely* going to get hugely turned off by my bodily imperfection. They see an nice wrapping with no clue what’s under the covers. It took a while to realize this but, I don’t have to give a shit about what they think because I’m not planning to stick around for seconds. It actually gives me a chance to be a bit more confident. I can consider this practice.

I decided to give it a try. Saw a random hot guy I knew would never be a potential Mr Right and matched with him. He’s flying in from CA for 2 nights and I meet him Wednesday night.

I sort of want to warn him about the wounds since this is such an issue for me. But I know it shouldn’t matter. I have to learn how to manage a mans reactions and potential questions about the wounds instead of completely avoiding my reality. Sometimes I wonder if the wounds would be less offensive if it wasn’t for all the excess skin around them.

I think I found a work around at the moment. A sort of garter belt without the hose.

As long as I can keep it on, you can’t see the wound. I don’t think a ONS would care if it’s on or off as long as they are getting fucked.

As strange as this sounds, I’m a little nervous and hope I don’t back out!

Lightbulb Moment – Mike

Oh, Michael.

I like you.

But, you are inconsistent at best. You’re great when we are together but I can’t be left wondering what’s going on in between.

You’re a nice guy. I believe you want to see me again, but you haven’t continued as you started and that’s always been an issue for me. An issue I couldn’t manage in the past.

But I think I’m ready to tackle someone like you now.

Maybe.

You check all my boxes x2. You are so fucking hot I can’t stand it. You have that freaking cute and silly factor that so many just don’t. Your Daddy style is off the charts. You’ve got it allllll in my book. We laugh and laugh and laugh and I’m so happy when I’m with you.

And, I know, you love it when I’m around you. You can’t fake it.

But…now I see you don’t really ask me a whole lot of questions. Nothing important. My life, my emotions, they don’t resonate for you. One thing I learned from Tony was that he cared about me deeply. He knew everything about me and he paid a lot of attention. He was my friend. If you were ever going to work, you would need to show me some of that, and you haven’t in this past month.

I equate that to disinterest.

That used to mean I would have to try to pull it from you. Thinking I could actually get it! 🙄. I now understand I shouldn’t bother. If you like me enough, you will come back again and again. I had to sine this light into my own dark corner of needy and anxious attachment and realize you are, more than likely, not ready to give me what I need. I knew that the moment I heard you were only separated, yet I tried to quiet the voice and shut the lights so I can ignore the truth.

Sorry, can’t do it to myself anymore.

Maybe you stick around for great sex, if some of the things you said are true, like you don’t like multiple partners and prefer just one.

Maybe you never give the emotional connection I crave.

I don’t need to force it. I realize how precious the laughter between us is now. It’s good enough to leave it be what it is. Maybe something. Maybe nothing.

Chances lean toward nothing, so with that, I’ve squarely put you into the “whatever will be will be” category and my job is to keep you there. I would love to see if there’s anything there. If there’s not, then there’s not and I am going to be ok with that.

KDaddys comments have literally been like he’s in my mind this week regarding you and how I want to approach this with you.

If you ask me out again, great but when/if you don’t, based on some mysteriously made-up timeline my anxiety comes up with, it ISN’T the end of the world. I can’t let my anxiety decide to let this relationship go off the rails before it’s even out of the station.

I cannot be an architect and build an imaginary relationship with you.

I cannot be a detective and uncover clues about where you are, who you are with and why you are not with me.

I cannot create a problem just to insist on a solution.

I cannot. I am going to find an additional mantra for my meditation because you get to close to unlocking anxiety’s door and I need to keep that shit on lock down.

This isn’t easy for me because, well, you check too god damn many boxes, without even realizing. I wish we could just have a conversation to clarify “what are we doing here?” I wish you could be honest.

I wish, take a deep breath and then, I reframe and remind myself “does it really matter?”

Just yesterday you told me you bought me a bottle of my favorite wine – which surprised me. You’re thinking of me? Don’t you buy a girls favorite wine when you plan to see her again?

My friend said don’t read into it, maybe you’re even lying. But I’m not built to be quite so cynical. I would like to think you saw it, thought of me, and figured I would be with you again, at some point. That’s good enough for me and I don’t think I’m reading too much into it.

You’re a test for me, Michael. A test I hope I don’t fail because it means I get hurt fooling myself.

So here’s to you being a better man than some of the others and being honest with yourself as well as me.

Let’s enjoy each other.

Let me learn what casual dating with no expectations feels like.

Cause laughter and sex with you is something I just want more of.

