A Few folks have asked how to get chicks on AshMad or other dating sites.. it can be tough. I don’t know the numbers, but it seems like there are about 100 guys for every hot chick. And some of the “girls” are not girls, but idiot guys with no life and like to Chat. Or they are too ugly or too afraid to actually walk their talk, and will do nothing but waste your time or want to “chatsex” with you. Boring!

I’ve spent a couple months studying what works and what doesn’t and have had some real successes. I’m happy to pass along some of my lessons learned. I’ll write em up whenever I can, and post them. Happy to hear of anything that you have found that works… never too late to learn! I still have 80 something chicks to convince to fuck me!

Here are a couple off the top of my head… I’ll get more detailed when I have time.

1. I never go for the younger girls. I can get them at coffee shops. On AshMad I look for the married, 30-40 MILF who are so bored or frustrated that they will do ANYTHING to you, for whatever desperate reasons they have. Young girls have so many offers that it is nearly impossible to get their attention and they are way too high maintenance.

2. I never go for the single girls… same reason as above. Some of these chicks are looking for sugardaddies, and while I support that, AshMad is not the place for it. There are several good websites where the girls are hotter and easier to deal with if that is you thing.

3. I try to target women from the suburbs. I rarely go for girls from San Francisco or San Jose… I try for those in Concord, Walnut Creek or Petaluma or Sonoma. You want a small town girl that doesn’t have much other opportunity to do this sort of thing and that has something to lose if it becomes public.

Lots more to come…

By 100 Girls in 1 Year

Suicide Girl was a bit of a bummer. Of course I still had sex with her since I’m a guy think with the little head when I am in bed with a chick, and because I need the numbers for my Quest, but I really should have just kissed her forehead and left soon after I got there. Sad case…. miserable life and she likes to re-live the miserable parts… Guess the SuicideGirl thing is more than skin deep.

I met her at her apartment that she shares with her roommate and her roommate’s unhappy cat. We sat on her bed and I listened to her. Just nodded and said “hmmmm…” a lot. After an hour or so, I just reached out and started to take off her shirt. She hardly flinched and didn’t stop talking. I spent the next half hour half listening to her while I sucked on her sweet little breasts that each had a tattoo and a nipple ring. Never really thought much about nipple rings before, but I have to admit they are kind of sexy.

My body was turned on, my brain was turned off…. my body won, of course. Moved down to her well groomed (a nice surprise) kitty and had my fun there. Clit was pierced too of course, and I am not opposed to that either. She barely noticed I was there. I didn’t even bother with a blowjob, or trying to really get her into it. Just played with her body and tried to tune out her talking and sighs. Finally I just turned her over spread her legs and fucked her from behind lying flat on top of her and pushing her head into the pillow. She shut up for awhile, but started in again as soon as I was done. I split as soon as I could… she seemed resigned to it. She thanked me for spending time with her and said I was a really nice guy.

Strange, sad little girl. Perfect little slutty body, fucked up brain. Maybe just too young somehow. What a difference between her and my little 19 year old cleaning girl… I need another session with her to wash this one out of my brain.

Another one down, but not a very fun one. 87 to go!

By 100 Girls in 1 Year

God Bless the dudes that started Ashley Madison! They really hit on something, and while there are lots of other sites out there, I’ve never found one that worked as well… and no they don’t pay me! But maybe I should ask them to host this blog….hmmm..

Some of you have emailed or commented that you want some tips on how to use AshMad best… I do have some things to share and I’ll do so when I get a couple minutes… my first priority is to get myself laid, then I’ll help you…

Speaking of which… date tonight with that dark little Suicide Girl. Not sure about this one… she is physically perfect for me, tiny and slutty looking, but I get the feeling that she is going to talk a lot about how miserable her life is. I’ve talked to her on the phone a couple times and texted back and forth a little now. I’m a type A kind of guy and naturally want to get people to figure out how to fix themselves – which almost no one appreciates. I will have to try and hold my tongue, or use it for purposes other than talking. We’ll see. I am prepared for the worst, and will hope for the best.

