*NOTE FROM FallenSaint: Lily and I have been dating for over three years now and we have had quite a bit of fun. This story is true to my memory of the events though some of the dialog might be embellished due to how long I waited to right this. The names of the people involved have been changed to protect their privacy.
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"Do you really want me to do this," asked Lily from the passenger seat beside me. We had discussed the upcoming even several times in the last week and both of us were still nervous. I glanced over at Lily for a moment before answering. She is about 5'4" with lovely C cup tits and long brown hair.
"We both knew that if you wanted to have fun with Wendy, Ben would have to be involved. You want to experiment with girls so that is the price to pay. Its up to you baby."
Lily thought about it for a while and then nodded. I had a feeling she wouldn't back out. She had admitted to me when we first started dating that she was more attracted to women than men, but had never been brave enough to try anything. She had kept it secret from her ex husband and her other boyfriends, but after dating me for a while she decided to trust me with her secret. Instead of being upset, I agreed to help her find a few girls she could play with.
The plan was simple, Lily and Wendy would be allowed to fuck and tease each other while Ben and I watched. Wendy was an admitted bisexual so she readily agreed to this, but countered our proposal with actually swapping partners. Ben could fuck Lily and I could have a turn with Wendy. Being a one-woman kind of guy, I was a little worried about swapping. Until meeting up with Lily, I had been a virgin. She had been with four other men, but nothing like the adventures we were about to set out on.
Due to work schedules not allowing for us to get together, we ended up having to wait for a month before we could all actually get together. It was middle of September and Lily and I were working in our basement to set up for our guests to arrive. We had bought pizza and drinks and had fluffed up the pillows on both the couches. The pool table was set up for a game and everything was ready.
"I'm really nervous Jason. I know I'll finally get to have some fun with another girl, but then there's Ben..."
"Yeah, Ben. Didn't Wendy send you a picture of his cock?"
"Ummm," lily blushed and looked at the floor. I had seen her eyes flash with lust at the memory of the picture still saved on her phone. She wanted him even though she was a little scared to admit it.
"How big was it baby," I asked as I took her into my arms and kissed her neck gently.
"Big," She moaned as she pressed her body against mine. She was hot and ready for him, but would just need a little push.
"Tell me what you thought of it." I bit her neck and let one of my hands drift down between her legs. She wrapped her arms around me as I began rubbing her pussy through her pants.
"It was at least an inch bigger than you and thicker. I'm worried it will hurt."
"But you still want it don't you?"
She moaned and buried her head into my shoulder so I rubbed her pussy harder. She nodded against me, but I wasn't satisfied. I wanted to hear her say it.
"Come on baby, its ok."
"Ok, yes I want to fuck him. He has a nice dick so I wouldn't mind trying him out."
After that she led me over to a couch and jerked my pants down. I happily sat down to enjoy what was coming next. My cock was already rock hard so her eyes lit up with joy as she began licking it from base to tip and back down. I took a handful of her hair and groaned in pleasure as her soft lips wrapped around the head of my cock. She twirled her tongue around the tip before sliding more into her mouth.
Her warm mouth engulfed most of me before she began slowly sliding back up. It only took a few moments for her to get my cock nice and slick before she began sucking me as hard as she could. She was bobbing her head at full speed, occasionally slowing down to gently drag her teeth across my dick. She was driving me wild, but I knew that there was more fun planned for later so I carefully pulled her off my now aching cock.
When Ben and Wendy arrived we led them to our basement so that we could play pool and everyone loosen up before the true entertainment began. Ben was a bit of a country boy, standing at six feet thanks in part to the cowboy boots and hat. Wendy was the same height as Lily, though a little heavier. She was wearing all black and seemed to be in a bad mood.
We started the evening off with a round of shooting pool while chatting about our how our week had gone. Through it all, Wendy's bad mood became more and more evident. Although she played pool, she hardly spoke and kept ignoring when Ben would ask her what was wrong. Finally after a few hours, Ben finally asked her if she didn't want to go through with the plans for the evening.
"Its not that Ben, I just don't feel up to it tonight. I don't care if you guys still have fun but I just want to watch. Lily has a camera so I can just take pictures or something."
"Wendy if you aren't comfortable with this, we don't have to do it," Lily spoke up from her position behind me. She had taken to slipping behind me every time it was someone else's turn to shoot and hold onto me. Lily's desire for contact was one of my favorite things about our relationship, though a few times it had turned naughty as her hands had drifted down to squeeze my cock through my pants before I took my turn.
"Look both Ben and Jason have a birthday this month, so why don't you give both of them a great birthday gift?"