Posts Tagged compatibility

Half Day Fun

Monday at work, I received a email from UPS notifying me a delivery attempt was made. When I arrived home Monday night, I had a notice on my door from UPS. They’d been there earlier in the day and attempted to deliver the leather chair I ordered. No one was home, but luckily the driver gave me his cellphone number so I could call him when I got home. I called him, and he delivered my chair around 7:30 at night. (I love my UPS man!)

I’d already informed work I’d be taking a half-day to accept the chair, so I kept those plans. It would allow me to take care of a few things after my emotional trip to LA.

Since I didn’t have to get up early Tuesday morning for work, I decided to reach out to a guy I’d been chatting with for quite some time on Grindr. I was very apprehensive because he was so young. He is 22 and is still in college. I told him straight up my hang-up with his age. That being said, I still agreed to meet him, but I explained it wasn’t an ideal situation.

When we first talked on Grindr, he was looking mainly for a hookup. He had an amazing body, but I was making an effort to calm down with the hookups. I told him I was looking for something more substantial. He was very interested in this response, but he already showed his cards. I knew he was there more for sex. We agreed to meet up for a drink sometime, and I went to bed.

Tuesday morning, I let my hormones get the better of me. I woke up horny as usual, and I found him on Grindr once again. I asked him if he wanted to come over. The conversation quickly morphed into sexual territory.

We both talked about a few fantasies, and I quickly learned he had an adventurous side. I was very turned on, so I told him to come over. He explained he needed to shower but would be up for coming over. I too showered in anticipation of his arrival.

While we talked about our fantasies, we discussed a little fun when he arrived. I told him how hot it would be if he undressed in the hallway before entering my apartment while I watched through the peek hole. He was more than enthusiastic about this and agreed.

When he arrived at my apartment, I buzzed him in. He came to the door and did exactly as we discussed. I was so incredibly turned on watching from the other side of the door. When he was left in his boxer briefs, he knocked. I let him in and led him to my room. We chatted very short bit before we started making out. He stripped me down to my boxers as well, and we embraced each other while we made out on the bed.

He had a great body — Plenty of muscles and lots of definition. He had the cutest smile as well! Warning: The following may be too graphic for some. This escalated, and the boxers ended up on the floor. I couldn’t keep my hands off him. He was the best looking guy I’d been with in a long time. He was also one of the best kissers I’d been with since I can remember.

Before he came over, we chatted about positions. He told me he usually was a top, but he wanted to bottom for me. He told me he had little experience in the area, but wanted to try it out with me. As things escalated, I whispered in his ear my desires and asked him if I should get a condom and lube. He enthusiastically said yes.

I made sure to take things VERY slow. I was treating him as if he was a virgin — Not my first. It took a little time, but after a short bit, he was very much enjoying himself. I could see waves of goose bumps flowing over his body. It was incredibly sexy. I’d finally found a match for passion in the bedroom. He had the right mix of intimacy and sex, and I was thoroughly enjoying myself.

It became necessary to take a break so he could catch his breath. We talked while he relaxed, mixed in with some more passionate kissing. After some time, we made our way to the edge of the bed and tried a new position, which we both thoroughly enjoyed. It’d been a long time since I was with a man in which I felt our bodies become truly one.

When he had his fill and couldn’t take anymore, we laid next to each other and pleasured ourselves. For once, it didn’t take me too long before I finished. He made a comment about being impressed, but was unable to finish himself. I immediately pegged him as someone who had the same problem I did.

We laid there for some time cuddling. I took a lot of time to take in his smile. It lit up his entire face. He was very cute. He is of a Middle-Eastern decent, which I would never say is my type, but I was really attracted to him.

