Showing posts with label Kyle. Show all posts
Showing posts with label Kyle. Show all posts

Friday, February 23, 2007

Reading week (part 2)...

Kyle stepped into the bathroom, and I put some porn on my computer. I mean, it wasn’t like we were having intimate, personal sex together, we were going to jack off with our new toys, and it’d be nice to have some good steamy sex going on in front of us. Besides, with the sex from the night before, I wasn’t exactly eager to have a repeat performance.

With both of us lubed up and ready to go, I grabbed my stimulator and slid it into my ass. It’s not a big thing, so I had no trouble getting it in, and immediately it felt good. It rubbed my prostate, releasing that great feeling, and quickening my pulse. I reached for the control, and clicked it on…

The vibrator came to life, sending waves into my ass, and causing me to let out some pretty good moans. Kyle looked at me and started to laugh, and I shot him a pissed off glance (or as best as I could with my eyes rolling up in my skull). He had noooo idea how good this was. Another click, and I was on #2, massaging my cock and the wand in my ass.

Somewhere along the line Kyle had started putting his butt plug in. I asked if he’d had anything in there before, and got the standard reply of ‘a finger or two’. I made sure he had enough lube, and told him to relax and let his muscles ease open. He did, and after a few minutes he had most of it in. I tried explaining how it might hurt the inner ring of the anus when he passed it over the last big part of the plug, and to just slide it out or let it sit when he felt tingling or pain. He was really good about it, and finally popped the whole thing in, and began to jerk off.

Meanwhile, I had moved up to #3, and was feeling pretty fine. The vibrations were strong but not intense, and it felt great to slide the wand ever so slightly across the inner part of my ass. Finally, I went to #4, and felt my balls start to well. Kyle put a hand on my abs, and laughed.

“Dude, you can feel that thing inside you!” he said, which I’m sure was fascinating to him, but very irrelevant to me at that moment.

I came hard, but not with as much volume as I’d predicted. I sat a moment longer, slowing the vibrator down a click at a time, until it was finally off. We cleaned ourselves up, I went to give the toys a wash in my sink, and we were off to Lisa’s for dinner.

Wednesday was more touristy things, another movie, this time Dr.No, playing at the Bloor Cinema. I love the Bloor, it plays all sorts of classics, and it’s so much fun to see old movies on actual film through an actual projector. True, the print was a bit faded, and sometimes scratched to all hell, but it’s still great. Unfortuantely the immature audience that was attracted to a James Bond movie couldn’t stop laughing whenever either a trademark line was uttered or scratches danced across Sean Connery’s torso.


While walking around later, we crossed paths again with the Stag Shop (though this time not the Church St. location), and I jokingly told Lisa to go in and buy a vibrator.

“Well, I’d get one, if I was having sex. But I’m not, so I don’t want to buy one yet.”

So I suggested she get a clitoral vibrator and buzz the hell out of herself without insertion. She laughed at first, but turned and went into the store. We browsed for a while, finally giving up and heading out the door again. But when we hit the street, she said that maybe it wasn’t such a bad idea that she bought one after all…which was the reason we’d gone in the first place, but she obviously hadn’t totally grasped that part.

That evening I had made plans away from my guest, since he and Lisa had also made separate arrangements. But theirs were cancelled, so the three of us went to a jazz bar to meet with a high school friend of mine. It worked out quite well, because I talked to my friend, while Lisa and Kyle chatted across from us. Nobody felt left out, but it wasn’t like we had to encourage conversation between people.

I was pretty drunk by the time Kyle and I landed back in the apartment. I was tired, and quite frankly, less and less interested in having any more sex with him. I told him that I really didn’t want to that night, but come Thursday morning we’d have some fun before packing him up and sending him home.

I woke up at 8 after another fitful sleep, not really looking forward to the inevitable fooling around. I just can’t believe how unskilled he is…he’s been out longer than me, had a boyfriend or two, and still isn’t really good at much. Not to say that I am, but I felt a lot more competent than he acted.

I gave him a great blowjob, practically taking his entire cock down my throat, and very nearly triggering my gag reflex, which would have been an awful scene. Not that Kyle noticed, since he was moaning and had his eyes closed, but I would have been beyond embarrassed to dry-heave (or worse) into the garbadge can beside my desk.

