Something Happened on the way to that Date

I got aggro enough with the John situation that I opened up a bunch of dating apps and swiped for about 24 hours – relatively recklessly. Not really paying much attention to anything except if I thought they were attractive.

I supposed I started on Saturday evening when I knew things were going sideways and stopped on Sunday evening. Mostly out of frustration. I knew senseless swiping had no merit. It was just a reaction to the rejection.

I agree that too much talking before a date has been the kiss of death for me in (I think) every case (except Tony). After I got over the swiping frenzy and calmed the fuck down, I stayed off the apps a few days while normal life took over.

I went back to the apps midweek, maybe on the commute home, and couldn’t believe the multiple matches and text I have received in the short time I was off. I guess there were a few worthwhile swipes in there after all! I was a bit worried there were too many conversations to start, so I chose 4/5 to write back to so I could see if they led anywhere. I also noticed that John had removed me from his Bumble matches. It irked me but what else would I expect?

There were some really good choices of men and conversation started well with 3. One asked for my phone number quickly so we moved to text. This was fine because I was traveling to my sisters for several days to help with wedding things.

That’s how things started with Mike. Very small conversation, not overly engaged because I was distracted, and we both seem relatively interested. He was handsome and hit 8/10 of my top criteria. I will tell you the two he didn’t hit a bit later.

We had a phone conversation and he got me laughing almost immediately. He was chatty, educated and often poked a bit of fun at himself. He was a nice guy. We agreed to make a date when I returned home Saturday. I was a bit worried I would be rushed and then over-tired, but it would be fun to go out and laugh. For the first time in a long time, I didn’t have any preconceived notions or expectations. We didn’t over communicate. Things felt balanced and at ease. He was definitely interested.

More importantly, something else was happening. The strangest feelings have been coming up since the date with John and I love it.

I feel like I’m ready to play again. It felt so good to flirt, make-out and have complete and uninhibited sex again. Good sex.

Damn, how I missed it

I definitely didn’t feel this immediately following him dumping me right quick, but this week it’s eeked back in and suddenly I just feel sexy.

Not like outward sexy looking – like sexy inside and I need to get it out. However, we know I’ve never been really good at casual sex so I don’t know how I’m going to go about getting back in the saddle again without my dance of rejection and depression.

I notice the feeling yesterday so when it came back today I paid a little more attention. I can feel my body craving touch and release. I have to get used to being naked and scarred. I felt awesome when I dressed for the date with John and now I was feeling it again getting ready for Mike.

It felt so good to at least feel sexy again.

I was looking forward to the date and had fun getting ready. He communicated he was a bit excited which I thought was cute.

I knew things were going my way when he arrived before me, secured a bar table and asked me what to order for my drink. This is exactly the type of date behavior I love. I saw him catch his breath as I walked towards him and was a little surprised that I caught him off guard – but he was, and he admitted later that he felt I was more beautiful in person. He wasn’t all googly eyed like Tony, or sexual like John, it was just a lovely kiss on the lips, hand slid to the small of my back and a hug that lasted maybe just a second too long. He had a great smile and bright eyes and no lack of topics to discuss.

We did get into ordering food quickly and he loved that I wanted to share (and you know how I love that!). We really asked a lot of menu questions, had a fabulous waiter and some great advice and decide on what to share. Our meal was perfect, the wine flowed and we chatted endlessly.

At one point when he stood for the bathroom, he came close and I asked him to kiss me. He was unsure about the PDA but I could tell he wanted to kiss so we had a short but lovely first kiss. The kiss on the way back lasted just a little longer. 😉

Soon the restaurant was empty, I was feeling pretty good and neither of us wanted the night to end. I don’t really recall all we spoke about, but it wasn’t heavy talk or history talk, it was just about life in general, a bit like old friends catching up. This was a nice feeling. But…Like talking too much before a date, this is something else I tend to do: let dates go on too long.

He was just so much fun and I guess I was feeling like he was a great way to get over the rejection from John. I wasn’t actually thinking about that at all, just in hindsight evaluating why I chose to invite him back to my home. So, yup, that’s what I did, brought him home to sit on the back deck with drinks – which is really one of my most favorite summer things to do.

We got settled on the deck and as I came out with the wine glasses he asked me what type of music I liked and started to play “Girls Like You” by Maroon 5. Then he stood up and pretended he was singing it to me, extended his hand to offer me a dance, and we just danced and sang around my deck – an absolute first for me and so much fun!

All of this time I was drinking and I knew by now if I continued I was going to want to have sex. What caught me off guard was how baldy I wanted to have sex after being so worried with John. I didn’t feel that way with Mike, or I didn’t care. I don’t know which. I just know this had been a slow burn all evening. Something in my mind had clicked – I was going to have sex regardless of the outcome. My brain had already processed the risk of not hearing from him again and somehow pushed it off. I was more than willing to take the chance.

The sex was sooooo good. Way, way better than John because I felt like we were in perfect harmony and it never felt rushed or too heavy. It was just damn good sex. Like 5 or 6 times good sex. Once again I had a dress on so my dress Never even had to come off. I was able to mount him and ride him more than once, be taken from behind as well as lying on my back. The dress covered me. I have no idea if he saw or not. The alcohol pushed any inhibition to the back.

Sex and drinking. Drinking and sex. For hours on end. So much laughter. More singing and dancing. So much fun. Then we both realized he couldn’t drive home so I asked him to stay. My boys were in the house so this was delicate. It was 4:30am by this point and all their lights were off…:so we risked it.

I changed in the bathroom into a long T-shirt. I was pretty drunk by this point. More sex. The vibrator came out. His mouth was on my nipples…and not once did the thought of my belly cross my mind. I have no idea what he saw. My shirt had to be up, but the room was dark. I don’t know.

We slept a few hours and he crept out quietly before the boys woke. He had already said he wanted to see me again. He also repeated throughout the night “Best first date ever!” He left, I was hungover and happy, and fell back to sleep for a while.