The trick is to remember I don’t need it.

Meet Charles

Lightbulb moments to the side for a second, let’s tell the Charles story.

Charles is really handsome and has a rock solid beautiful physique.

He knows it. He’s not exactly cocky about it, but he’s called himself fit and handsome enough times that I know what he thinks of himself and how important it is to him that he is proud of those attributes. That turns me off when anyone does that. When you’re good looking it’s obvious enough to anyone, it’s not a hidden talent, so what’s up that you feel the need to reinforce it? Maybe he’s got skeletons in his closet too.

We matched and started texting immediately. As with most men this age, he calls me quickly too. We hit it off easily.

I realized almost immediately, because this was on the heels of Tom, he was more interested in talking about himself than he was in getting to know me. This repeated the entire week we spoke and when I met him in person. I can’t believe how I’ve disregarded this behavior before. It makes it so much easier to see past the “check boxes” and move on. I don’t want a man like this and I know it. I am more emotionally needy, I want someone to be invested in learning about me, not how I check their boxes.

Who am I? 😂. Can’t believe how crystal clear this has become.

Charles lives about 90 plus minutes from me and I was clear there would be little opportunity for me to come to him. He didn’t care and insisted he would always come to me. He wanted to meet me soon, but I had plans I didn’t think would work around the distance.

I was away for the Labor Day weekend with my cousins and when I arrived to the beach house on Thursday, I was told we were going out to a local bar. The girls wanted updated on dating stories, so I obliged as we were getting ready. Showed my cousins photos of Mike, Tom and Charles and everyone thought Charles was the most handsome. My one cousin wanted to invite him down to join us that evening.

Once we start drinking and having fun, my cousin started texting (on my phone) with Charles and challenged him about his really wanting to drive almost 2 hours to date me. He accepted the challenge. Could I have stopped it? Sure. Did I care? I was sort of curious who would want to drive late at night just to spend an hour with me and turn around and go home. I know that’s crappy behavior but I didn’t really care because, like Tom, I had already acknowledged this wasn’t going to have legs. I could have fun with Charles.

Charles arrived to the bar just before midnight. He was strikingly handsome as soon as he entered and I was immediately physically attracted. He was as equally attracted to me. For the first time that I can recall, I wanted to kiss someone more than I wanted to talk to them. I literally just wanted to be physically close to this man and could care less what came out of his mouth! 😂. I was also pretty drunk by this point in the night.

He came back to the house with me and we sat on the deck making out like teenagers. Eventually it turned into sex on the deck. For one of the few times in my life, a man picked me up and carried me (while still being inside me) to a different location for sex. I forget there’s not much to lift for a strong, tall man and he was clearly experienced at it. His cock felt amazing. His kisses were luscious and I was soaked. This was pure bliss, not a thought was going through my head except getting fucked. I had no other real connection to Charles. I’m pretty sure I don’t desire one.

He was really, really good with his cock and body. Had I not been drinking I’m pretty sure he would be able to make me come while he’s on top, which is a rarity. He really knew what he was doing.

As the sex continued I began to feel something I hadn’t felt in a very, very long time – control. His control. He was moving my legs and hips into unnatural positions. Almost uncomfortable. The sex went from feeling super easy and natural to me paying way to much attention to how he was holding my body in certain positions. I didn’t realize I could move naturally any longer until I tried to lift my hips to meet his thrust and he kept my hips pinned down. At the same time, I realized this is why it felt so damn good – it was a very particular angle. But I wasn’t sure if I liked I how this felt any longer, not in a terrible stop having sex kind of way, I just felt non-participatory and too hyper aware of the position. He came and I was grateful it was over. It was a little confusing the way I felt, to be honest.

We went upstairs to bed. I didn’t intend for him to stay but it was too late to expect him to drive close to two hours home. We had sex again a time or two before falling asleep. I have no idea if he came or not. I was too tired and too close to passing out by this point. His mouth was amazing on me, but I had been drinking too much to orgasm. We fell asleep entangled in each other’s arms. A very specific entanglement which he moved my hips, legs and body to be molded a certain way into his. I fell fast asleep.

In the early morning he once again began manipulating my body in a very specific way. It felt amazing but I couldn’t relax because it felt unnatural. I can’t quite describe the dichotomy. I wanted to relax and I couldn’t. By the time we started fucking, and now I wasn’t drunk or over-excited, I couldn’t find a rhythm with him. He wanted my legs and hips in a very specific location and I couldn’t keep them there. In addition, now that I am running regularly, my hip flexors are very tight and I am less flexible in certain positions. I just don’t bend the same way unless I’ve stretched first. I began to get frustrated which is the strangest feeling when I can feel the potential in sex but can’t seem to find the common ground.

