Thread: Streetwalker Reports
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09-20-11 00:45 #526Senior Member

Posts: 1434I did a quick cruise around 4 pm today. I saw 2 bsws around 23nd and National, at least one was working I can't say about the other for sure. Then I saw hsw Yari on Greenfield. She is looking more rundown every time I see her walking. Then around 18th and Greenfield I saw an older, maybe 50 yo WSW. She was standing and I went around the block to get a good luck. She looked drunk or high. She's blonde, has really big tits and a beer belly. I saw her walking once before. When I came around for a better look she saw me and started walking toward my car. She really wanted to go for a ride with me, but that was just not going to happen. Maybe another day I'd at least like to play with those huge tits, but I can only imagine what they look like when she let's those old puppies out. Anybody know her? I remember reading reports of an older WSW, but can't remember the name so I don; t know how I'd find the old posts.
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09-19-11 22:48 #525Regular Member

Posts: 23Trying to break my cherry
I have been lurking for a while, determining if this is something I would like to try or not. Finally decided to give it a try. I cruised Lincoln, Greenfield and National. Didn't see anything on National or Lincoln, but sawa couple on Greenfield. Saw a cute little mixed gal on the corner of 10th and Gf, and she was on the opposite side of the street. I tried to whip around, but some one swooped in and beat me to her. I did see a drug out gal who actually yelled for me, as I had my windows open.
Saw another chunky hispanic gal on 20th and GF, but didn't do much for me. I will keep trying. Any pointers or help would be appreciated.
Codex 9590 out.
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09-19-11 20:21 #524Senior Member

Posts: 370Cella
Picked up a WSW on National yesterday afternoon. BBBJCIM for 30. Actually, since I only had 20's, she got a tip. This one was pretty plain looking, too, but had a nice shape to her.
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09-19-11 09:46 #523Senior Member

Posts: 1434I reported on a WSW named Angie on 9-7-11, post # 437. The one I saw was skinny and plain looking, not at all attractive, but not ugly either, just kind of plain. Think this was the same one?
Originally Posted by Anduril770
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09-19-11 07:20 #522Senior Member

Posts: 72Angie
Picked up Angie a WSW on National about noon yesterday. Covered BJ (my choice to go covered) for 20.
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09-18-11 10:58 #521Senior Member

Posts: 308Pickup Mindy
I pick up Mind on gf is WSW a little chuck (not fat) dirty redhead but really sweet great conversationalist very good BBBJ and tight. I have her digits to seniors just ask and let me know your needs
Stay safe
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09-13-11 15:40 #520Senior Member

Posts: 713Dang MN smoke
That is Exactly what I meant! Like how far do you go, lot, etc.
Originally Posted by Too Nice
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But man, this smoke is going to kill my plan of the south loop after a nice dinner at the casino. Will prob go ne way.
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09-13-11 09:04 #519Senior Member

Posts: 2871Packard
It was a sunny Sunday morning and there she was. Debbie, a skinny 32 year old 105 lb spinner, long dark hair and just beautiful. Said she worked in the meat department of the old Piggly Wiggly that used to be on Layton. She was holding a cup full of booze and was drunk. She was where this old hobby store / news stand was. I drove her over to the Suburban and we didn't even talk business, just small talk. We stopped off at a gas station at 27th and Layton. I told her to go buy a condom and gave her some money. I was nervous and suddenly had to take a shit. So I go in the mens room and crapped a steamy one about a foot long. Then really cleaned up good. We get to the Suburban and we hit the shower together. She is just stunning with that tiny ass and perky tits. Once we dry off I'm eating her like chicken chow mein. That rubber never made it out of the package. I cummed a bucket load in her while 69 ing. I gave her $40 and she seemed ok with it. I think she'd had done it for nothing. All she wanted was a ride to Humbolt and North to see her dealer.
You know how when you see a woman on the street and don't give her a second look, but when she is a SW, suddenly we put on her SW glasses and she is beautiful? Not this girl, she would have been a knockout in anyone's eyes.
Funny how we sometimes can convince our brains if we are paying for it our minds make these girls better than what they are. Seriously, you think if you ran into Lori, or Big Red from Hales Corners in the mall you would give her a second look? Or worse yet at the beach? But you drop $50 on the table in her basement, kids upstairs playing video games, and suddenly you are riding her like a rented mule.
Originally Posted by Wi Nite Owl
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09-13-11 07:47 #518Senior Member

