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.

 

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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.

Pet Peeve: Falling asleep after sex (but the rest of it was good)

Yesterday I started chatting with someone I’ll call Geek Guy about, well, fantasies, sex. He had one of the ubiquitous shirtless/headless pics on OKC and I usually assume those guys are looking for what I’m looking for, so I’m the one who actually messages with them. When he showed me his face pics after a bit of good chatting, I realized I’d seen him on apps before and had gone back and forth on matching with him, and decided not to. But since were talking…he squeaked in as someone I’d consider. It’s not that he’s unattractive, he’s just not by type necessarily. But it turned out that he seemed nice, intelligent, normal, and kinky, so I figured I was up for meeting and we agreed on today during the day.

We met at the bar close to me and when I walked in, he was at the bar (almost no one was there) and it was…awkward. He was sort of watching the tv and didn’t seem interested in talking. Granted, I had spent all of 5 min getting ready, so I did feel like maybe he wasn’t into me, and I hadn’t decided if I was into him…

But then conversation started clicking and got better. And I decided he was a really nice guy, probably a little shy, and certainly attractive enough to fuck. So, we headed back to my place and it was very good sex, with room for improvement. I did have some great orgasms, but he seemed a little nervous, but he was really truly nice and respectful.

But then….he fell asleep. Like, that’s fine at night. But, after sex during the day I want (1) more sex, (2) conversation, and/or (3) the guy to leave. I don’t want to cuddle and nap.

He totally wants to see me again. I don’t know how to bring this up now “no sleeping after sex”, but this could be a problem.

How is it that 3somes now seem normal?

Don’t get me wrong, this isn’t a complaint or a worry. It just is…I’m a 40-something professional woman who most people would describe as highly engaged in activism, maybe a little weird (people have a hard time with single women who are happy), kind of innocent looking…and yet, here I am, as a “go to MILF” for an incredibly hot bi guy…

So, super hot bi guy said he had a lot of interested guys in 3somes with me. Which just seems weird to me. But, ok! I’m not complaining. I’ve been so busy lately that I haven’t taken much time to just have fun sex…and if super hot bi guy wants to set up something where I end up naked? I’m going to trust the situation. He’s finishing up med school and was on night shifts last week, so we had to wait for the weekend…Saturday he starts texting me options for the evening. Which feels kind of weird. I mean, these are humans. But yes, I’m going to go with the one I find most attractive. And he had a nice cock too…

So, super hot bi guy and this new guy show up at my place Saturday evening. They had smoked some weed before coming over, which was fine with me. I don’t care. We proceeded to have a couple drinks. The new guy seemed shy and maybe a little too stoned, but he was pretty hot (not necessarily my type – a little to pretty boy for me – but I couldn’t complain about the good doctor’s work in finding him).

After awhile, we went to my room. The undressing is always the most awkward part of group stuff IMO.  With one on one, you can easily undress the other. With group, you kind of have to take care of yourself. Or that’s how it has always been….Since both guys are in amazing shape, I had the moment of worrying that my imperfect body, somewhat bloated from my leftover Chinese food dinner, was not up to their standards…but with both sucking on each of my nipples, I quickly forgot about it.

Other than my first MMF  where we literally had all independently made decisions to sleep with each other before we got together, this was the best dynamic I’ve had for a 3some. And definitely the hottest guys, which, you know, is part of the fantasy.  I finally managed to experience DVP, which was really fun, though way more awkward than it looks in porn (again, how am I just “oh, yeah, DVP…fun! But awkward? I am not someone anyone in my office would expect this of. But that’s part of the fun).  Oh, and DVP is also fun, besides being awkward.

By the end, I was done, the guys were done, my bed was beyond soaked (so gross to sleep in that night, but well worth it) and I woke up to a nice message from super hot bi guy about how fun it was…and a message this morning asking if I’m around tonight if he can set something up…

Unfortunately, he leaves for the summer soon. I don’t know how med school works. All I know is that he won’t be around after his next set of boards for at least 3 months, maybe forever (depending on job prospects). But I can definitely say that he will be remembered as the guy who helped create a situation that lil ol’ me never thought I’d be in – not just hot, crazy sex. But hot, crazy sex with 2 guys who I never would have dreamed were guys who would be naked with me.*

*Note, I’m very pragmatic about who is in my league looks-wise and who isn’t.  Pretty people are people I enjoy b/c, well, I am motivated by what looks amazing. I don’t think it it means anything more for me than “why yes, I do like touching you naked”-type excitement. I’m no more or less valuable as a person post-3some with hot guys than I was before. It was just a true fantasy experience.

