The Thinker

Craigslist casual encounters weirdness: June 2015 edition

It’s that time of the month … for my review of the local Craigslist casual encounters section. When I say “local”, in this case “local” is Hartford, Connecticut, about an hour’s drive south from where I am living now. It’s the first sizeable metropolitan area near me now. If it’s not sizeable, the postings tend to be lame. I tried reviewing Hartford last month and found it quite promising.

I can count at least 194 web page views for this stuff in May, or about 11% of my total web traffic. Today at midweek looking at the first page of ads I find that as usual horny men are taking over the place:

  • 41 men are looking for a man
  • 42 men are looking for a woman
  • 1 man is looking for multiple men
  • 4 men are looking for a couple
  • 2 guys are teaming up and are looking for one woman
  • 2 transgender women are looking for a man
  • 2 couples are looking for a couple
  • 3 women looking for a man

Hopefully, Hartford won’t disappoint me in June. Let’s dig in:

  • Legitimate postings from women in this part of Craigslist are pretty rare. Here’s a 63-year-old woman looking for an endowed man to give him a blowjob. The only thing that piques my curiosity is how many men (probably much younger) are so horny they don’t care about her age. I’m betting it’s a lot but I’m not convinced the ad is legitimate.
  • Can a FWB (friend with benefits) also be a freak? That’s what this self-proclaimed big beautiful woman wants from her FWB. She doesn’t want just any freak, but a very well endowed black man who is freaky. She’s 44 but doesn’t want you if you are attached. Speaking for myself, the last thing I want in a friend is someone freaky.
  • Two female roommates are looking to “share” a well-endowed man, presumably at the same time. Curiously though they won’t host. What’s up with that?
  • She offers “sweet relief” but it sounds like she really offers especially intimate massages, all completely safe, so don’t expect kissing or penetration. I’d bring a lot of cash.
  • She offers even safer sex: naughty pictures by email of her 19-year-old coed body, but only for a fee, of course. She’s posted at least twice: here and here.
  • She is looking for officer material … literally. If you aren’t a police officer, don’t bother responding.
  • How respectful is a 59-year-old man posting as a woman so he can get you to read an ad where he says he wants to watch you masturbate to orgasm? Not very. Respect starts with being truthful, dude. Post this crap under m4w.
  • Are you a submissive lesbian woman hoping for a dominant 28-year-old woman? This lady from Glastonbury looks great in her red dress, so even if you are not submissive you might want to fake it for the chance to play with her.
  • Ladies, here’s your opportunity to try out a woman from Vernon who has never had a woman, but only if her 21-year-old boyfriend can watch. Pass.
  • In a similar vein, here’s a submissive lady looking for a “sister slave”. Pass on this one as well.
  • This is odd: a couple is looking for a well-endowed black man to see intimate pictures of his 45-year-old wife, but you will never meet. It all has to be done virtually. Why do their requirements matter? And why bother if this is your thing? You can see five intimate pictures of her posted in the ad and save yourself the hassle of contacting them.
  • This is odder: a couple is looking to get spanked by a man age 60 or older, but they are not looking for sex or inappropriate touching. A dirty old man can’t catch a break on Craigslist!
  • It’s not often that you can see what you will get in advance. Hartford has an art cinema and this couple is coming there to play on Saturday, and the wife will be very accommodating to all men that meet her criteria. Freshly showered and well-endowed guys should plan to be inside the Hartford Art cinema starting in the afternoon. They’ll be playing on both levels. She may be 51, but she can wash my car anytime. See photos.
  • This is a confusing ad: a man-woman couple is actually a dominant man and “she” is his slave boy, age 24. They are looking for you (a guy) to have “her” to degrade and do many other nasty things to “her”, but only safely.
  • He’s 55 and is looking for a man to “rim”. If you don’t know what that is, suffice to say you probably don’t want to know. He doesn’t want to reciprocate but you must be half his age or less. The main requirement is to have nice buns.
  • They are a couple. He wants her to squirt, but she doesn’t know how, so she needs a teacher. You (a woman) should come over and show her how it is done. My question: where do you get certified in this stuff?
  • Hair is good, the more the better according to this gay man who likes his men natural, including sporting an untrimmed beard.
  • Finally, an honest man: he’s simply looking for a “piece of meat”. I’d suggest a tube steak from the local Big Y.
  • Last but not least is this truly kinky ad from a woman looking for a man. Dildos and an open mouth are required. She’s in her late 30s.

More in July.


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