Let’s slowly start reporting my progress for this challenge. Hope you guys like it and/or inspire others.

December 20: A partridge in a pear tree

Tuesday, not the best day of the week to really go out and find a random guy to hook up with. So, when the challenge got out, I simply planned to find myself a date. In the week leading up to the 20th, I got flirty with some guys (yes, multiple, gotta cast a wide net) and eventually planned a date on the 20th with one of them.

The date itself was a very normal dinner followed by me proposing to continue the evening by chilling at his place. Went there, met his flatmate, fucked my date as loudly as possible, and stayed the night. I went home the next morning before anyone had woken up.

December 21: Two Turtles Doves

Also in the week leading up to that day, I arranged a meet up with a FWB of mine and his dad (see this for context). I reached out to the dad first with the premise that I had a deal for him, 150$ for a whole evening, he accepted (I don’t know what I would have done if he hadn’t). Once that was planned, I reached out to my FWB and we planned on seeing each other in the afternoon after he got off of work.

FWB came to my place, we fucked. He left and I prepared myself to meet his dad. Spent the evening fucking dad’s brains out.

As far as I know, they aren’t aware that I fuck the both of them semi-regularly.

December 22: Three French Hens

Reached out to Jay and friend(s) for a meet up. Ended up meeting him and two others (one of which I didn’t know), and we fucked on and off during a evening of “Netflix and chill”.

Being airtight is still as fun as I remember. Getting bukaked at the end of evening and being dared to cumwalk on the taxi ride home was also very hot. Alas, the taxi driver didn’t want to play.

December 23: Four Calling Birds

Mall challenge. Had to cancel that because of a snow storm. Also ended up having a power outage in the evening with a fix being planned for the next day, so I went to stay with other friends. As the tradition of power outage dictates, we ended up fucking each other in a threesome, so more of the same compared to the previous day.

December 24: Five Golden Rings

My original plan for this was to buy myself something for this challenge during the mall challenge, but as you know now, I couldn’t.

The compromise I reached for myself was that I would wear a piece of lingerie I already owned that’s very “strappy” (not that all different from this one) as well as a butt plug for the whole evening/night.

December 25: Six Geese a Laying

Spent the day with my folks, not much to do except solo fun, which I did while taking a shower that morning.

December 26: Seven Swans a Swimming

Also spent most of the day with my folks, so stay tuned for part 2 later this week or next week!