Forbidden Fruit is Sweeter

"There you go." Courtney purred.

I settled down onto her lap, my legs around her waist and my feet under the bed. The tip of the strapon slowly slid deeper into me as Courtney guided me down onto it. I felt a small shock of pain as the strapon stretched me out and slid into me, but fortunately it wasn't too big and the pain wasn't overwhelming. Courtney's strong hands on my hips removed any urge to try to wriggle off of it. Finally, my ass made it all the way onto her lap, and I let out a breath as the strapon stopped pushing in deeper.

I stared down into Courtney's eyes as I sat on her lap, my legs around her waist, my body pressed against hers, her hands on my hips, and her strapon inside me. She slid her hands up my back and grabbed my shoulders from behind, and I reached forward and rested my hands on her bulging deltoids for stability. She smiled at me. Pressed against her, held by her, penetrated by her, it was by far the most intimate sensation I'd ever experienced.

Slowly, gently, Courtney pushed upward with her hips, driving the strapon just slightly deeper into me. I let out a little gasp, which seemed to excite her. She leaned forward and kissed my neck before doing another gentle little thrust. The angle my feet rested on the floor didn't give me leverage to push up at all, leaving Courtney with total control of the depth of penetration. Something felt right about giving her total control.

True to her promise, she was very gentle with me, looking up at my face and monitoring my expression as she slowly pushed up into me. She hit an especially good angle and depth with one thrust, making me gasp in pleasure. Courtney smiled and pushed in several more times exactly the same way, leaving me moaning.

I closed my eyes, shutting out the sights letting the feeling become my whole world. Courtney's soft skin against mine, her hard muscles underneath my hands, her sturdy grip on my shoulders, her thighs angled up against my lower back, her kisses on my neck, my erection up against her stomach with only the panties and the dress in the way, her strapon reaching into me were all I experienced. I ran my hands down her shoulders to her lats, gripping them tightly as she bucked her hips just a little harder, waves of warmth and pleasure spreading through my body.

"Oh, Courtney!"

As Courtney established a steady rhythm of thrusts, I realized I was now gasping and moaning continuously. All fear, all apprehension, all tension had vanished. I bounced helplessly on her lap, simply along for the ride as I bounced on her strapon. I opened my eyes to see her grinning up at me, a look of satisfaction on her face as she watched the rapture on mine. I closed my eyes again and felt her hand on the back of my head, pulling me in to kiss her on the lips.

Her tongue slid into my mouth again and she caressed me up and down. I was lost in her warmth and her strength, totally wrapped up in her, totally held by her, feeling her deep inside me. I finally pulled away from the kiss and threw my head back in ecstasy, feeling my whole body shake and tremble, the panties suddenly flooding with my load. Totally spent and exhausted, I collapsed against Courtney, resting my head against the bed behind her.

She didn't stop thrusting, but after the life-changing pleasure of that orgasm, I'd let her do anything she wanted to me. I was in a dreamlike state, practically an out-of-body experience as she kept pushing into me. I don't know how much longer she kept going, but eventually she let out a sharp moan and then stopped.

I opened my eyes to find Courtney staring up at me, hair disheveled and both of us with a sheen of sweat. The look on her face was pure satisfaction, and I felt the same way.

"Holy shit..." I whispered. "That was incredible."

She smiled and gave me a quick smack on the ass. I leaned in for a kiss.

As soon as our lips met, we heard the sound of wheels on the gravel of the driveway outside.

"Oh, shit!" I whispered. Courtney looked almost as shocked as I was. She hurriedly helped me off the strapon, and I stood up, the reverie suddenly gone. We had less than a minute until my parents and my sister came back into the house and found me in a dress and Courtney wearing a strapon.

Panicking, I darted into the bathroom that connected Ella's room to mine just as Courtney stood up and started undoing the harness. I slipped back into my bedroom and shut the door just in time for me to hear the muffled sound of the front door opening at the other end of the house and my parents' voices as they entered the house.

I stripped off the dress and panties and hid them behind the clothes in my closet, then closed the closet door and breathed out a small sigh of relief. That had been a close call. If my family had come back in just a couple minutes earlier, they would have heard me and Courtney in the act, maybe even seen us before we could stop. How shocked and disgusted would they have been to find me in Ella's dress, moaning and bouncing on a girl's strapon? How would Ella have reacted to seeing her younger brother take it in the ass from her friend?

I took a deep breath. It was over. We were safe. I was safe. They didn't catch us. I couldn't think like that. I couldn't dwell on what might have happened.

