Gwendolyn
Copyright© 2026 by yfnsp
Chapter 7: Training or Testing?
When I drove Gwendolyn home that evening, she was quieter than usual. She turned to me when I parked in her driveway.
“Did you like wearing my pussy juice?”
“Yes, it was a constant reminder of how delicious you are.” The smell had pretty much worn away by then. “I also felt like I was marked by you. Like people could tell I belonged to you. Like that girl in the library.”
She smiled. “That’s exactly what I wanted!” she said. “Only it wasn’t enough. Hardly anybody noticed.” She paused, looking deep into my eyes, capturing me. “I want everyone to know that you’re mine, that you belong to me.”
“I could walk three paces behind you, like a slave in ancient Rome,” I joked. Was I joking? Because my cock swelled as I said it.
“Like a slave,” Gwendolyn repeated. “Do you want to be my slave?” she asked softly, watching my eyes.
“I feel like I already am,” I said.
She laughed. “Really?”
“Well, pretty much,” I said, wondering why she found it funny. “I do everything you want, everything you say. Isn’t that the same thing?”
She smiled sweetly. “No. You are my very good and obedient boy, yes, and I’m very proud of you. But you still have your own life and your own possessions. You make your own decisions about a lot of stuff. Slavery is not like that.”
“Oh,” I said. “I worship you. Isn’t that enough?”
“Yes, of course. It’s exactly what I’ve always wanted.” She leaned in for a kiss. “See you in the morning!” She patted my thigh and exited the car. I watched her until she disappeared behind her closed door.
I couldn’t help wondering if she was beginning to want more.
Next morning, after our run, Gwendolyn watched me undress on the landing before leading me into her room by my erection. She made me wait while she drank her glass of water. Then she told me to undress her.
She managed in her mysterious way to assist my efforts without diminishing her authority in the least. She raised her arms over her head so I could pull her tee-shirt off. My heart raced as her sweaty breasts and armpits were revealed to my hungry eyes. Her hair bounced free and I breathed in her glorious scent before kneeling to untie her shoes.
I was tempted to kiss her feet as they were bared to me, but I stayed on task and on my knees, reaching up to pull her shorts down along with her underpants. I held them as she stepped out of them, graceful and regal as a ballerina.
I looked up at her eagerly, holding her pants open in my hands.
“You can smell them if you want,” she allowed, reading my mind.
I held the gusset of her panties to my nose, and breathed her sweet musk into my soul, setting my heart and my cock aflutter.
“You can worship me now,” she said. This time she allowed me to make my own liturgy.
I bowed down to kiss her feet first. Then I stood and bent my face to her chest. I licked the drying sweat between her breasts and under them before applying my tongue to their higher slopes and to her lovely pointed nipples. I latched onto each nipple in turn, sucking hungrily and eliciting her sweet, sharp intakes of breath.
She wrapped her arms around my head, allowing the deep rich aroma of her underarms to beckon me and I served them both with my lips and tongue, as my hunger for her most personal flavors grew.
I dropped back to my knees and nosed between her thighs for the sweetest prize. She spread her legs and thrust her pelvis forward graciously to permit entrance to my questing tongue. Her folds parted for me to taste the silk and the nectar I craved. But I needed something else first.
With my hands on the back of her thighs, I tipped my head back to look up to her face.
“Gwendolyn? May I have my drink now?” I petitioned reverently.
“Yes,” she said, smiling down on me. “It’s important to stay hydrated.” She took me by the cock into the shower stall, where I knelt once again to receive her urine. I swallowed rapidly as she peed in my mouth, quenching only my thirst, not my fierce desire.
When her pee trickled to a stop, I licked the droplets off her lips and the residue between them, making her pussy clean. Then I applied my mouth and tongue with every ounce of strength and technique I possessed to bring her to a crashing orgasm. I lashed her clit and flailed at her silken depths, probing and stabbing, flitting and fluttering her swollen bud, grazing it and her lips with my teeth, all while sucking and savoring the sweet, tangy flood of liquid lady-lube that my efforts rewarded me with, the delicious, refreshing chaser to her royal piss.
When she came, she dropped to her knees, still holding my head in her hands and kissed me full on the lips. I couldn’t have been happier if I had cum.
We showered together, washing each other like we had the day before. Gwendolyn enjoyed teasing my rock-hard erection. “No coming for you today,” she said wickedly.
Over breakfast we compared schedules and made plans for the day. It was Friday; we both had nine o’clock classes. On the drive to campus, I filled her in on my conversation with my roommate.
“Darius thinks I’m a real stud now,” I told her.
Gwendolyn laughed happily. “Really? That’s great! What did he say?”
“He said that when he met you he thought you were really pretty. He sounded like he thought you were out of my league. So he was impressed that I could get a girl like you. And I think he could tell we had sex - well, it still smelled like it and he was already there when I got back. Anyway, he said, ‘You just met her yesterday, right?’ and something about moving fast. I didn’t tell him that I was only following orders.” I grinned.
Gwendolyn laughed again. “Wouldn’t he be surprised!”
“I thought about telling him,” I confessed. “I’m so proud of you. Being your boyfriend means everything to me. I love worshiping you too ... and obeying you. I don’t care if people know.”
“I’m really horny right now,” Gwendolyn whispered in my ear.
That was welcome news. We had just arrived at her driveway after a long day at school. I was horny too.
“At least you had an orgasm this morning,” I said.
She slipped her hand onto my lap and traced the outline of my stiff member. “Ooh,” she breathed when it came alive, straining and twitching responsively.
“Tell me, Mike,” she said, seemingly seriously curious, “Do you like sporting wood all day for me?” She looked up at me innocently.
If she weren’t so fucking cute, teasing me like that - if anyone else had asked that - I would have devastated her with withering sarcasm. But the truth was, that I totally loved it, which I hadn’t realized until I said it. How and why was hard to say, but “I love being hard for you all the time,” wasn’t.
She gave one of her proprietary squeezes and said, “Good!” and smiled. “I think we’re going to make you wait a lot longer before you get to cum.”
“Why?” I asked plaintively. I was surprised as well as hugely disappointed, having assumed that orgasmic release was in the offing for both of us this evening. I was puzzled; why had she told me she was so horny?
“Is this one of your experiments?” I asked. “Is it another test?”
She patted my thigh. “Let’s go upstairs.” She moved to open her door. “It’ll be fun!”
I undressed on the landing and waited for her to open the door and lead me in. She had put on a short, sheer pink chiffon nightgown, like a dream. It was so transparent that, rather than hide her charms, it magnified them, enveloping her torso in an alluring haze, more naked than nakedness alone. It revealed secrets of her lithe form as she moved, highlighting her dark nipples and all her perfect curves.
I must have stood there gawking like a fool, because she had to tug on my stiff cock to get me moving.
“Sit there,” she said, indicating the chair she had moved to the other side of the bed, facing it.
I sat my naked butt down on the hard painted seat.
“I’m going to masturbate and let you watch!” she said, as if awarding me a valuable prize. She pressed a key on her laptop, open on the desk, and climbed onto the bed, settling back on the pillows propped against the headboard.
The volume was low, but obscene, drawing my attention away from Gwendolyn’s parted thighs. The moaning and groaning was accompanied by a graphic closeup of an ass being fucked. An enormous cock pulled out of a gaping asshole, all the way out to display the full size of it - it looked way too big to fit - and then it slipped right back in to be met by another wanton groan.