Posts: 70Score Yesterday!
After a few times out without any luck I was able to find a helluva score. Cruised south and saw a few dece WSW. Also the house on 22nd was packed with very attractive women on the stoop. Anyone know what's up with that? I decided to cruise around a bit for something particular I was craving, a top heavy hsw. Spotted someone walking down greemfield that fit the bill but seemed as though she wasn't working. Just as I was headed down green one last time I spot a hsw (actually probably his / white mix). Brown hair, big tits, hot pink pants, great teeth and a little extra in the mid section. She didn't really give me the look when I drove by but I pulled around anyway. She was walking with a pretty ugly girl who didn't seem to be working. I flagged her down and she acted very surprised bit she agreed to get in so I knew she was game. Name was Angela, she claimed she just got into town yesterday and wasn't even working the streets, just one the way home from the bar. She said she was going to be on BP soon as that's how she made her money in Chicago. We settled on. 4 for topless BBBJCIM. L, which was more than I wanted to donate but since I've been so unlucky the last few times is said WTH. We drove down to my spot on E Greenfield and the service was very very good. She had great tits and actually dropped pants to het knees and pulled the biggums out for the BJ. I asked for digits and she said that she just git her phone today so she had to look up the number. I think ill try the digits and give her a FS whirl. She claimed to be working with a Puerto rican girl and quoted me 3 different prices for the both them FS. Overall very good score for a late evening cruise. She was fairly buzzed / drunk, and had to look up the phone number, had all of her teeth and they looked ok so maybe her story is legitimate. I'm going to keep an eye out on BP and check out Chicago BP for her.
I saw very little LE out so cruising is good, maybe with the weather changing they will be switching focus onto other things, I generally have good luck in fall so hopefully this kick starts a good fall season.
Good luck.
Flip
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09-13-11 07:38 #517Senior Member

Posts: 70Score Today!
After a few times out without any luck I was able to find a helluva score. Cruised south and saw a few dece WSW. Also the house on 22nd was packed with very attractive women on the stoop. Anyone know what's up with that? I decided to cruise around a bit for something particular I was craving, a top heavy hsw. Spotted someone walking down greemfield that fit the bill but seemed as though she wasn't working. Just as I was headed down green one last time I spot a hsw (actually probably his / white mix). Brown hair, big tits, hot pink pants, great teeth and a little extra in the mid section. She didn't really give me the look when I drove by but I pulled around anyway. She was walking with a pretty ugly girl who didn't seem to be working. I flagged her down and she acted very surprised bit she agreed to get in so I knew she was game. Name was Angela, she claimed she just got into town yesterday and wasn't even working the streets, just one the way home from the bar. She said she was going to be on BP soon as that's how she made her money in Chicago. We settled on. 4 for topless BBBJCIM. L, which was more than I wanted to donate but since I've been so unlucky the last few times is said WTH. We drove down to my spot on E Greenfield and the service was very very good. She had great tits and actually dropped pants to het knees and pulled the biggums out for the BJ. I asked for digits and she said that she just git her phone today so she had to look up the number. I think ill try the digits and give her a FS whirl. She claimed to be working with a Puerto rican girl and quoted me 3 different prices for the both them FS. Overall very good score for a late evening cruise. She was fairly buzzed / drunk, and had to look up the phone number, had all of her teeth and they looked ok so maybe her story is legitimate. I'm going to keep an eye out on BP and check out Chicago BP for her.
I saw very little LE out so cruising is good, maybe with the weather changing they will be switching focus onto other things, I generally have good luck in fall so hopefully this kick starts a good fall season.
Good luck.
Flip
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09-13-11 03:50 #516Senior Member

Posts: 368You're totally right not to give up your best spots, but would it be OK to share some ideas for finding spots?
Originally Posted by Lonelyguy128
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09-13-11 00:19 #515Senior Member

Posts: 891Tell you the truth, I think it stopped when they closed down the little dive strip club on Packard. It was a tiny hole-in-the-wall, with a small platform in the corner for the dancers.
Originally Posted by King Flipper
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09-12-11 23:39 #514Senior Member

Posts: 1434If you're asking about where to go for car dates I suggest on days like today when things are dead, drive around a little and look for spots so you are prepared in the future. I doubt anyone on the board is going to give up their best parking spots, even to trusted friends. If you rely on the SW to pick a spot, tell her you don't like her first choice and have her pick another to reduce your chances of getting robbed.
Originally Posted by ATW2020
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09-12-11 21:19 #513Senior Member

Posts: 713South loop was bare at 430
Went cruising on Greenfield after work. Some crackhead WSW on a curb early but nothing else. Now what spots do you guys use besides home or hotel? PM me anything as I don't know where to go usually. Half the nerves battle.
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09-12-11 20:30 #512Senior Member

Posts: 70Packard
When I started this hobby back in the early 2000's. I used to pick up girls on Packers all the time. Something happened around like 2004 and they went dry. Haven't been down thatway cruising in a while. I think I will add that along with Layton.
Originally Posted by LookingForLefty
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