The other strange thing was he was never rock solid hard. I think this is why he kept trying to keep me still.

I had to stop him and let him know it wasn’t working for me. I told him I felt as though I was being instructed in the Kama sutra and had to follow textbook instructions to the letter. I said we are on different pages sexually and that he needed too much control. His reply to me surprised me “you need to be In control more even more.”

Hmmm. Do I?

Not sure I perceive myself that way sexually. I am generally a very loose and accommodating lover according to every lover I’ve even been with, particularly the good ones. I’m happy to do whatever feels good and I’ve never had any complaints. But this didn’t feel good to me, it didn’t feel natural. He needed me to be in positions I couldn’t maintain or couldn’t reciprocate. I couldn’t rise to meet his thrusts and found Myself lying still. The fact that I want to participate and feel that we are moving together doesn’t strike me as controlling, but he said it more than once to me. He admitted he wanted me to be still so he could concentrate on his orgasm, and that my moving was controlling his ability to orgasm. He gave a little speech about “men his age” not being able to maintain erections or have multiple orgasms. Mike immediately came to mind, no issue there. Haven’t had sex with Tom but he’s rock hard around me. John too.

No, Charles, while it’s not uncommon for men your age, at least admit you’re struggling instead of telling me I need to control the sex. Don’t try and turn this around on me.

Just like the sex, this conversation didn’t feel right to me. Does he not realize how he has me pinned down and how many times he told me to “relax” over and over? Relax? I am so uninhibited during sex I’ve never heard someone say relax to me! He would push my hips or legs into such specific positions that if they slid out naturally from movement he would always move them back. All of these, in his mind (I guess) small adjustments totally pulled me out of the moment. Doesn’t he realize how much he kept adjusting me every few seconds? No wonder he can’t orgasm – he has to have things so perfect that it must distract him when they are not just so.

As we were lying there having this weird discussion, somehow my figure / beauty came into play. He was describing his x girlfriend and her weight went from 150-160-180 over the course of the conversation, all while saying he was “still” attracted to her. The insult was rising in my throat and I found a little objectivity I didn’t know I had.

I said to him that he was awfully caught up in looks. His reply was that “how couldn’t I be with someone like you? You stop traffic!” I asked what was so impressive about me that he couldn’t catch his breathe and he touched and described each of my physics traits he was attracted to. I then asked “what if everything you see here isn’t the whole story? How Would you feel if my body was far from this perfection you’re describing?” He laughed a bit and said that’s impossible since we already had sex. I reminded him my shirt never came off. Then I told him I had multiple surgeries last year that left massive wounds on my stomach, some of which are not fully healed and are not pretty.

I threw in some bravado I don’t actually have “and I don’t much care what anyone thinks because I can’t do anything about it, but I wonder how well you would actually tolerate all my imperfections.” He compared me to his short friend, who couldn’t overcome his height but had to live with it and eventually found someone to love him, short and all.

Yup.

Right.

That’s the same.

After this I let him know it was time to go. I thanked him for driving so far and we had a lovely kiss goodbye. He felt like a different lover when he kissed me.

I heard from him when he arrived home safely and he asked me if I got my run in. I replied and haven’t heard from him since.

Which is fine.

I’m sure, in hindsight, he must be thinking the same thing I am – the sex just isn’t right and we will probably never get on the same page. I’m not putting much more thought into it except this post, but I find it fascinating. He probably also gave more thought to the fact he didn’t see my stomach and now he knows there are scars. At least, this is what I think he thinks.

Charles also gave me a lot of clarity I haven’t had before. Men having an issue with my wounds is their problem, not mine, and I don’t need to apologize for it. Nichts helped me get this thought started and I was happy to put it into action. Now I know I’m not sharing my history with anyone who doesn’t have an investment in me. None of their business and I’m no longer going to apologize for my body. The rejection, if it’s going to happen, is going to happen regardless of any explanation I give.

If a man is so hung up on me being skinny, and my history with weight is upsetting to them, too bad. I imagined being Charles x girlfriend and he would say to his next girlfriend “I loved her even though she had these awful ugly wounds.” No thanks. You need to be the type of man who loves me BECAUSE I am imperfect.

