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  1. #9686

    Santa Claus Goes on a Fool's Errand

    There is an episode on the old Gomer Pyle TV show where Gomer is using a pay phone when it malfunctions and spews out all the coins like a slot machine. Gomer being the naive good hearted fellow he is wants to return the money to the phone company so he starts putting the coins back in. That is, of course, when a cop shows up and Gomer gets arrested. The moral of the story is it just doesn't pay to be a nice guy.

    I've seen a lot of bad on the streets and while me being there proves what I really am, you can't ignore everything you see. With it being the Christmas season, I got 10 little baggies and filled them with the following:

    1. A cheap, crummy comb from the dollar store.

    2. Cheap, crummy hair band.

    3. Cheap, crummy pen.

    4. Candy cane.

    5. One condom.

    6. A Five Dollar bill.

    Then I set out to give these away, me asking SWs their name, handing them the bag, and wishing them a Merry Christmas.

    This is how it went down Dec 14:

    Girl 1: Kaylah, 9:50 AM, 26th and Nat. I've met her before. She is going downhill fast. 24 years old and could pass as a corpse were she to lay inside a coffin. Only a few teeth left. She wants to get in the car to earn more than $5 but I'm not looking for that today. As a provider she is useless, being nearer to death than alive, but she is the sweetest person you could ever meet. However, the only thing she lives for is the needle and I suspect she will be out when it's 10 below out of necessity and will succumb to the cold. The unending drive for medicine has robbed her humanity.

    Girl 2: Samantha, 10:25 AM, 9th and Lincoln. Middle aged and Hispanic looking. Takes the bag with a shrug.

    Girl 3: Pearl, 11:00 AM, 6th and Greenfield. She is young, red hair, wearing a mask probably for the cold but it also helps to hide the scabs on her face. I think her name is Pearl, she might have said Carol. She is very meek, shy, and submissive. Put her on a diet with real food, follow an exercise routine, and she would be a stunning looker. I see her multiple times as I carry on my mission, her making it all the way to around 20th and Greenfield. Apparently not having much luck scraping up the minimum to accommodate her addiction.

    Girl 4: Sarah, 11:05 AM, 7th and Greenfield. Well into middle age but has a smokin hot spinner body. Black hair. The face was once beautiful but getting molded by the street and probably also from pharmaceuticals. It's a cruel thing for drugs to steal your looks. Had I been here looking, I would have scooped her hard and fast. She was grateful for the Christmas gift as meager as it was.

    Girl 5: Tabitha, 11:10 AM, 10th and Lincoln. She is most likely the Toothless Tabitha I have heard much about. Very petite, blond hair, beautiful. Beautiful for someone who looks to be 80 years old. I find that the older I get, the better looking older women look. I just might want to meet her for real sometime. Out of all the girls, this one almost shed a tear or two for receiving the gift. It made her day.

    Girl 6: MJ, 11:15 AM, 24th and Greenfield. Redhead, not too bad looking, but the street life is taking its toll on her body.

    Girl 7: Kris, 11:25 AM, 24th and Greenfield. Old blond, dumpy body, missing every other tooth. Thanks me for the gift, a little surprised for getting. I drive around the block to get back onto Greenfield so she's at the opposite corner of the block. She is with someone and they raise their arms at me. I drive over thinking it may be another girl but it's a guy. Maybe her manager. I don't know but he waves as I go by. Sorry.

    Girl 8: Layla, 11:30 AM, 17th and Greenfield. She looks really good at a distance and is dressed to kill. I drive up, ask for her name, and she's confused. Why? This one isn't too bright. And upon closer inspection, this one isn't a she. He is a black male and would be looking hot if he were a she, complete with makeup. And oddly, he is just about the prettiest thing I saw out there today. Still, for me, this was revolting but I give him a bag. This dude needs help. If you have to be doing this, and be like this, I hope $5 gets you what you need at the moment and maybe the condom saves your life.

    Girl 9: Malina, 11:35 AM, 19th and Greenfield. Skinny black girl with a hoodie and holding it tight over her face, probably to keep warm. She peers out with one eye showing, makes her look like a cyclops. Body isn't too bad but she looks homeless and could use braces on the teeth. She was just eating something so her teeth and mouth were also covered with crumbs making for a very unappealing look. She takes the bag with a confused look on her face.

