Last Night's Good Time in Blue Jeans and Bikini Briefs

Not expecting to find much on a very late, very slow Tuesday night, one guy caught my attention. He looked extremely handsome but wore a bulky jacket that made it difficult to tell what shape he was in. Suddenly feeling adventurous, I drove by him and tapped the horn. Coming back up the street, he looked and I waved as he ignored. Finally, I stopped further along his route, and he came up to my vehicle to ask if I knew where he could get some beer around the area. Though he looked all of 30-something, he said a liquor store refused to sell him any beer without an ID. I took him to a liquor store where I have witnessed that they don't check IDs over-cautiously. He asked if I'd wait so he could get a ride closer to home. He bought a 40-oz. and said he'd share if I'd like. I refused the beer but said I'd like to spend time with him, which, of course, is a gross understatement.

As handsome as he is, I wanted to spend the night with him!

We stopped by a park and took a long walk as he drank his beer. During the walk, he told me he was a boxer and works out a lot. At that, naturally, I wanted to see some muscles, and I did! He took his jacket off and I saw his muscular chest through his nice-fitting Army t-shirt! Wow! Then, he flexed his non-beer-holding arm to show me his muscular upper arm, and I squeezed the rock hard upper arm with both hands. Wow! By the time he finished the beer, we got back to my vehicle, and he asked if we could go back to the liquor store for him to buy another bottle. We did, just in time, before it closed. From there, I asked if he'd like those muscles massaged. He said he'd like his neck and shoulders massaged. I asked, "How about the legs?" He said, "Yeah." I began massaging his upper legs as we went to his place where his roommates were asleep in their rooms - as he thought they would be. He took me into a room he knew they wouldn't trip into in the middle of the night. When we got comfortable, I said, "So, you want your neck and shoulders worked on." At that, I began working his shoulders when he said, "You can massage everything!"

In time, during the leg and crotch massage, I complimented his mammoth balls, and he responded by unbuckling his pants and taking his package out of his light blue briefs. He was concerned about not being able to get a hard-on from the massage, and showed me with his hands that his dick is "this long" when he's got a hard-on. I told him I knew how I could get him hard as I slowly lowered my head into his lap. As I lowered my head I asked, "Want a blow job?" He answered by arching his back and putting his cock in my face!
He seemed to take forever to cum, and then finally asked if I wanted him to stop me before he shot his load. Naturally, I told him that I wanted the cum in my mouth. Within seconds, he was riding my face followed by me swallowing loads of cum that this babe needed to release!! After he was finished, he left his pants open and he didn't go soft. I kept playing with that wet, abused cock for a long while as he laid back and relaxed - nearly to sleep. Then, we exchanged numbers and I left - until next time!

Cock-Blocked Twice before the Real Date

Two evenings ago, this guy remembered me from getting a ride home before, and he got in my vehicle when he saw me at a red light. Last fall, I think it was, I picked him up and enjoyed his trim self. Tonight was different. He cock-blocked me, and I dropped him off at his place (where I took his nutload the first time I met him).


After returning to the strip for a second try...

This guy wasted no time getting in my vehicle when he saw me cruising him. He wanted a ride home about a half-mile away from where I caught him doing a hott walk down the street in awesome blue jeans. After taking this one pic (above), he freaked out and said no more pics. When I told him it was only a pic of his jeans because they looked so good on him, he was open to a massage of the legs, pecs, and neck after I put the camera away. When I wouldn't agree to paying him for getting some dick from him, he cock-blocked me. Our near-date ended there. As he left, I asked, "How much do guys pay to get in your pants, anyway?" He said he didn't know because he never did it before.

As I was headed home from a frustrating night of cock-blockings, the Real Date called as he just got off work. When we met up and got back to his place, Suck-cess!

Face-to-Face with the Thief

Some time ago, I wrote about a guy who pretended like he would go private and take a blow job. But when all was said and done, he ran off with some money I had in my hand to buy us some 'liquid refreshment.'
I've seen him from time to time and did my best to make his life as miserable as he made mine the night he ran off with the last of my cash. And, I have to admit, I did a pretty good job of it.
Anyway, things were getting pretty rough the last couple of months every time I'd seen him, until the last time I saw him. I saw him walking one night and I pulled up next to him and said, "How about a truce?" He appeared to be contemplating my offer for a second, and then I realized, he didn't know what truce means. I explained what it means and he was all smiles. He said he was sorry he was such an asshole, and we shook hands on it and went our separate ways. Of course, I was hoping he'd want a ride, but that didn't happen - that night.
Last night, he saw me driving by, waved both arms in the air and yelled, "Hey!" with a big smile. I pulled over again, and he was civil - beyond civil. After we talked a while, he asked if he could have a ride a couple of blocks away. When he got out of my vehicle, he totally shocked me by giving me a quick kiss on the cheek! Then, he walked off.
So, this straight stud thinks he gave me the world by giving me a kiss. He gave me a lot, but I hope he soon realizes that, to me, the world I want from him is in his jeans!

