Thanks to all the fans of my work. It means a lot to me that you appreciate it. This chapter tells the story of the hook up that I had been imagining from the start (at least part of it). The gondola was just a way for Will and Sherry to meet. Then the story got a lot more fleshed out. So enjoy! Please let me know how you like it by leaving a comment. And FYI, either chapter 5 or 6 (if there is one) will likely be in the group sex category.
* * * * * * * * * *
The bedroom door opened.
"Hey Mom—Oh, I'm sorry!" The girl stopped when she saw me standing there half naked. A shock of adrenaline shot through me as I recognized her.
It was Anna, the sales clerk from the lingerie store.
She recognized me and gasped with a hand to her mouth. I tried to conceal what must have been a look of horror on my face as I looked back toward Sherry.
"Sherry?" I implored.
Sherry sighed. "Will, I'd like you to meet Anneliese...my daughter."
I looked back at Anna, stunned. What was I supposed to do? After all I had been through in the past few days, I actually found myself wondering what was the socially accepted course of action for someone in my situation. I had met a gorgeous babe at a ski resort, we humped in a gondola, she jerked me off at a restaurant and admitted she was four years older than me, so we screwed at her place that night and then again the next morning. I threw her bra in a tree, and bada-boom bada-bing, less than a week later I ogled a hot lingerie store clerk and subsequently had kinky shower sex with the first woman.
But to find out the lingerie store clerk was her daughter? You can't recover from that. You just can't.
"Uhh, hi Anna...liese," I managed to spit out as I secured the towel around my waist.
"Hi Will."
And then I saw it. How could I have missed it before? The resemblance was so obvious that it hit me like a dodgeball to the face. I had been entranced by Anna's long eyelashes at the lingerie store. They were long so they could reach across big, round eyes—just like Sherry's. Anna got her thin, curved nose from Sherry, whose cute nose I had always likened to a ski jump. It was all there: the blonde hair, the big boobs, the bubble butt. They both had a girl-next-door beauty that gave them an authenticity that was all too enticing. The only notable differences were Anna's broader shoulders and, naturally, age—Anna had a tighter, thinner body.
"Umm...I'm gonna go grab a Coke," Anna said awkwardly as she backed out of the room. "Maybe throw some Jack Daniels in there. A valium or two...."
The door closed behind her, but I could feel her cringing through a silent
Oh my God! What the FUCK?!
I looked back at Sherry. She was biting her lower lip with eyebrows raised.
"Are you mad at me?"
"Mad?"
"I'm sorry I didn't tell you earlier."
"Tell me what? That you have an adult daughter?" I decided that this wasn't the time to reveal that I had already met her, and that she had given me a stiffie by personally modeling some lingerie. I had the upper hand, and I felt entitled to keep it that way for now.
"I know, I'm so sorry!" Sherry buried her face in her hands. "It's just that we were having such a good time together. You're the best lover I've ever had and I didn't want to scare you away."
I was the best lover she had ever had. I decided to file that one away for later use.
"So you thought the 'Surprise Will When He's Half-Naked' approach would be best, huh?"
"I didn't know she would be home this early. She usually works until seven."
Sherry looked at me, tacitly pleading for forgiveness. She was still gorgeous and still wearing only panties and the green bra I had bought her. They emphasized her beautiful curves, especially as she bent one knee in slightly toward the other, causing one hip to project out further than the other. Her hair was dark with dampness as it cascaded chaotically over her shoulders.
"Please?" She begged, looking up at me. Her eyes glistened and seemed to turn a deeper shade of blue as she fought off tears. It was a mesmerizing look of pity and beauty that I couldn't deny.
"OK, so...you have a daughter." I sighed, sitting down on an inset window sill. I was still coming to grips with it, trying to figure out how all this was possible. "So now I can believe that you really are 34, in case I still had any lingering doubts. And she is...?"
"Eighteen. Just last month."
"And now I'm doing the math, and that must mean that you were—"
"Sixteen. I had just turned sixteen when I had her."
"Was it with that first guy you slept with? The junior?"
"No, it was the guy after him."
"And where is he?"
"Who knows? I haven't spoken to him since he abandoned me when Anna was an infant."
"So when you told me Anneliese saved you from yourself when you were in high school..."
"It was the birth of my daughter that got me to see things differently. When Anna was born, everything changed. I loved her so much from the moment I first saw her. She didn't have to do anything but look at me with her adoring eyes, and I just melted. I wanted to give her every opportunity. The last thing I wanted to do was screw up her life by being a crack-whore mom.
"So now I had this beautiful baby girl to take care of. I started living for Anna. My mom helped me straighten myself out. I sacrificed my social life, finished high school and got my marketing degree from Northwest State. Anna has a bit of the wild child streak that came from me, but she was mostly a very good girl. As she grew up we became very close."
"You mentioned that she was in your wedding?"
"Yes, as a flower girl. She was only seven at the time. She and Jack never really saw eye to eye on anything. It was one reason why my marriage to him only lasted a couple years. I dated a little after that, but nothing too serious. Anna scrutinized every one of my dates."
Sherry paused to laugh. "Even as a ten-year-old she was the standards bearer. If the guy didn't pass muster with Anna, then I knew he wasn't worth my time. I quickly realized that anyone I end up with has to get approval from Anna. I trust her with that and just about everything else.
"I haven't dated much in the past few years. My career took off, so that has consumed a lot of my time. Sex was even more rare. I guess you met me just at the right time: I had been itching for a screw for a while!"
I finally allowed myself a smile. "Glad to be at your service."
The tension started to ease. I found that I couldn't maintain even the appearance of being upset with Sherry. Not while she was telling me all these private details of her life, and not while she looked as good as she did.
"So is Anneliese going to be OK with me?" I asked as we started getting dressed.
"Yeah, I think so. We're about as close as a mother and daughter could be. I guess part of that is because we were closer in age than most families. People often mistake us for sisters. We knew that all we had was each other, so we watched out for each other."
I was amazed. Sherry had just shared such intimate details about her little family. All I wanted to do was hold her. So I did. We held onto each other tightly for several minutes, and I kissed her passionately. She mouthed the words "Thank you, Will."
"Anything for my babe."
But there was still an elephant in the room. As touching a story as Sherry had told, her daughter had grown up to be an incredibly beautiful and sexy young woman. I wondered if she had a boyfriend. There must be dozens of guys falling over themselves to be with her. Then I wondered if she was sexually active, and how much. It was a thought I wished hadn't crept into my head, but it was natural. I couldn't pretend the incident at Christie's didn't happen. My first thoughts of Anna were of a sex goddess who was willing to flaunt her body to me, and now she had seen me as her mother's lover.
I went to the kitchen to pick up my shoes. The can of whipped cream and bottle of chocolate sauce were still on the countertop. Had Anna seen them? Did she know how they had been used?
Anna had retreated to the sectional couch in front of the television. She stood up and faced me, but didn't leave the couch.
"So you're William, huh?"
"Will," I smiled and corrected her. "So I guess Sherry...umm, your mom told you about me?"
Anna smiled and laughed mischievously. "Juuust a bit." God she was hot! She was still wearing the skimpy outfit from her job at Christie's: tight, low-cut camisole that showed off a pair of perfect breasts bulging out over the top of her bra. Her bare midriff was flat but toned and led down to a flirty short skirt that complemented the green of her eyes. It was so short that I had to force my eyes not to follow down to where her skin was exposed high on her thighs. If I so much as glanced down there, I know my eyes would try to telepathically lift up the fabric just enough to see the treasure that lay barely hidden beneath.
I felt my dick start to grow.