My Journey into Bisexuality Ch. 01

This is a story about my first bisexual experience, but before I get into the details of what happened, let me explain myself a little bit first:

I am a 26 year old married man that has been married to a beautiful wife for 3 years. Our sex life has been incredible! I have always wondered what it feels like sexually from the woman's perspective since I first started having sex myself. My wife has slowly been opening up sexually a little at a time. Although we haven't gone too crazy yet she has opened up to anal sex. That was a bit of a process and I would love to write about that story sometime but that is when my curiosity all began.

My wife enjoys anal sex and anal play a ton! She has had some of her strongest orgasms during anal sex or with some type of anal play of some sort. That whole idea of wondering what sex feels like from the perspective of the female started making me wonder what anal sex would feel like for me? My wife more recently has been really slow at opening up to new things so the idea of having her fuck me with a strapon kind of went out the window. I was starting to go that route but it was just taking too long. I turned to chatting with women online about the idea of a strapon and also with men.

It was hard to find a woman that was really into the idea of a strapon so I ended up chatting with guys more! Through talking with them, a strapon would not feel the same so it was a good idea I was open to the idea of a guy fucking me instead. After a while guys started asking me to get on cam for them and it didn't take too much asking for me to just go for it. I started getting on cam for guys and stripping down for them. The first time I cam on cam for a guy I knew that I was really turned on by the idea of a guy fucking me. One guy that I was on cam with told me about a cam site where you go on there and your cam is open to anyone that wants to view you. I made an account and started viewing things that I never have seen before. And then I got on cam myself!

I turned my cam on and it took a little bit until I had a viewer that was actually typing to me but eventually he came. An older man in his 50's! He told me I would be a dream if I were physically there in front of him with our age difference. And that is where it started, me not knowing what this man looked like or who else would be viewing me, and him along with everyone else being able to see all of me. He asked me to stand my 5'10" frame up and I listened, and listened to every command that he had. As he told me to start stripping the clothes off my 155lb athletically built body more viewers started to come. The more that came, the more aroused I became.

The last piece of clothing to come off was my boxer briefs. As the waist band slid past the tip of my cock it sprang to life. All 7 inches of my cock was pumped full of blood and in full view of the 20 people now viewing. Knowing that my profile said I was married, the man asked me to get some of my wife's things. I slid her whole drawer of panties, bras, and lingerie out from the dresser and laid it on the floor in view of the cam along with some of her pictures. Showing the viewers some pictures of my wife brought the excitement level even higher. Then the man asked me to start showing off some of her things.

One by one I showed different combinations and then he asked me to stop at one particular one. It was a long see through mesh lingerie top that had a built in bra and went down to the ass with garter snaps at the bottom. The man, knowing my wife had a similar build to me, asked me to put that on for all to see. There was close to 100 people viewing as I slid the top on, slid on the matching panties, pulled on some thigh high nylons, and fastened the garters.

There I was, wearing a set of lingerie my wife had worn in front of me to arousal many times seeing her in it, but now it's me wearing it arousing some 100 guys. Everyone was making comments as I moved about in different positions in front of the cam. Seeing my ass bent over in my wife's lingerie heightened the arousal even further. My ass actually looked pretty hot in this outfit. Then the man thought it was time to take it a step further.

The man asked me to find something cock shaped to pretend it was his cock. After searching and thinking I found it! I was going to use the handle of a tool and put the tool in a vice. I brought it back to the room, put the vice on the floor and tightened the tool into the vice with the handle facing upwards. There it was, this man's 'cock' in the middle of my bedroom. There was about 150 people viewing as the man asked me to get on my hands and knees and suck 'his' cock. The comments were flying as I tried to take the tool deeper and deeper pretending it was this man's cock. Just when I thought I couldn't go any further, the man asked me to go get some lube.

As I spread the lube that I use to fuck my wife's ass, and would now be using it to fuck mine, the now 200 people watching were commenting like crazy about the outfit, me sucking the tool and now that I was going to put it in my ass. I loosened the vice and tipped the handle so it was pointing away from the cam. The man asked me to take 'his' cock deep into my ass. I unsnapped the garters and slide the panties down. I got down on my hands and knees with my open ass facing the cam and positioned the lubed handle at the opening of my ass. As I felt the end of the handle touch my asshole it sent shivers down my spine.

The tip of the handle popped into my virgin asshole. As I let out a moan the men typed their cheers telling me to take it further and further. As I plunged my ass deeper and deeper the moans became louder and more full of pleasure. They were watching this handle fuck my ass like it was them fucking me doggy style. When I was at the height of my pace and taking it deeper than I thought I ever could, the man asked me to stop to reposition.

I loosened the vice and tipped the handle to the air. Now I squatted down on the handle as I faced the cam with my hard cock facing them as well. I squatted down on the handle as the men watched the handle disappear into my ass. I was stroking my cock as I rode up and down on this older man's 'cock'. I was moaning louder and louder and then it happened. My cock exploded and I shot my load all over the bedroom floor with over 300 men watching me on cam and with a tool handle deep inside my ass. As my orgasm settled and I slide off the tool, the man asked me to lick up my cum. I squatted down and stuck my tongue out, and licked my cum from our wood floor. The men all thanked me and slowly left as I cleaned up.

As I shutdown my computer and started putting my wife's clothing away, I knew that this would not be the end of it. I knew that I needed to take it further. Please let me know if you want to hear part 2 and my first time with a man!