Hi Webmaster,

Part 1

Well, things are good on my end and I have been dying to share a couple of stories with you. Where do I begin.

Jane and I have been now going out for almost a year. From the very beginning I was very honest with her when it came to my fantasies and what turned me on the most. I shared some of my experiences, the lighter ones, and explained how thinking of her and other men would always get me turned on. I would ask her to tell me her past adventures with men and friends and couldn't get enough. She always felt strange sharing her past with me and seeing me get so excited when she talked about guys was difficult for her to understand.

I kept trying to bring things up but she wasn't always open to them. I figured it would take some time but didn't want to push it. I knew that if the situation arouse it might happen. I tried to get her to look at your site but she didn't show interest. I tried to go out and have her dress really sexy to have guys look at her and hit on her, but she didn't go any further. I realized I had opened pandora's box in my own life and that stuff was the most exciting stuff and here I was unable to do it.

Somehow I ended up on a personals site online and was looking at other couples looking for people. Not that I was looking, but reading those ads sometimes get me excited and give me ideas. This was my first time online and this is where I learned about Bulls, men who offer themselves to couples, wives, etc. for sex.

I began writing my own ads explaining my situation and how I was trying to get my girlfriend to experiment but wasn't sure if it would happen. Several guys replied and after several weeks of chatting back and forth and throwing ideas around, I felt I was ready to try this. The guys knew that this was not a sure deal and I didn't know if anything would happen. They were ok with it and one guy even loved the idea of it.

Finally I agreed to have Doug be the first guy as his plan was great. His plan involved 'meeting' at a bar by chance and introducing him as an old work colleague. The bar was pretty far from my home but close to his and if things went well, we would carry on the evening into his house. Now, what I needed was a 'confident and forward' guy because despite my adventures, I'm not too forward until I know it is a done deal.

I took Jane to an off broadway show up north, almost two hours from my house. We had a great time and then decided to go get a few drinks and tidbits to eat. I drove around and 'found' this bar which was pretty nice. Plenty of people but not crowded like a club. My heart was racing and I didn't know how to act cool. We sat at a pub table and ordered a few drinks. Almost 30 minutes went by and no sign of Doug. I was beginning to calm down and think it wasn't going to happen. Maybe he got cold feet or something happened.

More than an hour had passed and I had forgotten about Doug and was into my conversation with Jane when she looked up behind me and I felt a tap on my shoulder. My heart leaped. I turned around and there was Doug smiling. We embraced like 'old' colleagues who hadn't seen each other in ages and I introduced him to Jane.

Fast forward a bit and Doug invited us to his place which was just 5 minutes away … a condo on the waterfront. Jane was having fun and getting along so she just looked at me and said sure. We were off. Once we arrived I was in shock. This guy was REALLY well off; nice condo, great wine collection, and an amazing view of the ocean.

The night went perfect and he didn't even make a move. He spoke forever with her and always focused on her. He would often make slight hand touches and a little flirting but nothing over the top. The night ended, we went home, and she talked about him all the way home. It wasn't what I was hoping for but that is probably good. In my head I already had 10 guys in the room … lol.

We met up with him two other times and he worked his magic. Talk about a smooth guy, he had her eating out of his hand. When I wasn't there he would give her tons of compliments and even a few sexual comments to get the tension built.

Halloween came and we went to a friend's house for a party. Jane wore a naughty school girl outfit that just about made me explode on sight. (I'll send you some pics). It had a little plaid skirt, thigh high white stockings, top white shirt knotted in the front, pony tails on the side, and high heels. The best part was a black bra showing through … mmmm. Before I forget, Jane is a tall blonde girl with a great tan, D cup breasts you could get lost in, and legs that can wrap you for hours. She isn't a petite girl, but she isn't a big girl .. she is healthy and perfect.

At the party I received a call from Doug to see if we wanted to swing by his place. He had a big party and most people left except for a few and he wanted us to join. Of course, this was planned out between us long in advance. The people that were there were his friends, but they were a sexual bunch and he said things always got carried away. They had been there most of the night and were getting a little tipsy by now. I asked Jane and she was all game.

When we got there, we were the only ones dressed in costumes and Jane got plenty of comments. I had never met his friends but it was another couple, a single girl, and 2 single guys. It ended up just being us hanging out on the balcony having some drinks and then moving into the living room when it began to rain.

Ok, this is where the fun begins. Sorry for all the buildup but it is important to know what I went through.

Before you know it we are playing … what???? You guessed it, Truth or Dare. Doug started it as he knew it was what I wanted. Most of the early dares and questions were tame and it helped set the stage. Slowly someone would dare one of the girls to make out with their boyfriends like a stripper, or lap dance for them. Then the questions were more personal and one guy asked Jane if she fantasized about other men while having sex with me. The excitement was building.

Doug's friends all knew about Jane and me and they had it all planned out. One guy dared his girlfriend to lap dance for one of the single guys and we all watched. It was hot. Jane seemed to love it and I could see her get excited.

Then they dared Jane to flash them for 30 seconds. She looked at me and I just laughed and said 'don't look at me, you took the dare'. She did it and I came right on the spot as 4 guys were looking at her D size tits. At first she lifted the shirt but they insisted flashing includes no bra.

I have to admit I really wasn't too courageous in my dares to Jane. I thought I would show my hand if I seemed to eager so I let them do most of the work. Doug dared one of the girls to kiss another girl and she came right up to Jane and planted a soft kiss…mmmmm.

By this time we were all quite buzzed and having a great time laughing. You could cut the sexual tension with a knife and it was building by the minute. One guy was dared to get a girl and rub her breasts, another guy had to sit on the couch naked for 1 minute (and never got dressed again). The couple ended up leaving into the bathroom together and locked the door.

Doug and I had a signal planned when he wanted me to leave the room for a few minutes for whatever reason. It was at this point that I looked at him and he began to scratch his ear. I know, childish but it worked. I excused myself and went to the master bedroom's bathroom seeing as the other one was 'busy'. My heart was in my throat and I was so nervous I couldn't even get a hard on. I waited 10 minutes and came back trying to be cool.

There were the 2 guys and girl but no Doug or Jane. I calmly asked where they were and they said that one of the guys dared Doug to pick a girl and go into the kitchen, remove any article of clothing from the other person (remover's choice) and come back. Just as he finished explaining it, Doug came around the corner without a shirt and Jane came back with a bright red face. Turns out he removed her panties.

By the end, most guys had squeezed and licked both girls breasts, everyone had flashed something or other, and were partly nude. Jane was dared to lap dance for two guys and that was great since she didn't have any panties and she kept trying to pull her skirt down.

The one couple was at it again but this time didn't leave. They were making out and his hands were everywhere on her. Doug dared the single girl to let one of the guys go down on her for 30 seconds and then on her next dare had to give the other guy a hand job. Both guys were pretty much on top of her (although one was a bit too drunk and just sat there).

Unfortunately this is where the party ended for us. Jane had too much to drink and despite all the action, she was falling asleep. She always falls asleep early so this was a real stretch. Doug came back into the picture a couple of months later but at least the ball was rolling.

As I mentioned, Doug was the first real attempt online and it worked pretty good. I got to see a side of Jane that I was sure would never come out.

Jack - JackFrostDare @ gmail.com

PART 2 IS BELOW.