I've was dating someone for a few months (met on Hinge, mid 40s)and am reflecting on my standards and self-esteem in the wake of it ending. Which, if any, would be deal breakers or have caused you serious concern?
-made a few silly sexual jokes whilst messaging, before we met eg..I asked him if he played a musical instrument and he made a joke about wanking
-first date in a coffee shop, I removed a long sleeved top as was too warm (had another top on underneath obvs) and he went "wahaaayyy" as if I was stripping
-made a joke about all women having a base level of psycho
-referred to disabled people as "Scopey"
-met a colleague of min at a works do and told me she was "rough" and this is why he doesn't date women from her area
-despite the fact he is on amicable terms with his ex wife, told me laughingly, when she asked for a divorce, that he had called her a "fat old witch" and threatened to take her pension
-told me inappropriate details about his ex including that she was restricted in sexual positions she could do due to bad hip and that she could orgasm immediately from anal sex (he told me this whilst we were in bed by way of praising my comparative flexibility)
-said "You look lovely in your dress; my ex wife never wore them because of her body type"
-met an acquaintance of mine and said "You're naturally beautiful, not like women like that who plaster on the make up"
-when I was trying to encourage him to get o know me better and asked if there was anything he wanted to know about me (cause I had tried to ask him lots about himself) he said "What is the smallest penis out there have encountered?
-told me, in bed, that he had yet to encounter a smelly vagina
-told me he had dumped a woman as her pubic hair was too long (after avoiding having sex with her for weeks)
-shortly after we began a sexual relationship, told me he thought genitals in general were gross and then was annoyed with me when I went a bit quiet and distant for a few minutes after he said that
-first time we had sex, he seemed clueless despite being married before and many relationships. He kissed me for a while and I was expecting some foreplay (I know I could have initiated this but I had lead on taking him up to my bedroom and removing clothes so didn't want to lead ointment everything). Without so much as touching me intimately, he entered me without a condom. He stopped as soon as I told him to and was visibly upset and said he thought I had wanted it as we were naked and he was laying on top of me. He was genuinely upset and I ended up comforting him!
-I disclosed to him that I had been sexually assaulted in a previous relationship. Despite this, he sent me a GIF that appeared to be of a woman being assaulted, face down on the floor and crying..looked like really rough porn but you could only see her face.
-he had some very laddish mates and he said he didn't judge them for sleeping with prostitutes although it was not something he would do. Told me they had all been giggling in the pub about some story about a woman with a massive anus.
-in a weird coincidence, a mate of his turned up at my house to collect something I had listed on marketplace. He arrived 15 minutes earlier that agreed and ex and I were in bed. When ex realised who it was, he got dressed and said hi his mate. he later told me that the incident had been the subject of joking on their group WhatsApp, with one them writing "He was just pulling out of her as he arrived!"
I felt unsettled with him lot. Would the above reasonably explain that? I have very poor self esteem and anxious attachment style and I am trying to work out if there were reasons outside of that which would make others feel insecure in this dynamic. He was affectionate, attractive, a good dad, good to his mum, a professional, kind to animals, funny, lots of friends and very keen on me. He would send gushing messages and romantic songs and GIFs a lot. He seemed quite future -focused with wanting to progress the relationship quickly. He made me feel very chosen. He was not the type to ask me things about how many men I had slept and liked natural-looking women. So there were lots of good things about him too.