This guy was one of the few who would be a repeat offender. He too expressed his desire to see each other again as we both got dressed. I was still incredibly turned on watching him stand naked in my room while he put on his clothes. I wasn’t just attracted to him sexually. I could tell he was a special guy. I was attracted to him on an emotional level as well. I just worried about our compatibility. I’ve been out in the workforce for nearly six years now. He still hadn’t even graduated college. I’m not one to discriminate based on age, but I do discriminate on life stage. This would either be a guy who expanded my horizon, or proved my rationale — Only time would tell…

, , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , ,

1 Comment

Valentine’s Heartbreak

I needed to be honest and upfront with PR. He deserved that at the very least. However, this was going to be a very delicate situation. I wanted to make sure I didn’t hurt his feelings. I really did like him and wanted to be his friend — I just didn’t think we’d be a good match to date each other. I gathered up a little courage (if I was truly courageous, I would have called him on the phone), and I we had the following exchange:

Me: After you left yesterday, I gave our compatibility a lot of thought. I have bigger doubts now. You and your friends are into the scene, and that’s not really my thing. Then there’s the sexual compatibility issue was well… And we’re in very different places right now. I can see you’re still recovering from your breakup. I don’t want to seem callous, but I don’t want to lead you on. I’d rather take a step back from this now, rather than when we get deep into things and serious feelings develop. You’re a great guy. I think very highly of you, and I hope we can remain friends. I’m sorry if this comes as a shock, but again I thought it better to speak up now.

PR: Okay. I just saw this. I understand your concerns. But I would like to say I’m not all about the “scene.” I do enjoy going out with my friends, and that is exactly all it is to me. Regarding our sexual compatibility, I thought I was making it clear that I am willing to be versatile for you. I get the sense that this is more about my moving back home and where I am in my life right now. Obviously I recognize I’m not in the most stable position in terms of my job, but I’m working to change that. As for my emotions, I can honestly say that I’m over my previous relationship. Yes, this is a bit of a shock. I know we were moving quickly. And I am willing to slow down, but as I understand it, you are asking to just be friends. Is this correct?

Me: I know you’re willing to be vers, but I’ve been down this road. With my last relationship, I put sex on the back burner for things I thought could make up for it. I learned my lesson. I told myself I would find someone with great sexual chemistry with me. I told myself I wouldn’t settle. As far as the scene things, Griffin doesn’t sound like fun to me, and I know how much you enjoy it. We’d end up constantly making sacrifices for each other. I have no desire to put on a wig and dress up. I’m not judging. It’s just not my idea of fun.

PR: I guess what I’m asking is have you made up your mind? I thought the distance might be a good things so we would take things slower.

Me: You’re moving home and the job search thing are factors, but not the main obstacles I foresee us running into going forward. I just think we lead different lifestyles. We have a lot in common, but we also have a lot of different priorities. I don’t think slower is going to change things.

PR: As far as the dressing up thing, I did that for the first time in my life for a couple of hours! I never said or expected you to do so. I understand the sexual aspect. And, I agree it’s a big concern. But I thought it was workable. I felt our chemistry was worth exploring and being versatile. My priorities and getting myself in a stable position in my work and home and to one day be able to share all I have to give with someone and build a home and life together. Listen, I thought we had great chemistry. I’m not trying to argue or beg. I just feel like maybe you have some misconceptions about what I value and look for in a person.

Me: I think I have an understanding of what you’re looking for, but I don’t want to sacrifice who we are to make the other happy. It never works. Been there, done that.

PR: I just don’t understand what sacrifices you’re talking about. I don’t believe you were faking the whole time. I feel like something spooked you and you’re not telling me. It sounds like you’re saying I’m too gay for you. But you have never voiced anything like this when I spoke of things like Griffin. I mean this is a drastic reversal from when I last saw you yesterday.

Me: I wasn’t faking it, but we only spent time together. We weren’t out with your friends or mine all that much. It is a reversal because I took a step back and looked at the week and what I learned about you. I didn’t say anything about Griffin because I try to have an open mind, but I need to make changes or I’ll keep repeating old mistakes.

PR: Okay. I wish you the best of luck.

Me: Please don’t be that way. We obviously have a lot in common, so we should be friends.

PR: I would like to be friends. But, I am hurt.

Me: I’m sorry. That’s not my intention at all. That’s what I’m trying to avoid!

PR: I know. It’s better you told me now. I’m not angry or anything towards you. Just sad. I was really looking forward to seeing you tomorrow and had something special planned.

Me: I’m very sorry. I didn’t want to get into tomorrow under false pretenses. That wouldn’t be fair to you. I knew you’d do something utterly sweet.

And with that, our week-long intense relationship came to a close…

, , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , ,

5 Comments

A Perfect Weekend

PR and I had a lovely dinner and topped out night off with a scary movie marathon. When we were sufficiently scared and tired, we went to bed.

