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Took a trip, and am I tripping?

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I haven’t even had a chance to tell you all about another man in my life! We will call him Chicago. He lives here in my city half the time, but travels back and forth to his home in Chicago every couple of weeks. He works from home doing some kind of computer engineering, but prefers living there, to here (where his child is) so he has condos in both places.

Actually, he recently flew ME to Chicago to stay with him for a weekend! He wined and dined me and took me to my first comedy show- to see Cedric the Entertainer. It was an exciting weekend for me, with getting to travel and experience new things. His condo has a beautiful view of Lake Michigan and he took me to a delicious steak house, where he dropped well over $200 for dinner.

Here’s the view of Lake Michigan from his condo:
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And my lovely bubbling drink at the steak house:

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I’d had some car troubles, thanks to my teenager (long story), so Chicago covered rental vehicles for me to take my kids to their dads, and also paid for my gas. His brother drove me to the airport. Obviously, this guy is doing alright financially. πŸ˜‰

Actually, he’s been probably more of a Sugar Daddy than any of the others, buying and giving me things here and there. He gave me a brand new printer for my computer and bought me a shawl so I wouldn’t need to borrow his jacket when we go out. He’s taken me out for lots of dinners at nice restaurants and to the movies several times.

Sounds fabulous right? Well, not quite. I’m really, just not feeling this guy. I just can’t bring myself to LIKE him that much. I’m trying, really I am, but it’s just not there.

He’s obviously doting on me, and being a nice person. He claims to like me a lot. Yet, some things just really bug me. I’ve finally figured out that he reminds me of my ex husband.

He reminds me of him in SEVERAL ways. One, is how he acts in the bedroom. We just can’t seem to have good sex. There is like, NO chemistry. He’s doing some of the same things that other guys do, at least trying to be good, but it’s just not working for me! It’s so weird.

One of the things that bothers me, is that he just doesn’t seem to be able to, or maybe he’s just not interested in, reading my body language. If I don’t like something, and try to make it clear, he just keeps trying to do the same damn thing!

Like he has an obsession with trying to lick my nipples. Sometimes I like that, but not the way he does it. He will lunge toward my nipples with his tongue flicking out and I am like cringing. I’ll kind of push him away and he comes back again in full force. So I actually covered my nipples with my hands and he tried to pull them off! I wouldn’t let him so he’s laughing about it, what you don’t like that? I said they feel sensitive and now he harrasses me about it, major turnoff. He is constantly trying to do what I have made clear I wasn’t feeling.

What’s crazy is that my ex husband would try to do that very same thing and act the very same way about it- annoyed with ME for not enjoying something. Get over it already and quit trying to do something I’m obviously not liking! Sheesh!

That’s just one example. The rest of the sex just isn’t working well either. I just don’t like it.

I’m sure some of it, is that he’s just NOT the Cohort. I’m emotionally attached and it makes it hard for me to be with someone new. I only started seeing this guy after the last miscarriage, when I wasn’t sure what was going to happen with he and I.

Still, it’s not just the bedroom where he’s acting insensitive. He doesn’t seem to pay any attention to the things I SAY to him. It’s like he cuts me off or changes the subject or just says “uh-huh” like I’m not saying anything interesting. It’s very upsetting to me to not feel heard when I am talking. That too, is very much like my ex, who brushed off anything I wanted to talk about (outside of the Bible or politics) as unimportant.

He also has a tendency to over-explain things to me, like he thinks I am an idiot or something. It makes me feel like a child. He took me to a park the other day (and to eat afterwards) and insisted on looking up the history of the park on his phone and reading to me about how it was donated by some woman whose husband owned a biscuit factory, like he was giving me a lesson. TOTALLY like my ex husband, who was always lecturing about something.

He actually wanted to talk about scripture on our last date. Uggggghhh… he said because it was something “different” than what most people talk about and he thought it would be a nice change of pace. I spent 15 years talking about the Bible. I didn’t want to be rude but I really didn’t feel like elaborating on my thoughts about various passages of scripture. It felt torturous.