Real Date with Him Again: He Keeps Getting Better!

Imagine having a date get in your ride with these smooth, revealing-to-the-touch slacks on.

After very little massaging of the upper left leg, he reclined his seat a bit and unbuckled and unzipped without saying a word. He was horny for hand-on-cock touching.



In no time, things got interesting again...

Finally got together again with the guy I gave my phone number to at a restaurant and started dating some weeks back. He met me right after he got off work and looked so doable in his dress slacks. What a cutie! In no time, I was massaging his upper leg through those thin-materialed slacks and he boned up immediately and opened his pants. We went private and he dumped a week-long load in my mouth.

He is, by far, the hottest regular I'm dating now. I'm going to start making moves to let him know he's more than just an occasional cock for me. I'm going to work on more dates - more often!

Been Busy the Last Three Nights

Here are the last three nights of my cruising. A summary could easily be: success, success, success. (Also spelled "suck-cess" in this blog!)
Three nights ago, I cruised by a bar where I've found horny straights before - and hopefully will find them again. A tall, trim Latino in a light gray sweatsuit was smoking in front of the bar. He quickly noticed me 'checking him out' and he discreetly posed for a few more of my drive-bys as I was trying to get a better look at his face. Finally, I turned down a side street and waited and waited and waited. I could see from where I'd parked that he was talking to other people who had come out of the bar for a cigarette. When they went back in, he non-chalantly walked to my vehicle and got in! As soon as I saw his face close up, I knew I'd had this guys cock before - and he remembered exactly where I'd picked him up (in front of that bar), when (a year ago), and where (his place) I sucked him off. This time, we went to his friend's place and had no problem having privacy there. I remembered him very well when I saw that phenomenal bush of his! So masculine and tasty, he is.




Two nights ago, I was headed home early from a futile cruise when I saw a past date standing on a corner looking bored. I livened up his evening - and vice versa. I circled around a block when I saw him on the busy street, and untypical of myself, I pulled up to the corner, waved, got a nod from him, pulled up about ten feet beyond the intersection and waited to see what he'd do. After a slight pause, he walked over to the vehicle and got in. Unlike weekend nights when I see him out much much later, he was without a drop of liquot in him. What a difference! He looked better, fucked face much better, and nut like he's never nut before for me. Gulp! Gulp! Gulp!



Last night, I passed up a guy who tried to flag me down because he was walking along drinking a 40-ounce bottle of beer in a brown bag when I saw him. Sometime later, he caught up to me at an intersection and boldly knocked on my vehicle's window even though some other guy pulled up behind me to try to pick him up too. I let him in and asked him about the other guy - and he said he knew the guy but doesn't do anything with him. I wondered about that. Anyway, he chose to get in my ride, so I was 'honored!' Turns out he needed a ride home because the bus stopped running that late on his route home. Noticing that he didn't have his beer with him anymore, we could take off right away. It didn't take me long to realize that he wasn't drunk at all this time. Last time I picked him up, he was so drunk that I didn't do anything with him even though he wanted some throat on his cock. This night was different. He didn't have to ask twice! So, we went to his place where he lives alone and, even though it took him a long time to nut, I got his tasty creamy hott white load in my mouth and some on his shirt which I got off with my mouth. He rarely nuts because he's usually drinking too much. I really enjoyed a long hard face-fucking from him 'sans' liquor and let him know in hopes he'll dial me up before he gets to that drunken state in the future.

Deep-throating this awesome thick cockhead was no easy task, but this horny stud required it! Last pic (below) shows the results of him pushing my head down with both strong hands after I told him I have no lady to call to help him get off! He did it without one.

O What a Night!

Heading out a little early, I cruised a guy who looked fairly good and anxious to be picked up. We played cat-n-mouse for about a half-an-hour before he finally pointed to a parking lot at a closed business and walked into it. I pulled up next to him and he looked like he may have had hygeine problems, yet we talked for a while. He said he just got in from LA yesterday and was revisiting the neighborhood. He thought he remembered me from when he lived in Chicago before. I thought it was possible. Yet, if I had met him before, he looked quite a bit older unshaven with a graying beard and now that he was missing a tooth in front. I wanted to ask if he lost the tooth since he'd supposedly seen me before, but I didn't. If he had the tooth the last time I saw him, I think I probably even picked him up before, but it must have been quite a while ago. As bold as he was, he either knew or was quite sure that I'm a cocksucker. He grabbed his package in his black jeans and pleaded, "C'mon, please?" I grabbed his baseball hat to see his haircut, and he had a cute buzz cut which made me think twice about turning him down since part of the dirty image he was presenting was with that damn hat he was wearing. He looked much better without it.
I told him I might be back around a little later.
I was - but he was gone.

