Gwendolyn
Copyright© 2026 by yfnsp
Chapter 9: On the Road to Submission
We were on our way. Our first road trip together. Me and my girlfriend, Gwendolyn.
Gwendolyn is a great companion. We’d been practically inseparable since Wednesday afternoon when she said I could be her boyfriend. She is beautiful and sexy and young - just a freshman - and we’d only just met that day, the first day of class. That’s when we met, but I’d been in love with her since high school, only too shy to tell her.
And now it was Saturday and we were going back home to collect her cat. We originally planned to make the five-hour round trip on Sunday because I had to work on Saturday, but when I told her I got off at four, she made it an overnight stay at her parents’.
“Mom is going to make dinner for seven o’clock. She’s excited to meet you,” she told me. “Daddy won’t be there. He’s still overseas.”
So, I picked her up after work in my old sedan and we were on our way.
It was wonderful to be with her. Always. If she was bossy and controlling, that was because she knew exactly what she wanted in a boyfriend. And she knew that that was exactly what I needed, too. That’s why she granted me this role, to worship her and adore her.
“How’s your butt? Are you still sore?” was the first thing she said when she got in the car.
“I’m good, no worries.”
I was a lot more comfortable in the driver’s seat now than when she had seen me off that morning. Her landlady had turned me over her knee and given me a serious spanking after breakfast, but four hours on my feet had allowed my buns to cool. I was no longer worried about the drive.
“Your ass looked really cute all red like that!” she teased me. “You liked it, didn’t you?”
“I ... I still can’t believe it happened! It was so crazy, when I think about it. And it all seemed to make sense when it was happening! Did you know about them?” Gwendolyn’s landladies were a lesbian couple in a D/S relationship.
“I knew they were married - they interviewed me together - but I just thought it was a normal lesbian marriage.”
“What do you think of them now?” I asked, burning with curiosity and, I must admit, arousal.
“Are you kidding? I love them,” was her enthusiastic reply. “I liked them when I met them back in June, but I had no idea ... But what about you? How could a spanking make you cum? What was that all about?”
“I don’t know! It wasn’t the spanking, it was everything ... I almost came when Janie said she wanted you to watch her masturbate. And all the things Marti made me say ... It was so humiliating! ... in a way, like how you make me feel sometimes.”
I glanced at her. She was smiling her I-know-a-secret smug smile. She put her hand on the stiffness in my lap.
I had to ask: “What did Janie say to you? She whispered something.”
“She said that sometimes she misbehaves just so that Marti will spank her.”
“That is so hot!” I said. I glanced at Gwendolyn again. “Isn’t it?”
“Yes, baby. It is.” She had never called me that before. That’s what Marti calls Janie.
Gwendolyn gave my erection a squeeze and left her hand there a while.
There was a lot of traffic from the game, so I was glad I had been allowed to leave work early. Revelers don’t stick around to revel so much when their team loses. We finally got through town and out on the highway with a little time to spare; we wouldn’t have to rush.
“Janie has the hots for you,” I said provocatively.
Gwendolyn laughed. “Oh, yes. Definitely.” She turned to face me. I wished I didn’t have to watch the road; I’d much rather have watched Gwendolyn’s eyes.
“It was strange. The way she made me feel. I liked it. I mean it wasn’t like some lesbo hitting on me. She made me feel powerful. Like you do, like a goddess. I love that feeing.”
“That’s what I thought,” I responded. “And she was so pretty! I couldn’t believe how sexy she was. Being all submissive to you.”
“You think she’s pretty?” Gwendolyn asked pointedly.
“Yeah! Don’t you?” It was objectively obvious. “Almost as pretty as you,” I added, sincerely. “Actually, I was more attracted to Marti,” I confessed.
I had pondered that fact all day. Marti was almost as old as my grandmother. And she had intimidated me.