    Girl 10: Lily, 12:30 PM, 19th and Greenfield. Found her after I ate lunch and she got my last bag. She is middle aged, looks to be a black / hispanic mix, and overweight but with one of those bodies that get all curvy rather than just being fat. She doesn't look too bad and would do in a pinch. She is surprised and very happy for the Christmas present.

    As I look at the times and locations above, I am surprised at how much distance I covered in just a few minutes. Traffic was virtually nonexistent that time of day which helped. I'm also surprised with how many girls I was able to find in a span of about two hours. Other than the she-dude, I could have spent time with any of them depending on how Junior felt. Well, maybe Kaylah would also be a pass.

    For the most part, they were uncaring for what was handed to them. I guess that's not surprising, the constant need to feed addictions is the first and only priority and they don't care how they go about doing that. Nobody cares about them in return. I did brighten the day of a few of them but the moment is temporary for the street is a constant and a pit from which very few escape.

    Did I do any good? Should I have even bothered? Does anyone care? The one constant here, on this street and every other street in every part of the world where this kind of activity occurs, is that nobody cares. Testosterone and poppies form an unfortunate alliance.

    Anyway, even if you don't care: Merry Christmas!

  2. #9685

    Rachel

    Which Rachel are you talking about? Where is she located?

    Quote Originally Posted by BodyShopper  [View Original Post]
    Last month, I forgot to mention that I set a record for my highest number of orgasms in a day: 6! Even in my young years, I never achieved that. This coming spree was begun during the car date with Erika, which I reported on here last month. In a 22-hour period, I shot into her mouth once, then I shot five more loads while masturbating, on the way home and at home. Mind you, I take no drugs, and have never taken any erection drugs, and I'm middle-aged.

    I forgot to mention in my previous report that during the date with Chella, 20 birds flew over our pig heads prior to the abominable act; then 10 more flew over our heads afterwards.

    Jefferino, I never talked to that crazy-acting short-haired girl, but I remember exactly who you're talking about. Yes, she emerged last spring or early summer, and then vanished in late summer.

    Remember, gents, to watch out for that blond, dreadlocked Jessica: scrawny as a nail, and 26 or 27 years old, on the upper streets of Greenfield and National. She's a thief and a ripoff artist.

    Rose contentedly sucks as many cocks in a day as she can.

    Jill drinks as much semen in a day as she can.

    Maggie gums you until your seed splashes out.

    Renia pulls you in by the buttocks as you penetrate her pussy.

    Rachel shoots your cum into her mouth, then smiles with joy.

    And Duffy has funbags that you squeez until your sperm squirts out.

    Body Shopper.
    .

  3. #9684

    Baby Jess

    Scooped a girl on 25 and G that called herself Jessi. I asked "are you Baby Jess"? And she said yes so I said climb in. Thanks to Body Shopper for the info on which Jessi is the good Jessi and which is the bad. By the sound of this girls voice I could tell how she got her nickname baby Jess. LOL. Sweet and cute and petite. No tits but a decent ass. She was wearing a long dress thingy with nothing underneath freezing her ass off in the cold. Found a spot and she got to work on a BBBJCIM with attention to the boys and easy access to her bottom parts with that dress on. Not bad. Not the best but got the job done. Not sure if she has a phone. I didn't ask because I wasn't really interested but if I was in a pinch cruising the loop and seen her I would scoop for a repeat.

  4. #9683

    A New Record & Other Information

    Last month, I forgot to mention that I set a record for my highest number of orgasms in a day: 6! Even in my young years, I never achieved that. This coming spree was begun during the car date with Erika, which I reported on here last month. In a 22-hour period, I shot into her mouth once, then I shot five more loads while masturbating, on the way home and at home. Mind you, I take no drugs, and have never taken any erection drugs, and I'm middle-aged.

    I forgot to mention in my previous report that during the date with Chella, 20 birds flew over our pig heads prior to the abominable act; then 10 more flew over our heads afterwards.