When I woke a few hours later, with a very unhappy head, I wasn’t disappointed there was no text from him. I smiled, drink some water, took Advil and went to make coffee.

No sex hangover. No emotional hangover. I had a great night and I was fine with it.

Blue Star ⭐️ Days

When I was dating Tony, over the course of 2 years, my period was virtually always consistent. With the help of an app, I could see when I would ovulate and, usually within a day or so, when I would bleed. The most fertile days during a cycle where marked with blue stars. And the blue stars where never wrong. I ovulated right on time and would be madly horny on Blue Star Days. Tony and I loved Blue Star Days because they were like a guaranteed evening of fabulous sex.

I haven’t had to worry about blue star days in well over a year. Since the surgeries, my period is so irregular I can’t even use the app or attempt to guess when I might get a period. Doctors think there could be multiple reasons for this: it takes the body a year to recover from so much surgery, I’m in Peri-menopause, or I could have traumatized my body so much the periods never go back to a routine schedule. I lost it entirely for some months and then it’s come back gradually, but entirely inconsistent.

These last two months, I began to notice that I was feeling more frisky again. When I checked the app, those days fell pretty squarely into the marked blue star days, even though I was irregular (the app still predicts for you). It felt like my body was beginning to feel sexual again. I know for sure it wasn’t like this with August or Rob. My body worked fine during, but didn’t have the buildup that lasts over the course of the Blue Star Days. I was pretty excited to notice because anything that feels “normal” to me is a great feeling these days. I don’t look like the woman I was, people don’t recognize me and my close family and friends are horrified with the weight loss. So anything that makes me feel even remotely normal again helps my self-esteem even if it’s not something anyone else can see.

I learned from John that having fabulous uninhibited sex hasn’t changed, other than the fear to expose my belly. I’ve convinced myself that’s what his issue was but I will never know. I am so glad I deleted him.

I look at myself often in the mirror without clothes on and try to think what I could possibly do to offset the belly disaster. It’s not only the belly, I have excess skin that sorts of melts down my ass and breasts. Everything looks deflated. I started at 214 pounds and I’m just at 130 pounds and trying to hang on to every pound. All of this hasn’t changed how my mind and body work when sex kicks in – I almost go blank when I’m experiencing the pleasure.

And when I’m in the moment – all I care about is giving and receiving pleasure. I don’t want to worry about how my body is flapping in the wind.

I wish I knew a way to just ignore it. I want to be able to throw my clothes off into a heap and jump on a guys cock with no thought in mind except riding him. Now I’m weighted down by how my body looks to him while I’m up there. So many positions put my belly in a horribly exposed situation – even from behind a large pouch sort of hangs down and looks detached from the new muscles underneath it. It’s just horrid looking. Will a man accept the wild pleasure I derive from sex and enjoy himself or is he going to loose interest or get distracted?

Before I even finished this post, I put it to the test – entirely unintentionally.

Remember that crazy swiping session right after John? Well…it netted unexpected results.

I Realized I’m Just Super Frustrated

It took a day for my head to clear, but I realize I am just plain old angry and frustrated because of John.

Not at John.

There’s a huge difference there from my past behavior.

He was perfect on paper, we had a super fun night and it’s the best sex I’ve had since Tony. So what he wasn’t ready for more, he was just a jerk for not saying so sooner because he got caught up with the fun. I’m over it. It’s too bad and move on because there is nothing to dwell on.

But dwell I did. I wanted to figure out why was I obsessing. It occured to me that it wasn’t about him at all – it was about the idea of finally finding a good man for a relationship. My brain placed him squarely in the “absolute potential mate” bucket. The previous guys have been “let me test this out to see if he can be a potential mate, so far so good”. That’s what went wrong – I made a decision long before a decision was warranted.

Why? Because I know I want a partner now. I’m tired of being alone. I’m tired of being with married men. I haven’t had the experience post divorce of having a boyfriend. I realized I never had to do that walk of shame – I always knew where I stood the next morning when I was with a man. I want someone to talk to, someone I can confide in that loves me and wants to be there to support me. Friends are fine, but they are not a partner.

I want to feel the way Tony made me feel about myself with someone who is free to do what he pleases when he pleases. Overnights, weekends, road trips, family affairs and just watching a movie together. I just want a boyfriend already and it makes me nuts that I can’t find one. (Although let me say – even at this level of frustration I won’t date someone short, period).

This situation with John just brought my level of frustration to the top. I realized it when I was swiping like mad in the dating sites today – hoping “he” would pop up. My perfect man. Any man, that I found attractive, really. I felt the desperation. I caught myself. I got into a project at work that distracted me. Then I thought about why I was going through this cycle.

I’m glad my brain is more clear than it used to be and I known my meds are doing their job with reducing my emotional outbursts as well as clearing the cobwebs. When I thought about John, really thought it through, it didn’t matter anymore. Sex was really good, but not anything I would write home about. I enjoyed the actual date more than the sex – he was just fun to be around. I just wanted that feeling of being desired, feeling good about myself, and laughing out loud with a man – to continue. I was angry that it ended. But that has zero to do with John.

I did something yesterday that I’ve never done. I deleted him from every possible form of contact so I wouldn’t have that phone number handy for text or calls. He’s not blocked, but I doubt I ever hear from him again and that’s ok. I’m glad I removed any opportunity to reach out to him in the future.

I had a headache all afternoon from my frustration. So I plan to get home, relax and have a glass of wine. I have fallen into the pattern that Thursday is my off night for working out. I will meditate before bed, but that’s about it for Thursday. I’m going to sit on my deck and have my wine and maybe some Advil until it’s bedtime.

I may even swipe a little more slowly and keep making good choices.

Hinge

So I’m going to try a new dating app called Hinge. Tinder is too much for men who are not serious, Bumble is ok but I’m frustrated after John, and Match is downright disgusting.

So far, I like the app. You have to post 6 photos and there’s 3 questions to answer which can range from funny to serious. There is some required info and some additional info you can add. The filter system is overall better than the other apps. I’ve seen lots of new faces and some older ones from the other apps too. We shall see how it goes.