Still don’t have a third girl for this week… need to stop hanging out with Girl #2 on the weekends so I can catch up… I’m still one girl short for my goal right now.

By 100 Girls in 1 Year

31 years old, Asain babe married to a somewhat successful sports star here in the Bay Area. (Hope I’m not giving away too much.) He is on the road a lot and cheats on her all the time. She listens to Howard Stern, heard an ad for AshMad and decided to play the same game. Basically she was out for revenge and for a good time, and I was very happy to help on both counts.

About 5′3″, 105 lbs, limber, in great shape, hair too short and kind of angry, but was a lot of fun in bed. Got a hotel in the city (Hyatt Regency, top floor) about 5pm, had a drink in the bar downstairs, went to the room, checked out the view. I stood behind her and fondled her breasts a little, nibbled on her neck, and a few seconds later she was naked and we were in the shower together.

Married girls are so much less inhibited than single girls, and they are usually sexually bored, frustrated or, in her case, out for revenge… with these types I usually start off with the nastiest things, just to see what they are up for… She was up for anything. I had my tongue in her ass before I even kissed her, and she was squealing. Pretty soon I was showing her how to hold her head so she could deep throat me without gagging too much. She gagged anyway and threw up her drink, but it wasn’t too bad and she was determined to get it right… I assume this was the revenge part, because it is rare to find a girl that eager to do something that submissive so quickly.

We fucked for a couple hours, went to dinner, fucked some more, made a real mess of the bathroom and bed, and called it a night just after 11. She had to get home so her husband wouldn’t get suspicious when he called. I went home completely sated. Felt a little sorry for her… her marriage will not end well, and she will probably regret tonight, but I won’t. And I bet she wants to do it again.

By 100 Girls in 1 Year

Met a Suicide Girls model yesterday in SF. She is one of these typical young, skater, dark, frownie types that hang out in coffee shops with lots of tattoos and piercings… A little like Girl #6 but less happy and has no money. You could see her nipple piercings through her skimpy white t-shirt with no bra. I just love this look. Quickly struck up a conversation and when she asked me what I doing there, I handed her my Quest card and told her the whole story of the 100 Girls in 1 Year. That’s when she told me she had posed for one of the Suicide Girls books/website. She showed me her pic on the website, and the pics of some of her friends, and I figured I was in.

Damn these Suicide Girls are amazing. If you haven’t checked them out, do it quickly www.suicidegirls.com. They just have such a “fuck the world, then fuck me hard” sort of look to them. Kinda sad, but ultra sexy. Very skinny, very dark and slutty all over.

I’m meeting her at her apartment Thursday afternoon. I’m pretty sure sex is a sure thing. That gives me two for the week… need to find one more!

By 100 Girls in 1 Year

Saw G1’s friend last night… tall drink of MILF… very sweet, nervous, and ready to play. Married chicks are so uninhibited, and lusciously desperate for sexual attention. We started slow with my usual neck kissing and booby fondling, started playing with her nipples, which got very hard (I love that), then started whispering what I was going to do to her… she arched her butt against me and we were off!

I threw her right in the shower (huge, stand up shower), and had my fingers inside her little lips in just a couple minutes. I was inspired to break out my toy collection with this girl, blindfolded her, and then told her to play with herself using the toys.

I always try to make a chick play with herself… some girls are feel inhibited and you have to really encourage them (sometimes I grab their finger with my teeth, then drag it to their clit… then lick their lips while they touch themselves). Getting a chick to do this is always a good idea for a guy… it does a few things.

1. It shows her that you are not afraid of them playing with themselves, as some girls cannot orgasm without using their fingers. I have NO issues with a chickee getting herself off while I am fucking her. Some are too shy to do this, which is ridiculous… the more fun they have the more fun I have.

2. It teaches you what they like and how they like to be touched. Every girl likes something different, and often what one girl likes is a turnoff to another. Getting them to play with themselves shows you what they like, then you can duplicate it and they think you are a genius!

