Tag Archive | expectations

The Jamaican

bad sex

Last night, the Jamaican man I had met at a swinger party once, while I was with the Professor, came up here to see me.  He drove 2 ½ hours and got a hotel.  In case you aren’t following the story, we had been flirting a bit at the party, via eye contact, but never hooked up.  According to the Jamaican he was upset about the Professor appearing not to want to share me at the party.

I hadn’t heard from or seen him since, until he found me the other day on Plenty of Fish.  Since then we’ve been texting and he’s called several times and seemed very interested in getting together.  It cracked me up because yesterday, before he drove up this way, he called me his “lover girl”.  Has he been reading my blog?  LMAO

In any case, this guy is a Nurse Practitioner that is not a doctor “yet”.  He is 6’6” and 265 lbs, muscular, dark skinned and nice looking with a sexy Jamaican accent.  He says he moved to the U.S.  a little over a decade ago.  He was married for a long time and has only been divorced about a year. 

The reason he joined the swinger site, according to him, was because he was seeing a woman up here occasionally and they decided they weren’t going to work out as a couple but would be good friends with some benefits.  She found out about the swinger scene here from a friend at work and called him all excited about trying it out. 

Since then he’s been to a few parties and also played with a couple of married women but he says he is losing interest in the whole scene, that it isn’t something he can see himself doing with someone he is in love with.  He does play with the wife of a guy down where he lives but he says it is a bit awkward with the guy there watching.

Anyhow, one of the guys at the party we both attended had really talked up the Jamaican’s cock size, lol.  He was going on about how he was just huge and had I seen it and it was “this thick” and was trying to find pics on the swinger site on his phone to show me.  At the time the Professor hadn’t seemed too thrilled about this conversation.  I think the guy claimed he was like 10 inches too.

Now that I’ve seen it up close and personal I’d say the length was an exaggeration.  He WAS very thick but not totally unmanageable or anything (which is good, lol).  He was also probably closer to the 7.5-8 inch range than ten inches. 

I was able to get my mouth around him well enough to give an okay blow job, I think.  Still, he was uncircumcised, which I am not used to.  I’ve only been with one other guy who was not circumcised and it was a long time ago.  I wasn’t quite sure what to do with the foreskin.  Like, should I pull it back and suck on it that way?  Or would it feel good at all to him to actually suck around it?  So I tried a little bit of both, lol. 

Back to the beginning though, he kissed me when I first walked in and I was disappointed to find I really didn’t much like his style of kissing.  He wanted to stick his tongue in my mouth and just hold it still, or suck on my tongue and bite it and bite on my lips.  Bleah.  I’m not much into kissing unless I’m really into a guy anyway, so it was like doubly weird.  I was hoping this didn’t mean he was bad in bed.

We kissed and then spent quite a bit of time talking.  The air conditioner wasn’t working in the hotel room so he had called down to the front desk and we were waiting for them to come up and fix it.  He was actually really interesting to talk to and nice and easy to get along with.  I just love his accent and hearing about Jamaica too.  He says like 90% of the people there have no jobs and that he grew up in a family with 12 kids and they are all tall like him.  Even his sisters are over 6 feet tall and some of his brothers are taller than he is. 

So, since the people still hadn’t shown up after like an hour, we went ahead and got down to it.  More of the odd kissing and then he started sucking on my boobs and I gave him a blowjob.  After that he went down on me, which felt really good and he was doing a great job but he didn’t do it long enough for me to be able to cum. 

He said he has had a vasectomy and doesn’t play with very many people so I agreed to let him go without a condom.  Maybe some would see that as reckless but in his case I feel fairly safe.  He doesn’t strike me as the wild or dishonest type at all. 

In any case, the actual sex was over in like under 3 minutes, lol.  :p  Now I know why, when he asked about seeing the videos of me and the Professor he was shocked when I said they were over an hour each and we might not have time to watch them.  Basically, he got on top of me and pumped away until he came.  I was just starting to feel good when he stopped and came inside me. 

He apologized for cumming so quickly and asked me if I came. I didn’t want to lie so I said no.  We both cleaned up a bit and then the woman from the front desk knocked at the door.

I jumped up to get dressed and he pulled on his shorts but was telling me I should just lie there in the bed with the covers over me.  I really didn’t want to be doing that when this lady came in the room, lol.  He couldn’t understand why…

So she came in and because he had to tell her to wait a minute while we got dressed anyway I think it was pretty obvious we had just been having sex, haha.  She was trying to contain a smile while she checked the air conditioner.  It still wouldn’t work so we ended up having to move next door.

In there we talked for a long time before he got on top of me again for more sex.  He asked me what would make me cum and I really didn’t know how to respond.  I hate it when guys ask me stuff like that during the act! It’s like, what would make me cum is him already knowing what to do, without having to ask because that totally turns me off. 