I’m not pining over John and it may sounded like more than it was since I wrote 3 posts, but it was no more than a good connection he’s not interested in pursuing. That sucks, but such is life.

What did I learn?

There is, in fact, another man similar to Tony in values, communication and behavior. I think that’s what caused the most excitement because he’s the first I found.

My boxes can be checked and I don’t have to compromise. However, it may mean a very long wait for another good man to pop up.

He reinforced that my physical “requirements” in a man are flexible if I feel like there is decent substance. He was 6’1″ but super narrow from his face all the way down – I have always preferred more meat on man. Sex was just fine with a small penis, because he was very good. It definitely isn’t as immediately pleasurable as it is with a larger penis and requires some additional work, but it was nice to learn that doesn’t need to be as heavily considered (and yes, I’ve had almost all large men in my life so I was a bit jaded.).

He was ambitious, kind, emotionally generous and fun. He was a great Dad. He travels often and love the lessons learned from travel. I know my list is long but somehow he checked all the right boxes in the right combination.

I agree too much texting and talking before a date is detrimental. But only because it seems the men can’t manage it – I love it and don’t see how it really matters. I also don’t agree in an immediate meeting without a proper vetting. So I will go back to making good choices and only move forward with the ones I really find appealing so I’m not wasting my time.

So here’s to hoping there are other Tony, Bobby’s and Johns out there who are ready for relationship. And that I can find them through all the flotsam and jetsam of the dating world.

And Now We Wait?

Leaving his apartment was awkward. I thought for sure he would walk me down to my car, but nope. Out to the door and then a finger pointing to the elevator.

That was the moment I knew it wasn’t going any further. Could I be wrong? Sure, it’s possible. However, after all I’ve been through I’ve promised to listen to my inner cues – and they are generally not wrong in the beginning of a relationship.

After a date with a man that was a great date I always knew if they would call. I had no idea if I would hear from John again, despite his repeated words of being a good guy and being so aligned with me. It was a good chemistry but it wasn’t the kind that kept me awake at night. Tony, Bobby, Andrew, Brix (who I flew to CA for), Dan and Dave all come to top of mind as being really excited to seeing them again.

I realized I really wanted to see him again, I wanted to talk to him more and I wanted sex again but there was something stopping me from the “over the top” reaction I normally have. I absolutely had a little butterflies but it was quite moderated.

He had asked me to text him when I arrived home. I knew he was going to see his son for the weekend and we were due to see each other Sunday afternoon (which would have been the first date). But since he didn’t mention Sunday at all, even when I left (no “See you Sunday”) I already felt Sunday wasn’t going to happen.

This didn’t totally eliminate the feeling of being let-down when the conversation had turned into this:

That sounds like a “I won’t be speaking to you today” text.

I was sad but couldn’t help myself so a bit later I started:

No reply to those last text Saturday night.

I woke up feeling like he was going to ghost me and I was both parts angry and sad. He had so much promise and I just want a boyfriend already. I just want to date someone who isn’t attached and who matches my life cadence and he had hit all the right buttons. I was willing to even overlook cock size! 😂. I was so let down this wasn’t getting off the ground and started assuming it had to be me.

What went wrong? Was it the tears or not getting undressed? Was it the bandage and discussion of my surgery’s (which was light and not detailed). Was it just him – he didn’t feel an intense chemistry? I knew without a doubt there was sexual chemistry because we had morning sex and it was great.

I couldn’t let go even though my better sense said stop texting. I didn’t text on Sunday because I felt he was obligated to let me know if he was coming or not if he didn’t want to be a complete waste of a man (I was a bit angry and hurt).

Here’s what I got midday:

As you can see, no further response Sunday evening. I felt mildly better he had at least be kind and text. But this wasn’t the man I was talking to for a week by a long shot. I tried again Monday am with a simple god morning:

And that’s that. Do I believe him? Maybe. Does it matter? He reminded me of Tony in this instant where Tony couldn’t manage me and a drama with his kids sometimes so I would get shut down. Happens that John is exactly same age as Tony and their birthdays are 2 days apart. Is it a Leo characteristic?

I am let down. I had a couple turns in my gut of feeling jumpy to have him text and sad that he wasn’t.

I’m still wondering today but the bottom line is that he knows he needs to communicate with me to Continue. There’s no point in me texting him again.

I do worry it was my scars. That’s going to haunt me. Every man now says I’m so “hot” and my body is so “thin and sexy” and “look at those arms!” And I get it. I look super fit, toned and strong now. It’s appealing to a man who takes care of himself. And a very close friend said my scars would potentially be a dealbreaker – she’s very vain – and she doesn’t know how she would feel. But it’s ugly. And it’s tormenting me.

So there you have it. My “I need to know” is killing me. My tummy gets a little twisty when I think of it – just because it’s the first time in OVER A YEAR I’ve met someone who was a potential.

I do feel lonely now. I do want a partner. But I can’t change the things I want to have in a relationship if I want it to work for me, so that means sit and wait for the next potential and avoid poor choices.

I am sad I haven’t heard from him and it does bother me immensely – perhaps because I see nothing glaring at me that would cause him not to want a second date.

I sent a last text this morning because it’s eating at me. I don’t actually expect an honest reply. But he will likely reply with something.

I probably shouldn’t have sent the last text – when does anyone in these situations tell the truth? But as I’ve been thinking about it I remembered that both August and Tom had the courtesy to say “Thanks, but no thanks” to me and I always say it to a man. He just didn’t strike me as such a player and I guess I missed the cues in there somewhere.

I’m lamenting more over the prospect of an actual match than John himself – which should say something to me. He hit my list attributes one by one and it felt something like a miracle! I will live. It was one date, a great date, and great sex. It also made me realize that no matter how long I wait to sleep with someone my scars are never going away – so I better get that first story/explanation under control for the next time I need to deliver it so I’m not so emotional about it. I would like to believe that someone who really likes you wouldn’t be bothered by my ravished body, but I do think it’s highly possible and I’m going to need to accept when that happens as well.

