So a long long long long time ago I had promised some random Anon I would try role playing with my dad. Something that I have never done before. Well, Halloween finally came and went which meant costumes were on sale and it was finally my chance to do it. He recommended I do a cowboy and Indian theme which seemed interesting, but of course I didn't really have the costume for it so I never actually attempted until now. Just a few days before Halloween I had decided it was finally time to give it a try and went shopping with my sister and brother for some costumes. Needless to say, I finally got around to purchasing the costumes and did my first "attempted" role play with my dad and brother.
It was the Friday before Halloween and everything was ready. Just two days before, I had went shopping with my siblings. More specifically; costume shopping. Although I needed a costume for the Halloween party on Monday, my real intentions was to purchase one for the purpose of role playing. I had never role played in my life before and I honestly didn't know what to do or expect. The closest I probably got to role playing was playing as Lady Macbeth in my English play. How different could it be right? The concept seemed simple enough; just pretend you're somebody else and act it out. It didn't seem that hard but I was hesitant to believe it would be that simple. Luckily though, finding the costumes I needed was a breeze although a bit pricey to be honest. I found a pretty nice looking Native American costume among the countless of other Native American costumes that were in the store. Surprisingly, there were multiple different variations to choose from. I went with the cheapest one they had to be truthful. Which still wasn't very cheap. The costume was made from a material that closely resembled leather but undeniably fake leather. I doubted they would sell me real leather for $40. Despite the price, the costume was fairly nice and simple.
It was a dark brown hide leather dress that went just to my knees with a single strap going over my right shoulder to hold the dress together. The bottom portion of the dress primarily consisted of a skirt that was cut at a slight diagonal with a bunch of tassels dangling off at the end. There wasn't much else to the dress except for a few turquoise blue diamond shape patterns outlining the neckline of the dress and the arms. Besides the dress, a braided belt with colorful blue and white feathers came included too; just to wear along with the dress. There was also some tanned leather bracelets for your wrists with more tassels dangling off and a braided blue and white head band. Overall, the costume seemed fairly simple. Sort of similar to what Pocahontas wore except much more bland and basic in my opinion. Disappointingly though, for $40 dollars no boots or shoes came included. Kind of a rip off if you asked me. Luckily though, I had some old cowboys boots at home which I intended on pairing with this dress to compensate for the lack of shoes. For a simple costume like this, it was definitely on the more expensive side but ultimately I was hoping it would all be worth it in the end. After picking out my costume, I went around and also found a cheap $7 dollar cow boy hat for my dad to wear. Frankly, I didn't think he would be willing to wear a costume. I was lucky enough if I managed to convince him to wear the hat alone. Either way, I bought the hat without consulting my dad before hand and just hoped that he would be willing to wear it. If not then there went $7 down the drain.
Now at the time I went costume shopping with my brother and sister, I really had no idea or intention that my brother would be joining me as well. If I did, I probably would have forced him to follow the same theme as me. Regardless, they each bought what they wanted and it was what it was. For my sister she bought herself a cute little Minnie mouse costume. Surprisingly she had somehow managed to convince her boyfriend to go as Mickey mouse and together they matched as a couple. It took a while for her to find it but in the end she managed to find all the components needed for the costumes. It was pretty simple in fact, more simple than mines even. All her costume really was, was a headband with black semi-circular mouse ears and a red-white polka dots bow between the ears. It came with a matching red skirt with white polka dots as well and some white gloves. Although the costume came with a red blouse, my sister had no intentions of wearing it because of its "ugly" style. Instead she opted to wear her own sleeveless black blouse in replacement. Either way I was certain it was going to look just great on her. Unlike me and my little sister however, my brother had went in the opposite direction and bought something extremely different instead. One of the things you should know is that my brother's not really the type of person who enjoyed dressing up to much. To him it was just a waste of energy and time.
Unfortunately he needed a costume to go to a party as well. Rather than buying a full set costume like us, he went and picked out a fairly creepy zombie-like clown mask. The mask was basically a clown grinning with smears of blood and ripped flesh wounds across his face. There was clumps of frayed rainbow hair sticking out at the top as well; adding to the appeal of the mask for my brother. I honestly didn't like it but that didn't stop him from buying it. He argued Halloween was a time to be 'scary not cute.' That was a valid point. Not able to argue against his logic I just let him be. In the end we each managed to get our own things and the real fun was finally going to begin. When we got home that day, I spent a few thoughtful minutes deciding on how I was going to ask my dad about this. 'Hey, dad. Are you busy this Friday? Want to wear fuck your little daughter while wearing our costumes because I want to try role playing with you' I played it out in my head. It sounded stupid asking him upfront like that but there really was no other way to ask him about it. It was hard trying to come up with the exact words to say in order to avoid sounding weird but really there was no way around it. Most of all it was going to be hard explaining why I wanted to try this all of a sudden if he asked me. Regardless my mind was set and I intended to make it happen no matter how awkward it was going to be.
Around 6PM he came home. Looking drained, I gave him some time to shower and eat before I decided to finally ask him. He was sitting at the dinner table with a cup of tea, reading the news on his iPad. I sat in the chair next to him and tried to get his attention.
'Hey dad?' I tried drawing his focus towards me.
'Hmmm?' he heard me but didn't look up from his iPad.
'Are you busy after work this Friday?' I asked him anyways.
'No I don't believe so, why?' he scrolled on his iPad. That's good then I thought to myself. The easiest part of asking was over now. Now it was time to ask the real question.
'Do you want to have sex on Friday then?' I bluntly put it. Normally when we had sex, it was usually him asking me and not the other way around. No doubt he thought something was slightly unusual. He raised a brow but didn't bat an eye towards me.
'Sure sweetie' he replied back not really interested.
'Can you also do something else for me while we have sex?' I asked him some more.
'What do you need?' I hesitated to tell him for a few seconds unsure if I should back out while I still can.
'Well, I was wondering if we could try something new?' I finally grabbed his attention. I watched as his finger turned off the iPad screen and his body shifted to face me. He had a surprised but slightly interested look on his face.
'What do you want to try exactly?' he asked me back.
'Don't laugh okay? Just listen to me first before you start laughing at me okay, dad?' I felt a bit awkward with what I was about to say. He nodded his head understandingly and quietly listened. Here goes nothing I thought to myself. 'I was wondering if we could try role-playing a bit while we're having sex on Friday' I told him forwardly. He chuckled a bit as I told him my plan. I looked up at him to see his reaction. Brows raised high and lips slightly pursed. It was hard to tell what he was thinking.
'Are you serious?' he looked at me confused by my request.
'Yeah' I shrugged.
'Why though? Did your brother put you up to this?' he thought I was joking. 'Are you pulling a joke on your dad again?' he sighed with a hint of disapproval.
'No dad. I'm serious' I shook my head adamantly. 'I'm actually wondering if you could try it with me on Friday' I assured him I wasn't joking around. 'If you don't want too its okay too' I quickly added just as his facial expression indicated he was lost.
'No, it's fine. I'll try if you want' he replied back quickly. 'It's just that you normally don't come to me that often for sex, especially "role playing" sex. What gives?' he asked me curiously.
'I just want to try. I read about it somewhere on the Internet and it sounds kind of fun' I partially lied to him.
'Uhuh' he nodded skeptically.
'If you're busy or if you don't want too it'll also be fine with me' I still gave him the option of backing out it if he wanted.