3. Lots of girls think masturbation is “dirty”, so if you can get them to do it, it kind of gets them in the mood for lots of other “dirty” things – kind of heightens the level of play.

She was game, and I enjoyed watching her make herself squirm. I opened her mouth with my hand while she was playing and just held it open…. then slowly put my cock in, just teasing her a little, going gently in and out till I figured she could handle it a bit rougher. From there we went to missionary and I tested her flexibility (excellent… Yoga and Pilates is the greatest thing in the world for sex). We fondled, sucked and played for a couple hours. I teased her ass a lot, but never actually pushed myself in. I came twice, she came once… she tried for another but she was just too tired by the end.

Good girl. Hope she finds more boys to play with… her husband hasn’t had sex with her in two years… marriage sucks (have I mentioned that?). Okay, actually I like marriage, I just don’t like sex combined with marriage.

21 down, 79 to go!

By 100 Girls in 1 Year

I saw G1 again this morning for some sweet sex play. She loves anal. With the right girl I can get into it, and she is sure the right girl. Lovely little MILF. She isn’t on birth control, so she always blows me, then begs me to fuck her in the ass. (No we don’t use a condom… I do with almost everyone else though, so don’t bug me…). She used to only be able to take me while she was on her back, but we have slowly worked up to doing her tight little ass doggy style. Never met a girl who loves anal as much as she does. She is very small and bendable and so much fun.

She has also acquired another chick for me. Another MILF friend of hers. She showed me pictures the other day… looks tasty. Tall, dark, 43 yo, one kid, still married, but looking to leave her husband and wants some fun. Very common story, I’m finding. She is coming over tonight – I just love fucking two or more girls in the same day… such a turn on!.

G1 is amazing… she actually has hot chicks coming to my house for the sole purpose of fucking me! If I could get 5 or 6 other chicks to do this, my job would be so much easier! I can’t count the number of dud dates or hours I’ve spent trying to woo other chickees. Poor me!

I told her about my Lesbian adventures in LA, and asked her if she new any lesbo couples who might want to have some fun with a guy. She is a well connected chickee in the art world, and surely there are lots of them there right? She likes the idea and promised to scope it out, but wants to join me in playing with one… no problems there!

By 100 Girls in 1 Year

I decided to go a little more public with my Quest, see if it can help me round up a few more chickees. Believe it or not, some girls are actually into this Quest… never occurred to me… in fact I am starting to get the idea, based on my email, that they are the majority of my readers – which totally turns me on.

So why not try to make it work for me? I’m going to post an ad on Craigslist, talking about my Noble Quest, and asking good looking chickees to help me out. I bet it actually works. I am stunned at how easy it is to get girls in to bed these days… maybe I was just a total dork before, but it seemed like I had to put a whole lot more work into it back in my pre-marriage days. Course I do work out and have a hell of a lot more money now… guess that helps.

Here is the ad, so far.

“40 year old, recently separated, good looking rich guy, seeking to make up for lost time by having sex with 100 girls in the next year. If you have any desires unfulfilled and/or just want to have a one shot afternoon/night/weekend fantasy, I’m your guy – I like doing new things and I can afford them. I’m chronicling the whole adventure in a popular blog online (I will be discreet about WHO you are, but NOT what we do). If you want to be a part of this fun, email me and we will be having sex asap in a nice hotel in SF, on a beach in LA, or at one of my beautiful houses in the north bay or Tahoe. You can check out the blog at 100girlsin1year.blogspot.com. Email me at 100g...@gmail.com”

By 100 Girls in 1 Year

Alright! I’m 20 chicks into this Quest, and having a blast… most of them have been rocking good fun, only a few duds, and I am looking forward to another 80 in the next ten months.