He wants to hold hands, and be “romantic” all the time but it makes my skin crawl. I feel guilty, but I can’t help it! It’s frustrating.

Anyway, when we got back to his place, I decided to play a little game, just to test and see if he actually does listen to anything I say. I asked him some questions about myself to see if he knew the answers to any of them, all things I had told him before. I was like what color are my eyes? He said “blue” (we were in candlelight and my eyes are green). I asked how many siblings do I have, where did I go to high school, what did I major in in college? He got them ALL wrong. Then I let him ask me stuff and I got every single answer RIGHT. Because I actually freaking LISTEN when someone is talking to me!

It bothers me so much, that I don’t know if I can stand it much longer, even with all the perks. His birthday is coming up soon and he has decided he wants me to make him a picnic with wine and grapes and strawberries that we feed each other on a blanket outside, and then I give him backrubs. It sounds kind of like Hell on earth. Not sure how to get out of it without being rude though.

I guess all this kind of explains why my trip to Chicago, while fun in some ways, just wasn’t what it was cracked up to be. The whole time I was really missing the Cohort and wishing he was the one with me. We would have had SO much fun, doing those exact same things together. Heck, I can have a blast with the Cohort at the grocery store! Lol

Chicago took me to the store with him the other day and I was miserable. He took like an hour to buy stuff and it was soooo boring. It reminded me of being a kid and getting dragged along on errands with old people. Bleah.

I was positively aching for the Cohort the whole time I was away in Chicago. He didn’t even know I was gone (it was two days, one night) but I missed him something awful. Then he called, right as I was boarding the plane. I told him where I was and actually ended up getting MAD at him for no reason. I think it was just all that pent up resentment that I was spending my time with someone else, when he was who I’d rather be sharing all this with. At that time we were trying not to have sex with each other.

We couldn’t talk after the plane took off, so I stewed on my thoughts for awhile and finally figured out that was what it was. So I told him the truth and said I missed you and the whole time I was here I wanted to be with you. Being with this guy was mostly meant to take my mind OFF of him, but it hasn’t been working very well.

Some Cohort Confusion

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Remember how I said things seemed to be heading towards more serious with the Cohort? Apparently he thought so too. In fact, he wanted to bring up a “discussion” about it. Sigh…

It was his idea to talk about this. He admitted that I had never given any real indication that I thought the relationship needed to go anywhere. He now says he regrets even bringing it up, that it was probably too soon and that he did so because HE was starting to feel emotions that made him think about me in that light.

Okay, but what he wanted to SAY was that he DOESN’T want the relationship to go anywhere. He said he’d been thinking about it and he just can’t handle it. He’s not ready to take on my kids or sure he could handle the whole swinger thing with someone he considered his “girl”.

He gave me some speech about how he thinks I am every bit WORTH all of that but he doesn’t think he can handle it. Then he said, who knows, he may change his mind later, he just didn’t want that expectation. THAT kind of pissed me off. I was like don’t do that to me. Don’t give me this talk about how you don’t want that then try to give me hope that things might change.

Anyhow, the whole discussion was REALLY upsetting. Mainly because I had never seriously allowed myself to even THINK like THAT. Not about him, not about anyone at all, since my divorce. I just assume most men are not going to want that kind of serious with me, due to the kids and general circumstances. Its a lot to take on. I don’t expect that at all, from anyone.

He brought all this up and made me think about things I don’t even allow myself to think about because I am too afraid to hope for it. It freaking CRUSHED me, to have him bring it up and dangle the thoughts in front of my face then turn around and be like, we can never have this because of the situation.

It’s not that I don’t understand. I do. I know all too well that it’s highly unlikely that most decent men would consider doing the family thing or anything close to marriage with me. I’m not saying this because I don’t think I am personally worth it, but because I have more than the average number of children and I know its a huge responsibility, both emotionally and financially, for anyone to consider.

