Author: throwawaybay84

[M]et a total MIL[F] again and 30 minutes laters I shot my load in her

Part 1 (I should really call it Part 0 as today was supposed to be the first time) is a separate post I wrote yesterday. This happened less than an hour ago.

I met a woman on Craigslist. Didn’t think that was possible. She was a hot 40 year old MILF with short blonde hair, green eyes, and a FIT body. Didn’t look like someone who has had kids based on her figure. After her hot BJ in the car yesterday I could only imagine what to wait for this morning…

Tossed and turned last night, not knowing what to expect. Around 9am I got a text message saying she couldn’t come anymore. Fuck. I worked from home today for this shit! Obviously I was disappointed but understand the nature of The List (Craig’s), so I rubbed one out and went on with my day. Only an hour later she did text me asking me if she could meet at 3 today. Working from home paid off! I said yes and counted down the hours until 3. Read more »

[M]et a total MIL[F] and 30 minutes later she swallowed my load

Still in shock as I write this. This literally happened 20 minutes ago this afternoon.

About me – I’m a 32 year old guy living in SF. Don’t have trouble meeting women, but every once in a while I want something anonymous and carnal. So I posted an ad on CL looking to see if any female out there wanted to play. Seems like a fool’s errand, no?

I did get responses – most of which were either fake, from prostitutes, or men. However, there was one response that I got from a MILF that seemed like it could be legit. Email just had a selfie and a phone number. So I texted, and what followed was the most unforeseen and awesome 15 minutes I’ve had in quite some time.

I work downtown and don’t have much time in the evenings, so we figured we’d meet up for coffee to see if we had a connection. Was waiting nervously outside of Starbucks, and in walks in a 40 year old smokeshow. About 5’6, blond hair, green eyes, and totally toned. Wearing a form fitting red dress that hugged her amazing figure. We chatted briefly for 15 minutes and make plans to meet up tomorrow. Read more »

[M]et a [F]at chick thru CL Casual Encounters and Paid her to film giving me a BJ

Not sure if this belongs in the TIFU section haha!

TIFU by posting an ad on Craigslist and paying a fat girl $150 to blow me on camera. I lasted 30 seconds, tops.

I should backtrack. I live in the downtown of a major city, am 30 years old employed with a good job. Once in a while I get a handy from one of the dozens of massage parlors in my city, but nothing beyond that.

This past weekend I was feeling especially risky so I decided to post an ad looking for a woman who wants to make a quick buck. Posted it yesterday morning and got 3 responses off the bat. Decided to go with the one who seemed the most legit…she sent over four pictures, all clothed, and it’s clear this girl was not a looker. 34, probably 20 pounds overweight, and just generally weird. We exchanged details over email and decided upon today.

Fast forward to this afternoon when she’s over. I decide to attempt to film a Backroom casting couch-type interview where I’m asking her questions but it’s just so awkward. She takes off her shirt and pulls down my pants. Puts her mouth around my cock and within 10 seconds I feel the twitches of an impending orgasm. Read more »