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.