    Jefferino, I never talked to that crazy-acting short-haired girl, but I remember exactly who you're talking about. Yes, she emerged last spring or early summer, and then vanished in late summer.

    Remember, gents, to watch out for that blond, dreadlocked Jessica: scrawny as a nail, and 26 or 27 years old, on the upper streets of Greenfield and National. She's a thief and a ripoff artist.

    Rose contentedly sucks as many cocks in a day as she can.

    Jill drinks as much semen in a day as she can.

    Maggie gums you until your seed splashes out.

    Renia pulls you in by the buttocks as you penetrate her pussy.

    Rachel shoots your cum into her mouth, then smiles with joy.

    And Duffy has funbags that you squeez until your sperm squirts out.

    Body Shopper.

  5. #9682
    Quote Originally Posted by DanielLee1996  [View Original Post]
    Does anyone have her number? I've probably driven 100 times in the last 2 years and haven't seen her. It would be greatly appreciated.
    She must of found a sugar daddy or gets by with her regulars because she's never out anymore. Seen her once a couple months ago walking upper numbers on L. Didn't scoop because I pretty much lost interest in her. She's getting up there in age. I think she's turning 100 soon but I'm sure she still gives a real nice DT BBBJCIM. I've used and pounded her face so many times in the past, came all over it, slapped it back and forth with Mr. Johnson, throat fucked the shit out of it with her laying on her back and me straddled over her face, or with me standing or kneeling and her head braced against a bed or a wall. Man she can take anything when it comes to a good face pounding, she's also the licking balls champ of the world. She makes real good certain the boys are taken care of. Damn it, now I want to see her again. She's giving me digits several times but I've never saved them. Sorry D. Lee.

  6. #9681

    Maggie

    Does anyone have her number? I've probably driven 100 times in the last 2 years and haven't seen her. It would be greatly appreciated.

  7. #9680
    Quote Originally Posted by Slapshot  [View Original Post]
    If this is the infamous Angel she was near the Clark station in her pink jacket last night around 8 pm. She said hello to me, looked good from the corner then luckily I remembered the post about the pink jacket. I also ran into her during the day last summer but had no idea in was Angel however I didn't let her in. I got to say, the last 5 or 6 trips here guys, it's gone from dead to just nothing, you can circle around for hours and see basically nothing. Those glory days from 6 or 7 years ago when they were out everywhere compared to now is so sad. It's bad everywhere though, all the strolls in Illinois are dead, from Chicago area, Rockford, Joliet, Peoria and East St. Louis, just gone. Even in Orlando last March, a beautiful warm Saturday night on the notorious OTB it was dead, a few years earlier there'd be 30-40 or more. WTF has happened?
    Hard to tell for sure, to far away and when I expand the photo gets blurred. She's all of 5' tall, bubble butt, very skilled at BBBJ always looking to get huge tip or RIP you off.

    She always walks in South side of National from that gas station east to 16th.

  8. #9679

    My thoughts

    Quote Originally Posted by Slapshot  [View Original Post]
    If this is the infamous Angel she was near the Clark station in her pink jacket last night around 8 pm. She said hello to me, looked good from the corner then luckily I remembered the post about the pink jacket. I also ran into her during the day last summer but had no idea in was Angel however I didn't let her in. I got to say, the last 5 or 6 trips here guys, it's gone from dead to just nothing, you can circle around for hours and see basically nothing. Those glory days from 6 or 7 years ago when they were out everywhere compared to now is so sad. It's bad everywhere though, all the strolls in Illinois are dead, from Chicago area, Rockford, Joliet, Peoria and East St. Louis, just gone. Even in Orlando last March, a beautiful warm Saturday night on the notorious OTB it was dead, a few years earlier there'd be 30-40 or more. WTF has happened?
    Good economy / government assistance so they don't need to work. In the same breath, maybe more clean up? No clue efforts by Le but since that one pickup, strolls have sucked. Phoebe gone and others. What's left is dirty ones most times.

    Did call and see Bella finally. Did face jack and she swallowed like a champ. She had phone blowing up but turned it off to blow me. Thankfully found her nail that fell off to get rid of evidence. Same night, drove by Angel and said hi. Glad she didn't try to get in.