Adding this at 10am this morning. Pretty clear and straightforward:

Good morning Madeline. Yes, I absolutely owe you an explanation, and every day that passed made it harder to send the message, so thank you for your message this morning. What happened with my boys this weekend just made me think about relationships in general, not really you specifically. You just happened to be here at the time. The bottom line is that I’m not interested in going fast and furious at this point. The communication we had last week wouldn’t have happened if I was here. I was half a world away and the time difference and my free time made it easy and I got caught up. It was really nice though and I enjoyed Fri. I know all this sounds like bullshit, and I would think the same thing if I were in your shoes. I have a million other thoughts but they’re not really important, I’m just not ready for a full blown relationship. I should have said something proactively earlier, I just didn’t even know what I wanted. I’m sorry, you’re really sweet and you deserve the best in the future.

Walk of Shame

I heard from John every minute he had WiFi in the air and as soon as he landed. He landed at 3pm after a 25 hour flight and we were due to meet at 7pm. I was feeling more nervous than anything because I wasn’t certain about him. I mean, there was nothing that rang alarm bells for me but it was the absence of red flags that caught me.

I kept thinking “could someone be so practiced at the chase that they would engage that way?” Generally speaking, after years of practice, I can tell when they are after sex. It’s always obvious. Nothing about John seemed obvious to me.

I got ready. I looked hot, probably the best hot date outfit I’ve ever worn! The good thing about it was that no one but me could get it off. Normally I wouldn’t wear panties either, but I knew I needed to practice a bit of moderation if there was any hope of a second date.

I arrived first and he was soon behind. The strange thing, for me, was that I wanted to kiss him immediately! I wanted to touch him and make sure he was real and there in front of me. He looked just like his photos, and he has a boyish charm. He is very educated, well spoken and an amazing conversationalist. We quickly agreed to eat at the bar rather than a table and he soon pulled me in for a delicious kiss. We shared our dinner, though he may have done that for me rather than what he prefers. I don’t eat much so I think once he realized that he was less concerned about sharing. Our conversation was exactly as it had been on the phone – easy, casual, engaging and charged with attraction. Mid-way through the date he couldn’t take his hands from me. His erection was obvious after each deep kiss. We both like PDA so this went well and nothing was uncomfortable.

The only thing I noticed, and believe me I was looking for what I kept thinking I missed, was he wasn’t overly engaged in my stories to hear then through the to end. He often had a comment or a similar situation to offer up. Even my adoption story – which is completely unique – had a John story to counter it. Seriously, there were no other missteps or obvious red flags.

And, by the way, I caught him adjusting himself as he turned and tried to do it discreetly. Proof that the Dick Adjustor date was just a used douche in disguise.

Anyway, dinner was lovely and he asked to take me to ice cream. The line was long and he was debating if he wanted to wait. In the meantime we found a dark corner and made out like crazy. It wasn’t frenzied on my behalf, I think more so on his, but it was lovely. I hadn’t kissed with this level of passion in a long time. It felt so good to be ignited again. His hands roamed under my dress and he moaned with appreciation. I suggested we get the ice cream and he agreed he needed a distraction to calm down.

The ice cream was fine, he even shared his (mine was just ok) and we had a little stroll. He then offered me a drink at the bar we were standing in front of or to go back to his apartment. I chose the apartment. I knew it was too late to drive home and I had two or three glasses of wine earlier. I really believed we could make the night without sex.

He had a nice, almost brand new apartment that was definitely a bachelor pad. He lives two hours away from his family and friends and had moved out of his marital house and to this location for a new job just about a year ago. You could tell he only hung his hat here and this wasn’t home. He took the new job for the title and I believe he has every intention to moving back to his home-town after a few years. There was a great outdoor patio that we could enjoy and he poured us some wine.

The talking and kissing continued and the wine flowed. The kissing turned into my panties coming down and his mouth on me, which in turn led to me unzipping his pants. I started to give him a blow job and then, ultimately, sat on his cock. The position was so good, and I’ve become so strong, that I was able to climax which surprised me! John is the smallest of any man I’ve ever been with. I wasn’t sure how this would go over for me. I feel bad for saying it, but he was smaller than what I considered average. He seemed to make up for lack of size with his motions. He was an excellent lover. The sex was fabulous. He picked me up and turned me around and took me from behind. His low, guttural sounds were so sexy.

I had managed to have sex with my clothes on. I thought I escaped the worst of it. But when he went back in more wine and came back out to me, he said “you know sex is supposed to be fully reciprocal and that’s how I like it – I want you to be pleased in every way, so why won’t you get undressed for me?” I said I was uncomfortable. Then he said “I saw the bandage so why don’t you just tell me?”

Cue the tears. Not loud messy ones but great big alligator tears just escaped and rolled down my face. Truly, I don’t recall what happened or what I said in enough detail. I know I said I was embarrassed of my scars from surgery (he had open heart surgery and pointed at his scar, which is a straight line and totally skin colored, not nearly the same as a hole in your belly). I believe I also said I thought if we didn’t have sex right away then it would give me a little time to adjust and I wouldn’t be worried it was because of the wounds that I wouldn’t see him again. He shook his head at this and said “did you really think I wouldn’t call again or see you on Sunday?” I don’t recall the rest. I had drank too much and was too upset. It wasn’t a long conversation and I ultimately popped up and offered him a solution “I will put on a big T-shirt”.

I went into the bathroom and came out in my long nightshirt. No panties. He liked this better but it still didn’t give his mouth access to my breasts. I was really stressed about my belly and breasts. My breasts have lost all their shape and just hang there like empty, deflated balloons and the scars are deep and still ugly and create two pouches of flesh on either side of them. I couldn’t get over this. Yes, I had been naked 3 times before with men, and drunk each time, but I didn’t care what those men thought since I didn’t see long term potential the same way I saw with John. I was really scared that a man who does CrossFit and mentions how important a thin and sexy body is to him, would find fault in my belly. It is ugly, I have to admit. And if I was in top facing him, I would be so far out of my comfort zone. I wasn’t ready for that on date one.