Why did he bring this up?? He says it was because he’s been thinking about it a lot. That basically we’ve been behaving like we are already in a relationship, that he was seeing me as someone he could have a future with, because I’m like everything he wants in a woman, otherwise. Then he got to thinking about how we met (Craigslist! And the swinger site) and the whole swinger thing too and that kind of bothered him as well.

OUCH. 😦 The whole discussion just about killed me. I was crying over it for a couple of days. 😦 He said he felt really shitty even bringing it up because I’d never asked for or demanded anything of him relationship wise. He said he just wanted to be sure to remind us BOTH that its “just FWB”.

I felt like I was being rejected/dumped but he swears up and down that was not his intent. He says he would ideally like to keep everything we have the same. He still wants to hang out, have sex, go out to dinner or swingers parties, spend time together and have me help him with his business. All this, but without the expectation of “more”.

What’s funny is it’s not like I really EXPECTED that anyway. I would have been on cloud 9, yes, if he’d said he wanted that with me, but I’d never have dreamt of ASKING for it if he hadn’t said anything himself. Ugh. Just a bad thing to bring up, especially right before I started my period.

It made it even worse that he made a comment about how if he ever DID get into a serious relationship, it would be with someone like me. He said probably someone he just happened to meet, at a bar, on the swinger site, Craigslist or somewhere like that. I’m like nice, so now I have to worry about that happening at any time? Before I felt confident that he was really into me, but that kind of ripped it out from under my feet.

Emotionally I was a wreck. I was seriously considering having nothing to do with him again and decided not to go to this weekend long swinger party at the lake we had planned on. How could I in that state of mind? I’d suddenly feel threatened by other women and insecure, which would make it a bad experience for the both of us.

Actually, if he’d gone down by himself, at that point, I couldn’t have handled it either. I wouldn’t have been able to forgive him for making me feel like crap and then just walking away to go have fun and fuck other people, someplace we’d planned to go together, without making things right first. I would feel abandoned, whether or not it was reasonable.

I told him how I felt and that I wasn’t demanding he stay back or anything, he was free to do what he wants, but this is how it is affecting me. He said he would take that into consideration, and ultimately he decided to stay Friday night. He would probably go down to the lake Saturday, but he wanted to give us a chance to make up first.

We talked and decided we were both on the same page still and okay with doing everything we have been doing and no expectations. Feelings are fine and bound to be there but it doesn’t have to “go anywhere”. We’d still be free to act the same way. Both of us were relieved and done with the “relationship talk” for the time being.

Then he asked me out. We went to a jazz bar and had a good time, followed by dinner at a late night greasy hamburger joint. He spent the night at my house and we had lots of good sex and lots of laughs. He asked if I would still like to go to the swinger party with him and I agreed to come along. πŸ™‚

The next morning we had more sex and showered and got ready to go. We went shopping together for alcohol and food and stuff for the trip, then headed that way. We had good talks on the way down but mostly avoided the whole relationship thing.

At the party we had a good time. There was no one there I particularly wanted to fuck, though there were some guys I definitely did NOT want to fuck. We had known that ahead of time and discussed some things about it, so it was all good.

He slept with three women at the party, once each, but spent a lot more time with me. I think we had sex about 5 or 6 times there, plus the few the night before and a few times after we came back home. He even said after the first woman he slept with that it made him want to be with me even more for some reason.

He was a little perturbed when a couple of men busted in on him having sex with a woman in order to ask if they could have permission to fuck ME. LOL They hadn’t even said anything to me at that point, but wanted to ask HIM first. Its amazing to me sometimes how much more respect guys will show towards another man in that situation, yet they will get all pushy with the woman when she’s alone. These same guys, once he said it was up to me, were hounding me a bit but I chose not to go there, even though they were trying to argue me into it while he was in the other room.

