The maid costume…the one that started my frequent cosplay for sex routine [MF]

This is the closest [maid costume](https://i.etsystatic.com/26876460/r/il/57c93f/3122164847/il_1140xN.3122164847_7esy.jpg) I could find resembling the one I wore originally, the black fabric were more sheer transparent like.

The first costume that started all, Doug (my current bf) and I were in a weird spot where we were just FWB, but we’d give each other gifts that were only sex related. After getting low-key bored of lingerie shopping, I thought it’d be extra fun to dress up wear a maid costume. Something completely different as a surprise.

I showed up at his place like I usually do, not letting him peak in my bag, giving him the impression that I brought some lingerie with me. I went into the washroom to get all dolled up and changed into my surprise outfit.

I emerged from the washroom and his jaw just completely dropped. A lot of “wow”, “damn”, and “fuck” came out of his mouth as I made my way toward him on the bed. I remembered doing my best acting all submissively and calling him “Master Doug”, he had me do a little spin so he can admire the outfit.

I [F] gave BJs to my prof [M] back in college and eventually let him fuck me

I made a post before about how I gave my college prof blowjobs in exchange for grades and eventually let him fuck me. Granted that this happened back when I was 20 (27 now) so details are quite hazy.

Back in college for some stupid reason, we had to take college-level English, despite graduating RIGHT AFTER high school. I had classes before and after so it’s not like I can skip to sleep in or go home early. I was at the campus already so may as well attend.

The English prof was somewhere in his late 40s, he was balding at the top but was brushing from the side to cover it. He might have been a bit more attractive if he had shaved his head. The class was extremely boring as it basically repeated what I had done in high school. being the big slut that I am, I started to tease him. I’d wear very low cut tops, put my pencil between my cleavage when I made eye contact with him, and do all those “accidental touches”. I knew I was turning him on, he didn’t have a ring on so it’s not like I was a homewrecker.

[MF] I gave my bf an anal surprise

Disclaimer: I’m writing this on my phone while I wait for lunch to come. I’m still a little high from the edibles I took to help me relax for this surprise anal, so I’m sorry if some part doesn’t make sense lol.

My bf owns his own store and opened in the morning for some pick up orders. We made plans to meet for lunch…but without a surprise first. The reason for this surprise is because I been very busy with my manager courses for the past few months. I wanted to make up for lost time. Since my gf works from home, I asked her for some help with this as she works from home and I took the week off to study. She’s been playing with my ass with a various sizes of butt plug.

To add to this little surprise, I dressed up as one of his favourite League of Legends character, Ahri (her KD/A skin). I wore the same furry tail butt plug from my nye gloryhole.

27[F] NYE gloryhole game with my first Redditor 22[M]

Here’s a shorter version of the event on r/sluttyconfessions [with a misspelled title 😅](https://www.reddit.com/r/SluttyConfessions/comments/rtm5zp/27f_nyw_gloryhole_game_with_a_redditor/)

So I made a post on my local r4r sub about a week ago looking for someone to fulfill my gloryhole game fantasy. Basically, I’ll be blindfolded to search through a wall of dildos to look for the one real cock. At the same time my gf, Sarah, and bf Dylan will be watching. After a flood of messages, a mixture of men not reading my post at all including their size/a dick pic, “hi/hey”, and party-pooping on how I’d be able to tell them apart right away…I ended up with 4 gentlemen who were able to hold a conversation, discuss alike kinks, and weren’t super cocky/pushy.

We video chatted with Jim on Dylan’s phone number, safety and all. After verifying what we talked about, we set up a time and day for our coffee date in the park in the freezing cold weather. We met up, he wasn’t an axe murderer or gave either my bf, gf, or myself the creeps. He was maybe 5’10, wasn’t taller than Dylan, on the skinny side with his pale skin and ginger hair. He’s officially chosen for the NYE!

My dom hosted his friends and my sub and I were the entertainment [Group]

This was pre-covid, my dom had some of his swinger friends over for drinks. I dressed her up in maid lingerie while I had a leather corset outfit that leaves my chest open. I bossed her around all night, making sure everyone’s cup is filled with drinks, encourage the guests to grope her, and slap her butt whenever she walks by.

My dom = D. My sub = S. The guests are G(M) and J(F).

Obviously some background, everyone is in their 30s except me in the late 20s. We’re all Caucasian. I have a C cup, an average waist, and not much in the butt. S is the complete opposite of me, with an A cup but a slim waist and a bubble butt. I doubt any of you care what D and G look like lol, but D has a thick 7″ while I think G was about longer but thinner. J’s boobs were much bigger than mine, made me a bit jealous lol.