Surprise To Dad, Maybe

Back story, my older sister and I live with my father, we haven’t always made it the easiest on him. When our mother died years ago it was hard on all of us. My father was whole heartily in love and commitment to my mother and never saw anyone or got back in the saddle after she passed. My father is a loving, successful, unorthodox person, sort of modern hippy that looks like a gladiator champion. My sister and I are my dads best friends and social life. He’s a dad, but more like a friend.
For a long time I’ve know I like men, I’ve been with a handful of girls, but what drives me wild is men. My father looks like a gladiator champion measuring in at just over 6 feet, I was not a recipient of those genes, I got my mothers, I’m 5’9 slim feminine build with a fat round butt. For awhile now I’ve had a lot of time at home and have taken a joy in putting on my older sisters sexy garments and clothes being able to actual see myself as a passable woman. My father always told us to be ourselves and be what makes you happy. This was my happy.
Not to long ago my father discovered this about me by accident when he walked into my room and thought I was my sister until he saw me rubbing my cock. I obviously was caught by surprise, had seen my cock and I could see his bulge growing, it was massive!
I put my cock away and we sat and talked about everything and he was very supportive! And even complemented me on fooling him to thinking I was my sister or at least a woman. On his way out he said, you look “great hun!”. The moment he closed the door I was jerking and cumming on myself! I saw that I had given my beautiful father a huge bulge, he was supportive and saw I looked great, all I could think about was his cock, and the terrible taboo.
The thought consumed my mind. My sister had always know, my father now knew and both were supportive. My father said if I wanted I could start dressing as such around the house if I so choose to. Once he came out and said that my sister and I went shopping for Laundre, clothes, outfits make up etc! My normal appearance became that of a seductive young woman. This was a great change of pace in my life, the best I have ever felt. This went for a while and I began to assume the identity of a woman and did the best to act as such. My father knows both his children are sexually active, so it was no surprise to me when he finally asked me when I’m going to start going out on dates as the woman I’ve become. It suddenly dawned on me that I had not accepted taking this persona out of the home and he could see my worry to which he said he may be able to help. He said I could role play with him. I kindly accept. Friday after class, I swiftly put on myself as a woman and got to my normal. I was wearing a comfy pair of boy short bottoms, a sports bra it’s fake breast inserts, my nails done etc, hair was done beautifully and to dad I went to give it a go. My sister was gone for the weekend so I was free to wear her sexy lingerie.
My father had been soppy his whiskey in the living room when I came and laid with him and put my head in his lap, he naturally went to running his fingers through my hair. Loved it! I could feel the heat coming off his lap and see the flinch of his cock. We shortly began to role play as him the target of female persona that I portrayed trying to ask a guy out on a date. It was kind of cheesy and funny at first but something started to click in the play of things. When he acted hesitant I put my hand on the inside of his thigh and moved closer laying my head on his shoulder. This was so exciting I was trembling inside, and I think he was the same though we both knew this was a bad taboo. He played to be resistant and I ran my hand higher up his thighs to where my hand met his cock bulge about the time I was saying “o c’mon, i have a surprise for you.” I felt his cock hardening. Moment of truth, my father has me hott, he is obviously excited by this, I had to make a choice, stand back or go through with seducing my tipsy hung father!!! Terrified, I decided to go for it, it had been awhile since I’d had sex and my father was gorgeous and accepting and hung.
He replied, I think I like surprises, with that I got on my knees between his legs and pulled his shorts to me revealing his oversized bulbous perfect dick head and his widely girth and veiny cock. I knew I this was a challenge and I accepted. I began to stroke his wide cock and licking up the shaft and making a mess all the way to his cocktip. He moved in sync with me and moaned and ram his hand through my hair. I couldn’t believe this was happening. He was making my smaller cock hard and jump, makin it harder to keep it tucked. I took as much of that painful wide cock in my mouth, slobbering and stroking. He said he was surprised, that I was so good at giving head. I told him I was better at riding while staring him in the eyes. I could see his excitement was set ablaze but he was hesitant. I said he should find out sometime ***whoooop*** he lifted me up and laid me on the couch and before I could regain myself I felt his powerful tongue pushing in and swirling my asshole, what amazing talent he has. He had my phat ass in the air, face down moaning as is tossed my salad. I finally couldn’t take anymore and blurted out “Fuck me daddy, please!!” His only reply was “ready?” And he began to push his extra large head into my tiny asshole. It was so painful at first, I even cried a little bit I think it turned him on my. I could feel him pushing in, stretching all the way out and rearranging my organs. Painful at first but it soon faded into Ecstasy. With every stroke of that monstrous cock of his I was dripping cum, I shouted out loud again asking him to fuck me like the dirty slut I was. He laid me on my side and drove his cock so hard and deep I could feel my breath taken away, I was drunk off his cock. He made me cum without touching my own dick. The pounding continue and he told me what a good girl I was, how pretty I looked and how much he enjoyed my plump ass and how tight I was around his cock. In an instant he lifted me up and moved me with his cock, never letting it out of me and now I laid atop of him on the living room floor. This was my moment to shine. As I had always practiced riding, and moving my ass and flexing my ass ring I went to work to ride the soul out of my father. I don’t think he was ready because I’m only a few moments he was moaning so loudly and clenching as I felt his fat cock swell and start u loading incredible amounts of hot cum inside me, inside me at least till it started dripping.
My world was recreated. I had just been fucked like I always wanted to, ass a woman persona, by the man who raised me and had the largest cock I’ve seen, and he made me cum without even either of us touching my dick. To say it was heavenly would be a massive understatement.
That whole weekend he treated me as a young slutty beautiful woman and fucked the living daylights out of me. Every time he recovered he was owning my ass. Cum only went two places, in my ass left to drip down my cheeks and the back of my balls or in my mouth so he could watch me swallow it. Delightful.
Sunday, when my sister returned home we had both straightened up the house and ourselves, I was as myself as a woman sitting quietly with my dad in the living room watching TV. She walked in and said hello, stared at me for a moment, smile and went to her room which she asked me to follow her. She started changing and told me to have a seat, as I sat down at her desk, her chair was wooden and my ass was painfully sore, I winced and my sister just smile. I asked why she was smiling so much and her response was nothing more than “I’m glad to see you’ve finally enjoyed a weekend with dad like I have!!!” My jaw dropped. She said she could tell the moment she walked in. They had done the same thing before, exactly the same a weekend I was gone. My sister told me she had approached him long before to provide our father some form comfort and a sort of release. I was dead at the truth coming out. She told me it was okay, that it was our business that stays in the house and it was our responsibility to take care of our father as he always did everything to give us the world. We chatted about our experiences with our hung father and how great his cock felt. Then we decided, we would enjoy him together. Too this day, my sister and I take turns or together take care of our amazing loving father.

I hope others out there get to enjoy being themselves and hopefully get to enjoy a sexy experience with family.