I just wasn’t feeling any of the men there that night, even though several asked. Him having sex with others mostly didn’t bother me at all. The only time I got mildly upset was when he made a comment about not knowing if he would have “anything left” for me at the end of the night. It rubbed me the wrong way for a minute and he didn’t like my reaction but we remedied that fairly quickly and he did have plenty left over, lol. :p

Oh and then Mr. Motorcycle happened to show up. Eeek! That was awkward. He came and tried to lay a guilt trip on me, saying he couldn’t fuck anyone there because he didn’t think they were as beautiful as I was. That really wasn’t even true as all of the women there were at least somewhat attractive and I’d say some were prettier than I am, definitely with better bodies. I’m less than perfect after having had kids. :p

So whatever. He didn’t stay long at all and maybe it did have something to do with me. He claimed he’s been pining over me since I stopped talking to him and I really hope that was bullshit. I hate hurting people’s feelings but he definitely was not a good guy for me, and he lied a lot.

There was one point where the Cohort offered to have a threesome with me and another guy but the guy was getting ready to leave. He was a younger guy, it was his first party, but he was actually pretty good looking. It could have been fun…damn. Oh well. I was glad that the Cohort at least was considering it. That could say good things about future parties, for me.

He said afterwards that he was a little concerned I hadn’t played. Mainly “concerned” because he’s still not sure how or if he is going to be able to handle it. He kind of wants to see how it goes down and how much it will or won’t bother him.

He said he really liked having me there with him, that he enjoyed the companionship more than anything else. If he’d been there by himself he’d have spent a lot more time alone. We spent a lot of time talking and making out, especially late at night. We slept in a room with several beds and other couples and people watched us fucking a couple of the times, so it wasn’t like I didn’t do ANYTHING.

We drank and talked and socialized with people and he commented later that he likes how friendly I am. He was a little concerned that people would automatically assume we are a “couple” because of how publicly affectionate we were but then said he really didn’t mind if people thought that. Some women expressed concern that I might be upset with him sleeping with them alone, but I wasn’t, same as the guys who wanted to double check before even trying with me.

I actually went out of my way to leave him alone for a little bit here and there so he COULD have a chance to be with other people. I wasn’t trying to spoil his fun or be monopolizing him the entire time. He still sought me out and wanted a lot of sex with me, so that made me feel good. I walked by him having sex with some of the other people and it really didn’t bug me in the least. I didn’t have any desire to join in or anything and once a husband beckoned me to come over but I shook my head no because I didn’t want to fuck HIM.

Not that the guys there were bad or anything. Actually a couple of the white guys might have been fuckable. I didn’t go there this time but no saying if I would or wouldn’t sometime in the future. It was nice to see some white guys who were not just sitting there being cuckholds and were actually getting it in at a party like this though. I think my viewpoint is a little tainted with seeing a lot of that lately.

The single black men that were there (this was an “interracial party”, in case that wasn’t clear) were not ones I was personally interested in fucking (I might have gone there with the young guy who left early, but the age thing does get to me) but they were fun to talk to. The Cohort was kind of surprised, and like, but so and so has a big dick. I’m like yeah, but I’m more about the person first and the dick second.

I’m trying not to fuck guys I’m not really feeling. I guess I’m probably even more like that when there is someone I really DO like there. Like, is it worth it when there is a chance it could upset him and I’m not really that into this guy? Nahhh… Now if Mr. Firm had showed up…I would have fucked him. He wasn’t able to come because he was coaching a kids game. Damn shame… πŸ˜‰ Maybe next time. πŸ™‚

Anyhow, I’m still a bit confused with the Cohort. I really, really do like him. I kind of wish he’d never opened that can of worms because it makes me feel like I am missing something. For now though, I’m just going to try and enjoy what we have going and not think too heavily about it.

Communication with the Cohort

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I’ve been hanging out with the Cohort quite a bit lately. Last night we went to a swinger party. I’m really liking him and the way he handles situations with me. We seem to be on the same page about a lot of things.

He SEEMS to be indicating that he wants a more “serious” relationship with me. By “serious” I do not mean “monogamous”. A lot of the things he says and does, though, seem to indicate he wants something more long term. I’m okay with that. Very okay with that. πŸ™‚ But I’m not going to push it.