  9. #9678

    Is this Angel?

    Quote Originally Posted by TonguePunch  [View Original Post]
    Cruised the loop Sunday just 1\2 hour before sunset, nothing on all three strips. My last time down National noticed Angel the little Latino thief walking her usual route between 17th and 18th!

    She wears a pink ski jacket, so beware of picking her up.

    Otherwise left unfulfilled, I certainly wasn't going to pick that POS up.

    Let's be safe out there!

    Tongue Punch out.
    If this is the infamous Angel she was near the Clark station in her pink jacket last night around 8 pm. She said hello to me, looked good from the corner then luckily I remembered the post about the pink jacket. I also ran into her during the day last summer but had no idea in was Angel however I didn't let her in. I got to say, the last 5 or 6 trips here guys, it's gone from dead to just nothing, you can circle around for hours and see basically nothing. Those glory days from 6 or 7 years ago when they were out everywhere compared to now is so sad. It's bad everywhere though, all the strolls in Illinois are dead, from Chicago area, Rockford, Joliet, Peoria and East St. Louis, just gone. Even in Orlando last March, a beautiful warm Saturday night on the notorious OTB it was dead, a few years earlier there'd be 30-40 or more. WTF has happened?
    Attached Thumbnails Attached Thumbnails angel.jpg‎  

  10. #9677

    Sunday pretty dead out

    Cruised the loop Sunday just 1\2 hour before sunset, nothing on all three strips. My last time down National noticed Angel the little Latino thief walking her usual route between 17th and 18th!

    She wears a pink ski jacket, so beware of picking her up.

    Otherwise left unfulfilled, I certainly wasn't going to pick that POS up.

    Let's be safe out there!

    Tongue Punch out.

  11. #9676

    Andrea

    Went for a cruise around 5:30 this morning. First the north side, absolutely nothing. On to the south, initially didn't see much cruising and, G, & L. Then they started coming out. Got out scooped 4 or 5 times. Once by a black pickup that passed me at a high rate of speed and then did a fast you-turn on Greenfield. If LEO was around, he would be getting a couple tickets. Finally found Andrea on 13th just south of G. The was a car in front of me waiting for her. She choose me. She is very skinny with baby damage, virtually no tits. Was up for anything. I picked your standard BBBJWS for 30. She did ok, but stayed with it as it took me longer than usual to fill her mouth. Have to give her credit for never stopping, never complained, and took direction well. She does like to suck. Dropped her off a grocery store on G.

  12. #9675

    Laps

    Landed on Greenfield about 4 AM today. I realize, given the weather, that may not be the ideal time to be mongering, but timing is what it is. I felt like I was doing laps for the sake of doing laps. I don't think I saw anything the first half hour. Then I saw a few emerge, but would usually get scooped by the time I got back around, or were forever in the wrong spot.

    I'm not an especially picky man, and I'm not hard to please. Still, as it neared 5, I began to feel like I was going to leave Milwaukee with a full reservoir when I finally spotted a WSW hanging out around 20th&GF. As I made the circle back, someone pulled out in front of me and I was certain I was about to miss this one too, but they moved on, and I claimed a well-tread gal who said her name was Amanda. She smelled like smoke and sounded rough, but her mouth was operational and I was ready to unload. Negotiated 20 for BBBJ + 10 for CIM. She was not particularly skilled, so it took a bit longer than usual, but I'm still not a marathoner when it comes to this business, so the open-door spit soon followed. I deposited her at the nearby gas station and was on my way. She didn't try to pull any shenanigans and she was polite, so she gets Rusty's stamp of approval.

  13. #9674

    Here

    Quote Originally Posted by Chad152  [View Original Post]
    I thought I would chime in with my experience. I live an hour outside of Milwaukee in a smallish town and I've recently got into the SW game since there hasn't been much available on the escort scene in either Madison or Milwaukee. I've made 3 trips there in the last year. I've never seen anything on Lincoln or National, but Greenfield seems to yield decent luck for me.