Gwendolyn smirked. She has an adorable smirk. “That’s ‘cause she’s scary. You’re just like Janie, aren’t you? You liked it when she started pushing you around.”
I wasn’t ashamed. “That’s why I’m so lucky I have you, Gwendolyn!” I gushed. “You’re prettier and sexier and scarier than anyone.”
I blinked some tears from my eyes to clear my vision. I had to focus on the road. I was a a very safe and conscientious driver, but I had never had to deal with distractions like all those Gwendolyn presented!
We were making good time. Traffic was light, the weather was clear. There was plenty of daylight left and we were traveling southeast, so the sun wasn’t in my eyes.
Gwendolyn was quiet for a few minutes, apparently thinking.
“Do you want me to punish you?” she asked.
“Why, have I been bad again?” I quipped.
She made a wry face. “Well, you did cum without permission,” she stated.
She continued, “No, it’s just that I had this idea that I could rule over you like ... like a benevolent queen, and never have to punish you or ... or, you know, any of that BDSM stuff, like chastity or cuffs and chains. That you would obey me because you worship me and that would be enough.”
I knew that. “That’s your grand experiment, right?”
“Right.” She smiled gratefully. “But, I don’t know ... Marti’s story was so ... well, it was just so hot!
“And then what Janie said. She loves getting spanked. And you liked it - I could tell. And it turned me on to see you like that. So, I don’t think, for them, that punishment is really about punishment.”
She giggled at how that sounded. “You know what I mean. It’s a form of ... an expression of love and commitment ... and, well, yeah, kind of like sex. It’s a kind of making love.” She paused.
“Isn’t it?” she asked.
“Yes,” I said, grateful for her clarity. I had to confess what I now realized.
“I think that’s why I came, partly. Marti spanking me was kind of like cheating on you. Even with you there, your permission, it was like something illicit. Like dirty sex, dirty and exciting.”
“So maybe you do want me to punish you,” she grinned.
“That’s not for me to say, is it, Gwendolyn?” I said in my humblest voice.
She laughed her musical laugh. “No. That’s right, it isn’t.”
“You are my goddess, you do as you please.”
I tried to focus on driving. My cock was throbbing under her hand.
“Well, I’m going to think about it.” She sounded serious. “I mean, that’s the thing about experiments. You learn things. And you adjust...
“Like, I wanted to see what would happen if I didn’t let you cum for a really long time. Like weeks. And then I made you cum last night. That was for a different experiment. So poor planning, I guess.
“You liked watching me masturbate, didn’t you? I liked it a lot - making you watch. How did it make you feel?”
“Really? Don’t you know?” I just assumed she knew everything I was thinking. It usually seemed that way. “It was hot! Like the hottest thing I’ve ever seen. You’re just so incredibly beautiful. And then, when you’re sexual, when you’re aroused and ... the pleasure on your face, the way your body moves, and when you cum, it’s almost too much. Too beautiful for words!”
“Did it make you want to cum?”
“It was so very hard not to! But you said I wasn’t allowed to, so...”
“So you didn’t.” She smiled. “Because you’re such a good boy. My good boy. Aren’t you, baby?”
She called me “baby” again.
“Yes, Gwendolyn,” I choked. I sniffled, almost crying now.
She found a travel-pack of tissues and handed me one. I dried my cheeks and wiped my nose. “Thank you,” I said quietly.
“You’re welcome, baby.”
There, she said it again. It took a minute for me to recover.
“Do you really like gay porn, or was that another experiment?” I asked.
“No, I really do like it. My brother Michael used to watch it all the time. And she - I mean he - got me into it too. It’s all about cocks. I like cocks. And we’re talking really nice cocks. And guys obsessed with cocks. There’s something intense about the things they do to each other. The things they’ll do for cock.”
Gwendolyn always makes sense when you’ve thought about it. I was going to have to think about it. She did like my cock. A lot. She says it’s pretty. But I had the uncomfortable feeling that she wanted me to like cock too.