My cat cockblocked my pussy…

I just had to use that headline.

Although it is kinda true.  On Friday, I met this new guy. We’d messaged back in the Spring and never met, and then we matched on Bumble a week or so ago, exchanged a few messages and decided to meet. I was feeling very lazy, so I said he could just come over (after sending all his info to a friend).

When he showed up, he looked younger than I expected, but was attractive in a gangly way. He’s only 24, so…I guess he is young. But he sounds like he’s done a lot with his life, so despite looking young, he didn’t SEEM young. We sat down on my couch with some drinks and my dogs were always all about the attention, but I was pretty sure he was interested…I was taking longer to decide if I was than I usually do. But by the time he told me that I was hotter than he thought I’d be, I’d decided I was open to it.

We actually had no trouble talking and 2 hours later, we still were just talking. We eventually went to my room where things proceeded quickly, and then ended quickly.  He was quite massive and I actually had to do some adjusting to get comfortable with how his cock fit in me (but it was a beautiful cock). And then…he looked over and saw my cat sitting near the bed, making eye contact with him…and he lost his erection).

So, bummer. I’d see him again if it works out. If it doesn’t, it’s also fine. I didn’t experience enough of him and sex to know if it’s worth it or if he needs more practice (given that he’s on the young side).

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Chemistry…what is it? (I don’t have a scientific answer, just observations)

This week, oddly, has turned into a somewhat busy week with different men. It’s been a crazy busy week, but sometimes things just line up.

On Saturday, I saw a guy I’ve hooked up with in a 3some (the teacher). He’s a nice guy. Nice face. Lovely, big cock. And he is really really into and good at oral. But my feelings about him are…meh.  I haven’t really gone out of my way to hook up with him since the 3some in March, but I haven’t cut him off either. He’s perfectly nice and there’s nothing that wrong with him (compared to most men I hook up with, his body ain’t great, but given his beautiful cock, it’s sort of a wash). BUT…I’ve been super busy, had a few weeks of men disappearing when it came time to meet, and he was willing to work around my schedule, didn’t care I had my period, and I knew that I wouldn’t have to talk to him/spend much time with him.

So he came over Saturday morning and, as predicted, it was technically excellent oral (although I did have my period, I had a Soft Cup  in, and I’m not even sure he realized I was still on my period. Since I had told him I would be, I didn’t feel the need to mention it again), ok fucking, and he was nice, but left as soon as sex was over. It kind of scratched an itch and I went on with my day.

Monday I had the very nice date with Rocker Guy , which ended with a kiss where I just wanted to melt into him…now that’s chemistry.  And yesterday, Yummy Guy came over and it was just so good. Sex with him is really really good. I think it keeps getting better, too. But, like last night, after I came more times than I could count, he started to fuck my ass. At this point, I kind of knew that I wouldn’t come again…so I didn’t bother to do what I’d usually do during anal (use a toy on my clit – that gives a really intense orgasm that is different than clit alone). I was ok not coming again.  So at this point, I wasn’t really getting anything out of anal, but there was something about that level of closeness that was really really intense and fun. And I can honestly say I enjoyed that, which didn’t get me off at that point, way more than I enjoyed technically excellent oral with the Teacher guy.

So what is it? Why did the Teacher Guy do a lot of things technically right and is still an afterthought compared to these other two? I’m in my 40s and still don’t understand why some people are just people I have chemistry with. And some…I just don’t. It has been fun to realize I can have chemistry with multiple people and that I can have the gushy feeling with more than one guy in a week.

I’m supposed to see Rocker guy tomorrow, and I assume we’ll have sex, so it will be an interesting comparison with Yummy Guy. I’ve got to say though, I am really excited about some of my options at the moment!

The kind of normal date with a guy who invited me to an orgy…

To be fair, it wasn’t an invitation with an expectation that I would go to an orgy the next day with a guy I had never met.  But I think it was a sincere invitation. (The orgy ended up not happening anyway).

Actually, backing up, I had first exchanged messages with this guy about 3 years ago when I first put my my sex-forward profile. We seemed to get along. I liked him. We had plans…and I am pretty sure the first time we canceled, I had a terrible cold.  Then we were going to do something again, and I didn’t hear from him and he messaged the next day that he had some kind of phone issue or something. And I don’t know what happened next, but we never met. But I kept seeing him on various dating sites. Sometimes I’d swipe right, but we never matched. So I figured we’d never meet. NBD.  Then I was swiping on Feeld a few weeks ago and swiped for him, not realizing it was him (he usually had glasses on in pics, and in the main one, he didn’t).  We matched.  I sent a simple “hey” or something.  Then I looked at all the pics and realized I was pretty sure it was the guy from 3 years earlier.  I considered unmatching, but figured I’d let it play out.