After a few moments of collecting myself, I realized I needed a shower. Courtney may have been doing all the work, but I'd still worked up a sweat, not to mention the mess I'd made when I finished. Grabbing a change of clothes and a towel, I headed into the bathroom and turned on the shower.

Standing under the hot water, I finally began to relax, and my thoughts drifted away from the close call with my family and back toward what Courtney had done to me -- no, what we had done. Yes, she was stronger, yes, she made the first move, but I had wanted it the whole time. She was conventionally attractive, but what had really turned me on about her from the moment I met her was that she was stronger than me. I had been excited when she wanted to use me as a weight. I hadn't even hesitated to climb into her lap. And that strong body of hers had felt so heavenly.

I had thrilled when she pinned me to the floor and slipped between my legs and shoved her tongue into my mouth. When she told me to put on Ella's dress, I hadn't even been able to muster a word of objection. Hell, I'd posed for her. And when she put on a strapon, it took all of a minute for me to climb onto it. And when I was riding it... was I already getting hard again thinking about it?

What did all of this make me? My first and only sexual experience was getting railed by a girl -- a girl who was stronger than me. What kind of man was that quick to put on a dress and let a girl pound him in the ass? What kind of man enjoyed getting so thoroughly dominated by a girl? Could I still even call myself a man at all?

I was taking too long in the shower. Surely my parents or Ella would think something is odd. I needed to act normal. It was time to set the big questions aside, try to bury that memory of how wonderful it had felt to bounce on Courtney's lap and be held in her arms while she filled me -- fuck, it was hard to put it out of my mind.

Finally, I turned off the shower, dried myself off, and put on my jeans and t-shirt. I returned to my room for a moment, took a deep breath, and opened the door.

There were voices and laughter coming from the living room. As I rounded the corner from the hallway, I saw Courtney sitting there in her workout clothes, chatting and laughing with Ella and my parents like nothing was amiss, like she hadn't just been pegging me twenty minutes ago.

"Well, look who's finally up," said my dad with an amused expression on his face.

"Oh, are you done in the shower?" asked Courtney, turning to look at me. There was just a hint of a grin on her face.

"Y-yeah. All yours." I replied after a pause that was just a little too long. She passed me and returned to the bedroom she was sharing with Ella, and moments later, I heard the shower running.

The rest of the day passed uneventfully, but I was distracted and out of sorts, my mind replaying the events of the morning, flitting between fear that my family would figure out what had happened, doubts about my masculinity, and of course memories of how amazing that experience with Courtney had been.

From watching Courtney interact with my family, you wouldn't think anything out of the ordinary had happened. She was perfectly easygoing and casual, laughing at their jokes, telling stories about college, taking selfies with Ella. I'm sure it contrasted with how distant and awkward I must have seemed. After a few hours, I'd almost managed to mentally separate the version of Courtney in front of me, Ella's friend and my family's guest on this trip, from the woman who had taken my virginity that morning. But every once in a while, when no one else was looking, I caught her giving me a knowing smile, and that illusion faded.

After an afternoon on the boat and a dinner out, the five of us returned to the lake house. There was some more casual conversation, which I only half-participated in, before my parents excused themselves to go to bed. Exhausted as I was from my inner turmoil, I went back to my room and got ready for bed. Down the hall, I could hear Courtney and Ella doing the same.

I settled into bed, but though I was tired, my thoughts kept me awake. I couldn't keep the memories of the morning out of my head, and I couldn't stop thinking about what they meant about me. As I tossed and turned, the door to my bedroom opened with a creak.

The lights were off, but there was some moonlight streaming in the window, and I had been in the dark long enough for my eyes to adapt to it. There was a silhouette in my doorway, a female one. Courtney.

"Hey," she whispered, stepping quietly into the room and shutting the door behind her.

"Courtney? What are you doing in here?"

"What do you think?" She held up her hand. There was something in it, a little hard to make out because of the dark. I squinted at it. It was the strapon.

"Is that- did you come in here to fuck me again?"

"I've been dreaming about it all day. I know you have too, with how distracted you've been acting."

"I..." I blushed, though there's no way she could see it in the dark. "Are you crazy? My sister is asleep in the next room!"

"Relax, Ella's a heavy sleeper."

"My parents are just down the hall!"

"We'll keep our mouths shut this time."

"This mattress has the loudest springs known to man!" I hissed, shifting in the bed and letting the mattress springs groan as a demonstration.