Certainly this is a strange place for me to be as I begin to accept what I’ve done to my body and the future I need to live with. I don’t love my body and never will, but this vessel is strong and has been through so much that I have to start being kinder to myself and not allowing anyone else’s perception of beauty make me feel ugly. I beat myself up enough.

Thanks for a great night, Charles. It was fun.

I believe, should he write, which I don’t think he will but I could be wrong, I will give him the honesty so many neglect to give to me, and politely decline any further meeting.

Lightbulb Moment – Thomas

Maggie is right, I’m already seeing red flags with Tom. They came up quick. Whole freaking fields of red flags.

I bet they were there the first time I spoke to him but I don’t recall. Chances are high that I ignored them the first time I spoke to him in favor of him checking my boxes.

But that’s ok because Tom has landed pretty squarely in the friends or FWB (if I ever have that) category.

The light bulb moment with Tom had a physical effect. I really felt a difference – like a spool of tension unwinding – a spool I didn’t even know I had. I thought that was pretty interesting.

I quickly liked that he’s communicative and I don’t need to say much. He’s intelligent and interesting. Very fit, tall and handsome. When I was first looking through a relationship filter, I didn’t like that he didn’t really seem to want to find out more about me – he loves to talk about himself, his child and his x. Ad nauseam .

The talk around his x is aggressive and vicious because they are in a very contentious custody battle and she’s a violent alcoholic. It makes me uncomfortable since I don’t know him well enough.

Those were the two things that hit me clear across the forward with Tom.

When I thought about my intentions toward him differently, it changed the entire way I felt about him….I don’t care if he asks about me and my life because I can already see he’s not ever going to be that person, so why even try and go there? Why would I feel neglected or rejected that he’s so busy being worried about himself? I’m not sure he realizes or cares how self involved he comes across. I’ve always taken a mans “disinterest” as a reflection on me but I know, at least with Tom, it has nothing to do with me. As soon as I told my anxiety that we would not be chasing Tom, despite the fact he was a man who checked many of our boxes, anxiety had a little pity party and left the room! I loved watching her sashay right the fuck away from me and literally had a physical sense of relief! I don’t need Tom to be any more or less than what he is. Maybe we have sex, maybe we don’t. It’s all good because, no matter what, it won’t have any legs as far as a relationship. Maggie taught me all about reframing a long time ago and it’s one of my favorite tools, I just forget to use it

The second thing, right on the heels of the first, was I realized I was uncomfortable being pulled into his life drama without getting to know him first. This made me think over how much I like to “get right to relationship” and learn everything up front with someone. Maybe it’s because of the situation and I was disinterested in the adversity in his life but I tend to think it’s because I just realized it’s way too much too soon. These things SHOULD take time. I would now prefer they take time. If I’m paying attention (like I am recently) I realize he’s just telling stories about himself, he’s not getting to know me or probably even sharing anything more or less special than he shares with anyone else.

One other thing, and this has been a very slow realization since Tony – people do have normal relations with their x. I wanted to, I just can’t. But when I hear such violent reaction to an x I am uncomfortable. I think I realize that either end of the spectrum is unfamiliar to me: I didn’t have the absolute possible worst experience of the best. I don’t understand, or embrace, either. I find it difficult to accept a good working relationship with an x as much as a violent hating relationship. This wasn’t a light bulb as much as it’s something I feel needs to be explored more deeply. If I were to get into a decent relationship and the man had a calm and friendly relationship with his x, will I be threatened? Good for thought. This comes up again with Mike for sure, as it did with John a I wonder how a good co-parenting relationship works and why they don’t dislike their x. Again, nothing to resolve for the moment, but I realize there’s more to uncover here.

Where do things currently stand with Tom? I hear from him when he’s interested in engaging me, otherwise I remain quiet. However this moves forward, or not, is just fine.

I almost can’t believe I’m saying all this.

Second Date Success

I’m so happy to say our second date (maybe sex-ond date is more appropriate) was great fun.

I arrived to his condo and he was waiting for me outside – he literally skipped over to me, he was so happy to see me – totally unexpected but he can make me laugh easily. The best way I can describe how I’ve felt with him is that he is just a nice, easy feeling and he’s so genuine that it places me at ease instantly.

He lives in a beautiful development just under a half hour drive from my home which was another newish experience for me – driving to his house. I think I drove to Tony2s house once and that’s the only time I can recall. The difference here was that dinner was half prepared on the stove, the wine was chilled, the salad was made and the table was set. He had asked me what I could eat before I arrived so he knew what he made was perfect. Meat sauce from scratch, a beautiful full salad and even some roasted broccoli. It was a perfectly casual and thoughtful meal. The night before he had sent me a photo of the wines he chose – both my favorites. He remembered from our first conversation. It warmed my heart because I now know when a man cares, he remembers. I still, even after 5 years since the end of my marriage, often think a man won’t behave that way and I’m still always surprised.