The logistics of arranging an MMF…

MMFs are my favorite sexual situation. They just turn me on and I don’t find having an extra person weird or awkward in any way (I kind of do with MFF).  But they’re the hardest to arrange IMO. Finding 2 guys who are on the same page with the amount, type, or limitations on physical contact is…daunting. And then, when you do, getting them BOTH to show up at the appointed time is even more difficult.

Last night I had set up an MMF with Hot Bi Guy and a guy I had messaged with in the past who reappeared who just looks so all american innocent…but, around 6pm, I got a message from the new guy that he had a million things in the air and he wasn’t going to know if he could make it until much later. Well…I had also been in a 3way chat with Hot Bi Guy and another guy who I had been messaging forever. Since all american innocent guy had asked first about setting something up for Tuesday, he had first dibs on my time. But with him looking unlikely, I needed an answer b/c at the same time, the other new guy was messaging me asking if by any chance things had fallen through and he could make an appearance. I didn’t really want to say to all american guy “are you in or are you out bc I have other options”, but finally he gave me an answer asking to reschedule. Whew. It was only 6:15 and I could ask the other new guy (he’ll be Teacher Guy from now on…b/c he’s a teacher) and Hot Bi Guy if that could be the new situation for the night.

Hot Bi Guy just rolled with it. He’s like…my dream 3rd for MMFs. He’s fucking gorgeous. Truly. I am seriously fine if he just comes over and lets me talk to him so that I can look at him. And he’s really nice and laid back. And he’s fine with whatever another guy is into…and he is cool with awkwardness and he’s just a perfect third.

Teacher guy showed up first, ostensibly to have a drink and get to know each other since we hadn’t met and Hot Bi Guy and I had.  I actually thought he meant have a drink, but within 5-10 min, my pants were at my ankles and he was eating me out. We eventually made it to my bedroom where I ended up naked, while he did everything he could to me with his clothes on.  After I’d cum a couple times, Hot Bi Guy arrived. I was naked, Teacher guy was close to it and on top of me, so he just laid down next to me and joined in.  Even though Teacher Guy had said he was into experimenting with a guy, he really didn’t seem to be. Which, while disappointing, was still fun as then all attention was on me.

Afterwards, Hot Bi Guy asked Teacher guy how old he was…Teacher guy is 25 and Hot Bi Guy is 27. I quickly did the math to make sure I’m younger than their ages combined (yes, I am).  They kind of teased me about that – robbing the cradle and all…but men my age tend to be really sexually reserved in comparison. And not as respectful.

The only awkwardness really was at the end when we were all dressed and Hot Bi Guy and I are chatting about tattoos and medical school and Teacher Guy was like “oh, my lyft is here”. I mean, that’s fine. I didn’t expect a ton of lingering, but he was gone in a second. He did message me after saying he had fun.  So, IDK. Hot Bi Guy gave me a hug on the way out and said “see you soon”…so yay, he seems down to keep on being my 3rd!

I had a moment or two of thinking how odd this is. I’m not someone anyone would expect would rush home from work to get ready for 2 guys to come over to see. And yet, it just seems like a way to have fun that is low pressure and high enjoyment. So it doesn’t actually feel weird. It would just sound crazy to anyone who knows me who doesn’t know this side of me (and maybe to a few who do).

I didn’t know nerds could be this hot

A week or so again, OKC alerted me that someone had liked my profile. Normally I can’t see likes on OKC b/c I don’t pay for the service, but once in awhile, OKC wants me to know about one. And once in awhile, I actually look. And once in awhile, I’m actually interested. And sometimes out of that, the person messages me after I like them back.  This was one of those times.

Nerd Boy looked Hot AF in his pics. Like the type of guy who can wear eyeliner and makeup and look hot (not that he was…but I could see it).  And we seemed to really hit it off my messaging.  It was clear he had his choice of women, so I had certain expectations…and then he kind of blew all of them up by letting me know he was into comic books, D&D, and bowling. Um…huh? But I kind of like that. Hot normal guys are fun, but boring. Hot nerdy guy? Bring it on.