I purposely turned off my alarm that night because there was nothing pressing to wake up for in the morning. We could sleep in and enjoy each other’s company in my uber comfortable bed.

I liked sleeping with PR. We snuggled and cuddled before finally dozing off. He didn’t wake me throughout the night with tossing and turning like so many others do. We slept well together. Of course, in the morning, we shared more than just cuddling or spooning.  There was still plenty of snuggling, but things escalated to a new level with the discovery of his matching morning libido. We didn’t have “sex,” as in we didn’t have penetration, but we did just about everything else.

Warning: The following may be too graphic for some. While our mouths went wild exploring every inch of each other’s bodies while our hands enjoyed the touch of skin in symphony. I was constantly lingering at his back door as well. I was testing his limits. I wanted to see how comfortable he was with me back there.

He even mentioned his interest in bottoming for me, but it wasn’t going to happen immediately. He needed to warm up to it first; rightfully so, considering it’d been years since someone penetrated him. I was willing to be patient. I was just concerned that it would happen at all. His willingness to play ball in down the road was reassuring.

It was late when we finally motivated ourselves to get out of bed. I think it was our grumbling stomachs that finally inspired us to make moves. I cooked us another breakfast while he sat on the island chatting with me. I was getting used to having him around, and I liked it. He was a very caring and sweet guy — A hopeless romantic much like myself.

After we ate breakfast, we cuddled a lot on the couch. I was still horny from the morning romp and started to get frisky, pulling down his shorts and exposing his ass. He was getting a little bashful since we were in front of my apartment widows with the street below, but chances are no one was able to see him. At one point, I even completely removed his shorts. It was cute watching his bashful squirm. I was starting to get off on it.

We decided to go to the gym, so we finally picked ourselves up off the couch and went to the bedroom to get ready for the day (now that it was about 3:00). Of course we didn’t simply get changed and head to the gym. We got frisky once again as I pulled him onto the bed. He certainly wasn’t complaining.

My motivation to have bigger biceps finally overtook my sexual desires, and I suggested we finally get ready for the gym.  He went home to change, and I got dressed. He was starting to take a long time, so I told him I’d just see him there — I was on my way.

I nearly finished my workout before he arrived. It was slightly awkward cause I wanted to kiss him when I saw him, but I didn’t want to make a scene. We had plans to go to a Super Bowl party together, so I told him I was going to head home to shower and get ready. I implored him not to doddle since I didn’t want to arrive at the party after the start of the game. He assured me he’d be ready in time.

Once again, he was running behind, but after hopping in a cab, we arrived at the party just in time for kickoff. A lot of my friends were there, so I introduced him to everyone. This was going to be a test. He would he interact with my friends? Would he be outgoing? Would they like him? I care a lot about what my friends think of the guy I’m dating. I was trying out a new strategy this time around. I was introducing him to them much sooner than guys past.

The whole time, I sat next to him on the couch watching the game, I wanted to hold his hand or have him sit in front of me in my arms, but it wasn’t that kind of party. I would keep my hands to myself. I wanted to jump his bones the whole time we were there. I was showing restraint however.

When the game ended, we walked home with D. The majority of the second half, I kept expressing my desire for cake, so we decided to stop at the A&P and grab something. D got some cake as well, and since he lived nearby, we made a pit stop at his place to relieve our bladders and snag a bite of his cake.

PR came back to my apartment to share the carrot cake I bought for us. While we walked, he asked me the most forward question any guy on a date has ever asked me: “Have you ever had any STDs?” I paused for a moment in shock. I indeed did, and it was an embarrassing story. I wanted to know if he equally shared in my shame before I would volunteer that information. He told me he did, so I explained the time I contracted chlamydia. He then recounted the story of the time he got crabs. It was a bizarre but interesting conversation.

While we ate cake, we discussed zodiac signs. We looked up each of ours and checked the compatibility. I don’t believe in that sort of thing, but it was fun and something to pass the time. We moved things to the couch to relax and discussed everything. I told him about all my exs and he told me about all his. We sat there talking until we realized it was 2:00am. I asked him if he was going to stay the night, and he graciously accepted.

