Hello Coco : A diary

Tag: gender

  • The Biological & Gender Shock of Re-Introducing Sex with Men after 7 Years.

    If you’ve been reading my stuff, you know already that I have been sleeping with a lot of guys lately. For quick context, I just recently got out of a six year relationship with a woman where for most of the time there was a severe lack of sexual intimacy.

    Getting out of that relationship, I wanted to experience men again and being 30-years old now with a new perspective, 10 years of therapy, and liberated by all the wonderful changes I’ve already experienced – I’ve been going a little wild. There have been many guys, good & bad & neutral, and plenty of journal entries highlighting all my favorite moments for my future self to look back and be proud of.

    With all my new…experiences, I’ve compiled some observations.

    Sleeping with men after 7 years of being strictly with women has been an entire gender shock for me. I’ve had to look at sex from a difference, more serious, lens in terms of biology and risk mitigation. Then of course there’s personality differential between the sexes and navigating communication and emotional connection differently.

    I’m going to preface this entire post by saying that these notes are based solely on my own personal experiences over the course of the last 2 months with various sexual and non-sexual partners.

    The solo mustaches and fish pics are SO real. Just wow. More just an observation here.

    No condoms.

    First off, just the topic of protection is foreign to me considering I’ve been with a woman for 6 years and we were not concerned for STDs or pregnancy, but I was absolutely gob-smacked at how a lot of men do not carry condoms with them or even have them at home. It’s as if they are in the same boat – coming out of a gay revelation into exploring heterosexuality.

    I’m starting to put it together that condoms are stigmatized more than when I was 23 and last had sex with a guy.

    The words “Feeling Protector” has come up too many times to feel comfortable.

      I’m curious if it’s because abortions have become more normalized (even though the legalities haven’t) that men don’t have the same fears they did back then at accidentally conceiving. It also makes me think that they think abortions are a quick, easy thing for women’s bodies to go through – or if they care at all about the bodily trauma.

      I recently tried ‘the [infamous] pill’ and that was awful for a full month just getting used to elevated levels of Estrogen and Progesterone in my body on top of the spotting for a week and knocking my period completely off it’s cycle.

      When that failed I decided to get an IUD, which fucking hurt and now I’m spotting all over again and it’s been over a week of cramping.

      Having sex with men has opened up my eyes that it’s really up to us women to figure it the fuck out.

      Talking about feelings is like pulling teeth. I bet you all can imagine that in a woman-loving-woman relationship we talk about our feelings a lot. We’re in-sync with how our bodies and hormones work. The girlies that get it, get it.

      Thinking that I could be open with men just the same was a big mistake. I will say my situation is different than if pursuing a relationship in that I’m primarily seeking physical intimacy, however it’s been quite tricky to just understand someone’s emotional intelligence at the surface. I like to warm up a little bit and understand the nature of the person I’m about to sleep with.

      I’ve had men get highly defensive and shut down entirely to questions like, “When was your last relationship?” and “Oh you’re on the road a lot, does that get lonely?”. One man snapped at me for asking him to tell me about why he bailed on me one night we were supposed to meet up (mind you, I came at with no intentions of being combative).

      They don’t ask questions.

      I know it’s a normal thing based on my Tik Tok algorithm of women talking about it, but what the fuck is that? I will ask them question after question – mostly trying to stay relevant to the goals of our hang out but notice they never ask any questions back, as if they don’t care about my experience even though it’s a mutual arrangement.

      Is it nerves? Is it ADD/ADHD? Is it truly that you don’t care?

      They really do love to just ‘teach’ us, don’t they?

      Yes, sir I know why my bathroom door won’t close.

      Yes, sir I know the purpose behind why pets should get a dental cleaning regularly.

      Yes, sir I’m so aware of how to submit a maintenance request for my broken dishwasher.

      The first guy I had sex with off the bat spent a solid 30-mintues telling me about geopolitics and why religion is the way it is.

      The last guy spent a good amount of time giving me pointers on every answer I would give him about nutrition and protein intake.

      There’s more but I stopped listening.

      I have never received so much pointless, unsolicited information in such a short amount of time.

      Lastly (for now), the oral sex.

      I have been with a lot of woman partners to have experienced getting eaten out in quite a few different ways and styles. There’s angle, sucking, blowing, edging, soft kisses, hard kisses, side-to-side, finger & tongue play, etc;

      So far out of the 4 guys I’ve slept with only 2 really knew what was up and made me come with their mouth, but a common theme amongst them all has been the noise.