    My first ever experience was with Jill, the Great as you guys call her. This was just under a year ago. Hands down the best BBBJ I have ever had in my life. That woman is talented. I saw her on my first lap on GF. Her pussy felt amazing, she gets really wet and loves to fuck. If I ever see her again, I'm going to try to get a hotel room with her. Damage was. 6.

    My 2nd and 3rd experiences were with Hazel. As others have reported she has rotten teeth and sores on her face, but other than that she doesn't look bad. She's a pleasant enough woman. She seems nice. The BBBJ was decent, but not even close to Jill's skill level. This girl can ride a cock though. The first time I saw her, she squatted on me in the back seat. I grabbed her by the hips and used her like a fleshlight until I busted inside her. The 2nd time I saw her (about a month ago) I had a blanket and pillow with me. I put the back seats of my SUV down and took her in the back. I was kind of surprised at how comfortable it was. Most women can't make me cum in the cowgirl position, but she knows what she's doing. She tucked her legs under my thighs and rode me until I busted inside her. She left a couple of smudges on my rear window from bumping her head. If it wasn't for the sores and rotten teeth, she would be quite attractive.
    Just contact Jill direct and get her into your hotel bed.

    https://skipthegames.com/posts/milwa...7/352902023051

  14. #9673

    Reports from a newb to the street walker scene

    I thought I would chime in with my experience. I live an hour outside of Milwaukee in a smallish town and I've recently got into the SW game since there hasn't been much available on the escort scene in either Madison or Milwaukee. I've made 3 trips there in the last year. I've never seen anything on Lincoln or National, but Greenfield seems to yield decent luck for me.

    My first ever experience was with Jill, the Great as you guys call her. This was just under a year ago. Hands down the best BBBJ I have ever had in my life. That woman is talented. I saw her on my first lap on GF. Her pussy felt amazing, she gets really wet and loves to fuck. If I ever see her again, I'm going to try to get a hotel room with her. Damage was. 6.

    My 2nd and 3rd experiences were with Hazel. As others have reported she has rotten teeth and sores on her face, but other than that she doesn't look bad. She's a pleasant enough woman. She seems nice. The BBBJ was decent, but not even close to Jill's skill level. This girl can ride a cock though. The first time I saw her, she squatted on me in the back seat. I grabbed her by the hips and used her like a fleshlight until I busted inside her. The 2nd time I saw her (about a month ago) I had a blanket and pillow with me. I put the back seats of my SUV down and took her in the back. I was kind of surprised at how comfortable it was. Most women can't make me cum in the cowgirl position, but she knows what she's doing. She tucked her legs under my thighs and rode me until I busted inside her. She left a couple of smudges on my rear window from bumping her head. If it wasn't for the sores and rotten teeth, she would be quite attractive.

  15. #9672

    Perfect report

    Quote Originally Posted by BladeCruiser  [View Original Post]
    I have been to Paris and stood in the Louvre, gazing upon the Mona Lisa. It is a work of perfection, and also, of great mystery. There have been many debates as to who the woman could have been. Why is the Mona Lisa relevant to a SW report? Perhaps I should start at the beginning.

    Before I start, I do need to state that I am an outstanding citizen and do not engage in illegal activity, but I do have these unusual dreams that seem appropriate to discuss here. A few days ago I dreamed that I texted an online ad, one of those web entertainers, asking if she did meets. The answer was no. But early this evening she texted me and said we could do a car date for 100. If she used real pics of herself in her ad, I was all for enjoying her company.

    Address was a location near 51st and Capitol. That part of town one needs to tread carefully, so I arrived and texted that I was 10 minutes away. It was a quiet place, and my scouting turned up no concerns. Then as we were about to meet, she texted me saying that she was going to need to charge 120. Being the 28th of the month and the rent probably due, that may have been motivation for setting up a meeting when she only does online work. Some of those girls make millions inserting objects into themselves online for simps sitting in their basement, but I suspect most find that the easy money is virtually nonexistent. Giving money to girls on my monitor does not work when you're the touchy feely type.

    Regardless, if there is one thing I don't put up with, it's people who want to play games. It's time to meet and she says it's now 120? I text back saying sorry and to have a good night.