We met early on Saturday b/c he had to be up insanely early on Sunday.  I got to the bar a couple minutes before him and was not at all disappointed when he walked in.  However, I don’t know about our chemistry. It was pretty comfortable, lots of laughing, but there was something that seemed like it was preventing full on chemistry. And yet…when he kissed me it was a great great kiss.  It just worked.  So we did end up going back to my place where we had really really great sex.  But…there was that piece that just seemed to be holding back animalistic sex.  Was it lack of chemistry? Lack of trust? I don’t know. I do know I really enjoyed him. And I do know that I thought he was hot AF.  And the average hotness of guys I have fucked recently has been pretty damn high.  (Oddly, the less I have time to give a shit about getting ready to meet someone, the hotter the partners are for sex…hmmm)

So again, I don’t know if we’ll fuck again. I’m happy if we do. Fine if we don’t.  I do have a supposed 3some with the super hot bi guy lined up, so maybe that will play out this week.

And, btw, as a woman who allows myself to be used as a sex object on MY terms (terms that have nothing to do with food), fuck Pence and his fucking attitude that women can’t dine with men. That’s just discrimination. And if I want to fuck someone, food is not necessary (when was the last time I fucked after a meal? I don’t even know).  I’m smarter than most men I work with and have to work twice as hard because men support each other and not women as much…but at least most of those men have the decency not to treat me like all I am is a vagina.

Just a random Wednesday gangbang thing…

Back in December, I was supposed to have a 3some with a guy I had been talking to for literally years and another guy who I’ll call Hot AF guy.  The first guy bailed and, for whatever reason, I didn’t invite Hot AF guy over. I hadn’t met him and I actually assumed he couldn’t possibly be as gorgeous as his pics. I mean, no guy THAT hot is in med school and bi. Like, that’s a make believe porn scenario. I don’t even know people that hot in life…then Hot AF guy moved away for awhile and moved back…got in touch again. So we’ve been trying to line something up. Sunday we were supposed to have a 3some with Trade Up Guy, but TUG flaked.  So, Hot AF guy and I started trying to find someone else. Without getting into too much detail, somehow, but 4:00 yesterday, we had 4 guys lined up who all seemed nice and cool.

Look, I know inviting 4 random guys to my house for sex is probably gonna shock some people. I mean, they could kill me or something. But since I was the one bringing the group together, I figured the likelihood of them plotting to kill me was remote. And I had made it clear, if I wasn’t into it, it wasn’t happening. But fortunately, everyone who showed up was really cool, nice, professional, etc. We had a drink and then went to my room.

I’m not aware of any unawkward way to start things with 4 guys. So the first one on the bed (yay Hot AF guy! and he serious, I mean, beyond hot. Like he could and should model. While he’s going thru med school. And being super nice and chill. And having a gorgeous dick. Like…HOW IN THE HELL AM I NAKED WITH SOMEONE SO PERFECT) got my attention.  Then someone else started touching me and someone else got on the bed and all of a sudden, everyone is joining in. Well, everyone except the guy I’ll call Hot Nerd. Hot Nerd is one of those guys you would not notice on the train b/c he carries himself kind a like a dork. But he is beautiful naked and actually has a really nice face. He had warned me that he had taken adderall that day and didn’t know if he could get hard…and I guess he couldn’t 😦 weirdly, he kind of ducked out in the middle after watching awhile and not getting hard. I mean, I’m glad he just left. I don’t want anyone to feel awkward. But 😦 I exchanged a couple messages with him last night and he still is interested in meeting.

Anyway, it was sort of tag team sex. Hot AF was the only bi guy, so they didn’t do anything together. It was definitely awkward at times. Guys would go soft at inopportune times. But I realized that’s kind of the deal with a group. I think they get performance anxiety. Luckily everyone seemed laid back and cool about it all and it was all really oddly comfortable and chill. I’ve had way more awkward one on ones…

So I would definitely hook up with Hot AF guy and another guy he knew who ended up in the group again…they live pretty close to me and we got a good rhythm at the end.  The other guy who stayed…IDK. There was nothing wrong, but there was nothing super right about him either. Not sure I see the point.

It’s funny…I have said I wanted a gangbang at some point, and I guess this sort of is. But I always thought it would be super organized and planned out…and this just came together and was great.

Sadly, stuff like this is why I probably could never run for office (a thing I’ve considered). Not that these guys would talk. But someone probably would. And it hurts no one and was a fun night. But it sounds crazy to people who haven’t done it, so they judge.