When we both had finished, and collapsed onto the bed, he wrapped his arms around me again. ‘Great,’ I thought. ‘All I need right now is for him to be all lovey-dovey, when I don’t even want to be in bed with him anymore…’

“Thank you Steve. Thanks for everything. It was a great week,” was what he said.

I smiled, and told him he was more than welcome, and it was a fun time, and how it’d be strange not having him around anymore. But inside I was secretly pretty satisfied that I wouldn’t have to worry about him anymore, or have to deal with the possibility of him becoming interested (or being interested…I’m not sure how much he ‘liked’ me).

We had one more meal together, and then we packed off and went our separate ways. We said goodbye much the same way we said hello, with a handshake and a hug, and very few words between us.

I’m now at home, set to enjoy the last few days of my break as quietly as possible. No guys, no sex, just me back in the environment that seemed to bring out the deepest questions in me. Oh, and my prostate stimulator. Well, there was no sense leaving it in my drawer for the rest of the week, you know…

Thursday, February 22, 2007

Reading week (part 1)...

The next morning, Sunday, I had promised to call Brian about going to brunch. I did, feeling pretty confident that I could allow my two worlds to collide, even if it was just for a few hours. Also considering the fact that both Kyle and Lisa know about my sexuality, and Lisa knows about Brian, I was pretty sure it’d be fine.

We did the shower thing, and I did some other domestic stuff like cleaning and laundry. Lisa was gone to work, and Kyle was still dozy after sleeping 10 hours. Finally Brian arrived, and I immediately recoiled. Maybe this wasn’t such a good idea…

He was wearing a black shirt, pink tie, black pants, white boots, and some sort of manbag.

Now, I have nothing against guys who are into fashion, they usually look a hell of a lot better than the bums that I know (aka my friends), but I wasn’t prepared for such ‘formal’ ware. And admittedly he did look good. So we did the introductions and I shaved and then started getting dressed.

“Wait…Brian, tell me what to wear.”

He looked at me. “No! Just put on whatever you want to put on.”

I begged him a few minutes for advice, since I can haphazardly make myself presentable but wasn’t feeling particularly ‘on’ that day, but he refused. Finally, he caved, came in, and flipped through my closet. He tut-tutted quietly for a moment, gave a few suggestions, told me to shop for smaller sizes, and left me to get dressed.

We ate at the Churchmouse and Firkin, part of a chain of restaurants that has a location in the Village. This was my first gay brunch, so I was excited and more than a little curious. Would there be men with poodles drinking Cosmos and brandishing diamond-encrusted flatware? Brian chose the Firkin because (as I found out later) he was going for the least gay of the gay brunches, so as not to scare Kyle (since he didn’t know that he was gay).

Upon hitting the upstairs door, we immediately knew the plan had failed miserably. There, sitting at tables throughout the restaurant, were men of varying sizes, all dressed in some form or another of leathers.

As it turned out, we had stumbled on the “third Sunday of every month’s fundraising effort in support of PWA”, which led to some mild hilarity from overheard conversations discussing the finer points of leathers, what the ‘young guys’ are into, and how awkward it is to find some pieces in sizes bigger than Large.

Kyle excused himself, and immediately I started teasing Brian about his choice in brunches. He swore he had no idea about the leather thing, and I believe him. And then he went on about how well Kyle was taking it, since the entire scene was indeed quite gay. He laughed when I told him that he’s gay, and said it made a bit more sense.

After brunch, we caught a movie with Lisa. Staring Ryan Phillipe, some creepy guy, and the ever-brilliant Laura Linney, it was a bit of a letdown…not nearly as twisted or haunting as I had hoped. I love a good psychological/investigative thriller, but this didn’t deliver. We went back to Lisa’s, ate dinner, hung out…it was fun to have everyone together.

Then it came time for goodbyes, and Kyle, Brian and I walked back to my place. I’d invited Brian to stay, if he wanted, and he took me up on the offer. After an episode of Sex and the City, Kyle was off to sleep on the couch, and Brian and I slid under the covers.

In the morning, he made some comments about wondering if I’d miss him this week, since he’s out of town, and said things like “I hope you’re still single when I get back…” It felt a little awkward for me, since I don’t even know what we are, and I don’t even know what I want us to be…but I assured him that I would indeed miss him.

Monday came and went, and I felt Kyle’s eyes on me more and more. It was odd…more unusual, really, since I’m not used to receiving looks from guys before. It’s still a little hard for me to know what they all mean…and I didn’t want to overblow stuff since we had many more days to spend together. So on the elevator ride back to my apartment, I popped the question.