But he was. We had sex two more times that evening with my T-shirt on. I’m sure it rose but I had a skin colored big bandage on to cover the worst of it. He never did get to my breasts because I stopped him a few times.

We slept nicely together l, he held me a long time and we separated when it was too hot. I always felt him touching me and he was a great morning lover, all cuddles and then great sexy to follow. I did get on top of him and was surprised I came with a bit of effort, but he said he loved it and would come for me while I was in top – which he said is rare for him.

Now for the awkward part. I had to text my friend to ask how to do the walk of shame properly! I had never actually done it and didn’t even realize it! There was very little sex where I didn’t know what the morning would bring because I was generally with the man for more time. This was clearly a “get your stuff and get out moment”. Until he asked if I wanted coffee, which I accepted.

I sat to drink my coffee while he puttered around cleaning up. It was fascinating. I had never seen a man do this before either! Well, Tony did, but it was at my house. I started to feel like I really needed to get out of there so I changed, brushed my teeth and left. He asked me to let him know when I got home. Something felt off but I can’t quite describe it.

He’s Nice, but not for Me.

I met a nice guy last week, his name is Rob. Since I’ve had one Rob already I guess this one is Rob2. We matched on Bumble and started and easy conversation. He was engaging and attentive.

Rob had many of the qualities I am immediately drawn to. Good looking enough for me, tall, decent shape, well traveled, older child, divorced and one long relationship behind him. He seemed to have a good perspective on relationships and a good group of friends. So we moved to the phone call easily enough.

When we matched he was in a town close to me, but as I discovered, he lives about 2,5 hours from me. He said he doesn’t mind as he’s had no luck finding anyone closer and his best friend lives in the town where we matched. He was more than willing to travel to me as long as I was willing, in the future, to stay at his place occasionally. I could consider that.

Initially, the only “red flag” I noticed at the start was that he was retired law-enforcement and owned a landscaping business. So far, this type of background has never worked out for me. I’m not judging a person by their career, it’s more about the stereotypical person that chooses a career in law enforcement, especially in a large city. I have yet to meet a person who doesn’t fit the stereotype. I generally stay away from engaging a man with a career in law enforcement. But, Rob felt like he broke the mold a little bit and I was interested in meeting him. So, we planned a date where he would drive all the way to me, then stay overnight at his friends so he didn’t have to worry about the long drive back.

Rob is a consummate gentleman. Holds doors opens, pulls out the chair, makes sure the woman is settled and attended to. My drink was waiting for me when I arrived. You know how I love all this things so I notice them quite quickly. We were able to hit off an easy conversation and chose to order some food. I even got the bonus where he cut my food and fed me a few forkfuls. I know it’s silly but I love this kind of attention.

He leaned in to kiss me at the bar and I willingly accepted his kiss. Pretty much a perfect kiss and I don’t mind PDA. There were several more kisses throughout the night and eventually his hands found their way to the back of my head and into my hair. There really is nothing better than when a man pulls you in for a kiss with their hands tangled in your hair and pulls your head towards theirs!

Rob was batting a thousand.

We left the bar hand in hand and went to my car. He pressed against me for some deeper, more intimate kissing. I felt his approval quite firmly against my leg. Then he picked me up and held me against the car. I forget how light I am now and how this is possible so I am startled when it happens. My head goes right to “omg they are going to groan when they try and lift me” and that I must weigh a ton. For a strong and tall man, my weight and body type are not difficult to lift. We stayed there several minutes before he leaned back to let me drop, stepped back away from me and very obviously stuck his hand down his pants to adjust himself. And, as if I didn’t notice, commented on it.

Ok, I don’t know why, but this pulled me right out of the moment. It seemed so crass all the sudden. I know men need to adjust themselves but I guess it was so indelicate that it bothered me? I don’t know. Then it made me think: has this happened before? Well, yes, of course men have adjusted themselves when they are hot and bothered around me but perhaps not so obviously. He also stated the obvious which made it even more obvious! I don’t know, this clicked a weird switch inside me.

We kissed goodnight and parted with the promise of a second date. He threw a comment over his shoulder that I now forget, but whatever it was, it made my hair stand on end. I recall it was less so the comment than how it was delivered. It made me think “there’s more to his pleasant facade than meets the eye.”

The next morning the requisite “good morning” text came through and we chatted on and off via text during the day. We had established, during our date, things we both liked in a relationship and he was clear to say sexual banter was important.

I had a flashback. I distinctly recall a time when all I wanted was sexual banter. That it was an important attribute to starting communication. Oh, how we live and learn! I still occasionally hear from my favorite banter-boy, Randy. A then young 31 to my 46, was hands down all time best at text banter. We had some of the most clever and fun conversations I’ve ever had in my life. When he pops back up now I go a round or two with him just to keep the clever banter juices flowing then ignore or block him for months and months. He ALWAYS comes back. Anyway, while it was a hallmark of my early dating days, banter now is easy and carefree and doesn’t carry as much sexual innuendo and pressure. Every comment is not interpreted into a sexual situation. I don’t even like that as much anymore. I want to be able to have a conversation that isn’t interrupted by a consistent barrage of sexual innuendo (oh hello M, did you grow up much?!). But Rob, well he loves to do this. Many conversations start out with some comment to some reference turning sexual. When I ignore it and he repeats the joke he also then apologizes when he doesn’t get the requisite reactions and says “I hope you know I’m only teasing.” Yes, I know, but I don’t care for it much. Why? Well I assume there are two reasons: I’m not fully attracted to him and I know, could be wrong but my guess is, if I start he will NEVER stop. Every initial conversation starts this way. He does stop after this type of interaction but sometimes gives it a second or third try. I mostly ignore it unless I can make it cute.

him: “I’m hopping in the shower”

Me: “I just got out”

him: “So we are both naked! I would be behind you right now…”

Me: “Handing me the soap?”

Post the first date, this becomes another reddish flag.

We decide on a second date and, again, he offers to come down to me which is generous considering it’s after work for me and therefore probably won’t be a long date.