So he asked me what position I would like to do and I said maybe doggystyle.  We did that for a while and he asked if I would like to ride him so I did.  I really wasn’t feeling the chemistry with him and was kinda hoping the second time wouldn’t be too long either.  It was longer though and he had me lie on my back again with my legs up and it did feel good for a bit.  I never did cum though.  Thankfully he didn’t ask this time, after he again came inside me. He was one of those guys that if I started to get excited or make noise he’d ask if I was okay.  Sigh…

So after the second time he rolled onto his back and started snoring, LOUDLY.  At first he woke up for a sec and apologized for snoring and pulled me over to lay my head on his chest and went right back to even louder snoring, haha.  I managed to escape his sleep grip after a while and got up and brushed my teeth and stuff before coming back to bed and sleeping on my own side.

I was lying there and couldn’t stop thinking about the Professor.  I miss him terribly.  Sometimes I wonder if I even want to play with anyone else at all.  I had to drive past his apartment complex in the morning on the way to get my kids and I think I may have seen him driving past on the other side of the road on his way to work.  I don’t know if he saw me.

The Jamaican wanted to spoon with me in the morning and I was lying there wanting to cry.  I didn’t really want to be lying there with someone other than the Prof.  I also never showed him the videos he had asked about, partly because it would have hurt to watch them and also because I didn’t really feel like sharing that with anyone.  It’s probably a good thing because if he saw me orgasm a million times during sex with the Prof it might have made him feel pretty bad!

When I left the Jamaican said he was going to miss me.  He had also mentioned the night before that sometime he would love to have my kids and I down to his place.  He has a big house with a swimming pool and said we could have fun there.  The girl he plays with off the swinger site has been trying to get him to have a swinger party at his house but he was saying he wasn’t sure he could handle people having sex in the pool and then watching his kids play in it a couple days later without worrying about germs. 

Anyhow, he says he will call me later.  I don’t want to hurt his feelings because he really is a nice person and I enjoyed talking with him but not really excited about the sex.  I’m not saying I could never do it again but don’t want to lead him on to think I want a relationship or anything either.  Thankfully I have the excuse that I don’t often have Monday nights free and my ex normally doesn’t take the kids overnight so most times I can be “unavailable” for getting together. :p

Pressure on dates…. ugghhh

bad-date

Last night I went out with a new guy. He was someone I met off the swinger site. He had like 60 validations and from his pictures he was hot, hot, hot!! The only face pictures I saw were not straight on. Like he was looking down or had the camera slightly in front of him but from what I could see he was good looking. He was really muscular and had a set of six pack abs. His cock was….gigantic. Maybe on the level of “too big” that I mentioned in the previous post about Big Black Men. I wasn’t too concerned about that though and I never asked him his actual measurements.

In any case he lives 3 hours away so I was a bit surprised that he had emailed me. I responded once and then had forgotten about him until the Professor had gone to a swinger party in another town and I had ended up here alone after not finding any sufficient men off Craigslist. It was then that I emailed him back and we got to texting. He seemed pretty cool, other than an annoying habit of calling me “babe” and sounding a bit full of himself.

Still I figured if we were to meet he would probably be someone I’d sleep with. When I asked him about the distance between us he claimed it was no big deal and he travels frequently. He didn’t mind driving up here to meet me and said he was looking for a “swinging partner” to join him at parties. I kinda let him know that I had that already but he wasn’t deterred.

Anyway, I again forgot about him for a bit, until he texted early in the week to let me know he would be coming through my town on his way to a big city a few hours away. So we agreed to meet up. We flirted a little over text and he asked for more pics of me but I didn’t send him any.

I told the Professor I was going out on a date, which was kind of hard but he didn’t say a whole lot. I asked if he was cool with it and he said “It doesn’t matter. I am sick anyway and you are free to do what you want”. Not really encouraging and I felt bad that it was when he was sick but I went out anyway. I still don’t feel like we have completely worked things out from the other day. Nevertheless I still care for him and think I want to keep seeing him. I asked if he had slept with anyone without telling me and got a very adamant NO!!!!

So, onto my date. At first he had tried to squiggle out of taking me out beforehand and wanted to come straight to my place. I wasn’t having it. There is no way of telling if he would be a creepy stalker type or if I even want to have sex with someone without meeting them in public first. Being at my house is just too much pressure on me if I decide I DON’T want to and guys can really lay that pressure on thick. Plus he’d know where I live. One of the guys I slept with once last year STILL freaking harasses me and I am SO GLAD he doesn’t know where my house is. He tries to make me feel guilty for not wanting to see him again when actually the first night I did because I was under a lot of pressure and he basically ripped my clothes off and just started licking me. Then he was holding me down and not letting me get up to leave when I wanted to. I have had other experiences before where I ended up sleeping with someone I really wasn’t that excited about because I felt obligated and just in case I wanted a chance to assess things in a public setting.