Is it possible to get addicted to new pussy? I think I have achieved it. I am consumed with being with new girls… not that I don’t still have fun with G#2, but my interest is really only in being with a new body, a new girl, a new mouth, a new ass I even find myself occasionally avoiding being with any of them for a second or third time… (except G2, oh and and the amazing little cleaning chickee… yes I am still seeing her once a week or so. Oh, and G1 on occasion…. oh, and…). Hope this Quest doesn’t spoil me for a real girlfriend! Maybe I’ll be sick of women altogether by the time this Quest ends…

Thank you to all of the wonderful, beautiful, sweet and willing chickees that have helped me out so far.

By 100 Girls in 1 Year

Black Girl was hot! Wow was that fun.

We spent most of the day together on my buddy’s boat, sailing around the Bay doing the Golden Gate Bridge thing, drinking beer (wine for her), and having fun on a picture perfect day – minus a little smoke and some ash falling on us. She sat on my lap, laughed a lot, got wet, nibbled my fingers, and probably would have gotten more serious if we had been on a bigger boat!

Took her back to my place in San Francisco since my wife is in Chicago for the week. G20 was as eager to get to the sex as I was, and I had her naked from the waist up before we got in the front door. I slid inside her wet little pussy the second the door closed, and then romped around with her for the next three hours.

She had a perfect bubble butt that I devoted at least an hour to… I fucked that perfect ass with my tongue and my cock by the time we were done. For a skinny girl, she had a major set of boobies on her that were perfect for sliding in between. She had a great way of holding her head so that as I fucked her tits, I would slid directly into her mouth on every stroke… very nice move that I’ll have to teach to G2 (who has sort of become my primary girlfriend).

We finished our fun, then watched an unbelievable sunset through the smoke clouds from all the fires here in NorCal. This girl was fun, uncomplicated, out for a good time, and probably up for doing it again soon! She also asked if she could use me as a personal reference for a job she just applied for! Uh… sure…

I didn’t tell her about the Quest, but I might do it next time we talk.. She might be a little pissed at first, but I think she might get off on it.

By 100 Girls in 1 Year

This Quest is a lot about making up for lost time during my 15 years of monogamous marriage, but it is also about fulfilling a bunch of my fantasies that went unfulfilled during that time. Obviously having sex with lots of women is a fantasy of mine, but there are others – being with multiple girls at the same time, being with a porno star, sex with a prostitute, sex while flying my airplane, etc. I really need to write them all down to make sure I accomplish them all during this year!

I think I’ll pass on the suggestion that I have sex with a transvestite, but if anyone has other fantasies that they want to pass along, I promise I’ll do my best to get it done.

The thing about sexual fantasies is that I have found they are often better in my mind than they are in reality… take anal sex for instance. My wife wasn’t up for this at all, and I fantasized about it for 15 years wanting to do it. I’ve done it lots in the last two months now, and while I do like it sometimes, it doesn’t pack the amazing punch that it did when it was just in my brain. I’m not complaining mind you… I want to live out all my fantasies, but it is interesting to note.

By 100 Girls in 1 Year

Met a hot young black girl today… I’m kind of excited… always fantasized about being with a black girl, but never had the opportunity. Met her at Barnes and Noble here in SF, at the cafe. Was sitting there with my trusty little computer when she sat down next to me and asked to borrow a pen…. All the intro I needed!

I am getting good at figuring out what a girl is looking for and going with it. Of course my rap only works if the girl is looking to have fun with an older (still only 40!) kinda-goodlooking, kinda-rich white guy. I think this girl is up for it. I’m going to take her sailing with me and a buddy tomorrow on the Bay. An afternoon of booze, water and sun and I’m pretty sure I’ll have her in bed by dinner time.

25 years old, from Georgia, just got a masters degree from SF State, very slim with large breasts and a perfect ass. She will be fun. Can’t wait!

By 100 Girls in 1 Year

Here are some more tips for those who keep asking how to get a chick on AshleyMadison or other dating sites. Please remember that I put a TON of work and tens of hours each week into searching, chatting, meeting and failing, before I find a hot chick I can fuck and blog about…

I’ll continue to update and add to these tips throughout the year I have to find these 100 girls.

