Posts Tagged caring

Glued to the Bed

Waking up with one of the sexiest men I’d ever met, Clark Kent, in my arms would make any morning spectacular. On top of that, I had no obligations to fulfill that day. It was Saturday, and I was ready to lounge around. Sure I had plans to go to the gym and grocery store, but that would wait until much later. Right then, there was a gorgeous specimen of a man in my bed, and I wasn’t going to let him go to waste.

I cuddled and snuggled with him. It was finally 11:00am when I was conscious enough to remain awake for more than a few seconds to shift our spooning positions. I don’t think there was a moment we weren’t in contact with each other throughout the night. Even when we were sleeping on opposite sides of the bed, my hand was on his thigh.

Warning: The following may be too graphic for some. When we woke, things started slow and progressed rather quickly. We were both naked before we knew it. Eventually, we found ourselves in a familiar position. I had my face buried in his backside. He always derived great pleasure from this, and I wasn’t shy about delivering. I even pulled out some of the tricks I learned in the Tickle My Tush book once again. Oral penetration eventually led to full penetration. He felt amazing, and I was not in any hurry to stop. Every thrust was better than the last, however, whenever I slowed the pace to both give myself a break and to enjoy the friction, he would protest, “DON’T STOP!” I picked the pace back up again and pushed as deep as I could go. He let out constant moans of pleasure, this time at a decent volume until he needed to stop to catch his breath.

He immediately turned over to face me with a look of exhaustion/excitement in his eyes. “Baby! You feel AMAZING!” he exclaimed. I dove on top of him and began to kiss him passionately. I told him how great he felt as well between zealous kisses. I took his legs and lifted them high and began to penetrate him again. It felt incredible. When I finally stopped, he said, “I love when you take me from behind, but this way… I dunno. You just hit the spot every time!”

We laid intertwined with each other enjoying the moment. We had great sexual chemistry. It had been such a long time since I’d shared that on top of chemistry outside the bedroom. Standard issue seemed to be one or the other as of late. CK was the full package.

After considerable amounts of cuddling, he climbed on top of me while I arched my back and gave him everything he wanted. I knew that morning my roommate’s friend slept over. I’d already heard them up and talking. I was a bit reserved in my morning romp with CK out of slight embarrassment. While I didn’t care if they knew I was having sex, I didn’t want to be overly loud about it. I buried my face in the pillow and let out my grunts and moans through a heavy down filter. When the moment hit, he pulled out and finished on my back.

Most straight women don’t understand this, but when a guy finishes on you, it can be incredibly hot, not something to turn your nose up at. It is a sign that you truly excite them. For me it’s validation, and it’s an incredible aphrodisiac. Many times, seeing a guy shoot is what it takes for me to finish as well. He asked where I kept the towels, but I was incapable of words. Only grunts came out. I tried with all my might to use my arm to reach down to my nightstand drawer, but no matter how much I concentrated, I could not move. I finally gave in and just lay there accepting defeat. “I’m glued to the bed,” I told him. “You will be glued if you roll over onto your back,” he added through a laugh. My body was in full orgasm. After about ten minutes, I regained composure and handed him a towel to wipe my back.

We rotated and lay in each other’s embrace. I was enjoying everything about him. He was witty. He was fun and adventurous. He was smart. He was incredibly sexy. Most of all he was passionate and caring. He was exactly what I needed – Exactly what I was looking for. We enjoyed the embrace for some time before he finally began orally pleasuring me – One of his favorite activities.

This time it felt amazing. I closed my eyes and concentrated on how good it felt. I imagined penetrating him and his mouth being his insides. It felt amazing. I thought about how good it would feel to explode inside of him, and that’s when it finally happened. I gave out a warning, and began to explode like a fountain. CK was greatly excited by this and took advantage. “Wow! You really weren’t kidding. Hidden talent indeed,” he added. I simply smiled and began giggling from his gentle touch tickling me.

I was so incredibly relieved. I’d finally finished with him. I didn’t want him to take it personally or worse, think I was broken. I told him early on of my issue, but he seemed to be quite understanding of it. That doesn’t mean he didn’t bring it up periodically, further stressing me on the issue, but regardless, I finished and made him happy.