I was an hour and a half later than I expected for meeting him. I felt bad but had to run my kids to their dads and come back which took about an hour and then was trying to clean up around the house before having anyone over. That’s another reason I don’t really like to have guys over at MY place. I have kids and there is always some cleaning up to do after they leave and it interferes with me trying to get ready to go out. Like, who wants to be cleaning the toilet and sweeping right before a date and right after showering? UGGH. It’s not putting me in a sexy mood, lol, and I start feeling resentful like can’t this guy just get a hotel or something and here he is wanting me to hurry and get there. Don’t worry, I kept him updated as to when I was coming and I had TOLD him beforehand that it was just an estimate as far as the time, but he did have to wait awhile.

What kills me is that later he claimed he was getting a hotel here in town because he wasn’t planning on driving straight through due to it being late. WTF? Then why the hell didn’t he get a hotel BEFORE the date and spare me all the extra cleaning (I had told him that is what I had to do). Why did he need to come to my house? SMFH Driving my kids to their Dad’s house is annoying to me too. It’s way out of my way and costs a lot of gas money. His vehicle isn’t working and I feel like in some ways he is deliberately sabotaging things for me. He’s passive aggressive like that. He keeps making our lives more and more difficult and I think it’s a continuation of the emotional abuse that went on in our marriage.

So I’m not in the best mood but I got myself together and all fixed up and headed to the sports bar where we were meeting. It was packed and he was sitting just inside the door. He doesn’t look nearly as attractive face to face as he did in the pictures. He’s still a decent looking guy but there is just something I don’t like and can’t put a finger on it. I smell something that smells vaguely like, well…. shit, lol, but I don’t know where it is coming from because there are a lot of people there around him. I notice his teeth are a bit messed up in the front. Apparently he was careful to hide that in the pictures.

He hugs me and says that maybe we should just leave or go someplace else since it is so crowded. I sense that he is trying to get out of buying me a drink, which is a turn off too. I suggest maybe we should just sit at the bar and he agrees. We order our drinks and the guy cards us, so I whip out my ID (it cracks me up to get carded when I’m only 4 years away from 40 but whatever, lol, it happens every time I go out). However, he doesn’t have his ID and has to go back out to the car. He takes a long time and I start to wonder if I’ve been ditched but chat a bit with the bartender (who is a cute, kinda hot blonde guy). He apologizes for carding us but says he has to. I start to wonder about the guy I am with and how old he actually is. He does look kinda younger than I expected and I can’t remember what he told me before.

So finally the guy comes back and has his ID. I ask him how old he is and he states 26. Yeah, that is a little on the young side for me. I’ve never really been a cougar and my one experience with a 22 year old made me feel awkward even though he was handsome and nice and okay in bed. It just felt weird and I couldn’t do it again even though he wanted me to. Generally, I Iike men my age or older, though a few years younger is okay. My fuck buddy just turned 29.

I think I smell that smell again and I am almost sure it is coming from him. Gross. I’m starting to think I definitely don’t want to do this. However, we talk for a bit and he is nice. He is in college and majoring in Psychology, which is what I got my degree in. He works in a group home which I have also done in the past. He’s nice but I’m still not feeling the connection. Something about the look in his eyes, I just don’t feel it…and the smell. He’s not bad looking or anything, but not what I expected and while he looks muscular it’s not nearly so much as he seemed in the pictures. He’s very tall though and says 6 foot 3.

When the bartender asks if I want another drink I say no, thinking I don’t want him to have to pay too much since I am not really feeling him. He says come on have another one and tells the bartender to get me another Mojito anyway.

After our drinks he pays and we head outside. He asks if I want to head back to my place and I say I’m really not sure that I do. He says oh, you are nervous huh and says he will walk me to my car and we can talk a bit. So we are standing by my van and he keeps saying I must be nervous. He tries to kiss me and I kind of pull away. He keeps talking about how nervous I am and I tell him I’m just not feeling much chemistry and not sure I want to do this.

He keeps telling me it is because I am nervous and says I will change my mind once we get back to my house. I say I don’t know that I want to go back to my house and he says I am just nervous and we should sit and talk in my van for a bit. I reluctantly agree and he gets inside. He tries to kiss me again and yeah there is a faint smell of crap. Yuck! Did he step in dog poo or is he unwashed or what? Ewwwww…. I pull away and say I am not ready for this. So he starts trying to put his hand between my legs. I push him away and say I really just don’t know if I want to do this.

