My boss asked me to stay with him during the Christmas break and I agreed. Things at the apartment are kinda going south and since my boyfriend broke up with me, I didn’t want to be alone either. We had off work the 24th-26th, after work on the 23rd, we go to a bar for some drinks.
We start drinking, me more than him and end up after not much conversation making out at the bar table. I end up flashing some of the people my ass because my dress was really short and I’m sure you know, I don’t wear panties unless told to. We go to his place and hook up until he gets off. He wanted to cuddle, which is odd for him but I play along, grabbing his penis and slowly stroking it while talking to him. He rubs my side and grabs my ass then starts making out with me again, I ask him for it in my pussy and he delivered. Since he recently got off, he lasted a lot longer and I got off which felt great. We drink a little more and apparently I passed out.
That next morning, I woke up really early. I had to throw up but after freshening myself up, woke him up with head. He was smiling at me when I came up and I laid next to him. We talked for a bit and then he asks me to be his girlfriend. I thought about it for a bit and asked him how he felt about me sleeping with multiple guys, being wild, and if he could handle a good master/sub relationship. I told him I would love to be with him but I’ve been living like a slut for so long, I need to be tamed ;)…. He told me that wouldn’t be a problem.
First thing we did was some master/sub training and rules. I don’t need much training so it was more of the fun stuff. We made the relationship public (on Facebook), an exbf didn’t believe me so (bf’s orders) sent him a nude pic of me holding a sign saying ‘[boss/bf] girlfriend’. BF took my clothes and hid them so I couldn’t escape training.
Training was 20 minutes on a clit vibrator on medium, 20 slaps on each ass cheek, 20 times my nipples were pinched, 20 slaps on the face during a blowjob, 10 times held down for 20 seconds during deep throating. And 20 nudes of me either fingering myself or playing with his cum that were sent to previous hook ups (remember, I enjoy humiliation). Last part (came much later in the evening) I was tied to a chair, spread and cuffed with a clit vibrator on high for 20 minutes. A bowl was put under me and anything I leaked, I had to drink. Once training was over, we ordered food. He had me answer the door and told me to flirt with the delivery person. Oddly enough, he really didn’t looked at me that much and just left after I signed the papers.
We ate and then the chair forced orgasm took place. After that, he took me into the bedroom and ate me out for what seemed hours and then gave me anal before going to bed.
Christmas morning I woke up to him not in the bed but in the living room with two big boxes for me. He said he had already ordered them weeks ago. The first big box was nothing but sex toys. There was two dildos, one big and one small, a strapon, tons of lube and nipple clamps with more cuffs (longer ones for feet also). The second box was a sybian. I finally have my own sybian! I was super excited and wanted to try it out but couldn’t lift the damn thing. He set it up for me and I didn’t need lube I was so horny. He cuffed me to it, hands behind my back and were looped in the sybian so I couldn’t get out. Then he turns it on slowly and up until I start moaning like crazy. The dildo was going all around and my clit was vibrating against the bottom part hard, I could feel my pussy contracting. I’m thanking him the whole time and beg for his penis in my mouth. While I’m blowing him, I had a massive orgasm and ended up going twice, leaking down the machine and on my legs a bit. I couldn’t concentrate on blowing him anymore and his dick just stayed in my mouth. He eventually pulled out and turned off the machine. I sat there still on the machine feeling my pussy throb hard. He puts his dick back in my mouth and I finish him off. He uncuffs me after, helps me up and slaps my ass telling me to go make some breakfast. LOL what? But ok…
I made scrambled eggs and we talked about sexual stuff. I kept thanking him for the sybian, even said I probably wouldn’t need to sleep around since I have that beast. He said that was fine but if I wanted to keep being a ‘hotwife’, he knows plenty of people to keep me busy on occasion.
I tell him to go for it, he calls up a guy and sets up something. He drives me to his house, drops me off and says be done in 90 minutes. I knock on the door and a guy no more than 25 answers. We talk about my boss and apparently he used to work there, etc. Then he pulls out his dick and sits next to me. He tells me to stand up and then he unzips my pants and moves me to sit on his dick. I jump up and down for a bit while he rubs my tits over my shirt and then takes off my shirt and moves me doggystyle on the couch. He keeps going in my ass for a while longer but never gets off. Then he switches to my pussy and keeps going even longer, like 3 songs played on radio and he didn’t stop. He pulls out again and goes back to my ass and eventually gets off maybe 5 minutes later. He lays on the couch and ask me nicely to clean it with my mouth, I did so. After that, he told me to lay down and he went down on me for a couple of minutes and then ended up just fingering me until the doorbell rang. Which was my bf/master coming to get me. I got dressed and we left.
That night, after showering and eating, I gave my master another show on the sybian before going to bed. Since then I’ve used it about 3 or 4 times a day. I love it!
Source: reddit.com/r/gonewildstories/comments/5kv9iy/with_the_boss_during_christmas_mmf
Skank :)