We made our way to the shower, where the fun only continued. We quickly found ourselves back in bed together sans clothing or towels. We just lay intertwined for almost an hour. We’d already spent the entire morning and part of the afternoon together in bed. He was answering texts on his phone periodically and showed me a text from his mother. It mentioned being at [One Gay At A Time’s] and her reply was: “Hoboken sounds nice. Why don’t you look for a place there?” However, he told me he couldn’t afford any studios in Hoboken. I was touched he’d mentioned me to his mother and was excited he actually entertained the idea of living in Hoboken.

When my empty stomach couldn’t take it anymore, I suggested I make us breakfast. I told him to stay in bed while I whipped something up. I took some of my world-class pork and apple sausages out of the freezer, scrambled some eggs with cheddar cheese, and buttered some toast. I returned to the room to get his coffee flavor or choice and let him know breakfast was ready. He emerged shortly thereafter and joined me for breakfast. “If you’re trying to win me over, you’re going about it all the right way!” he said after shoveling some of the sausage into his mouth. This was the second time I’d heard him say this.

After we finished eating we made our way to the couch. We were both shirtless the entire morning and afternoon. My roommates and their friends came and went and we paid them no attention. We watched TV and movies all afternoon. When it was getting to be about 4:00, he admitted defeat and suggested he just stay. He wasn’t going to make any progress finding an apartment at that point, and he much rather stay with me anyway. With that, we both smoked a little and enjoyed each other’s company in front of the TV.

We ordered Mediterranean for dinner, opened a special bottle of Malbec I’d been saving for the right guy and had more of the pineapple upside down cake for dessert. We watched Bridesmaids and other movies the rest of the night. We stayed on the couch all day until we both passed out. When he finally woke me, it was 1:30am, and we made our way to bed. I was exhausted, and I’d done absolutely nothing all day long. It was some of the best absolutely nothing I’ve ever done. Every last second of it.

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Superman Returns

Sunday, I made plans with my Superman — My Clark Kent. I was very excited and could hardly wait.

I barely knew him, but I could already tell we were quite a match. On top of that, we weren’t even done the first date before he planned to see me again. It was his suggestion for us to catch The Hunger Games Saturday morning while we had breakfast.

I texted him and invited him to come over to Hoboken. We would take the motorcycle out for a ride before the movie. I ran a lot of errands that morning in anticipation of his arrival later in the afternoon. As the day progressed, the weather looked like it would cooperate less and less. The sky was covered with clouds and the wind picked up significantly. It looked like it would rain any minute.

I texted CK and suggested we hold off on the ride, and I just come into the city to see the movie. It would make things less complicated, and it would give him something to look forward to in the future.

He agreed with the new plan. I met him at his apartment with plenty of time to catch the movie. He suggested we hit up the rooftop since I didn’t get to see it the first time I was there. How could I say no to that? When I got to his apartment, we went directly up to the roof. We spent time checking out the sights, cuddling and taking pictures like we’ve been a couple for a year already. I was crushing hard!

We sat and talked, and he suggested we catch a later showing so we could relax and not have to rush to the theater. I wasn’t going to object to anything at this point. I was so happy. I was just going to go with the flow.

We finally made our way to the theater. He insisted on buying my ticket. I protested since there was no reason I couldn’t pay for myself, but he continued to insist. He wanted this to be his treat. I relented, but was sure to pick up the tab for the pretzel bites and soda.

We made our way into the theater and got great seats. Almost immediately, the PDA began between us. It wasn’t gag yourself PDA. We were simply holding hands or caressing each other’s arms. It was my kind of PDA. I was quite enjoying myself!

When the movie was over, we made our way to the street and discussed the film while we walked. This was his second time seeing the movie. He expressed interest in reading the book, and I strongly encourage him to. I was already part of the way through the second book in the series of three.

We held hands while we walked and at times put our arms around each other. I could hear a lot of people making comments, and some even began to shout or hoot and holler at us. A few of the comments were jeers and a few were shouts of support. This was not something I was used to, but it was something I would have to learn to shrug off. I’d walked through the city being affectionate with other guys before, but it never gathered this type of reaction. At one point, CK acknowledged the comments, asking, “Are they still honking at us?” I told him I thought so, and we kept walking. Frankly, I was a little surprised by it all. We were in midtown west — Smack dab between Chelsea and HK, two of the gayest neighborhoods in NYC. I had a feeling a lot of the commenters were out-of-towners, and many of them were young guys.