I’m excited, but tentative. I know there are a lot of things that might hold a man back from wanting anything other than just sex with me. Still, so far he does not seem intimidated, so we will see. He keeps saying I seemed to have come into his life at just the right time, when he was on the fence regarding monogamy vs. swinging. I guess I’m like the perfect compromise. πŸ˜‰

We had a good talk before going to the party. Our final decision was that we would be free to play separately, rather than try to find the perfect people to play with together. No handcuffing one another. We COULD also play together if there were a group situation going down. He even let me know he’d be okay with threesomes, whether they were with me and another girl, or me and another guy (see why I’m liking this guy??). If one of us were going off or using the hotel room (the party was held at a hotel), we’d text to let the other know where we were at.

He got a room with double beds, one would be for play and the other kept clean for us to sleep on. At the end of the night it would be just he and I in there and no one else allowed to stay. If any gangbang situations went down, I probably wouldn’t be a part of it, though he might.

I didn’t even tell him about the gangbang thing the other night. A couple of guys (including Mr. Firm) advised me not to if I’m thinking more serious with him. I’m not obligated to tell him what I do at this point outside of at parties, and why risk possibly upsetting him?

So I said nothing about that, BUT he knows I have had negative experiences in the past. We’ve talked about it. What’s kind of ironic is that he’s been in a LOT of gangbangs. Like, more than your average Joe, haha. He was involved in some things that actually ended up being a big scandal that I can’t talk about on my blog. In any case, it was all consensual and not pushed. I like that he has been very open with me about that.

Anyhow, in keeping with the gangbang theme, some kind of crazy stuff came out right before this party went down last night. In fact, right after we pulled up to the hotel and were walking across the parking lot to check in. SOMEHOW, we had gotten to talking about this girl he used to date that went to my high school. Through her, he had met some people from my hometown.

He just happened to bring up, this one guy he said he had met, who really got on his nerves. There was some situation where he happened to be in a bar, with the ex girlfriend from my town, but they were no longer dating. He had temporarily broken up with this other girl he was dating and she happened to be there too.

Okay, so THIS GUY was trying to hit on her and telling the Cohort he was going to get her, without knowing that it was a girl he had been seeing. I guess he wasn’t saying because he was there with the other girl. In any case she was shutting him down (I’m guessing more because he was there watching than anything ) and dude was really starting to get to him.

ANYHOW, this is all important only because guess who the guy was??? The freaking guy I was IN LOVE with way back when I was 18, (before I met my ex husband) and who massively hurt me by trying to push me into a gangbang when we were dating.

I mean it was awful. We were in a hotel room, I was naked, because I’d had sex with him. These other guys (10-15 of them) had come in the room and they stole my clothes. I didn’t end up doing anything with them because I started crying and asking him not to let them touch me. He finally ended up telling them to back off, putting his clothes on me and driving me home in his underwear. But not after trying to coerce me into doing it by telling me if I “really loved” him I would.

It was pretty traumatic at the time. I don’t even like talking about it too much here on my blog because I know a lot of people would not understand some of it or why I would even have fallen for this guy in the first place. He was also there when I was 15 and the first time I ever actually got involved in a gangbang.

That time it was most definitely not something I wanted to do. He was the one standing there saying “man, she’s scared, I don’t want to do this” over and over again, but he’d gone along with it. He was 19 at the time, at least one of the other guys was 21…I don’t even want to get into it. The reason it is even relevant is that he brought it up in the second scenario (after we’d continued fucking for 3 years) and was like “you’ve done it before” as part of his reasoning that I would do it again.

Please, if you are reading this and it upsets you, I understand, but don’t tell me what I “should” have done in those situations or regarding dating him later on. I know. I was young and made a lot of bad decisions that I can’t go back and change now. Like it or not, a few years down the road I fell in love with this guy, and I mean hard. It took me years to get over what happened with him.

Honestly, I don’t think he did much better. He would try to sabotage my dating other guys after that. Like any time he would see me out at a club or something, he would try to get the guy alone and tell him I had a boyfriend, make threats to him, or tell lies about me to keep him away. He even did that to the guy I had the affair with (who is his half brother, complicated, I know).