As soon as we walked in the house and he grabbed me for a more intense kiss, he backed up for a minute and said “this day couldn’t have gone any more slowly, I was counting down the hours to you.” Another unexpected but lovely surprise. He is a different man in text than in person, that’s for sure. I call him Mr. Dry in text.

He wanted me sitting next to him while he was preparing so he brought me over a stool, poured me a glass of wine and set me down. The table was set, the two candles he owned were lit and the glasses chilled. As I was watching him cook I came up behind him to hug him and I feel his immediate response. When I touch him and kiss him gently his body responds quickly. I knelt down on the kitchen floor to take his cock out to tease some. He loved it but pulled me up and I offered to turn around so he can take me from behind. So he did and as he got going he realized he was burning the pasta so when he leaned over to shut the pasta off he also came back, grabbed me, and pulled me into his bedroom. Once again I avoided removing my clothes as I was wearing a little high waisted denim skirt and a white T. Only the skirt needed to be pushed up as he mounted me. It felt so nice to have missionary sex and he’s a pretty amazing lover.

We had a short but fabulous session where we both ended breathless. I got a better chance to see his bachelor pad. It’s empty except for minimal necessities and photos of his girls and a bedroom for his youngest daughter. You can tell he’s not adjusted to this being his new home. I’m sure it’s difficult to be displaces and I’m lucky I’ve never had to experience that. I realize, in hindsight, I was so angry with my x that I really didn’t care about the disruption to his life and home. I didn’t give two shits because of his nastiness. I would probably have more sympathy for him if he cared more about making a home 5 years later for his children, but he doesn’t. He got selfish. Anyway, I digress.

Dinner was fun and Mike was such a great host. I noticed he was a little nervous and wanted me to like everything – he didn’t have to worry. We cleared the table, refilled our wine and sat down. Once again, he put on music and insisted we dance together. This happened multiple times during the night and I loved it. He would sing to me and kiss me and twirl me about a bit. It was so much fun and I couldn’t stop laughing. In between, I don’t really know how many times we had sex. He started Counting and eventually gave up. For a 48 year old man he has zero issue with erection, recovery or holding out….we have an amazing capacity to enjoy one another over and over. This time there was quite a bit of oral sex for me and one lovely huge orgasm while sitting on his face. He’s a very generous lover and also very attentive. Believe it or not, my skirt never came off again – somehow I made it through and entire evening with my belly covered. I didn’t feel any more or less sexy for having clothing on, but it eliminates any thought on my behalf of my wounds. Part of me wishes there was a way to keep it like this, but I do miss full access to my breasts – he got in there, but it’s not quite the same as being completely naked.

The night grew quite late and I needed to head home so he could get on the road super early to drop his daughters car in college several states away. He walked me to my car and it was hard to part. I didn’t realize until half way home I left my hot pink panties on his bed. When I arrived home there was a text with the photo of my panties hanging on his dresser.

He text the next morning while I was sleeping that he was on the road. We spoke on and off while he had his long drive. He’s a bit different in person – in person he’s entirely engaging but on phone I feel like I drive the conversation much more. I don’t love that but have realized I just need to get him on a subject to tell a story. I have to remind myself that it’s brand new, I’m still learning and that’s it’s NORMAL not to be engaged 24/7 and learn about someone’s life overnight.

He communicated when he arrived and he let me know what he was up to with his daughter. While I wish there was “more” communication I want to hold back and wait for him to reach out. His focus is his child this weekend, she’s getting settled in her apartment and he’s being the rock solid Dad. If and when I hear from him, and I expect he will check on on his own time just like he does during the week, that will be enough because I know he’s thinking of me.

I have to intentionally try and behave differently and let this grow on its own. I want to experience a normal dating flow (whatever that is). I want to let it be without any expectation. I like him, he likes me. I don’t need more than that at the moment despite what my brain insists on processing.

I want to go slow. I want to take it easy. Enjoy the moments. Enjoy what he’s giving me because it’s all good. It’s not too much and not too little.

Just breathe, Madeline. Just breathe.

A Second Date!

I did hear from Mike the next day, with an offer to come to his house in the later afternoon because he couldn’t get me out of his mind. I declined because I had to get my workout in and do my Sunday night thing before the week started.