I figured I could wear a pretty dress and some hot new stilettos I bought. I sent the photo of the shoes (he had expressed an interest in sexy shoes and pedicures) and asked if that was acceptable. He replied with a “hot” and “I better put on a nicer shirt!”

Once again, everything is perfect upon my arrival. He dressed accordingly and looked good. Cold beverage awaits, he stands to greet me and takes my bag and sweater, pulls out the chair and the first appetizer arrives within 5 minutes.. (My favorite food at this particular restaurant, which I had mentioned to him on the last date.). He’s paying attention. The conversation revolves around my new job as it’s parameters are not identified and he’s trying his best to understand and offer advice. I appreciate this, but there are several times where he tries to over-identify a pattern and it doesn’t really correlate to what I’m saying. I wish I could better explain, but it’s as if he’s trying to understand in order to offer me the best suggestion on how I can fix it or approach it – but not in a kind way – in a way that made me feel like I wasn’t looking at my own role properly. It was the bulk of our conversation that evening. I tried, multiple times, to turn the conversation more inward and personal. I asked questions about his family, his childhood memories, his fatherhood in the early years, his travel but all these questions were met with bland, boring answers that had to really be thought about. When I said “tell me one of your funny childhood stories” he couldn’t think of one, then he told one that wasn’t at all funny. Even he didn’t laugh. (His childhood was fine by the way, no trauma so that’s not it). When I asked his favorite things about raising his daughter, he couldn’t come up with anything. Typically a person with an older child will immediately say “I miss my baby” or something like that. It was as though he didn’t have any depth in his life or any depth of expression. He struck me, in that moment, as someone who is totally in their present – I’m not saying this is wrong, just different from what I’ve experienced.

I started to realize I was bored and not laughing. And not one comment about how I looked or the shoes. Maybe not the most important thing, but strange after the shoes had been a topic of conversation.

We left the restaurant after bumping into a friend of mine for a quick chat. My friend immediately commented how fabulous I looked, which then made me think “why didn’t Rob?” It’s a second date, there should still be compliments that are not revolving around sex. He asked if I could take a walk, if the shoes would be ok (oh so he did notice!) and I said yes. We walked to a nearby park and went to a covered veranda and started kissing heavily. While there was nothing wrong with the kisses, I wasn’t excited. He was and was becoming more adventurous with his hands. I had to stop him at my underwear as I had just gotten my period. I cracked a funny joke and he pulled back, made a big show of adjusting himself and said “yup, that was a mood killer”. When I didn’t react the way I suppose he wanted me to – he apologized and said he was just joking. He also talked at length about how he wouldn’t pressure me to do anything I didn’t want to do. I assured him it wasn’t pressure that I simply was inconvenienced. But he kept going. He talks in a meandering pattern that I tune out and I caught myself doing this more than once on Thai date.

By this point I had started to feel apathy towards him. I wasn’t really interested. It was time to go home and I just wanted to go to bed. We parted with a nice kiss and went out separate ways.

I’ve been thinking about the date since.

While I haven’t pointed out any massive alarm bells, something in me is saying “he’s not for you” and I can’t seem to get past that little voice in my head. By three weeks in and two dates I should be more excited than I am, especially when the selection of men is so poor! I also promised myself I wasn’t going to settle out of loneliness and I think that’s part of what’s driving me.

I had resolved to speak to him Saturday and politely exit.

But that’s not how it happened….


Something Went Wrong

August kept in touch and by Thursday of the week before Easter, he asked me what my Easter plans were. I didn’t have any as my children were with their Dad.

To my surprise, August asked me to Easter brunch at his very posh country club. Then he asked if I would like to come up overnight as well.

Hmmmm…the reasons I had NOT to go were relatively innocuous: I didn’t know if I wanted to undress and explain, and did I really want to sleep with him already? Lastly, was it too soon for an overnight. All my lady friends were split on this decision. I actually did want to go, but had to run those scenarios and how they could potentially play out. I was turned on by him, I was interested, and I would like to go.

So, I said yes and he seemed thrilled. I started to get excited myself. Not crazy like Trixie excitement, but enough to have a little energy coursing through me and the feeling was very welcome after one year of relative flatness.

Then it occurred to me at some point the date was exactly one year since I had sex with Tony and ended that relationship finally. I haven’t seen Tony in one year. I worried that thought would impact my emotional investment. All I could do was wait and see. Of course my first overnight date would be some weird Tony-versary.

I would need to drive over and hour to reach the country club, but I didn’t mind. He also had to take a train from the city for close to 45 minutes. He plans to eventually move back to the area where he had raised his family which is why he belonged to the club. I don’t know much about country clubs but this was relatively exclusive.

Finding something to wear was funny as I only wear black, and have a very, very limited wardrobe because I am so small now. I happened to order a lilac dress that I was about to return, and made the decision it was a better choice to potentially look like an Easter Egg than stand out like a sore thumb. My lady network was split on the dress. I don’t wear pastels. All I can say is thank goodness I did because I fit in perfectly! Whew!

I had a pre-planned hair appt before departing for the date. My hair looked fabulous and I, truly, felt great. I had enough clothes for an army as he mentioned working out, taking walks, dining out and then, of course, Easter Brunch. I was going to be equipped for anything! I selected my favorite black dress and easy heels (what a joy since he’s 6’6″!) and my make-up turned out perfect. I was sincerely excited for the first time since my cousins Football party in November. The feeling was very welcome.

The drive up to the club was stunning as well as the club and grounds themselves. Talk about old money – this was a Vanderbilt Mansion and I had visions of grandeur (I am such a sucker for any type of history). I was in awe. I stuck out a bit with my black dress, heels and makeup but I didn’t care – I knew he was appreciative. When he showed me to our room he pulled me close and I felt exactly just how appreciative he was in our embrace and kiss. I also felt my own passion rise and got a little flush. I think that getting excited only got me more excited!