He starts asking me if I have ever brought a guy back to my house the first time we met from the site and I say no, which is true but I have done so from other sites. Still I don’t want to encourage him. So he goes on about how I am just nervous and will change my mind once we are in a different setting. I say I really don’t think I will so he launches into an argument about how this is the “perfect time” and we have “a great opportunity” to do this. I tell him repeatedly that I don’t feel the chemistry with him and also he is younger than I expected (I later looked at his profile again and it says he is 110). He keeps saying he thinks I am hiding something that I will end up telling him later. So when that doesn’t work I use the Professor as an excuse and say I am in a bit of an open relationship but I don’t want to hurt him too much by sleeping with just anyone unless I am really feeling the chemistry.

Over and over he keeps trying to convince me (by arguing, totally unsexy) that this is our opportunity and that if I don’t do it now I will regret it later and be texting him and wanting to meet again to feel the chemistry. He says he is not good at conveying chemistry till we get to the bedroom. I tell him again that I don’t feel it now and don’t think that will change and don’t want to go back to my house. He asks what it is about him that I don’t like and was like “you liked my pictures, didn’t you??” I said it’s not anything about his looks and that we had a nice conversation earlier but I’m just not feeling him. He kept demanding I be more specific as to why I didn’t like him. I wasn’t gonna say “you smell like dogshit” but also I didn’t feel it with him at all so kept focusing on that. He didn’t like my vague reasoning, but what was I supposed to say?

He starts to get a little angry and I tell him I feel too pressured. So he asks if it’s because I am afraid he is going to have a one night stand with me and never talk to me again. I say no. (Oh, Hell no, more like I am afraid he would become clingy, needy, annoying as hell and turn into a stalker like a couple of guys I have slept with once in the past). This went round and round and round with him trying to argue and me trying to get rid of him for OVER AN HOUR AND A HALF. A couple times he tried to kiss me again and tried to rub my clit over my pants. I pulled away and told him I just didn’t want to do this and that he was pressuring me and he said he wasn’t going to force me to do this but that it was a “perfect opportunity”. Sigh…guilt trip after guilt trip.

One of my children called me on the phone (thank God) and I said I need to go pick them up. He acted angry that I wasted all this time being “unsure” when we could have been doing other things and said he would like to meet me again on Sunday when he comes back through and maybe then I would feel the chemistry. He asked where we were going to go from here and whether I would want to talk to him again. I said “I wouldn’t waste your time” and he said “oh but it’s not a waste of my time at ALL, you are gorgeous”. Repeat about 5 times. No, I am not feeling it, DON’T WASTE YOUR TIME. I am sorry this isn’t going to work.

He acted like I was breaking up with him or something and looked like he was about ready to cry. I felt bad but I just didn’t want to have sex with him. He blamed me that he was too tired to drive through to the other city but he had known beforehand it was going to be late when he left. I said he still had plenty of time and he said no he had been planning to get a hotel and stay here because it was too long of a drive. He knew darn well I wasn’t gonna have him stay at my place because I was due to get my kids. At least he should have known that. No way a strange man is sleeping at my place with my kids there.

FINALLY, he gets out of the van, slams the door like he is angry and looks like he wants to cry. I feel bad but I just had NO DESIRE to sleep with the man. This is why I HATE going on dates with new people. You just don’t know for sure if you are going to like them and guys cannot take it when you say no. UGH, UGH, UGH!!! I wanted him to leave so badly but he just wasn’t accepting it. I don’t know how I could have been any more clear other than to say “GET THE FUCK OUT” which is not something I am comfortable saying. I am way too polite for that and hate to hurt people.

I thought the Professor would be glad I didn’t sleep with the guy but when I told him the short version of the story (that this guy had spent an hour and a half trying to argue me into sleeping with him) he was like “well, what do you expect, you met him on a sex site!!” I asked if he felt that meant I was obligated to have sex with him and he said no but that is what guys are going to think. Surely they have to understand that it may not work out in person just because you liked them online though!! How hard is that to comprehend? I did not make him drive to my city, he was supposedly coming through anyhow. I don’t like this kind of pressure at ALL and truth be known I am pretty darn picky. It makes me DREAD meeting new people in the future and possibly having to go through all this again.

Just because someone’s pictures look good does not mean in person they will be what you thought. I have come across that more than once and was bound and determined NOT to have sex with anyone I didn’t feel completely comfortable with and turned on by, from a sex site or anywhere else! How the hell would I be turned on enough to have sex after an hour of him trying to ARGUE with me and debate and convince anyway? He was NOT doing anything to make me excited to sleep with him. I definitely need a little bit of that from a guy to be attracted. I do feel bad that his time was wasted but I don’t owe him sex. I’m actually proud of myself for standing by my guns and saying NO despite all the pressure. I can’t believe the Professor didn’t get that. MEN. Sheesh….