I didn’t reach out, But he had by noon, and I was pleased to see the text I wasn’t really expecting. It was a nice change. Maybe it’s also because when he left, I didn’t have any negative gut check. I was going to be ok either way in any case and I already knew that. It’s a first for me in a very long time when I like someone as much as I liked him out of the gate.

He’s perfectly chatty in person, well-spoken, gregarious and funny. But very, very dry and direct in text. No subtext, insinuation or flirting. This could be another reason I’m not so immediately drawn in. The men I get engaged with tend to be very well engaged in text, I feel like it’s a real conversation. With Mike it’s a bit perfunctory.

And I think it’s ok.

Each night there’s been a goodnight and most mornings a good morning. Maybe an exchange of one text and then I hear from him around lunch every day, checking in. Very simply something like “hey” or “how is your day?” I will answer, ask him how he is and then I don’t hear much back if anything. I am not tied to the message on the phone or the alert chime, but I’m happy when I look down and there’s a message.

I moved from being uncertain about his continued interest to certain. I don’t have to do anything and I will hear from him to check in. Even when he is with his younger daughter or his friends.

He was clear about his plans for the week and weekend while we were together Saturday so I wasn’t really expecting anything from him this week but on Tuesday he asked me over for Thursday. To his apartment. To cook for me.

Knock me down with a feather! This is another first. I forget I never really had many “dating” relationships. Very few. He lives close, we both know we want to have sex again, and after tonight he is with his daughter at her college until Monday night. Of course I accepted. I was due to head to my cousins at the beach this evening but I can always go in the morning.

The strangest thing is, I’m not excited. I mean, a little, of course. But there are two specific reasons I think my little heart hasn’t beat out of my chest yet:

1. I am freaking nervous about having to discuss the wound. I have decided to be proactive by saying: I had major abdominal surgery last year and I’m very sensitive about some deep scarring. I keep a bandage over the worst part of it. I debated if I also include the massive weight loss and why my belly looks like it does and figured I can just write it off the horrible surgeries. What do you think?

2. Here’s the kicker fam, he’s separated and not divorced.

Ugh. A big old ugly ugh.

He is in his own apartment, she works and he works, they are dividing everything in half so there is (seemingly) very little to argue over, she is keeping the house free and clear. They are at the very beginning of mediation.

I’m pretty sure I’m so scarred from Tony that it’s the reason my heart and head won’t engage fully with Mike. Don’t get me wrong, I like him, I could like him so much more, he’s simply at the beginning of his journey and no one has a crystal ball. But history has taught us that most long marriages (he’s married 22 years, separated physically for 6 months) need space after the marriage ends. We need to learn about ourselves before we enter into another commitment.

We could go along happily for months and he could even get divorced in that period and there’s still little Chance his first out of marriage relationship could last. I know this.

Which sucks. Just sucks.

My friends think it’s fine to date him and keep him at arms length IF I can keep my feelings out of it. But, can I? Am I capable? My track record sucks.

I also don’t want to talk to him about it, which I normally want to do. Even when John rejected me I had a desire to “know” why? Just why? I wanted to talk about it. With Mike, I don’t want to take the chance I will hear words that I fall for like “who knows what will happen, I really like you” or “I only want to be with one person and I already know what I need.” Tony fed all of that to me and I believed past the point of belief. I don’t actually want to engage in any serious conversation with Mike. Or any silly and intensely flirty conversation that leads to actually liking him too much. None of this “do you miss me?” Or “did you dream of me?” Nonsense. I don’t want to fall for him so I can hit my head on the pavement some more.

So if I can keep him at arms length….can I remain detached enough to enjoy some company and dates and relax for a bit? Or am I doomed to run head first into another disaster?

This is, admittedly, the very first time I feel cautious. I have never felt a sense of (almost) fear of allowing myself to feel anything other than what I’m getting in the moment. I really don’t know. I just don’t know if I’m capable of it and built to have all or nothing.

For the moment, I will see him and enjoy the evening. I will bare my belly and may end up where I ended up with John (I have convinced myself that was the reason, it’s sunk in and stayed as self-blame). He may think it’s horrid and become turned off. Or not. If that’s the case, I will wait til he asks me out again. I feel like I have a better handle on Mike than I did on John.

We shall see.

Oh – and there it is – a text from him checking on my commute and my arrival time to him. And a little Maroon 5 clip. He can be a little cute I suppose.

I will keep you posted.