“So, you’ve been on the couch for a few days, would you like to sleep in a bed for a change?”

“Uh, probably. Sounds good.”

As we lay there, eyes adjusting to the darkness, there was some unintelligible muttering from both of us. We would turn to look at each other, then look away, then back…finally I tried the diplomatic route.

“Well, I always find that it’s good to do what you want…I mean, as long as there’s no pressure…and it’s what everyone wants…”

About two seconds went by, then I had flipped on top of him, with his tongue down my throat.

It was actually really unsatisfactory sex. After the usual activities, we came to the “are you top/bottom” discussion. I didn’t understand his answer, but when I said I like it either way, he started rubbing my ass. I took that as a sign.

He was really big, though, which was interesting. Second biggest I’ve seen in my short sample of the men of Toronto, but dammit all he didn’t know how to use it. After finally fingering me enough, he slid himself in, and attempted some crouched-humping-thing, with me doggy-style and him practically standing on the bed. After several thrusts, and a few position changes, we called it quits.
Tuesday Lisa again had work, so we spent the day wandering the city, with me showing him some of my favorite haunts. It had been clear from the day before that he wanted to go to a sex shop, and I was more than willing to be along for the ride. So that afternoon, we wandered into the Stag Shop on Church St., which, may I say, is an excellent store. I’d never been in that one before, and the staff and selection was great.

I’m not the most outgoing, super enthusiastic guy, but as it’s coming to sex, I’m not squeamish. I used to be, a little anyway, especially my first time buying anything from a sex store last year (I’ll tell that story one day). So I was quite happy to walk through the store, pick up packages, feel materials, and chat with the staff. Kyle, on the other hand, looked like a fifth-grader who landed himself in the principal’s office.

When we were in a corner, I whispered to him, “if you want me to leave so you can buy something, or to talk to somebody, I can. I want you to feel comfortable, and not miss buying something because you don’t want me around.”

He felt more reassured after that, and headed over to talk to the clerk about toys for beginner bottoms. I perused some more, constantly going back to an item, Doc Johnson’s Prostate Stimulator. It’s a stick-like object, with a vibrator inside, and two prongs. One hooks on the outside, and presses into the balls, while the other slides into your ass, at an angle to perfectly hit your prostate. This would be something I would be interested in.



After Kyle finished talking to the clerk, I asked about my toy, and got some general information. Apparently, according to the guy, he prefers prostrate stimulators that vibrate, as opposed to others that simply stimulate through contact. I could see his point, and after a quick demo to see if it worked, I was buying my first vibrating friend.

With a couple porn magazines in the pile, Kyle and I walked out and back to my place. He was eager to try out his butt plug, and I was very curious about my prostrate stimulator. I cleaned them both in my washroom before heading into the bedroom and grabbing the bottle of lube.

Sunday, February 18, 2007

The Visitors...

Saturday morning I got up and actually didn't feel bad about having relatively few plans. The first thing I did was get online to Ticketmaster, and prepare to buy my ticket to The Police concert in July. General Sale tickets went on sale at 10 a.m. and I wasn't going to miss going.

I love music, mostly anything not new. Right now I'm listening to CHFI's 'Sunday Morning Oldies', then I'll switch over to Q107's 'Pyschadelic Psunday'...basically I listen to old stuff of all genre's, with very few new artists on my radar. This is good, because I love the music with all my heart, but bad because none of my friends really do. I've got a few who like the classic rock stuff, The Doors, Zeppelin...but that's about it. So when it comes to concert time for me, I either get to sit at home and miss the concerts I want to see, or I go by myself.

It used to be weird going to shows alone. I mean, it's such a fun time when you go with people, drink and be merry, but the real reason I go to concerts is the music, not the festivities. I think I've only been to maybe 3-4 shows alone...otherwise I go with my Mom/Dad (how big of a loser am I?). But honestly, I tried to convince someone to go to Bonnie Raitt with me, but nobody wanted to go...everyone thinks she's 'soft rock' or something, but holy crap she played a mean show last year...I mean, that woman can play guitar!

So at 10 a.m. I hit refresh on my browser, selected 1 ticket, and hit 'find'. Thankfully I seemed to be on the first wave of buyers, because my wait was only 2 minutes. A ticket popped up, in a good-but-not-great seat, but it was the most I was willing to pay for the show, so I took it. Yay! I'm going to the Police! Now I just have to pray they keep it together long enough to play Toronto...

