I flew home for the weekend and the next week I was in a different city. Each day I woke up thinking about him and how it felt to cum with his huge cock inside me. On Monday I even went out to an adult bookstore and bought a huge dildo and I tried to replicate the orgasm. While I could get my cock to twitch and milk a little cum out, it was nothing like the orgasm I had with him. I was also checking my email often hoping to hear from him. Wednesday, I even set up the same chatroom hoping to see him, but all I got was random horny men who wanted me to send a picture.
It was the following weekend when I got the email I had been hoping for. It simply said, "would like to see you when you are back." The email was scary and arousing. I was not comfortable with being gay. In fact, I felt a lot of guilt by what I had done, but I was so turned on by the thought of being fucked by him again. It was literally all I fantasized about. Any time I thought about sex, I either relived it in my mind or made up some variation of it. I would get hard at my desk thinking about it and in the early morning before I was fully awake I would start thinking about it. This would lead me to masturbation in the shower reliving him fucking me, but after the orgasm, guilt would come and I angrily finish my shower, dress quickly and promise myself, I was done with it. A few hours later as my libido bounded back things were different.
I sent him an email and babbled via writing as I do. I wanted to know what to do to make him happy. It was very difficult to get much out of him via email. After a few days of trying, I invited him back to the chatroom the next evening to talk. It was typing chat and not video chat and I did most of the typing. It was more successful though. We ended up chatting and I was able to find out more about what he liked and disliked. Over the next three weeks we spent many evenings chatting. I was thoroughly enjoying it. I would order room service in my hotel and then take my clothes off and log in. I would masturbate for hours chatting with him. It was mostly me talking dirty to him and telling him all the ways I wanted to please him. He did let me know what he liked though. I gradually figured out that he liked women and men. Well, he just liked sex. He also had a fantasy of having sex with the typical white MILF soccer mom.
We chatted in the chat room each night for the next few weeks. I would create a private room and wait for him to come in. He did not know it, but I was bringing more female clothes and more toys with me each week. I would dress in a bra and panties each night as I got online to chat with him. I normally traveled without checked luggage and I did not want the Xray of my carry-on to have a dildo so I would improvise. I would take an ace wrap and wrap a shampoo bottle up, cover it with a condom and put it in my ass so I could enjoy a nice full feeling as I chatted. I would masturbate each night as I tried to find out what turned him on as the same time that I tried to make him cum every night. I was hoping that turning him on would make him want me more.
One night as we were chatting, he asked me how I had cum without anything touching my cock. While he was fucking me on the bed as I lay with my legs over his shoulders and he was standing at the foot of the bed, I had cum with only anal sex and nothing stimulating my cock. I had no idea how it had happened. He seemed intrigued about this and kept asking me questions. Since he was so interested in it, I tried to use to arouse him.
"I don't know, I have never cum like that before. Normally I have to masturbate for a long time before I can cum."
"We weren't fucking long at all. I fucked you on the floor for a few minutes and you came in less than 2 minutes when we got up on the bed."
"I know. I don't know why, but it was so wonderful. I am so sorry I came so quickly, but your cock felt so good. Every time you pushed into me, I got closer and the way you slowly pulled out felt so good."
Sitting in the hotel room, I was rock hard and ready to cum. I was playing with my cock as it leaked precum. I got up and got a condom from my toiletries to keep the precum from getting everywhere.
I hoped he was not too disappointed that I came so quickly so I said, "I hope you are not disappointed that you turned me on so much that I came so quickly. I promise next time I will really try to not cum before you. I really only want to please you. I don't need an orgasm as long as I please you." I did not really mean this. It was a fantasy of mine, but I really love cumming.
His reply came a few moments later. "It was good you kept going. Most guys quit after they cum."
I am not most guys, and I will not be a guy next time. I will be your sexy soccer mom and I will keep going as long as you will. I want to fulfill all of your needs and fantasies."
"Let's see how sexy a soccer mom you can be."
The week I was to work in his town, I changed my flight and arrived late Sunday night so I could prepare and be ready for him Monday night for Monday night football. He had told me that he liked to go watch it with his friends, but I convinced him to come to the Residence Inn to watch it with me. I would make him dinner, snacks, bring him beers and make him happy. On Monday morning when I was normally flying to my workplace, I was grocery shopping instead. I bought dinner for a meal, snacks to feed him, and beer. I wanted to have everything to make him happy. As I shopped, I imagined that I was already dressed and was shopping for him as the soccer mom getting ready for her next date with her lover. I was probably mincing down the aisles and I was acting effeminate as I bent over and picked up my groceries. By the end I was turned with my little fantasy and ready to see him. I had to keep myself from masturbating as I returned to the hotel and put the groceries away.