When we got away from the crowds, he commented how he liked how I was into the hand holding. “Not all guys are into it. I’m glad you like it,” he added. I told him I liked little signs of affection, but I wasn’t into the far more obvious public displays. I told him I’m not much for making out in public.

He also mentioned the idea that had we planned better, I could have brought clothes to wear to work the next day and spent the night, however, he was happy we weren’t taking things for granted. He was happy with the pace of things, even though he wouldn’t have been opposed to sharing his bed with me.

We stopped by Pinkberry on the way back to his rooftop as per his request. We ordered ice cream and shared spoonfuls with each other as we walked up the street. When we got back to his place, we headed straight to the roof.

We laid on one of the outdoor couches together and got comfortable while we ate our ice cream. We talked for a while before we ended up making out. Things stepped up to the next level when he undid my belt and began orally pleasuring me with one eye on the door. It was risky but I wasn’t fully exposed. I liked his passion and excitement. I’d finally met my match in terms of a decent, normal guy with a healthy sexual appetite.

After some time, he asked, “You wanna continue this downstairs in my apartment?” I told him I was totally game, and we descended the stairs.

Warning: The following may be too graphic for some. It wasn’t long before we were both naked in his bed. There was significant foreplay before he asked if I wanted to penetrate him. I was completely engulfed in our passionate romp and nodded my head in definitive agreement. “Yes! Like no other!” I added.

Then, I’m not sure how things switched so quickly, but as I was grinding on his backside, and stopped to put on a condom, he turned to me and said, “Can I f*ck you?” A long time ago, I made a rule for myself I would not bottom for a guy unless we were in a relationship. It wasn’t something I really enjoyed, so only special guys would receive the privilege. I had very strong feelings for him. I wanted to share something special with him already. I could hear A’s voice in my head telling me no sex until the third date, but that voice in my head was no comparison to the passion of my other head. After all that thinking, I said, “Yes.”

Like that, he started making out with me, and he had me on my back. While we were making out, I set the open condom down on the bed. He was already putting it on. I thought he was going to top me after I topped him. I didn’t realize I was giving up my position first. I was a little disappointed, but I let it happen anyway.

I told him it was a very long time for me since any guy had been inside me. I told him he’d have to go VERY slow. He began to slide in when I gripped his leg and implored him to stop. He told me to relax and just hold it there, but I insisted he pull out. I needed a break before we could continue. I know he thought it would be better if he simply held it there, but I was being painfully stretched. He wasn’t exactly a small guy — Quite the opposite. He pulled out, and I could see the disappointment on his face. He thought that was it, but I wasn’t giving up that easily. I just needed a second to relax again. He began kissing me in a caring way. It was as if it was his way of saying, “I never want to hurt you again.” When I regain composure, I directed him to begin again. Delight spread across his face at this news.

This time was much easier. He slid in with no problem, and began gyrating. It’d been some time since my prostate was stimulated like that, so part of it was discomfort and part was unexplainable pleasure. I never finish from bottoming, but I always have a full-body experience. I rarely can walk afterwards — Not because I’m so sore but more so because my legs go limp.

He continued until he was close, pulled out, ripped off the condom and shot all over my chest. It was very hot to watch him explode with gratification. He expressed how great everything felt, and we both laid there incapacitated. He told me how awesome he thought it was that I would flip so readily and let him top me. I told him I thought it was the best way for any healthy relationship. Both partners get to experience it all. Even though I didn’t always enjoy bottoming, I found it to be the ideal situation.

We cuddled for hours after that. We even dozed off for a period. When I woke, it was two am. I checked the schedule for the next PATH and made sure I was on it at 2:30. I said goodbye to him with a very passionate kiss, and we talked about when we’d get to see each other next. It was clear I couldn’t get enough of him. Now, the question was, did he feel the same way about me?

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Vintage Closet

Before my trip to Washington DC, I started chatting with a few guys on Grindr. It was bad timing for the trip to come right after “meeting” them, but it would have to do. On my way back home, I made plans with a few guys over text for dates to get to know them.