    I make my way down to Lisbon and just make a single pass through. It's a cold night and I see two girls. One looks stunning but I keep going because Lisbon scares me. I have an undergraduate degree in Street but the people on Lisbon, they all have Phd's. I am out of my league here and no matter what I do to prepare, these girls are one step ahead of me. I've been around Lisbon before and tried to meet some of these fine ladies, but the interactions I've had in here only convince me that these are shark infested waters and I do not know how to swim. I still like to look and it tortures the little head to pass on the beauties that abound on Lisbon, at least compared to the other locations.

    I make a few loops around Nat and Grn. There's hardly any traffic, the cold probably keeping people home, and probably why there aren't many girls.

    I see Jazz, someone I met not too long ago. She's dancing that dance people make when they are freezing in the cold. She's fairly good looking, tall, and for those who care, a product of mixed races. She is articulate and intelligent. She is also a user. When it's cold she bundles up in layers making it nearly impossible to undress and properly engage with FS. She can be had for 40, but being a user means she is very likely in need of a bath. With soap. I pass.

    The handful of girls I do see, they're making themselves unavailable by running into the gas station stores or McDonald's to escape from the cold.

    I decide to go to Lincoln.

    I see one girl but she doesn't excite me. Still, I loop around the block to take another look and she's scooped and gone by the time I get back. Now I have to pee so I go to the store at 9th and Lincoln, purchase a lemonade in order to qualify for using the restroom, but it's in use. The lady who's in there, she was a borderline loony as I saw her before she grabbed the bathroom. I wait. And wait. And wait. The only reason to be in there that long is to inject yourself with heroin. Heroin, if you have ever seen the process, is something that is not done quickly, and once it's injected, you enter a chemically induced world for which time changes. Mind you, I only know this from observation, not experience. But I'm just frikking standing there for eternity. I eventually go to the park across the street and walk to a dark corner. Call me a pig if you must. There are those who give homage to the growers of poppies but it's an entirely different matter when you're hogging the bathroom to ingest your poppy extract.

    The observations above may not be a good read, but it's an accurate description of what is happening around here. This is the world you enter when coming here and it's not always pretty.

    Shortly after my relief in the park, I'm going west on Lincoln when I see a pair of long, black boots that go up to the knees and a mini skirt wrapped around a nice pair of buttocks. Long, dark hair, pretty face, and young. She goes into the store at 13th and Lincoln and comes out with a pack of cigarettes. I was waiting for her but she walks behind my car and misses seeing me and proceeds to go west on Lincoln. I drive around the block and wait at the corner on 14th and flag her down when she arrives.

    This girl is absolutely beautiful! Body has to be a nine and the face at least a seven. It's 60 for FS and I park at a random place in the vicinity. She calls herself Mona and she is just stunning when undressed. Her bosom was nothing but perfection. It was a privilege to gaze down upon her body. A privilege!

    This girl should be on those high end web sites charging 500.

    When I reached that point of no return and your body quivers uncontrollably while ejecting fluids, the kind that men are designed to deliver, the feeling was extreme and long lasting. There is something about a beautiful woman that heightens the experience.

    I get her digits but she says the phone bill hasn't been paid so it's not currently working. It's doubtful if she will want to see me again anyway, when I offered to take her back to Lincoln, she declined and walked. I suppose for some girls it's a bit creepy seeing grandpa, but grandpa seeing the granddaughter does something for grandpa.

    Either way, it was an unbelievable meetup. That's two in a row, me having posted a previous encounter with a girl who calls herself Violet. I've been unable to contact Violet nor have I seen her since. I gave her digits out to a few here but apparently she was merely passing through or the street swallowed her up.

    This one called herself Mona, and she is definitely a rival to the Mona Lisa. In between these shooters of heroin and smokers of crack, there is real beauty here. It's unfortunate girls do this but I can't fix the world. Nor can I stop the testosterone and what it does to me.

    I wake up from my dream but I hope I have more dreams like this one. Especially when you saved 40 from the original meet and this one didn't need a bath. Paintings of Mona should be hanging in the Louvre thus allowing the world to share in her beauty. I hope you all get to meet her. You'll see if you do. Of course, some may disagree with my dream but if you do, I hope your dreams will come true.
    This is how you do a report! Thanks for the information!

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