Next, I saw a regular standing at a bus stop laughing with some lady waiting there with him. He extended his arm for me to give him a ride, but I just waved and drove on. I just wasn't in the mood for him tonight. He's cute and all, but the time wasn't good for seeing him. He'll ask me about passing him up next time I'm with him, but I can just say, "You were with someone, and I was in a hurry anyway."

Then, I went to the area I got lucky, to say the least, last night. I passed the apartment of the guy I sucked last night. No lights were on so I thought he was asleep already or maybe just out. Though he told me he worked early in the morning, so he was probably asleep. Whichever, I moved on. When I passed the liquor store where I found him last night, I played cat-n-mouse with a guy standing in front. He started walking over to my vehicle when I parked a distance away but chickened out. He was tall, trim, goateed, not bad at all. I cruised by him a couple more times until he raised his arms as to say, "What's up?" I pointed down a side street so I wouldn't be talking to him right on the main street, but he never walked down it. Some time later, he was gone. I didn't see him walk away, so he was probably given a ride with someone else.

Just as I was ready to stop somewhere for a soda and call it a night, a guy in a black hoody, black cap, awesome terrific-fitting new blue jeans and hott black Jordan sneakers with white socks pedaled up on his bicycle and rushed into the liquor store. I waited, and in practically no time, he was back on the sidewalk and pedaling away with a 24-case of beer in one hand. I circled around and went to honk my horn at him, but then saw a police car sitting alongside the street. A block further up, I felt comfortable tapping the horn and the stud ignored. A block further up, I did the same and he ignored again. When he turned down a side street, stopped at an apartment building, and opened a door to take the bike and beer in, I stopped on the street and yelled, "Hey, Babe." He looked back and I could see close-up that he really was a babe!! He said, "Hello, little English." I said, "How are you?" He put the bike and beer down on the sidewalk and walked over to my vehicle. I made chit-chat about whatever and found out that he speaks more English than most who say 'No English.' Before letting him go, I told him that I'd sure like to get to know him some night when he's not busy. Though he may not have understood everything I was saying with words, he understood my very very hungry look! He looked back towards his apartment door to make sure nobody was looking, and with both hands at waist-level, he pointed one finger on each hand down to his awesome blue jeans crotch and raised his eyebrows as if to say, "You want this?" I smiled - he smiled - I shook my head yes as if to say, "Yeah, baby!"


He quickly put his bike and beer aside, closed the door to his apartment, got in my vehicle and said that we shouldn't go far. I questioned if we could go to his place and he said he had two roommates who were home. Turns out he's been in the area for a year and has no idea about doing something like this but was eager to find out in order to bust a nut. He assumed that I wanted to get fucked as many novices do, and I could tell he was relieved when I told him I only wanted to suck his cock real good for him. He was all for that! (Show me a straight guy who says he doesn't love getting head and I'll show you a face-fuckin' liar!) It was two hours and some-sixty pics later before I'd bring him back to his place to exchange numbers with each other with a promise of another date.






I know I wrote this once before, but after meeting this guy last night, I can honestly write it again. This guy is the cutest guy I've been with - ever!

Took Nearly a Year to Get This Babe

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Great Time with "The Real Date"

"The Real Date" I wrote about two weeks ago (http://cruisingchicago.blogspot.com/2010/03/had-real-date-tonight.html) has been calling the past week, and we finally got together over the weekend. After hours at a club, there was some touching and even a good night kiss on the cheek from him on the way home... which, of course, extended the date... He said he hasn't used "it" since he used it in Mexico with his girlfriend over three months ago. So, he was ready to give it up. He surprised me when he said he had no idea I was interested in him this way. And he wants to go out again, soon!


After ample touching, he opened his pants and brought this 'head wrapped' in delicious uncut skin out of his pants.

Very nice smooth head for me to 'tongue' with the skin pulled back.

I enjoyed him for a long time as he edged for a while and then delivered a mammoth tasty cumload in my mouth which made me moan and groan as he breathed heavy and stayed hard in my mouth for a time.

Lucky Cocksucker's Streak

Last night made three hott dates in four nights. Last night, in the pouring rain, I called a brief cruise on the strip quits when I saw this guy walking quickly and turning down a side street. Knowing that this was one of my regulars' neighborhoods and that those blue pants with white stripes looked like pants I've 'been in' before, I circled around the block. Just as he was putting his key in the door, he saw me and ran over to my vehicle. Before he dried out, I was getting his hard cock wet! In fact, the storm was long over before he finished poking his cock down my throat.

After he got in my ride and started to dry off, he protected his crotch, as he knows that's where I go as soon as he gives me the go-ahead.

After I untied the sports pants at the waist, he took his cock out. To my delight and surprise, he was ready! Hard as a rock!


I love his 'happy trail' of thick black hair starting below his belly button and blossoming into the bushy forest above and around his hott cock.

After he gets his extra skin positioned as he likes it over his uncut cock's head, he gives me the look, and I enjoy his hard cock. I made love to it again last night for hours!