The downsides of FWBs

One of the downsides of my approach is that often people want more. Or at least want to explore more. For men I’m truly fond of, I am disappointed when that time comes, but I want what will make them happy and I wish them well.

Well, it seems that time has come with Yummy Guy 😦 We messaged yesterday and he’s met someone and wants to see where it goes. In his wonderful way, he was, of course extremely transparent, nice, respectful, and complimentary of me as we were talking about it. Telling me our sex is some of the best he’s ever had (he mentioned this more than once).

I know he’s only been seeing this other woman for 3-4 weeks, so this may not be the end of Yummy Guy as a FWB. He never seemed interested in relationships that were permanent and he sounds like a person happier single than coupled…but you never know. He’s 30. And he’s attractive and successful and nice. At times I wondered if I wanted more from him, but I really didn’t. I wanted what we had. It was perfect. But now I have to say goodbye to it. I can hope that he returns, but can’t expect it.

I did have a date last night with another new guy. He was clearly successful and a really good guy and he was definitely into me. So we’re going to do something tomorrow before he leaves town. He did’t kiss me, so I’m curious about the physical side. But I can see where it goes.

But sigh. Yummy Guy was one I didn’t want to say goodbye to.

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Another night with Yummy Guy

Yesterday I was thinking that I really wanted to see Yummy Guy because I knew that would keep my feelings about Porn Star Guy in check. But I’d exchanged messages with Yummy Guy last week, and we had tried to meet, but he was too slammed with work and I didn’t expect to hear from him until the end of the month. So seeing a message from him pop up on my phone yesterday was definitely a treat and I was excited to see him.  He was going to be coming straight from work, and I was coming straight from pilates, so we decided to shower when he arrived, which was a first for us together. I do think shower sex is generally overrated, but any naked time with him is great.

While showering, he mentioned he had to pee and asked if he could pee on me. I’ve never done that, but I certainly was ok with it…and he said he’d never done it. I think we were kind of both left wondering if it was hot or not. But I appreciated him asking and being willing to try something different.

Again, he told me over and over how I always look so good and how he loves looking at me. This is why he’s so great. He definitely acts like he feels lucky to be fucking me. And I spend the entire time in awe that a guy as hot as he is, with as much going for him as he does, wants to fuck dorky me.

I hope Porn Guy can become a regular thing. And that Yummy Guy stays in the rotation. If I could find one more guy I was equally enamored about sex with, that would be pretty perfect (with a few one offs). Porn Guy mentioned yesterday getting together this weekend, so fingers crossed on that one.

Ending the weekend being fucked by a porn star followed by a massage…

Ok, porn star is probably an exaggeration, but an hour into being fucked by a guy with amazing skills, he told me that he had done porn for a year and a half in his early 20s. I’m pretty sure that’s a first.

I’ve been super busy lately, and have had some fun, but the past couple weeks have been boring. Between work and some political stuff I’m involved with, I’ve had very little time. I did go on a date with a super super sweet guy last Sunday, but it got to be late and I had my period, so I just made out with him a bit (but may see him next weekend). Friday I was supposed to have a date, but was in a terrible mood, so I canceled. Then I was getting a weird feeling from a guy I was supposed to go out with last night, so I canceled. I decided to swipe on Bumble a bit and was pleased to match with a guy whose face I just loved. Great smile. GREAT smile. We started messaging and I guess I assumed he was innocent. He looked innocent. So when he asked what I was looking for, I sort of downplayed the “nonmongamous FWBs” part and just said “casual FWBs”. Luckily he responded well to that and we kept chatting. So when he sent me a dick pic I had gotten a few months ago from a different guy, I was disappointed bc he had seemed so nice.

I considered just deleting him, but decided to tell himI had gotten his pic before from someone else. I didn’t expect to have a response back that had any logic to it, but to my surprise, he said that he had the pic up on FetLife and he’d heard some guys had downloaded it and were using it as their own. He offered to FaceTime with me to show me it was him, but I said I hated FaceTime, but would do it. So he then said I could also *67 call him if that made me more comfortable…and I really appreciated his focus on my comfort, lack of defensiveness, and going the extra mile. We chatted a bit about politics and and it was a good conversation, so I felt much better about meeting him. And that he was real. Even still, all day today I was a bit nervous this was an elaborate catfish. I was also incredible turned on bc he was smart, shares my politics, and has a beautiful cock (plus, seemed like he would be my physical type).

I usually don’t let guys just come over, but between being horny AF and having such a good feeling about him from our call, I decided I’d let him come over. And basically once I agree to that, the challenge is how to be most comfortable with him. He asked me to leave the door open and meet him naked. Never done that, but decided to go for it. And it was surprisingly comfortable and not weird to be greeted like that…and luckily he looked just like his pics.

After that, he basically fucked me for an hour and a half straight (with some oral thrown in) and he was clearly very into it. Told me several times he wants this to be a regular thing. So it was fantastic. A nice, hot guy who wants to fuck me on the regular? Yes please. And after so much crappy stuff with guys lately, I totally earned a fantastic fuck.

Oh, and then I got a massage. So I’m beyond beyond blissed out.

Hopefully he does become a regular partner because I will be muchhhh less stressed out if I’m getting fucked weekly by a guy that good.

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…

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.

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.