4. Pictures. You have to have several pictures. You don’t have to show your face on the ones you post, but you have to have several pictures and, sorry, you have to be relatively good looking and you cannont be over-weight. If you are, hit the gym, start running, etc… this alone will improve you shot at getting a girl by a hundred-fold. You will also have to have a face pic to email at some point. I always insist on seeing a face pic before I meet with them.

5. More pictures – Don’t send/post pics of your cock. Gay guys like this, but chicks don’t seem to go for it. I post face-blurred pics of me in a suit and business casual in nice settings. Makes chickees feel safer, and they will check out everything else around you in the picture if they like your look, so make the background count. Expensive hotel lobby or the Ocean behind you… don’t post pics with other people in it.

6. Be ready to put in your time with “chatting”, IMing, etc. Unless you hit on an experienced AshMad girl, you will have to do a certain amount of Chat. My profile says something like “There are so many strange people chatting on this site, I try to avoid IMing till I have actually met someone at a coffee shop…” doesn’t really eliminate IMing, but might help a little. No matter what you do, you will have to put in some IM time.

I’ll try to post the big ones next week.

By 100 Girls in 1 Year

Yoga bunny was hot and fun, but not really my type – hate to say it but she was too desperate. We had sex in the woods off a hiking trail on Mt. Tam in Marin. She was eager to suck and fuck, but for some reason she just didn’t inspire a lot of lust in me. I like sex outdoors, and her body was perfect, especially for a 42 year old momma, but something just didn’t click. I was a little afraid that I have spoiled myself with all of the younger girls, but G2 is the same age as this one and I can’t get enough of her… must just be chemistry. Maybe she was just so desperate to be with someone besides her husband that it made her over-eager or maybe she was just nervous and it came out that way.

We met at a trail head on Mount Tam in Marin and we weren’t a quarter mile into the hike, on a VERY hot day, when she practically begged to suck on me. We walked off the trail a little way behind some ancient redwood trees and she got on her knees and attacked my cock. I was horny for her, but usually like a girl to go a little bit slow at first… nothing slow with this MILF… very aggressive and insistent that I cum… So I did! She asked me not to wear a condom and swallowed every drop. She licked her lips, stood up, I pulled my shorts up and we continued walking…

We finished the loop an hour or so later and she asked if I would fuck her in my car. Usually a great invitation, but it was just tinged with too much weirdness to really excite me… But, for the Quest, I did it anyway. Blow jobs don’t count for this adventure, and I need the numbers!

The car was way too hot (my car is black), so we found a spot at the bottom of the parking lot, I dropped a towel down and she started her sucking again. She was okay at it, but I have come to expect a little more talent in deep throating, so it wasn’t perfect. We tried a couple positions, doggy was too hard on her knees. I finished in missionary with her knees up around her ears. Again, no condom… fine with me. She has been married for ten years and monogamous till today. I pulled out at the last second, scooted up over her pinned down legs and shot my load right on her face. I figured she would love it and I was right.

I enjoyed it, but wouldn’t be tempted to be with her again… especially not with all the other fantastic trim around me now.

19 down, 81 to go!

By 100 Girls in 1 Year

I have a new place to hang out. Whole Foods market, right after the Yoga class next door lets out… Yoga MILFs as far as the eye can see. They all flock to the Whole Foods for some kind of natural crap to eat, so they can stay so damn lean and tight. They probably barf it up once they are done, but whatever they are doing, it sure looks good to me. If I get the right one, maybe I can get her to pass me around to her Yoga friends! We’ll see. Might just be wishful thinking, but it is working with G #1…

Met one nearly-sure thing there a couple weeks ago… we were supposed to get together last night, but she canceled at the last minute. She has a husband and kids and something along those lines came up. But we are getting together tomorrow afternoon for a hike – she is very nervous, but very desperate to break out of routine-sex marriage… I know the feeling.

Her Yoga body is so amazing -I’ll be able to bend her all over the place… one of my favorite things to do.

By 100 Girls in 1 Year