Drinking with my wife's friends led to interesting situations. It happened at the time because my wife and I worked opposite shifts simply because we needed the money badly. It didn't do wonders for our sex life, but we managed.
So my job gave me free tickets to all kinds of entertainment in town. When I realized she couldn't go she came up with an idea.
"Why don't you take my friends? I'm sure they could use a night out and I know you're safe with them."
The second part of that statement wasn't quite true but I wasn't going to say a word about it. I just nodded and smiled and told her, "That'll work."
So my first adventure was with Annie. She and I had what you would call a bit of a past that my wife didn't know about. I'd gotten frisky one day at college and I'd ended up teasing Annie's nipples with a few ice cubes. That led to me warming them back up with my hands of course. And that led to us making out in my car which was entertaining.
So that first night my wife set me up with her. I went to pick her up and quite frankly she shocked me. Annie usually dressed like the free spirit she was. We're talking thin t-shirts and no bra and tight jeans showing off her ass. That night though since we were going out she was dressed to the nines. I was very impressed with her silk blouse and skirt.
We headed out to dinner and then to a comedy club. Annie drank liberally that night and by the time we headed out she was more than happy. I'd seen her giving me the eye during the show at the club though so that evening I was hoping for some fun.
When we left she turned down another drink at the bar my wife was working in. "I've had enough for tonight Mike. But thanks anyway."
She didn't want to go home yet though, so we drove around a bit before she suggested parking and talking. I didn't fully believe parking with her was going to just be a nice little chat so I of course agreed. She directed me to a small road about a mile or so from her place. I saw it went out into a corn field which was odd. It was obvious though that we'd be protected from being seen though, so I backed in and shut the lights and car off.
It was a beautiful summer night and the smells of the corn and the sounds we heard were perfect. Annie rolled down her window after unbuckling her seatbelt and looked out into the darkness.
"I love this spot Mike. I really do. Isn't it beautiful?"
"It is and so are you tonight. You really surprised me dressing like that, but you look incredible."
She actually blushed which surprised me. "Thanks, but now you're embarrassing me."
I. laughed and undid my seatbelt. "It's true though. I wasn't expecting to see you dressed like this tonight. And you even wore a bra!"
It was an inside joke between us ever since I'd iced her nipples and she laughed. "With this shirt I had to. You should see it without one."
I could just imagine and immediately said, "I'd love to. You have no idea how much I'd like that."
Annie looked at me with a wide smile. She turned her back to me then and I heard her say, "Undo me Mike."
I reached over and unhooked those hooks on her bra. She slid one arm out of the blouse and then reached up the other pulling her bra off. Her arm went back into her sleeve and she turned back around with a grin on her face.
I could see what she meant. That material clung to those C cups of hers not only showing me every curve but her rapidly hardening nipples as well. "See what I mean? Can you imagine me walking around all night like this? It would have driven you crazy."
She was right and it was right then. I told her, "You're exactly right. I would have missed the entire show tonight because I'd have been staring. It's too bad I don't have any ice with me."
She laughed out loud again. "You have no idea how much that turned me on that day."
"Oh yes I do. You ended up making out with me in the car that evening. I've got some idea. It's just too bad we weren't here then."
I saw a smile cross her face. "So what would you have done differently?"
I reached over and pulled the bottom of her shirt out of her skirt. I started at the bottom of it and slowly undid one button after another. "To begin with I'd definitely have been doing this." I watched as her eyes closed. She was enjoying the sensations of that silk blouse being undone right then. A question came to mind that changed everything though.
Offhandedly I asked, "So did an old boyfriend show you this place?" I meant the parking spot of course. Annie shook her head and shocked me with her answer.
"Nope. Actually my Dad showed me this place." My fingers froze and she opened her eyes smiling gently at me.
"Does that shock you Mike?" I managed to nod. After another moment I started on her buttons again saying, "Tell me about it Annie."
"There's not much to tell really. I was on his computer one day and checked his history. I found all these incest sites and his history showed he was into Daddy daughter stuff. So one evening when I was riding home with him we ended up parked out here just like this." She had a gleam in her eye then. "Want to know what happened?"
All I could do was nod. She smiled, the thought of it obviously not bothering her at all. I finished with her buttons then and she sat there her shirt completely undone. Before the grand reveal though she told me exactly what she'd done that night.
"Dad was a little shy about anything actually happening. He loved the idea but when it came to reality he wasn't sure about it. So once we parked right here I undid his pants and sucked his cock."
