A good end to the year

The week before xmas was crazy at work – it was about an 80-90 hour week.  On Wednesday, I got a text from Yummy Guy asking if I could swing by his office (which I’ve never done), but work just didn’t let me get out in time and then he was off to visit family for the holidays (definitely asking for a raincheck on the office sex tho…)

I’d dismissed the young Cub as being creepy after he turned on me and tried to get me to be a Sugar Mama to him. I don’t pay for sex. I don’t need to. I took this week off work and on Wednesday I met up with another young guy who seemed pretty fun and definitely hot.  I had a very difficult time judging things with him.  He was nice enough, but wasn’t great at eye contact and I wasn’t sure if he was interested. In fact, shortly before we left the bar, I texted a friend while he was in the bathroom and said we wouldn’t be hooking up.  But then…he walked with me home. And I let him come in.  He was really hot and had a very sexy voice.  So we had some drinks and he still made basically no moves on me. When we finished them, I kissed him – figuring he was in my place, so he must be interested. And somehow that ignited chemistry I just didn’t think was there.

What followed was at least a solid hour, if not longer, of pure sex. He had skills beyond his years and had clearly listened to what I said I liked.  His dick was perfectly suited for my g spot and he was quite good with his fingers.  My bed was completely completely soaked at the end. He loved that and I had many orgasms.

I wasn’t quite sure if he might see this as a one time thing (but after the sex, I am definitely game for a continuing thing).  But he messaged a bunch yesterday and definitely expressed interest in seeing me again.

Then, on my way to drinks with friends last night, I got a text from Yummy Guy that he was back in town and could he see me that night. Since I was meeting for early drinks, I figured 2 1/2 hours for drinks followed by sex would work perfect (and also worked for him).  I offered to go over to his place (I’d never been) since I was out, not too far out of my way from where I thought he lived, and my place is in the midst of being organized and I had stuff all over my bed (I did warn him I didn’t have sexy underwear on for him, but he took me up on the offer of coming over).

He answered in his boxer briefs and tshirt and looked (as always) amazing.  I felt a little gross. I’d indulged in nachos at lunch and, well, it’s the holidays.  But as he was undressing me, he told me that he was so into my body and absolutely loves it.  Right before he said that, I was thinking about how I hate hooking up after wearing jeans b/c I hate the way they cut into my waist…he didn’t seem to care. At all.

So we had (as always) intense sex.  And then spent a couple hours talking about just random stuff. About an hour after I got there, he let me know it was his birthday…which made me feel pretty great that he chose me for his birthday night plans 🙂 And he turned down a friend texting him to go out even after we’d had sex. We seem to be in a good rhythm. I’m fine with seeing him a couple/few times a month. He seems equally fine with that. I think we’re on the same page with everything – we genuinely enjoy each other for more than just the sex. But we also seem to just have that chemistry that doesn’t happen often.  It was interesting having the back to back great sex. The guy on Wednesday, from a technical perspective, probably was better than Yummy Guy (at least comparing Wednesday to Thursday). But I wasn’t buzzing after seeing him in the same way I was after Yummy Guy.

Hopefully this is a good sign for 2018…

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A new cub…

As much as I hate the cougar moniker, I think cub applies here. Because he really does look young (he’s 24) and he really does look so adorable. But he’s still sooooo sexy and I think there is good potential.

I’ve been messaging Cub for almost a month.  He started messaging me right before I went on my trip, then I got back and he was out of town, then I was for work…and now I’m swamped at work. He’s bi, and I love bi guys, and he seems so sweet and eager.  So finally he swung by yesterday afternoon when I was working and I took a break. I don’t normally love the “just come over and hookup” as a first meet. But sometimes, it’s the only thing that is going to work.

My first impression when he showed up was “god he looks young. But those lips. THOSE LIPS”.  So we went to my room and didn’t talk much before we were kissing. And damn. He is an amazing kisser. Like one of the best kissers I’ve kissed. And of course we end up naked and he was kind of on top of me while I sucked his cock and he played with my pussy, which he was also really really really good at.

But then when we went to fuck, he lost his erection. He got it back after I sucked on him some more, but that was kind of weird. I don’t know if he was just nervous or what.