I left work early enough and got to the hotel to get ready. I had laid out my clothes and prepped as much as possible. I did my makeup and put on fake nails that were 1 inch past the tips of my fingers that were painted light pink. I had worn longer but I was not sure how long he liked, and I wanted to be able to do anything I needed to do to please him. Next, I put on a long pink and light blue Laura Ashley print dress and 3-inch heels. I finished it off with way too many rings on most joints on my fingers and dangly earrings. I thought I looked older than I was, but the perfect soccer mom dressed for date night with entirely too long nails. I hoped he he'd like it.
I prepared a quick meal of jambalaya and put out chips and dip for him. I was almost finished when he arrived. I met him at the door and meekly opened it and said, "Hello. It is so good to see you again, Charles. I am so happy you came over to watch football. I made Cajun for you, and I bought your favorite beer. I hope you will enjoy it."
I leaned forward to kiss him. My 3-inch heels made this easier since he was so much taller than me. He kissed me and I almost melted in his warm thick lips. He smiled and I took that to mean he was happy with the way I looked and the idea of me cooking for him. He sat at the bar that served as the kitchenette table and I served him jambalaya, French garlic bread and miller lite. I had myself some wine and sat down beside him to eat. He was hungry and I had barely sat down and started caressing his thigh with my long nails when I had to jump up to get more for him from the stove. When he had a full bowl again, I sat down and began flirting again. It was awkward. I was nervous. I had never cooked for a man before and I didn't know how to act. I tried chatting like I thought a suburban housewife would and I again started running my long nails up and down his thigh. He talked a little but was soon finished with his beer. I saw it and was up getting him another. After 4 bowls of dinner and 3 beers the game was coming on. He got up and went to the couch. I cleaned up dinner and drinks, stopping only to bring him another beer when he asked for it. 5 minutes of the game had passed when I had cleaned up the kitchen and sat down beside him on the couch with another beer for him.
He was interested in the game, and I followed the script I had worked out in my mind from talking to him over the past few weeks. I snuggled up to him put my head on his shoulder and slid my hand under his and laced my fingers through his. With my right hand I started tracing my nails up and down his huge arms. My pink nails looked so sexy caressing his huge black arms. Soon I was reaching across his arm to his thigh and caressing the inside of his thigh. His legs were bigger than my waist and I am not that small. He was wearing some light slacks and I was gradually moving up his thigh. I had already looked, and I knew his cock was laying down his right thigh and I would soon be touching it. When my nails first grazed the tip of his cock, he let out a little grunt, on my next trip up his thigh I stopped and circled on the head of his cock. This had the desired effect.
"Oh yeah," he groaned.
I started using my thumbnail and forefinger nail to caress his cockhead through his slacks and his cock continued to grow. I took this hint, let go of his hand, leaned over and unzipped his pants. I could not get his cock out of his pants though. With my nails, his pants were too tight to pull his hardening cock out. He had to help me. He reached down with his big meaty rough hands and pulled his cock out. I slipped off the couch and got between his legs and put both my hands around his huge cock. I look up at him on the couch, looking at his cock and his face
"Yeah, suck my cock. Suck it while I watch the game!"
I stuck my tongue out and started licking from below his balls all the way up to the tip, relishing the taste and smell of his sweaty huge balls and cock. I put the tip into my mouth and swirled my tongue around the head. I was slowly using my hands to stroke up and down on his cock. I started trying to take his cock further into my mouth. I had tried and practiced deep throating on a dildo, and I could do it fairly well. It was impossible on his cock. It literally would not fit past the back of my mouth.
Charles was ignoring me as much as he could. I could tell he was enjoying it, because I could taste all the precum coming from his cock. He would also occasionally let an unintentional noise out as I pleased him. I was learning that he really like the feel of my nails on his cock. This was good because I couldn't get more than a few inches of his cock in my mouth which left a lot of cock to play with. I was using my nails to lightly graze up and down as my mouth worked on the head.
His cock was oozing cum when halftime came. I had a condom nearby and opened it and put it on as the players left the field and the halftime commercials started. I stood up and removed my panties in front of him. I pulled up my Laura Ashley print dress and crawled up and straddled him on the couch. With my right hand I put his cock head against my pre-lubricated ass. I put my arms around his big neck and kissed him as I let my weight down on him. His huge cock eased into me.
