I have dreamed/fantasized about dressing as a woman. I love stockings, skirts, panties, bras and especially pantyhose. I have spent hours on end in my youth jacking off to pantyhose and a big cock encased in pantyhose. This story is partly fiction, part fantasy, part reality and it's my first story EVER! Feedback and or encouragement is welcome just email phosecumslut@gmail.com
I hope you enjoy
The day started out like any other, I woke up, with my hardon raging in my pantyhose. I was wearing a pair of sheer to the waist pantyhose that I usually slept in so when I woke in the morning I could fantasize and jack myself off without ever having to get out of bed. I loved humping my silk sheets and the feel of the pantyhose on my cock and the rubbing and humping and jerking will always bring me to an explosive orgasm. This particular morning I had been fantasizing about the new guy at work Jim. Jim was a tall black man built well but not overly muscular, bald head and seemed to be clean shaved all over from what I could tell. Very sexy and I jerked off to him often I had been hoping him to be gay or bi, because some signals were there but alas to no avail I believed him to be straight as an arrow. So I had my fun in my mind and proceeded to get dressed for work, which always included panties and pantyhose. So I decided to wear turquoise boy shorts with black pantyhose over them that had a reinforced toe and control top. These would make my cock ache all day. I then dressed in my normal street clothes for a guy who was a messenger at a large law firm, which includes dress pants and a golf shirt with shoes.
I had made it to work and as luck would have it I ran into Jim on the elevator. I was carrying papers in from the previous day. We chatted briefly about how tough a day he was about to have and that if he need something I would have to be right on top of it. I told him I wouldn't disappoint him, He replied "you never do". We reached our floor and as I stepped out I dropped my papers everywhere so I bent over to pick them up and Jim helped me. I thanked him and we went our separate ways. It turned out to be a really hectic day and I didn't get a chance for a lunchtime jack off session. Later in the afternoon I began to receive calls from Jim and I got him what he needed. Back and forth to his office I must have went a hundred times. By the end of the day we were exhausted and he was so proud of me he asked me to stay late to have a celebratory drink. I agreed and as we were sitting in the office talking it became later and later until finally it was midnight and we were the only ones there. We had been drinking for a while now and were pretty buzzed. Jim removed his coat and tie and untucked his shirt. He looked at me and made the comment that I should get comfortable also and he added to that,"unless you are afraid I will see those crazy underwear you have on!!!!" I stopped in sheer panic and figured I was caught, he had seen them earlier when I bent over to pick up the papers. But then he replied that he used to wear silk boxers himself and they felt good on his cock all day and that's probably why he wore them. I was relieved that he thought I was wearing silk boxers and not panties or pantyhose.
He again said how wonderful the silk felt on his cock and that he was so horny right now that he wished he had on silk boxers so that his cock could rub against them. I was in awe at his statement but I was curious as to were it was going so I tried to play into it. I said non-chalantly that he would be home soon and he could change into them. He looked at me with a puzzling grin and said that I was right, but that he was horny now! And that he had noticed me looking at him and that if I found him attractive he should help him to get off! I was floored! He also told me that he saw earlier that I was wearing panties with pantyhose, and he said silk boxers to try to coax it out of me. So I looked at him with a look of horror and asked him what he was going to do. He looked and me very softly and said everything will be ok as long as I knew how to take care of "your man". I looked at him lovingly and without a second thought I got down on my knees and began to unzip his pants. Encased in his pants was 8" of the most beautiful semi hard black cock I had ever seen, Smooth and fat, shaved smooth, it was immaculate. I began to stroke it and it immediately sprang to attention for me. I reached out and licked the tip and it was so good. I licked the head for a while and began to suck it and put it in my mouth. I loved the feeling of having this beautiful cock in my mouth swirling around, it was heaven. I really began to work his cock with my mouth and tongue, deepthroating him and licking the tip, he was in ecstasy. He was running his fingers thru my hair and moaning softly and telling me,"baby you're so good". Hmm I loved being called baby by him, I felt so submissive. I had been working his cock for a good 5minutes when he looked down at me and said that if I keep sucking it that good that he was going to have no choice but to cum. I told him to, "let it shoot Daddy!" he told me that before he did he wanted to see my cute ass in my panties and pantyhose. "Of course daddy, whatever you want" I cooed. I then stood up and we kissed passionately and he removed my shirt and then I removed my shoes and socks and he saw my pantyhose encased feet and said that I had hot sexy feet. I gushed and began to unzip my pants, I let them drop to the floor and I stepped out of them. Jim stood there for a while admiring me and he told me how sexy I was and that he wanted me to lay on the table so that he could fuck my mouth and rub my cock thru my panties and pantyhose. I eagerly agreed. He lifted me up on the desk and before he set me down we kissed again passionately. I was now lying on the table on my back with my head hanging off the desk. He stepped toward me and inserted his cock into my mouth and he began to pump my mouth. At the same time he began to rub my cock over my panties and pantyhose, he kneaded and stroked it and rubbed it, so the silky sensation overwhelmed me. "Daddy can I shoot I Cant hold it anymore you are to hot" I gasped to him with his cock dribbling out of my mouth. He exclaimed that he was waiting to see the cum spread over my panties and pantyhose. I told him that I was Cumming and he to stroke my cock furiously and it began to shoot cum all over myself it was incredible. I loved how my pantyhose and panties felt being cum drenched. I told him that it was his turn now and that I hoped my daddy had a big load for me. He said he was going to cum. I again replied to him, saying that I hope he has a big load for me. And with that he pulled his cock out of my mouth and said, "you want my cum bitch! Well here it is". He furiously jacked off his cock and then he held it tight and he shot a stream into my mouth, then another soon after. I greedily swallowed it up but before I finished he moved his cock away from my mouth and shot his next stream across my face and lips. "Ohhhh daddy" I yelped. He then finished shooting the cum on my pantyhose covered cock. I reached my finger down to my cock and scooped up his cum that was now mixed with my cum and I greedily sucked it down my throat. We both layed there for a moment, we were spent. .......
TO BE CONTINUED....
If you think it was good enough. I hope you came. If you did let me know so that I can continue writing. Thanks