"Well then," she whispered, stepping closer and slipping a hand under my chin, "we won't use the mattress."

My heart raced. I was terrified of my family hearing us, but that fear also came with a thrill at doing something so risky. The moonlight caught Courtney's eyes and I could see the playful yet wicked expression in them. There was something undeniably appealing about her insistence, not to mention how powerful she seemed looking down on me and cupping my chin.

I started to shift, swinging my legs over the side of the bed.

"There you go. Get that sweet little ass moving. You still have the dress?"

"It's in the closet."

"Put it on."

I shuffled over to the closet, using the flashlight on my phone to help me find the dress. Behind me, I could hear the rustling of cloth and the jangling of the strapon's harness. I hurriedly slipped out of my night shirt and into the dress. Oh god, we were really going to do this.

Turning around, I saw Courtney had stripped off her pajama pants, leaving her in nothing but a tank top exposing her toned, muscular arms and a strapon that she was now covering with lube. She grinned hungrily, looking me up and down in the dress.

"Good girl."

I blushed again. Why did being called a girl make me feel that way?

"Now, get up against the wall and bend over a bit for me," said Courtney in a soft yet commanding voice.

Between her tone, her incredibly impressive body, and my still-fresh memory of how good it had felt to submit to her earlier, it was impossible to disobey. I faced the wall, placing my hands on either side of my head to stop my face from grinding into the wood paneling, and jutted my ass out eagerly. I soon felt her behind me, breathing down my neck, and her hand hiking up the bottom of the dress.

I giggled softly as that same hand squeezed my ass. Then, I could feel the tip of the strapon between my cheeks. Courtney wasn't wasting any time, and her eagerness was infectious. Still, I tried to keep silent as she slowly slid the strapon into me from behind.

She held my hips in place as she pushed in, and soon I felt her hips and the base of the strapon pressing against my cheeks. It was deep inside me already, and her lips brushed against my ear. She slowly pulled out, then pushed back in just a little bit faster.

I quietly exhaled as she eased in and out of me, her right arm slipping around my waist to hold me up against her while she established her rhythm. I was pinned between Courtney's body and the wall, but the feeling of being trapped only added to my arousal. She started slow, giving me time to get used to the thrusts, but gradually picked up the pace. My quiet exhalations gave way to soft gasps.

Courtney worked her way up to a healthy rhythm, grunting just a little with each thrust of her hips, driving the strapon deep into me each time. One particularly hard stroke left me moaning, and suddenly I felt her left hand clamp my mouth shut.

"You were the one worried about making too much noise." She whispered playfully, clearly pleased with herself for making me moan like that. My first instinct was to apologize, but she was holding my mouth shut.

Now Courtney really picked up the pace. Trapping me up against the wall, holding me around the waist with her right arm and holding my mouth shut with her left, she started pounding me, muffling my moans and gasps. This wasn't the gentle lovemaking we'd done in the morning. She was going to town on me, grunting with quiet satisfaction, the strapon stretching me.

Her hard thrusts hurt, but the pain wasn't overwhelming -- it was somehow turning me on even more. She'd come into my room in the middle of the night, pulled me out of my bed, made me wear a dress, and was fucking me in the ass, right down the hall from my family. She was pinning me up against a wall and railing me, treating me like some kind of sex toy, and I was loving it. My mouth held shut and her body so much stronger than mine, I couldn't have made her stop even if I wanted to. She held all the power, and that thrilled me.

Feeling dainty and delicate and fragile as her powerful hips pushed the strapon into me over and over and over, I would have been gasping in ecstasy if she let me. Instead, I reached orgasm with a muffled moan, my whole body shaking. Courtney seemed to pick up on my feeling, plunging into me with an animal passion. Not long after I finished, she stifled a moan of her own. I could feel her body trembling as she pressed against me, and I knew she was finishing too. Soon, the thrusts slowed down and she pulled out once again before leaning against me, panting heavily, the strapon dangling between my legs.

It took us a moment to recover before she let go of me and let me turn around. I opened my mouth to try to say something, but she immediately kissed me.

"Oh my god..." I whispered after our lips parted. "That was... wow." Even though the room was dark, I could see she was smiling.

"Your ass is unbelievable. I'm going to be coming back for more, and more, and more this whole trip." She squeezed my ass for emphasis.

Part of me wanted to say something about the risk of getting caught, but the rest of me didn't care. Courtney was worth it. Besides, the danger was half the fun.

I smiled back at her. This trip was going to be a lot more eventful than I could have imagined.