The girls came over to reward us for being good sports. Cindy kissed me with some heat. I could tell she was in the mood. When she was this assertive, things usually got hot in a hurry. I was shocked when they switched off. Cassidy gave me just as passionate a kiss as Cindy. Cassidy was five inches shorter than Cindy, so I had to bend down to kiss her. She wrapped her fingers in my hair to hold me in place. I glanced over and Jim looked like someone had hit him right between the eyes with a sledgehammer. I remember that feeling from the first time I kissed Cindy.
The girls then let us go and flounced out of the room. I knew that Cindy was taking Cassidy to her room to change into something sexy. That was what she’d done when she got Jim’s sister, Suzanne, ready to be my test subject.
“Wow, I didn’t expect that,” Jim said. Then he got a worried look on his face. “Dude, are you okay with this? I mean, I actually don’t know what they expect.”
“I should be asking you the same. I just kissed your girlfriend.”
“Back at you.”
“Not really. Cindy and I are friends. I’m not dating her, she’s free to date or kiss anybody she wants. Cassidy is going out with you exclusively. I have very clear rules about people in relationships. I’m worried we might hurt our friendship,” I told him.
“David, you’re becoming my best friend. I know that whatever happens tonight, Cassidy’s coming home with me. I trust you,” Jim said, and then he got serious. “I don’t know if this is a one-time occurrence or not. I suspect that you and I may end up in this kind of situation again. I think that when we do that, all the usual rules go out the door. If we’re just having fun, we all know that, at the end of the day, neither one of us is going to steal the other guy’s girl.”
“Here’s where I have a problem,” I answered him. “I could end up having feelings for Cassidy. If it weren’t for her dad, she and I would be going out right now. You know me, I like women. Luckily, they like me. My biggest concern is how having sex changes things.”
Jim shook his head.
“I obviously don’t have your experience. The only girl I’ve ever been with was Tracy. Cassidy’s a virgin. So I’ll take your word for it, but I still can’t see you trying to steal Cassidy from me.”
“Right here, right now, I agree with you 100%. If she and I ever did have sex, I’m not so sure. I can only be honest with you. That’s why I have my rules. I think if we picked up a couple of girls, and it was just for fun, then I’d be on board with swapping all night long. You and I both know that Cassidy isn’t a casual hookup for either of us. For me, Cindy’s the same way. I’m not wired to share the women I care strongly for. Cindy and I have gone through this before. If something happens, I won’t see her again.”
I think that rocked Jim. He’d just looked at tonight as fun. It suddenly got a lot more complicated.
“Look, I know that there’re going to be times tonight where both of us will be touching the other’s date. My only rule for tonight is I won’t be putting my schlong into Cassidy’s kitty. I would hope you don’t end up with Cindy in that way because I’m pretty sure no one would be happy, come tomorrow,” I said.
“What about oral sex?” Jim asked.
“I have a feeling one or both of us may be asked to be a demonstration dummy. I’m fine with that so long as that’s what it is.”
The girls came back in, effectively stopping our conversation. They were both in boy-shorts underwear that showed off their great butts. They were also wearing tight t-shirts that showed they weren’t wearing bras. They did a little turn to give us the full view. I think our expressions met their approval because we were rewarded with kisses. Again, they switched off. I was worried about Cindy’s plans for tonight.
I jumped when Cassidy grabbed Mr. Happy through my boxers. Jim did the same when Cindy grabbed him. The girls had planned this. Jim’s underwear hit the floor and Cindy slowly stroked him. Cassidy soon had my underwear around my ankles. I was a little confused about the rules for tonight. Cassidy distracted me from my complaint by using both her hands to stroke me. I heard Jim moan and he came all over Cindy. I tried not to laugh. It happens when a hot girl like Cindy gets her hands on you.
Cindy went to go clean up, and I pushed Cassidy to Jim. His little soldier started to droop. She helped him get hard again. Cindy came out of the bathroom, nude. That got Cassidy to undress. Cassidy had a cute little hard-body. She was toned and athletic as you would expect from someone who ran sixty minutes of hell on a daily basis. Cindy was much curvier, and there was no mistake that she was all woman.
Cindy pulled the comforter off the bed, then led Cassidy to the center and had her lie down. She patted the bed and indicated that Jim should take the opposite side from her. I crawled up behind Cindy and kissed the back of her neck, which caused her to shiver.
“You be good, I need to focus,” she scolded me.
She had her legs folded under her and was sitting up. I was on my knees behind her and moved her hair so I could kiss her neck, and then reached around and cupped her breasts. She leaned back, found my manhood, and began to stroke me.
“Ohhhh, you naughty boy,” Cindy moaned. “Pay attention, Jim. Notice he isn’t just mauling my tits. He’s gently caressing and teasing them. Cassidy, sit up so Jim can do the same.”
She sat up and Jim got behind her. Jim’s big hands covered Cassidy’s breasts, then he went right for her nipples.
“Jim, slow down,” Cindy directed him. “The nipple isn’t the only sensitive part of the breast. Run your fingers under her breast and see if she likes it. Cassidy, you have to tell him if you like it or if you want something different.”
Cassidy squirmed under Jim’s touch. His face lit up as she responded to him.
“This is so much better. Yes, right there, do that again just a little harder,” Cassidy directed Jim.
She took his hands and showed him what she wanted. Jim was more than happy to comply. If he learned to listen to his lover he would be golden from here on out.
I was playing with Cindy’s kitty now, and she forgot where she was. Jim went to copy me but I shook my head.
“Before you do that, let Cindy give you an anatomy lesson and some ideas,” I told him.
“Give me a minute,” Cindy said as I slowly inserted two fingers into her sex.
I found her G-spot and quickly brought her off. Cassidy’s eyes got big as she watched me control Cindy’s body. I was ready to go, but we needed to show Jim what to do. Cindy finally got her breathing under control and her eyes refocused.
Cindy had Cassidy lay back and spread her legs. Cassidy blushed when Cindy opened Cassidy’s lower lips and gave Jim a lesson on what everything was. It was obvious that Cassidy was an intact virgin. Cindy pointed out that he shouldn’t make direct continuous contact with her nubbin. She took his finger and showed him how to get Cassidy off. When he had the hang of it, Cindy let his finger go and he gave Cassidy an orgasm on his own. If you take your time and know what you’re doing, it’s easy to please your woman.
Jim and Cassidy both looked like they were happy campers. She sat up and gave him a furious kiss. While they were did that, Cindy leaned in close and whispered in my ear.
“She wants to learn to give him a blowjob. Is it okay if I show her how on Jim?”
I just nodded to her.
They got Jim to lie down between the two girls. Cindy took control of his manhood.
“The head is going to be very sensitive, especially under the crown,” Cindy pointed out to Cassidy. “Go ahead and lick it.”
Cassidy leaned forward and licked the underside of Jim’s mushroom head. He groaned and shot his load all over Cassidy’s face. She shrieked when she got some in her eye. She ran to the bathroom to wash her face as Jim about died of embarrassment..
“Don’t worry about it. It happens,” I offered, again. “Do this a few more times and your staying power will improve.”