      I think in porn women learn that men like their oral sloppy, right? They have probably assumed the same for us? That might be in some women’s interest – won’t yuck someone’s yum – but a trend I’ve seen is that they do not get embarrassed about the sloppy sounds of lips on lips in fact, I truly believe it’s a goal at this point.

      Personally, not interested in the dramatics – I know my pussy is wet.

      What I have appreciated though is that each guy I’ve been with so far has been open to direction – something that wouldn’t have flown back in my early days of getting with guys in college.

      They listen and are appreciative to the direction and I fucking love that.

      In summation, I’ve had more positive experiences than bad and overall I’m happy that I it turned out that I’d be exploring men all over again in my 30s. Where I am mentally; the work I’ve put into myself and knowing exactly what I want and need and most importantly how to communicate it has made this experience liberating on a few different levels.

      The shock of understanding and connecting with men is still on-going. Every new guy I meet and/or have sex with is a fun new experience and I learn something new about my own body and preferences. I so appreciate them for that regardless of my points above – though the condom thing I won’t get over, still bat-shit crazy to me.

      More to come.

    1. Approaching Sexuality at 30: Straight to Bisexual to Questioning. All Over Again.

      I’ve had sex with four different guys in the last month and a half.

      Mind you I haven’t had sex with a guy for 7 years beforehand because I was in a relationship with a woman – so, it does kind of feel like I’m walking back into my twenties and trying to experience things all over again, just through a different lens.

      I feel I do give myself some grace for that, but I can’t help but feel a twinge of guilt or judgement coming from behind it. Perhaps it’s the internalized notion that what I am doing is slutty, irresponsible, un-ladylike, whore-ish. I’ll be honest, some of the kinks that have come to light from my ventures definitely make me feel like I am treading further in that direction.

      After that first time with Drake, I was hooked. I just didn’t realize that it could feel that good, that I could get off by a man being inside me. I know my 23-year-old self never experienced that. Most if not all the guys I had slept with back then got off leaving me high and dry. It was like a transaction; except they didn’t understand I needed something in return. It created this idea that men were inherently selfish, and that penetration wasn’t what it was cracked up to be.

      I had heard [from where, who the fuck knows] once way back when that only 20% of women can actually orgasm from penetration and that thought kind of made me give up on it altogether. If external stimulation was all most women could really experience, then what’s the point? I guess in that scenario the point would be to give pleasure to them, but none of them even attempted putting my pleasure first so I was S.O.L.

      I find myself asking if I only dated women despite men. I’ve been asking myself if I could see myself dating women again based on these new experiences. I would have to ask myself at that point if I was only thinking that because the sex these last 5 years wasn’t good, but we stuck around for comfortability.

      I think sadly I have to just admit that as 30-year-old woman I haven’t had a lot of quality sexual experiences. I’ve had mind-blowing sex with 1 woman in my life, and a lot of amazing sex with these men in just the last month. It makes me sad, but also excited to see what else I’ve been missing out on.

      I’ve been craving to write about it, to experience them all over again.

      Drake had this remarkable way of sliding into me at the perfect angle to hit my g-spot every. time. He’d made twirls with his hips, spelling god-knows what. He’d whisper in my ear asking me what I like and then give it to me without a second thought. There were moments where each push inside me, we’d make eye contact connecting on breath, feeling literally everything between us until we’d both come.

      Wesley spooned me on the couch as we watched a movie. He caressed my back and hips, playfully pulling them ever so slightly closer to him making my eyes role at the subtle feel of his hard cock against me. When he caught on to me moving with him, he started to trace my neck with deep, breathy kisses making my entire body shutter and press into him deeper. He took me to his bed, ate me out beautifully and then let me ride his fingers until I came.

      Then there’s Cade from last night who talked dirty to me at a packed bar for a good 45-minutes before scooting my chair closer, tucking his hand between my crossed legs and squeezing so hard I about came right then and there. We went back to my place, and he played with me for a long while before everything turned feral. He spanked me hard and let me ride his cock as he took me from behind. I was so wet, begging for more.

      So, yeah – can you blame me? I ask myself really, the person who is casting the most judgement.

      Part of me feels that me listening to my primal needs, wants and desires is a way of honoring this sexual liberation. Leaning into feeling good and experiencing good sex shouldn’t feel like I’m doing something wrong. I think that I will even out and adapt balance, but for now I’m just learning how to let go and let myself enjoy this part of life.

      I just want to learn how to embrace it without the judgement. The internalized slut-shaming of my generation and gender expectations. How the fuck do I do that?