The setting was perfect. I can’t say enough about how beautiful the mansion and grounds were, I adore old mansions and this one was so well-cared for and in its original condition. Every detail was stunning. I was happy and comfortable, he is a perfect gentleman and I was ready.

We had a fine evening, ultimately deciding to stay in at the club grill room. The food was amazing, and he commented on my lack of appetite again. I told him not to complain because he got all my leftover food – he didn’t seem to mind. We shared well.

He is very much the politician and, in a way, there isn’t a better way to describe him. He speaks to everyone. He has a presence and a demeanor that commands respect. He’s handsome, tall and well-dressed and clearly intelligent. I don’t find any lack of conversation with him, but I also don’t find him to be very inquisitive. I tend to tell my stories openly, but he doesn’t ask much along the way (he does listen, just doesn’t ask for much exaggeration). Since this was our second date, it did cross my mind how much we would have in common so I asked about his social life.

I was a bit surprised to find he didn’t really have an established social life, or activities that he was really interested in. It seemed his primary drivers were work, kids, and politics. He is definitely in a state of flux – had spent the past two years in a lot of change and was looking for his end game. He was looking to establish a community circle again, which is why he was back at this club and looking for residence in the area.

I’m sure it’s unsettling to be in such flux at age 57.

He made a comment I didn’t agree with, but simply listened to: men of an age (he’s 57) don’t have the social circles that woman do. Men tend to rely on their partner at that age.

I did not find that true of Tony. Perhaps Rob was like that, in hindsight.

Our night continued well. We ate. We talked. We toured the house a little – oh my goodness, the house! I was in heaven walking through the gilded age mansion. Then made our way to the room. I wasn’t certain (before the date) how I would feel, but I had no question at the moment. I wanted to have sex with him. His kissing turned me on and he was clearly interested.

The only thing left was for me to explain my wounds. As we lie on the bed, I told him I had quite a bit of abdominal surgery last year and the scars were pretty bad. He basically said things like that didn’t bother him. With that, I undressed in relative darkness and figured what the fuck. I felt sexy. And, if I felt sexy, that would come across.

I could tell how turned on he was. Everything felt great. He did all the right things, though maybe a bit too fast, but once he went down on me I didn’t think much of anything. He was skilled and I was blissful. He asked me what he could do to please me and I asked him to use his fingers which he did perfectly to my delight.

Then, what seemed like very few minutes later, he seemed to either get bored or tired. I was close to coming, but I still had a bit to go and I’m rarely ever easy. I didn’t say anything because not long after that, he pulled off his pants and entered me – leaving me unfinished.

So a couple things happened here: I was a bit taken aback that he didn’t finish. I was surprised he didn’t ask about a condom. And I was a little surprised how fast he was moving.

But in the midst of it, what’s the point? The first time always has the potential to be awkward. He slid in, and he’s quite well endowed so I was thrilled, and he got excited very fast. He had to basically stop. I know this can be tough for a man with a new partner, and I assured him I didn’t mind (I don’t) because it’s only the first time (right?) and he could come as quickly as he liked. So he did, with great flourish.

We chatted and flirted and had sex twice more that evening. He didn’t, not once, make any attempt to pleasure me in any way other than sex. I was much closer to my normal, uninhibited self and made sure my partner was pleased multiple ways. He seemed to enjoy it all. He told me he would fall immediately asleep after his last orgasm and he did.

I was wound up and, since I didn’t have a vibrator with me, ended up eating MMS, chips and pretzels! He said I fell asleep in the chair, but I don’t recall so maybe I did.

When I woke, in bed, I knew we hadn’t touched all evening. I’m not opposed to no snuggling sometimes, but for a first time I was bummed there wasn’t any. He offered me coffee and made a perfect cup to bring to me. We got dressed and took a lovely walk. He’s not overtly affectionate, but he would hold my hand on and off and maybe give me a chaste kiss. He was inconsistent with this – I don’t know if that was in response to me or not. I was beginning to get a feeling he was used to being cared for more than being the care giver.

We had a lovely walk. He asked my opinion on many things, particularly where he would live, and said my input was important. I didn’t agree with his choice of location based on a new apartment building and cost because (from what he shared with me) he needed community and friends and to establish a social pattern – and the location he was showing me wasn’t going to give him any more than a new roof over his head and he wouldn’t step foot out of the apartment. It wasn’t the right location for him to establish himself, IMHO, but he seemed focused on the fine line between cost/location/commute/new building. When I said my opinion didn’t matter he said it absolutely did and really made him think about what was important to him. This conversation felt very relationshippy to me, and I wouldn’t want to weigh in on such big things so early. I was more surprised he was so interested in what I thought.

We also spoke about his 2 relationships post divorce as well as his marriage. He admitted he never really paid enough attention to his partners needs, and how they needed to be loved, but was a very good provider. I asked him if he thought he learned how to do this now and he said he still thought he had a lot to learn and perhaps wasn’t the best communicator. He off handedly admitted he wasn’t really paying enough attention to his partners needs as he was often focused on other things (job, kids, politics etc).

He also told me his first girlfriend post divorce was a 26 year old athlete. I expressed some shocked laughter and asked what they could possibly have in common. I don’t think he loved my response when he replied with “we were both athletes and understood one another.” I let it rest. He admitted the age difference became strange with 20+ year old children.

Went back to the room to get ready and he offered to go the locker rooms so I could have all the space to myself. He asked how much time I needed. He was very considerate of me.

We made a nice looking couple and I met many of his club friends. He introduced me to everyone. We took photos together. He liked to offer to take photos of me. The brunch was massive and I slowly ate my way through everything I wanted. I felt like a child who leaves food on their plate after they taste everything. My stomach was revolting a bit at the amount I was eating. I even had dessert. It’s amazing, no matter how badly I want to eat, I just can’t. I love my tool in this sense because portion control was always my biggest nemesis. If I eat too much I hiccup. Any more than that and it hurts. I have zero desire for the pain (many VSG patients work through the pain in order to eat the food – I would rather break the addiction and avoid the pain, thank you).