He tries to malign me. 20 years later. Its all kinds of fucked up. Especially because he will still like, poke me on Facebook. He did it again a couple of days ago. He’s tried asking me out for drinks too and I shut him down in sort of a mean way (not that he didn’t deserve it). Yet I’ve been friendly other times and even have him on my Facebook page. Don’t ask, lol. It will never make sense. I made the mistake of having sex with him ONE time, after the incident too, despite everything. It was the day before I went away for college and I haven’t seen him since.

Ugh. I’m sure that was painful to read. It paints my decisions in a pretty bad light (and they were) as well as the guys involved. That may be true but I was young and dumb and sometimes you just do stupid stuff.

SO, when the Cohort brought him up I was like OMG, no…not him…hahahaha. Of ALL freaking people! When I first said I knew him he asked “did you fuck him?” and said he had heard this guy was running through all kinds of women. I said yes and he said (jokingly-not serious at all) “Man, I just lost a little bit of respect for you”. I told him that doesn’t even scratch the surface and let him drag it out of me that we had dated.

Later on, sometime in the middle of the night, and after some drinks, we got to talking about this again and it all came out. The whole story about this guy. To my relief, he took it like a champ. πŸ˜‰ He wasn’t bothered by it at all and didn’t bat an eye when I said I’d gone back and fucked him again or any of the other messed up stuff.

His reaction was “you are ‘well traveled’…I like that about you, you’re a good girl” (makeout session) Ha… He said the only person it made him think worse of is the guy, who he already didn’t like, lol. He said it helped him understand my leeriness towards the whole gangbang thing too, that none of the ones he has been involved with had ever been like that. The women always were fully on board.

It felt good to get all that off my chest, to someone who wasn’t judgmental about it. A lot of men would be. Apparently not him though. He reminds me a little bit of Mr. Firm. I feel like I’ve hit the jackpot between the two of them, for real. πŸ™‚

I mentioned Mr. Firm to him, briefly, because there is a very slight possibility he could be at this lake party we are planning to go to soon. I wanted him to know if he is, that is someone I’d definitely want to have some time with. His reaction was “I can tell you like this guy by the tone of your voice” lol. I said well, yeah, he is a good guy and I don’t have a negative word to say about him. He just said he was glad that I was associating with good men now (yeah, he still doesn’t know about that other night, but whatever, I’m done with Cousin 3 and his crew for sure).

So, its all good. The party went pretty well. He played but I didn’t. It was with a woman I knew he would play with beforehand, a married woman he has known longer than me. For a minute it bothered me, even though I knew it shouldn’t, and he didn’t do anything wrong. I’ve met her before and she seems nice and not catty or competitive.

I know she likes him and also that she fucked like 5 other men earlier in the week. He said he wasn’t going to lie that kind of threw HIM off for a bit even though they aren’t like boyfriend/girlfriend but any time you are fucking someone it can mess with your emotions a bit. I get that, totally. I think probably everyone has feelings like that, even though hearing about him feeling jealous over someone else maybe gave me a little twinge too. Things can get kind of complicated in the Lifestyle, lol.

Afterwards, he made a point of paying attention to, and reconnecting with me, so that helped. He wanted to talk about how I felt about it and said he’d kind of rushed things with her and not even cum because he was worried about getting back to me. So we still have some things to iron out there, but its nice to have open communication about it.

I COULD have played but I chose not to. While he was gone I danced and talked with another guy but I just wasn’t feeling him. He didn’t appear to be trying to get me back to his room at first and was just talking about taking me to dinner (eyeroll) and I admit a part of me wanted to push for it, just to even the “score” and because the Cohort was fucking someone and it felt unfair. Despite those passing thoughts, when the dude jokingly slipped his hotel room key down the cleavage of my dress, I didn’t bite. I didn’t want to play with someone just for that reason.

Anyhow, I got lots of playtime in with the Cohort that night as well as talking about everything under the sun. There wasn’t a lot of sleeping going on, lol. We went out for breakfast in the morning and I’m feeling pretty good about it all.