A few days later, he messaged back. And we started chatting and I realized, yes, it was definitely the guy from 3 years earlier. I was going to bring it up…then didn’t. In part b/c I found some old emails with him to confirm his name and didn’t want to make it sound like I was stalking him. So, I was sort of standoff-ish.  So as not to appear stalker-ish. But he wanted to meet and he still seemed incredibly interesting (and he wears glasses and has a lot of tattoos…I love both).  So we made plans to meet. And…last minute, he had a work thing come up. That’s fine. I always give someone one cancellation b/c life happens.

We rescheduled for a Saturday to meet for coffee. And I hear nothing from him until a few hours after we were supposed to meet. He says he has a terrible migraine. I’m skeptical…but it was a crazy weather day and if he really has one, that sucks. So I just wished him well. Nothing more. The next day he messaged me in the morning, apologizing, saying he was available all day, he was sorry, etc etc.  But I was boarding a plane. But I did (mostly) believe he was sincere.

So…we schedule something for last week. But I was exhausted and had learned a colleague had committed suicide and I had a horrible headache…I said I’d suck it up so that we could meet, but he offered to reschedule and I took him up on it. So that brings us to Friday, when we were going to meet. But he only had an hour available and I didn’t feel like ubering for 30 min to meet for only an hour, so we decided to move the meeting until last night.

About 30 min before we were supposed to meet, he messages that his dog had gotten sick and he was maybe going to be late. So at this point, I’m skeptical about whether we’d even meet. Then time passes, and passes, and I’m about to send the “I guess this isn’t happening” message, when he messages to say he’s getting into an uber.

So, I walk into the bar, he had messaged he had just arrived, and it’s busy (who are these people who go out on Monday nights???) and I see him…nowhere. And at this point I think he’s fucking with me and I’m pissed, so I message him asking where he is. And he actually was sitting at the end of the bar, his hair is just a different color than in his pics (intentionally so – he’s in the music business, so he can do the crazy hair and tattoo thing). And he’s actually super sweet. And kinda nerdy. And I’m sort of into the combo of rock-n-roll plus nerd. It keeps me from feeling too dorky myself.

So we talked for like 2 hours. And I felt like such a downer b/c I seriously have lost my ability to talk about anything other than politics, my pets, and sex. And somehow we were mostly talking about politics and that’s depressing as hell….But he didn’t yell at me for affirmatively liking Hillary Clinton and he even said something like “she worked super hard to get where she got and the criticism was really unfair.” (which, you know, at that moment I was ready to fuck him right there)

So I eventually have to call it a night bc I go to bed early and it’s a Monday. He walked me most of the way home, but I still couldn’t tell if he was being considerate or interested….so we stop at the corner and he says he had fun. I say I had fun. But who knows the sincerity of any of that. And he leans in for a peck goodnight (which, again, who knows what that means). But…when our lips touch, there’s just…chemistry…and it’s so comfortable. So we kissed a bit more. Nothing too crazy. But I’m pretty sure it was mutual that it just all of a sudden felt really comfortable with him and the kissing was really really nice.

And I woke up this morning to a message from him that I’m a really good kisser and he had fun. So that lead to more messages and we have plans for Friday. Which I think we’re on the same page will be far less innocent than this date was. Stay tuned.

Yummy guy is always worth it…

Last night I saw Yummy guy again.  I don’t know what it is about him.  The sex is certainly very very very good.  But it’s not the best I’ve ever had.  But he’s just so damn perfect as an escape from life. When he walks in the door, there’s no awkwardness really…we just end up making out and usually having sex pretty quickly from there. Last night was no exception – we started with sex about 2 feet from my front door. Eventually made it to my bedroom. It was definitely a nothing fancy sexually kind of night. But it didn’t need to be. Sometimes efficient and intense is what is needed.

Why do I like him…first, he’s hot. I’ve mentioned this.  He’s not really my usual type, but there’s not doubt he’s hot.  And his body….oddly, I’m obsessed with his neck. Not a body part I usually focus on, but his neck just looks so strong without being too thick or weirdly out of proportion.  And his arms.  And, well, he just has an amazing body. And yet he seems to enjoy mine quite a bit. Second, he’s charming. He’s *just* sarcastic enough to not be boring, but not so sarcastic as to be mean. He seems genuinely fascinated by weirdness in the world. Genuinely nice. So we usually talk for an hour or so after sex. And the conversation is good. It’s part of the fun with him. Some guys I truly wouldn’t care if they showed up, fucked me, and left. In fact, I’ve had that type of set up before. With him…I want him to stay and talk.

So I get asked by friends if I want something more from him…I don’t think so. This is kind of perfect. He’s like a yummy dessert…something I theoretically want to dive into and gorge myself on, but I know if I had it too often, it would become routine and less yummy.

That said, if he ended things, I would be disappointed. I’m not done with him yet. I don’t think he’s done with me either since he asked me yesterday by text if I’d be open to another guy or guys joining us…which I said I was, since I obviously have enjoyed that in the past. I forgot to talk with him about that last night, so we’ll see.

