It started as an online lark. Jennifer was into playing and I enjoyed how detailed and stimulating she was, making it impossible not get hard just seeing HotwetnReady was online.
My infatuation started with her picture. She was like a wet dream, blonde, long erotic legs and perfect tits that would make any man stare no matter where or when you saw her. Each time we enjoyed each other she'd send me a new picture, showing just a little more. First her naked breast, nipples erect as she pinched them. Then Jennifer sent a photo of herself on her knees with just a glimpse of her tits and beautiful ass. She looked so coy and seductive and she'd attached a note "a picture of me wishing you were here to fill all my needs." I knew our relationship was more than an online fantasy when she finally sent a picture of her shaved pussy filled with a massive dildo with the note, "I have to find something to fill my emptiness, wish you were here."
The fantasies started to get more intense and we progressed to enjoying phone sex. I couldn't believe how her voice effected me the first time I heard her whisper how much she wanted me on the phone. Her voice could nearly make you cum, especially when Jennifer would say "Please baby fuck my hot tight pussy, I'm so wet, I just want you inside me, please fuck me hard Jason." Jennifer always got me off and she would make it so so real when we role-played our fantasies.
Jennifer confided in me that she was involved in a lifestyle I might not believe and although she wouldn't tell me any details my curiosity began to drive me crazy. From time to time she'd ask me if I had ever enjoyed group sex or ever considered being with another couple. It occurred to me that maybe our little games were tame compared to Jennifer's real lifestyle.
We role-played with another couple online once, really just fucking together in the same chat room, the other couple was almost as detailed and descriptive of their sex play as Jennifer and I had become, even though we never really engaged in anything like group sex, but I think I'm getting ahead of the story.
We'd discussed meeting for real a few times. Since I traveled to LA occasionally we role played turning our fantasies into a reality - I actually had a trip coming up and for the first time I was seriously considering making her my first real-time exploration with an online partner.
When I finally got up the courage to tell her I wanted to spend a weekend with her she told me it could only happen on one condition - I had to agree to join her for an adventure in a no holes barred fantasy weekend - totally committed to doing whatever was required. I didn't think with anything but my cock and curiosity, which had me so hooked I agreed almost immediately - I had no idea... That's where this story begins...