Sleeping with him just felt so right. I was happy to have him there. He was a good guy, and I was really enjoying his company. I liked where this was going, but his future was a little uncertain. He was applying for numerous jobs and attempting to figure out a more permanent living solution. For the meantime, we were meshing so well, and I was enjoying every minute of it.

, , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , ,

5 Comments

Unexpected Lovin’

All week long, I was still reeling from my date with Prince Charming. He was really everything I was looking for in a man. Mature, driven, sexy, interesting, masculine… the list goes on. However, I couldn’t limit myself to just him. I needed a distraction or I would end up driving him away. Pillow seemed to have fallen by the wayside. Not sure what went wrong there, but I wasn’t going to put any more effort into chasing him down. After coffee with the midtown trainer, I realized the potential we had for compatibility. He seemed like a really great guy. On top of that, he was texting me asking when we were going to finally go out again, which is always a good sign. Apparently I made a good first impression.

We agreed to go out for dinner that Wednesday. He chose an Italian restaurant, Il Melagrano in the neighborhood between his gym and apartment. When I arrived, he was already sitting at a cozy table at the back of the establishment. I apologized for being slightly tardy, and we got to it.

We chatted a bit about what we were going to order, and then turned the conversation to our days so far. He had a very busy morning, while I had a day mainly filled with surfing the internet. When that conversation got stale, I brought the conversation back to something we spoke about on our first “date” — His skydiving trip. He was very excited, and we joked about all the possibilities of things going wrong and what he could do about it. When age came up, I could see he was uncomfortable with how much younger I was — Seven years. I told him not to think about it and to judge me on my actions and words and not my years on the planet. We changed topics of conversation periodically from working out, to work attire, to the Tough Mudder, to Fire Island, his dog and so on…

When our meal arrived, we continued the conversation. I feel as if I was doing a lot of the talking because he finished his food much sooner than I. When I realized this, I started asking more questions and did less of the talking myself. The conversation flowed well over our single glasses of wine, but it wasn’t 100% fluid. At one point during the conversation he mentioned his studio apartment: “Well, you’ll see it some day when it’s not a complete mess.” It was nice to hear, because it showed promise of another date and signaled to me he was a gentleman.

After coffee and desert, I walked him home. The conversation on the walk was much more jovial and relaxed. I felt very at ease with him. When we got to his apartment, I was ready to say goodbye on the street, but he invited me in to his lobby. We started making out and things began to get heavy. He backed himself up against the wall and pulled me in closer. His hands were all over my body, including down my pants, and I was seconds away from him having my shirt completely off. At that point, he paused long enough to hit the elevator button, signaling an invitation upstairs.

From the look of him, he was tipsy off the one drink we had at dinner. I wasn’t expecting to move this fast, so I was a little caught off-guard. I liked this guy and debated if I should be doing this with him already, but I just went with the flow like I usually do. When we entered the apartment, I got to meet his dog. She was very cute and friendly. He put her in the bathroom so she wouldn’t bother us while we got busy.

Seconds after I sat on the couch, he ripped my shirt off. At least I knew he was attracted to my body. Him being a personal trainer, I was self-conscious about my body. His was nothing short of spectacular, so I was hoping I’d live up to his standards.

We moved things to the bed, and both of us had our pants around our ankles. We were doing some heavy petting and grinding. It was a good time, but once again, I was having second thoughts about this. After some more fooling around, he finished. I wasn’t able to join in the fun as my head was a bit distracted. And then, on top of that, I was worried he’d wonder if there was something wrong with me or if I wasn’t attracted to him. Neither was the case. It’s just something that has always been adversely affected by mental distraction.

While he went to clean up, I began to put my pants back on. He already established he was getting up around 5:00am to go for a run and had a 6:00am client. I knew he wouldn’t want me to linger for small-talk. He came back and sat next to me with the dog at our feet. She already took a shining to me after I gave her an extensive belly rub, but when he went to give me a kiss, she started making noise. At this point, he made a game of it and started testing her, scolding her between every kiss until she didn’t make a sound.

At that, I gathered my things and said goodbye with a kiss. I walked down to Port Authority to take the bus home. Normally, my MO. was to text immediately and tell him how much I enjoyed the date, but this time I waited to see if he texted me the next day to see if he was interested, especially since the night didn’t end exactly smoothly. Only time would tell…

, , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , ,

Leave a comment