For some reason that really made me hot. I. pulled her shirt open revealing those tits for the first time. They looked better than they felt actually. They were nice and full with hard pink nipples showing me she was into this. From the look on her face I knew we'd be doing more that evening.
I wanted to hear about her Daddy daughter fun though. So I said, "So how did he like it?"
Annie laughed again. "He loved it Mike. I've had quite a bit of practice at that. So when I took him right down my throat he blew right away."
"Then what?"
"Then we went home. Dads a once and done guy, so we went home and I had to wait for the rest of it."
My fingers had started tracing small circles around her nipples then, watching them as they got even harder. I could hear Annie breathing heavily from the sensations. "So when did that happen?"
"Late that night. I couldn't wait anymore so I walked into his room naked and pulled off his blanket. I sucked him hard and then climbed on top and rode him until he filled me with his cum."
I leaned over and sucked one hard nipple into my mouth. I nipped it gently, making her gasp with pleasure. "Harder Mike. Do it harder!"
I did as she asked, switching from one to the other until she was shaking gently. My hand went to her thigh then and slowly up under her skirt where I was happy to find no panties and a soaking wet pussy.
Annie stopped me then. I leaned back in my seat taking in those amazing tits of hers. She gave me a quick once over and then leaned my way, kissing me.
Annie really knew how to kiss and I enjoyed every second of it. My hands were wandering over her body at the same time, so that was a plus. And her revelation didn't do anything to turn me off either. As a matter of fact it actually got me hotter thinking about her doing Daddy right where we were.
My hand eventually slipped under her skirt again and that's when she reached over and undid my belt and zipper. That soft smooth hand sliding into my pants and wrapping around my cock made me gasp. She gave me a smile when she heard that and pulled back to watch her hand extract my cock.
"I never believed Heather before Mike, but this is gonna be fun." She stroked me gently, watching my cock sliding through her small hands. "Let me guess. What she says about you staying hard all night is true too isn't it?"
When I nodded she asked, "So what do you want Mike? Tell me."
I wanted everything that night but I knew what would work right then. "I want that hot mouth wrapped around my cock Annie."
She climbed into position, kneeling over the console in the middle of my car. As she did I pulled her shirt back so I had access to those tits of hers. She did as I asked and leaned over me sucking my cock right down.
I watched her take my cock a couple of times and then stopped her. She slid my cock out of her mouth and looked at me puzzled.
"I just wondered. Do you swallow?"
Annie nodded and went back down sucking my length in again. My hand went to one of those wonderful tits as she did, playing with her hard nipples.
She gave better head than my wife ever had and that surprised me. My wife had remained a virgin until she met me and she'd done it by sucking cock instead of fucking. Annie had her beat though and I was saving every second of her mouth that evening.
She even took me into her throat a few times but my length and thickness was a bit much for her. So she settled for sliding my shaft as deep as she could, picking up said as she did.
My hand left her tits and slid down over her ass. I pulled her skirt up and caressed it gently before sliding my fingers into a very wet pussy.
That got her going even more and she picked up speed again as she rode my fingers. I brushed her hair back and watched as she brought me to the edge and took me right over it.
I blasted that hot mouth, pumping a huge load of cum right into it. Her head slowed down and she swallowed repeatedly, taking it all from me. She finally gulped down every last little bit of my cum and slowly slid that blonde head off my cock.
She sat back in her seat and licked her lips smiling at me. "Damn Mike. You taste good."
I lifted my wet fingers to my mouth licking them clean as she watched. "You do too Annie. So what do you have in mind now?"
"Climb on over here." I did kneeling between the dash and her seat. Her legs spread wide, one on either side of my body. With a smile she pulled her skirt up and slid her ass to the edge of the seat. She reached down and grabbed my cock again, touching it to that soaking wet pussy of hers. That's when she softly said, "Fuck me Daddy. Fuck your little girl."
That was a completely new kink for me and my hips moved forward slightly, the head of my cock sliding right into her. She gasped as it happened making me smile.
"How's that baby girl?"
"Give me the rest and I'll tell you." So I did, sliding forward filling that hot pussy with my rock hard cock. Our hips eventually met: I was buried deep inside my wife's best friend.
Her eyes were closed and her mouth was wide open as that happened. I stopped and she opened her eyes then. I raised an eyebrow and she smiled.
"It's perfect Daddy. Fuck me and fill me with your cum!"
I slammed Annie hard and fast that night and as it turned out that was exactly the way she liked it. I watched her cum under me, my cock plunging deep into her creamy pussy. She was getting close again and so was I by that point. So I leaned over her and whispered, "Are you ready baby girl?"