 

He actually traveled about 4 hours roundtrip to see me…

About a month ago, I got a message from someone who lives in a city a couple hours from me. It’s not a bad drive, but since I don’t have a car, I sort of responded without expecting much. And he was one of those guys who I couldn’t tell if he was hot…or not. He didn’t have any shirtless pics, but it appeared like he had a good body and a nice face. But he was bald (and I like hair). But for some reason, I responded. I guess I was bored (at least he was in my age sweet spot – 26-31…he is 30).

I was swamped at work, but over a couple weeks, we developed a friendly and flirty messaging thing. I could vent over social justice issues and he got it. But sex was also very much on the table. Originally we had planned to just meet when he was going to be in my city for the weekend of Sept 30 to see a friend, but when my work cleared up, that seemed to be really far off.  So finally I said I woudn’t be weirded out if he wanted to meet earlier.  So about a week and a half ago (I’m behind on my blog), he took the train down to see me.

When I woke up that day, I got really nervous. What if I didn’t find him attractive (I still couldn’t tell for sure from pics). I thought I would like him, but what if I didn’t want to fuck him…oh well, he was taking the risk.

His phone was wonky, so we agreed to meet at a fountain near my office when his train got in, in case his phone wasn’t working.  I got there before he did and was sitting doing something on my phone when he walked up…and I was very pleasantly surprised. He was taller than I thought he was and it was obvious he had a fantastic body. And even tho bald usually isn’t my thing, he was really attractive with incredibly sexy lips.

But it was obvious he was shy. He had told me he was, but I guess because we had chatted so much on Kik, I just assumed he would be less nervous. It wasn’t awful or anything, but I couldn’t tell if he was disappointed by me in person (usually guys tell me I’m more attractive in person than in pics, but who knows what a person likes).  We went to my place and took my dogs for a walk. I was aware that we sort of had a window of time to do…whatever…before he had to take the train back (I had told him that I preferred not to do a sleep over the first time I met someone).

After the walk, we sat down on my couch and I was trying to read the vibe…when he leaned in to gently kiss me. And his sexy lips felt soooo good. He was far less…aggressive sexually than I am used to. Not that he was tentative or lacked confidence.  He just was patient with pacing. After we kissed awhile and things got a bit more intense, we went to my room. I should have written this close to when I saw him. I do remember that I had an incredibly intense orgasm when he was going down on me (kind of unusual for me). And I knew he was super into the blow job I gave him. I knew he liked ass play, so I was fingering him too (but, tbh, I never know if I’m doing that right).

The sex was really good IMO, and I could see a lot of room to explore more with him (but he had to get to his train…I did pay for his lyft to the station since he came in to see me).  He messaged me that he had made the train and we exchanged a couple messages, but I couldn’t tell if he was into me or if I was just fuckable enough.

And for like a week, we only exchanged a few kind of awkward messages. I am well aware that men enjoy the chase quite a bit, so once you’ve fucked them, messaging drops off. And that’s fine, but it does make it difficult to read. So I just decided I wouldn’t initiate anything and if I didn’t hear from him, I’d, of course, live. Last night I saw a message from him pop up – he had his new phone set up and it was back to how messages had been before meeting. Very flirty. And he told me he’d been thinking about the blow job a lot and that he could have stayed at my place all night. So, we ended up talking about other stuff he’s into trying, and I said next time he can stay over if he wants…which he seemed into. So I kinda think he was trying to read what I thought about things while I was trying to read him…And it is flattering that I was worth that kind of round trip.

Mmmm…Evening with yummy guy

I have renamed “Ass Man” into Yummy Guy because, well, I find him so unbelievably yummy. He somehow is incredibly hot and sexy and still has the sweetness of a puppy. He’s a perfect fuck buddy. He makes me feel incredibly sexy and interesting and I still am fucking someone who I would have thought was out of my league. It’s perfect.

Anyway, I hadn’t seen him for awhile. We had exchanged some texts about meeting up, but he was swamped with work. Then I was buried with work…but my stuff was kicked into December yesterday afternoon and I immediately thought of him. So while I was still on the conference call about arrangements for work, I texted him. He texted back immediately and said he was thinking about me (whether he was or not, I appreciate that type of response).  So he suggested last night and I was game.

He asked (if I was willing), could I put on some lingerie and he had a thing for thigh highs…So I put on some fishnet thigh highs, and some very classy, but very sexy lingerie, and met him at the door in an oversize man’s shirt and that. He appreciated that. Very much. After weeks of eating shit food at the office and not working out and feeling gross, I very much appreciated the way he looked at me. And, well, he looked hot AF.  We went to my kitchen where I was going to pour us drinks, but ended up with his cock in my mouth and then fucking in the kitchen before I could do pour anything. We then went to my bedroom where he asked me to put a butt plug in while he fucked me (which I love…and that definitely made anal later on a lot easier to get into more quickly, though he is the best at anal).

After, we hung out a bit talking. I truly do enjoy just talking to him. At one point, he went to my bathroom and I could hear him talking int here and was confused – he went in naked and I didn’t think his phone would be in the bathroom. Turns out he was talking to my cat who happened to be in there (this is the part where he has the sweetness of a puppy). Too cute.