As far as I could tell, brunch went well. I made a comment that we didn’t have morning sex and he said he would rectify that with me upstairs. He claimed he hadn’t wanted me to feel pressured (he never came near the bed in the morning at all, not even for a kiss). Once we got there, it was more of the same from the night before. Almost immediate penetration and a quick ejaculation. I lie on his chest contemplating. Not much I could say or do about it. I just figured this needs to be rectified as we go forward. It wasn’t awful, it just wasn’t exciting or fulfilling.

I did make a comment to him at brunch that I couldn’t tell exactly how interested he was as he wasn’t very inquisitive. He said I tell him quite a bit about myself so he didn’t feel there was a lot more to dive into. Later, he repeated (in a sort of defeated way) that everything was going well “except that” he wasn’t very inquisitive and that he was distracted with important things in his life. That last statement sounded a little barbed I suppose.

We rose soon after, packed and exited. I was feeling a bit disconnected after the afternoon sex. I was driving him to the train station when we came onto the subject (again) of community and what he does in his free time. He indicated his life revolves around his time with his partner and doing the small things on the weekends with his partner. I asked him about travel and he said he had enough of that in his early years and just liked to spend time with his partner. I suddenly felt unease between us. I think it had been brewing, but now I felt it more clearly.

I got a very chaste kiss goodbye and no indication of seeing him again.

I wrote a thank you text when I stopped for coffee on the way home and we had a small chat about a development he saw across the street from the station. He walked over to it and loved it and said I was right about a community that would suit him.

I got the feeling I was being blown off, wasn’t exactly sure why, so I took a risk and asked him if he would like to continue seeing one another.

His response was strange:

Right now I am wiped out and want to sleep… patience me Lioness… sleep tight. 😘

I didn’t reply after that but did say Good Morning on Monday and that I woke with a cold.

I’m not sure what happened to be honest. I don’t know if my contemplations somehow oozed out and turned him off in some way? I wasn’t sold on him, especially after the sex, but I would have gone out with him and given it more time. After all, Tony had a rough start with sex.

I was really happy about the weekend. I was positive and focused. I consciously tried (maybe I failed) to stay open minded and hopeful and true to myself. I smiled and looked beautiful. I felt sexy and certainly he responded to it. But something I did turned him off – I felt the switch on Sunday and absolutely through his lack of engagement in the text.

It’s not the end of the world but it’s frustrating. Yes, my mind goes right to “what did I do wrong?” If I wanted to have another date – what did I do to lose that opportunity? Maybe I don’t fit into the country club scene. Maybe the idea that I don’t want to be in a closed off relationship dependent on my partner was obvious to him (as that’s what he wants it seems). Maybe I said something off hand he didn’t like. I don’t know and that eats at me.

As of writing this I haven’t heard from him but he read my good morning text.

My one friend said “move on, you had a great weekend” and that’s true.

Ah, well.

I would have liked to say at least the sex was good, but the best I can say about the sex was his endowment! No, I take that back. The best I can say is that I felt sexy – my body and mind functioned just as they should and it was great to be back in the game. That’s what I need to take away from this rather than the rejection.

This is Why I Stopped Being Sexy

This isn’t exactly the reason I stopped being sexy (refer to my Scared post), but this got my goat.

I went on a date with a man named Duke. He was an Irish/Italian immigrant, not my traditional “look” but handsome nonetheless and spirited. I met him in the city.

Duke had a great sense of a story and told some good ones. He had a very interesting and different life and I was engaged, though not entirely attracted.

I suppose at some point Duke said I was a pleasant surprise from our text conversation where I appeared disinterested …. that definitely struck a chord with me as I’ve been feeling it lately (see my most recent pity party post).

When Duke made the comment, it turned over in my mind a bit and I debated internally if I wanted to change that perception, or not, with him. He was going to be super easy to flirt with and I could tell he had an engaging sexual style. I could imagine kissing him.

But even as I debated in my head, I couldn’t get the sassy, sexy, fun girl up out of my gut to be present in that bar with him. She would not come out. I had no desire to force it, it didn’t feel right. I tried one of my good stories, and while it came out ok and got its requisite laugh, it didn’t even feel genuine to me. I didn’t share it because I wanted him to know more about me, I shared it because I had a story I knew was good. That’s it. Nothing more.

No wonder I come across as disinterested. I’m disinterested and disengaged from MYSELF .

When it was time to leave, we walked out together, had a lovely kiss goodbye and he asked me out again. He also asked me to flirt with him. I agreed to both. I agreed because I wanted to and it would be fun, it was less so about actual chemistry.

He followed up that night as well as the next day and I tried to keep it light with a promise of a little shower or bra shot as I was getting ready for my evening the next night.

When the time came for my shower, I snapped the promised photo and sent it over, with a small explanation I had not shared a photo like this in over a year so he was “lucky 🍀” I was afraid of his reaction and wanted to provide some (lame) context of why I may appear disinterested when I’m really afraid and that’s what came out instead. I wasn’t ready to be emotionally open with him.

It wasn’t my best as my body is so thin now and nothing appears full anymore – but it is what it is and someone is going to need to love it the way it is now.

His answer:

“Oh dear. Pot of gold :)”

My reply: ”

“You think?”

His reply:

“Shenanigans ahoy”

And that was it since Saturday night.

It bothered me, of course, for a minute. The first god dam sexy photo I take and the guy disappears overnight. He got what he asked for, was obviously disappointed, and ghosted me.  But then, you know what, I didn’t care enough.  I sent him a not so kind message back by Monday, then blocked and deleted him.  I hate when someone pretends to “not be the typical man” and then turns out to be exactly that.

This is exactly what I am afraid of each and every time and why I’ve been holding back with sexy talk and sexy shots. I’m deathly afraid of more rejection. And it happened!  However, I also know you can’t start a relationship holding on to all this fear and expecting some new man to suddenly be everything I thought Tony was.  I want to be safe with someone, and I made a bad choice with Duke, but at least it reminded me why I don’t need to do those things for anyone anymore…..until I really want to and  until I am truly turned on by the person I am sharing it with.