So I wasn’t sure what to think when he left. I was definitely down to do it again b/c what he did do in terms of kissing and fingering me, he did SO well. But then I wasn’t sure what he thought about me and all that. But I got a text this morning gushing about how amazing I am.

So we’ll see. I am sure I’ll see him again. Whether it turns into something regular kind of depends on whether he can actually stay erect while fucking me. I mean, the other stuff is fun, but not enough for ongoing.

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!

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.

Ahhh. Birthday sex

Yesterday was my birthday and I had plans to hang out with a friend, so didn’t think I’d fit birthday sex into the day, so I didn’t even try (though I a number of men I had been messaging, but hadn’t met, offered).  I hadn’t heard from Ass Man since last week, but I wasn’t really worried. I know he’s busy and I made it clear I was.  But I shot him a message yesterday and he promptly responded and asked what I was doing that night – that he had a work thing and would I be available after.

Since the timing of his work thing roughly lined up with my plans, I figured it was worth a shot at seeing him, and getting some good birthday sex. My place was a disaster, but I figured he could just deal. He wasn’t coming over to see my organizational skills…So as I was walking out of dinner to head home, he texts to say his work thing was wrapping up. Perfect. He said he would come over after.

Of course the trains didn’t really cooperate and I ended up walking home from the station that isn’t as close to my place as the one I prefer. Not a big deal, but it was hot and muggy. And then I had to walk my dogs…also hot and muggy. So by the time he got to my place, I had managed to feed my dogs and pick up the most offensive of the mess, but I was sort of drenched in sweat. I wasn’t that worried – our first date had us caught in the rain and he kept saying how hot I looked. But, eh, not ideal.  He, on the other hand, looked amazing. He was in a casual suit and just looked…so fly and so hot. But he didn’t seem to care.

We started making out on my bed and he put his hand on the back of my head as I was sucking him off and he asked why I was so wet.  I had a moment of “crap…sweat is so gross” feeling, but I just said I was sweaty from the train home and walking the dogs and his response was “I like it. It’s hot”…perfect 🙂 Anyway, if possible the sex was even better than the 2 previous times. At least on my end. I don’t think he had any complaints. He hung out for awhile after, just chatting. I do actually like him and I think we’re on the same page re: enjoying being single and not really feeling comfortable in relationships. I told him about the assumptions people at work make about me for being single (I think a lot of people assume I’m a closeted lesbian), and he said he was sure he’d end up in the same boat since he doesn’t see himself ever marrying or being in a LTR serious enough that work people would know her. It was good…

And a good way to usher in a new year. I keep wondering if at some point I just sound too old, but so far, the young guys have zero issue with my age. I’ll probably do a post about aging (and sex) soon. It’s not what I expected when I was younger.

Two times in a week…we’ll see what happens next…

On Monday, I got a text from last friday’s hottie (who I guess deserves a name now…I guess Ass Guy). He asked if I could get together Tuesday or Wednesday after work.  It surprised me b/c he’d made it clear earlier that he didn’t like weeknight plans, so I guess he *really* liked the sex. Which, of course, made me nervous. But I also wanted to see him, so he came over Wednesday.

I offered him a beer and we sat down on my couch…which lasted all of about 2 minutes before we were making out, I was soon naked, he followed soon after and his fingers and tongue gave me an amazing orgasm.  After that, we headed to my bedroom where I had gotten a bunch of toys out…which we ended up ignoring b/c we were so focused on each other. He actually apologized for that, which was pretty funny. I just got them out b/c he asked for them, I’m perfectly capable of toy-less sex. And I definitely did enjoy it.  He’s so freaking yummy and I love how he smells.

After sex, we hung out talking a bit about books and travel and my dogs jumped up on bed…(and he wasn’t weirded out that they were on the bed). So, of course, I’ve spent the last couple days crushing on him. He did make it clear that he wants to see me again, and I would be down for something regular with him.

But in the meantime, I have a date tonight with a new guy I’ve been messaging for awhile. My birthday is Tuesday, and I’m also interested to see if a new age range changes who contacts me.