One of the guys I was talking to was a bit older. He seemed like a great guy, and he was very interested in me. Of all the guys I started talking to, he texted the most. He seemed sweet, caring and attentive. While away, he asked how the blossoms were. He genuinely took an interest in me. He was texting me like a high school girl. I wasn’t annoyed. I was flattered. We made plans to grab a drink Wednesday evening after work.

Since Southern Drawl didn’t want to go to The Breslin, I proposed he and I meet there for a drink. It wasn’t far from my office, and it was pretty centrally located in Manhattan. We set a time, and I stayed at the office to kill time until he could make it there.

He ended up arriving early, and he texted me to let me know. I quickly left my office and speed-walked the ten blocks to the bar to meet him.

I wasn’t sure what I’d be meeting that night. From his picture, he looked like a very mature man. He had white hair, and he told me he was possibly getting a haircut before we met. I encouraged him to keep his longer hair since I liked it, but it was his hair. I didn’t know which hairstyle I’d be meeting.

I walked in to find him standing leaning against the wall. It wasn’t too difficult to pick him out of the crowd, however, he looked much older than I originally expected. I invited him to follow me to the bar and ordered us drinks. I managed to snag two bar stools just as someone was getting up to walk away.

We dove right into conversation about work. We both worked in advertising at one point, so we discussed that for a while. The more we talked, the more relaxed the conversation became. I didn’t see this conversation growing into a relationship, but he was a really nice guy. There was no reason why I couldn’t share a few rounds with a nice guy. I really didn’t think we were compatible.

Somehow we got into philosophical conversation talking about life in general. He really liked my outlook on life. I wasn’t putting on a show or anything. I was just being myself. He really responded well to this.

During our conversation, he came clean on his age and informed me he was 36. That’s how old Smiles was, so it wasn’t the issue for me. He did, however, look more like he was 42. I wasn’t sure if I believed him about his age. I wondered if he was lowballing it.

We started talking about family and his family house in the Hamptons. We got on the topic of coming out, and I told him how fresh I was to the gay world. He responded well to this and told me he was new himself. He came out to a few of his high school friends, and apparently it didn’t go well. For them, it became a problem of an identity crisis. They didn’t know who he was anymore. I told him how positive my experience was coming out and conveyed my sympathy about his experience. He also told me his family didn’t know either. It appeared I was more gay mature than he was. This was a first. This was a 36 year-old man who was still living in the closet. I didn’t think I could handle that. If he couldn’t accept himself by that age, the road was only going to get rockier as we went along.

After three rounds, the time came to go home. He expressed his desire to go on a second date, and I let on that this was a possibility. I didn’t want to lead him on and seem overly zealous about it, but I didn’t want to break his spirit. We walked to the corner and said goodbye with a hug. We exchanged a few texts after that, but obviously nothing ever materialized.

It wasn’t that late, so I decided to text M.E. and see if he wanted to come over. He did, and when he arrived at my apartment, we immediately went to the bedroom. Warning: The following may be too graphic for some. We stripped each other naked and got right down to things. There was a bit of foreplay and a lot of making out before I reached for the condoms and lube. Since being with him, I had unprotected sex with someone else. I needed to keep his safety in mind. While in DC, my results came back with no STDs and HIV negative, but I didn’t want to take any chances. We had amazing protected sex that night and fell asleep in a spooning position.

When we woke in the morning, we fooled around until we hopped in the shower. There, we had sex once again. I’m always horny in the morning, so this was even better than the night before. When we finished showering, we went back to the bed and had sex there. At one point, I even turned over and let him penetrate me. I felt I owed it to him. He was incredibly excited about it. This didn’t last long because, as he told me, he had a hard time keeping an erection after he’d been penetrated. I was okay with this, being as it’d been a long time since I bottomed.

We laid with each other, and I tried to finish myself off but to no avail. I had a dentist appointment to get to that morning, so I could no longer dawdle. I was already late the way it was. This was going to be a rough day. How was I ever going to concentrate on anything!?

M.E. gave me a ride to the dentist, and I gave him a kiss goodbye.

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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.

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