The rest of the morning was devoted to cleaning my room, organizing my laundry to do, and watching some CNN. Britney shaved her head, and honest to God CNN repeated it every 3 minutes the entire time I was watching. How stupid is that. Who cares!? The Anna-Nicole Smith thing deserved the coverage it got, because it's a sensational story. But Britney doesn't...she must be jealous of all the attention Anna had got...

At 1 I met Lisa outside my building, and we headed for the subway. Her best friend from the West Coast, Kyle, was coming for a visit this week, and we were picking him up at the airport. An hour's ride later, and we were standing in Terminal 3 at Pearson, scanning the arrival times.

Kyle finally came out of the doors, and Lisa went insane, jumping on top of him and screaming. It was really cute to see, they're best friends since High School and haven't seen each other since Christmas. After she tore herself off of him, he turned to me, hand outstretched. We shook, then I in mock super-excitment grabbed him in a hug. We laughed, and headed back to the bus stop.

Kyle is gay. He came out last year, and it was a little hard for Lisa to take at the time. They'd maybe-kinda-sorta been a thing at the end of High School, so she was a little let down that they weren't going to fall in love after school and live happily ever after. But it never affected their friendship, and they're closer than ever.

Kyle is also staying at my place. Lisa lives in a residence-style apartment complex that doesn't have big enough couches to crash on, so she asked me if I would mind if he slept here, and of course I don't. We then made some bad jokes about sleeping arrangements, which weren't exactly jokes...

We really hit it off yesterday, conversation came very easily and we'd already had the sex and sexuality talk within 3 hours of meeting. I was really sure we'd get along fine, since Lisa says we're a lot alike, but it was great to find out that we actually do.

I cooked us dinner (yes, I'm a good cook, and it's something I don't mind doing either) and we ended up going out for a few beers with a couple friends. Kyle was dying, I could tell, since he hadn't slept in pretty much 24 hours and had flown across the country, so I kept asking him if he was ok. Finally, he caved, and said he kinda wanted to leave. So we said our goodbyes and he and I left.

The Roommate was away last night, so I knew we would have the place entirely to ourselves. I grabbed us each a glass of water, and did a few things around the place...see earlier in the evening I could swear I caught him checking me out, more than once I would turn my head and find his eyes staring into mine. I didn't know how to take it, so I just smiled and gave him some eye action back.

So I had no expectations when we got back here...I'm not that insane, even if my life has actually been including sex lately. He asked where he'd be staying, and I said either the couch or in my bed. I immediately realized how that sounded, but I didn't explain that it would be a non-sexual stay in my bed (if he wanted)...the problem with the couch is that my Roommate is a bitch and will be up until 3 a.m. every night making dinner when Kyle is trying to sleep on the couch. I don't have enough floor space to blow up a matress for him...so the choices are either sleep on the couch and not sleep, or sleep in my bed.

Naturally, I didn't coherenlty expalin that last night, since I'd been drinking, and kinda hoping he'd make a move. So when I told him 'bed or couch' he immediately said couch. I pulled out a pillow, couple blankets, and laid them out for him. He came out of the bathroom, smiled at me, thanked me again for letting him stay, and moved over to the couch.

"Good night, Steve," he said, which sounded so formal and so odd to me. I smiled, and said goodnight.

I called Brian when I got into my room to say hi, and we chatted for a few minutes. He asked what we were doing this weekend, and I told him probably brunch this afternoon. Brian was supposed to leave town on Monday, but now he's staying until Tuesday, so I keep thinking I won't be able to see him again until next week, and he keeps surprising me by being available. So I invited him (tentatively) to brunch today.

"Oh no, I don't want to make it awkward..." he said, but I know he really wants to go.

"It's fine, I want you to come."

"Yeah, I know, but..."

"Brian, they know. Don't worry about it. They're the small minority who do know. It's ok."

"Oh..." So we made the deal that I'll call him today if I'm still ok with him coming along.

I'm really excited about having someone stay over from another city, because we get to do the whole Touristy-Toronto stuff that people who live here don't generally do. Sadly I won't be free to post as much as I'd like to, so bear with me over this week. I'll try to take advantage of some time that I get to update you on the week. Plus I really need to vent about what the hell I want right now...I have a few very interesting cases in point that I can't wait to compare.

Have a good Sunday, grab a coffee and enjoy the sun.