This chapter will get into a few fetishes. Check the tags, some may not be for you. The camping trip chapter is almost ready and will more will follow if I get some constructive feedback and people want more.
Now I had another problem that terrified me more than meeting the family of my new gay daddy. I had been crossdressing since I was young. I had started going out in public in college and all through my 20s. I was in no way confident about it though. When I did go out, I would do it in safe places. My first trip out had been at Halloween in college (followed by almost every Halloween after that). Any time I went out in public, besides on Halloween, had been to a gay or lesbian club. Sure, I had been to a store, or stopping at a rest stop in transit somewhere, but I had never dressed full time for a long weekend.
John quickly figured out that I had bitten off more than I could chew. As we continued to talk, I admitted that I didn't know if I could do it. I told him I really wanted to and the thought of spending the weekend with him was wonderful, but I was terrified and did not know how I could carry it off. In his calm patient way, he helped me think it through. With every excuse and objection I brought, he gave me a solution or helped me find one.
1. I didn't have enough or the right clothes for a camping trip- He would take me shopping. He had a few friends that could help. They could even help me with a spa/salon day on the day we left.
2. I was too scared to meet his daughters- He assured me they would be fine with meeting me. They had accepted that he was gay several years earlier when he divorced their mother.
3. I didn't have camping gear- He had plenty and would share with me.
4. I was scared of traveling to the campsite cross-dressed- It was only a few hours. We didn't even have to stop.
5. I was scared of being in the campgrounds- He assured me that it would be safe and in any case he and his daughters would be there to protect me, and they all carried guns.
6. I was in a cast and they were planning on hiking- This was a tough one he conceded. He promised to include some easy "walks" so I could join and would check out any that might be too tough for my walking cast. My ankle was really killing me. I had overdone it in the hot tub
After hours online chatting with him, he got me to say yes. He did this by getting me excited as we had cybersex and fantasizing about having sex in his tent. When I begged to cum, he would only allow me to cum if I agreed to go on the trip with him. I was desperate and agreed without thinking. I then came moaning in my hotel room to the thought of being in his tent raking my nails down his back as he fucked me, and trying to be quiet so the other campers could not hear me.
We chatted every evening after work and I flew home on Friday. We chatted late Friday night and most of the weekend. John kept working on my concerns and generally getting me excited about going camping with him. I did have to spend several hours on Saturday at the emergency room. My ankle was killing me and went to get it checked. The decision was to put me back into a hard cast. I texted john and told him and his response was sincere about my pain and predicament but that I should also get a cute pink cast. I was not thrilled with that idea because I spend most of my time dressed as a boy. On the other hand, I could also hide the cast under slacks for work and a cast boot. I had two. One was like a sandal the other like a blue boot. When it came time and the cast tech asked me what color cast, I wanted, I meekly responded "Hot pink". She was a bit surprised but said OK and pulled out the pink fiberglass tape. I left the ER in a hot pink short leg walking cast.
The next week I was working in a different city. It was uneventful. I kept the blue boot on, and no one saw the hot pink cast. They just realized I was in a cast which brings its own questions. Thursday, I left work and went to the airport and flew to Syracuse. John picked me up at the airport. He was so nice, but it made me so nervous to have the older gentlemen meet me and kiss me at the gate. I was sure everyone was looking at the little gay boy kissing the older man. He was unconcerned.
We got my luggage in the car and headed towards his house. I had brought a lot, my makeup, some clothes, women's underwear as well as my boy clothes that I had been wearing all week to work. As soon as we were on the road, he took my hand to hold. I was nervous but he was doing everything to make me feel comfortable. We talked the whole way. Well, he let me talk the whole way. He would ask questions and I would ramble on. I soon had his hand in both of mine and I was caressing and tracing my fingertips on hand and arm.
It was very late by the time we got in, but I was very horny. As john was getting undressed and had just removed his pants, I walked up to him and nuzzled in and started trying to kiss him.
He gently told me "I think it's a little late to get started tonight. You have a few appointments in the morning and tomorrow is going to be a long day for you.
I looked up at him with a pout and reached down to grab his cock gently with my hands and said "I have missed you so much and I want you. Please just let me suck your cock. I want to please you."
He smiled a big smile and said, "Ok you can suck my cock but then we are going to sleep."
"Please direct me. Please tell me how to please you," I said pleadingly as I lowered his underwear to the floor and got on my knees.
He started directing me to please him. I licked up his shaft and gently massaged his balls. Every few seconds he would give me an order to do something different. He obviously knew what he liked. It wasn't long and he had me on the bed with my head back facing him. He was telling me how to suck him as he stood above me fucking my mouth. I could tell he was getting close as he grabbed my head firmer and his thrusts got more insistent. I kept sucking and licking as hard as I could, and he came grunting into my mouth. He held my head firm as cum spilled into my mouth. I suddenly realized that in my lust I had forgotten a condom. I had never tasted another man's cum before and I was suddenly terrified of unsafe sex. What if he had HIV or something else? I also didn't want to be rude with my lover. I waited for him to let go planning to run to the bathroom and spit it out. John didn't let go though. He held my head.