“Four guys? You mean she had sex with four guys at once?”
“Yes.”
“And she filmed it?
“Yep.”
Abby looked away. “Gosh, that’s hard to get my head around. And how old was she?”
I had to think about that. It had happened so long ago. “I think she was twenty-two. I know she was a year older than Cassy.”
“Holy shit.”
“Anyway, we were drinking and goofing off and ultimately started teasing each other, which turned into a wrestling match. Louise was naked when she pinned Cassy to the bed and started rubbing her special place over her sister’s face. I tried to protect Cassy by hitting Louise with a pillow but she pulled me across her knees and held me down over her lap. She yanked my undies up my butt and was spanking and tickling me. I tried to fend her off but she was stronger. I may not look like it now, but I was a whisp back then, except for my breasts.”
“You look amazing, Gwendolyn.” Her eyes crawled over me appreciatively.
I waved the compliment off and Abby ordered us a margarita along with some chips and salsa. Continuing my story, I said, “Watching the video, along with being so helpless and…dominated, I suppose…really turned me on. Louise saw the wet spot on my crotch and started teasing me, saying I wanted to be gang banged. She worked her hand inside my underpants and pressed her thumb to my butthole. She said I had to stop squriming or she was going to push her thumb up my ass. That thought froze me and when she told me to spread my legs, I obeyed. She played with me down there for a long time and it felt wonderful. The next thing I knew, she pushed two fingers into my special place. She was the first person to penetrate me.”
“Oh God, she…” Abby looked away, her cheeks glowing.
“What?”
“That must have been so embarrassing when Louise…”
“I wanted it to happen, Abby. She didn’t force me.”
Abby waved her hand. “No, no. Not that. Wasn’t it embarrassing when Louise…when she tore your hymen?”
Now I understood. Shaking my head, I said, “I had been involved in activities like dance and gymnastics.”
Abby chuckled. Now she understood. She said, “I tore mine horseback riding.”
“Anyway, Cassy was only wearing a nightshirt and Louise went after her special place as well. She, um, really worked us over and I loved it.” I also mentioned the afternoon I spent with Anne and Louise and the exquisite pleasure of being their bound plaything. “Initially, my first sexual experiences were with females, and it never felt awkward or uncomfortable. Cassy and I would often spy on her parents having sex, and as the year went on, I found myself being attracted to both genders; although my thoughts were dominated by the idea of a guy’s cock inside me.”
I shared with Abby the tutelage Anne provided me as I knelt in front of Lars and successfully took a man’s cock into my mouth for the first time, bringing him to a climax strong enough to gag me. And, finally, I offered the details of my first time in unflinching detail. By the end of the story, I was talking fast and breathlessly. I had been wanting to share my past with someone for so long, that when the moment came, it flowed like a torrent.
Her eyes went big. “You’re kidding me. Erick and Liam and Gustov? Three guys at once?” I nodded and sipped my drink, batting my eyes innocently. She said, “Your first time?”
“Yup.”
She tugged a pigtail. “Jesus. In Kansas, we call that being sealed airtight.”
I laughed. “Abby, I think that’s what everyone calls it everywhere. In Sweden they call it korka igen, which means completely corked. I know it’s not at all conventional but I don’t regret it for a moment.”
“Yes, but you were barely nineteen and Cassy’s father and Gustov must have been…”
“They were both well into their forties, so was Lars, although he wasn’t there the first time I had sex.” I explained how the coupling took place. “They were very experienced and went slowly. They positioned me correctly and it was always understood we could stop at any time. It was loving and consensual and I still think fondly of it today. It was like a warm embrace, inside and out.”
“Jesus,” she said again. “Did it hurt? You know, when Liam was inside your….bottom?”
I shook my head. “Over the course of my…awakening..Anne guided me through a lot of firsts and had asked that I start playing with my bottom so that I would be ready when the moment presented itself. At the time, I was using a wine bottle…in my special place.” I looked away but moved forward with the story, “to…stretch myself… so my first experience with vaginal penetration wouldn’t hurt. Anne suggested I try inserting the bottle into my butt, which I did. By then, Cassy and I were spending a lot of time together intimately and I had been practicing with her for weeks, first with her fingers and then a stuffed unicorn that had a soft plastic horn. Her mom and sister introduced me to various toys, too. It got to the point that when I visited their home, Anne woud take me to her bedroom and fit me with an anal plug. I was required to wear it for the entire time I was in their home. If you work up to it and use lubrication, it’s very pleasant. It’s important that the man go slowly. You can’t try and recreate a scene from an adult movie.”
“Did they use condoms?”
I shook my head. “No. Anne and I talked about that and I told her I wanted to enjoy the experience of being filled.”
“I was the same way,” Abby said. “But weren’t you worried about getting pregnant?”
“Yes,” I said. “I was nervous about that, but just as nervous about asking my mother to take me to see a gynocologist. Anne offered to take me to see hers…” I took another bracing drink, “who just happened to be Gustov.”
Now Abby looked surprised and she held her hand up. “Wait a minute. I thought you said Gustov was her cousin.”
“Yes, I did.”
“So Anne’s gynecologist was her cousin? Is that what you’re telling me?”
I nodded.
“Holy shit!” Abby looked around as if we might get caught doing something wrong.
“I told you their family dynamic was different than most.”
“Sure, but this is just crazy.”
I shrugged. “If you had been there you may have felt otherwise. Back then, I was curious and had lived in a bubble most of my life. They took me in and opened my eyes in a very caring and honest way.”
Abby looked skeptical. “Also, I didn’t know Gustov was her cousin when I visited his office; Mrs. Vatspalt thought it would make me uncomfortable. I didn’t find out he was related to her until the night of my first time.” Seeing Abby’s unease, I decided not to share Gustov’s very unique approach to my first gynecological examination. “He put me on birth control a few months before my first time.”
Abby ran a hand through her hair and sucked her straw. Gulping down the last of her drink she just looked at me with wide eyes.
“Gwendolyn, they…they….”
I nodded. “The entire family groomed me to be their…concubine, for lack of a better word…and I loved it.” I went on to tell her about the trip to Napa, California, I made with Liam, Lars and Gustov and about Sophia, the lingerie saleswoman the four of us seduced, along with the encounter I had with Sophia’s husband, Rick. “We planned it out with Sophia first because she felt guilty about having sex with the four of us. Gustov pretended to be a photographer and I was a European model who didn’t speak English. We went to the winery to use a private tasting room as a backdrop and Rick was the winery manager. I pranced around in lingerie we’d bought in Sophia’s store and I kept coming on to Rick. It took a little time, but he eventually gave in.”