The Usual Disclaimer: This is a work of fantasy. All characters featured in sexual situations are over 18. The characters in these stories are fictional. Any resemblance to actual persons living, dead or undead is purely coincidental. Do not try this at home.
This is a sequel to
"Wonder Woman" Takes it in the Ass
, which is in the Anal Sex category. If you aren't into anal sex, you probably won't enjoy this story.
* * * * *
I felt like there had been two fateful days in my life, and both of them involved that sexy Wonder Woman costume. I never really had a "thing" for Wonder Woman before that, but afterward...well, I would sport a boner when I walked out of the theater after that first Gal Godot movie, that's for damned sure. And, no offense to that actress, but it had nothing to do with her.
I returned to the apartment my sister shared with my new girlfriend after my jog and workout on campus. They had been roommates for over a year, but Sherry and I had started "dating" less than a week earlier. I put it that way because we hadn't actually gone out on a date at that point. My sister, Karen, had basically dragged me along to a "cosplay party" she and her friends were having. Our parents had been there, and the three of us had dressed up in costumes we had rented from a shop in town just a mile off-campus.
I had been dressed in a dorky Captain America costume, and had felt awkward the entire evening until that first magical moment that forever changed my life. I'd had two big cups of beer, and had been looking for the restroom. I thought I saw a guy leaving a restroom, and headed for that door. Instead, I had walked into a bedroom and found a woman in a Wonder Woman costume bent over the side of the bed with her bottom exposed and her asshole lubricated and ready for action. The costume had a stylized Greek helmet with a black wig built into it, so I couldn't see her face.
For months before that moment, I had been obsessing over anal sex. It had started when I saw internet porn for the first time, and I couldn't believe how turned on I had gotten from watching that particular act. The way we had been raised, it seemed somehow dirtier and more taboo than "regular" sex. The girls I dated wouldn't even consider letting me try it, and I knew I couldn't even outright ask to. Even so, my last two high school girlfriends had broken up with me, and they strongly suspected I wanted anal sex even though I protested that I had merely been "curious if girls liked that sort of thing."
I felt like I was in a dream as I stepped up to "Wonder Woman" and pulled my hard dick out of my costume pants. Then we were moaning together and I was fucking a woman in the ass for the first time. I had no idea who this Amazon goddess was, but I was certain she had a boyfriend and had mistaken me for that guy. I didn't care. At that point, I was just living out my ultimate fantasy and she didn't seem to mind one bit.
The tight, round globes of her ass felt incredible in my hands as I spread her open and fucked her tight little asshole. She moaned and thrust her hips back to meet me, and it was simply perfect. All too soon I reached the point of no return, and I gasped as I drove my cock balls-deep and erupted inside her. She cried out and came when she felt it, and slumped forward onto the bed after we finished coming.
I managed to get out of that bedroom before she could turn around and see me, and nobody else seemed to notice me leaving that bedroom. Still, I was extremely paranoid afterward. I felt like I had taken unfair advantage of that poor, unsuspecting woman and feared what would happen if anyone ever found out.
Later that night, I was dumbfounded when I finally met my sister's roommate for the first time. Of course she had been the one wearing that Wonder Woman costume. It took another day and a half before she figured out it hadn't been her long-time boyfriend, Darren, who had "given her what she always wanted" at that party. Then later that night I found myself in her bedroom, and once again could not resist when I saw her naked, lubricated ass in front of me.
That time she knew it was me and when we got close to orgasm she realized it had been me at the party as well. Instead of being upset, she was glad after she figured it out. That night and the following two days we had sex nearly non-stop, but then she and my sister encouraged me to get out of the apartment and go for a jog. It had been my routine for years, and I was happy to get back to it.
Sherry and I would have sex all night, and in the morning after breakfast I would go for a long jog and work out at one of the smaller gyms on campus. Half the time my sister was at work when I returned. Sherry loved having sex with me after my workouts. It turned her on something fierce just to see my muscles bulging out after I returned from the gym.
When I came back that particular afternoon, Karen was out of the apartment and Sherry greeted me with a deep, thorough kiss as soon as I walked in the door.
"Go ahead and grab your shower," she murmured, rubbing the muscles on my left shoulder. "After that, come into the bedroom. I've got a surprise for you."
She gave me another searing kiss and I wondered about it as I showered quickly. After everything we'd done the past week, what could she surprise me with? When I walked into the bedroom and saw her dressed in that same Wonder Woman costume, with her sexy, heart-shaped ass pointed right at me, I let out a groan. She shivered when she heard it, and I pushed the bedroom door closed behind me. After all, I wouldn't want my sister to come home and see me fucking Sherry in the ass again.
She shivered again when she heard my towel hit the floor, and then reached back with both hands to spread her cheeks open. Her fingers trembled and her breath came in quiet gasps as I guided my cock into her slick, tight little asshole.
"This is quite a surprise," I chuckled.
"Oh, God, you're actually doing it!" she gasped into the sheets.
I started fucking her in the ass, and it was simply superb. It was clear she was even more turned on than she had been before I left that morning, but I may have been even harder. When I grabbed her hips to pick up the pace, she reached down to brace herself on the bed. Her voice got louder and louder as I fucked her sweet ass harder and harder.
When I finally shoved my entire length into her and held it there, she popped up from the bed and cried out, "Oh God yes! Fuck me, Bobby! Fuck me in the ass!"
I froze and stared at her backside in disbelief.
"Karen?!?" I croaked.
It was my sister in the Wonder Woman costume! I had been fucking my own sister in the ass!
* * *
It seems obvious now, in retrospect. The evidence had been clear enough, but I had stubbornly refused to acknowledge what was really going on.
My sister wanted me.
If it had been any other woman, I would have recognized it immediately. Instead, I was uncomfortable with how affectionate she was, and I tried my best to keep our hugs and kisses "more appropriate." After I had noticed her staring at my body I made sure I wore more conservative, concealing clothing around her.
All I managed to do was frustrate her, and she just became more determined. When I think about it now, several glaringly obvious events stand out, and I wonder how I could have failed to put it all together.
Sherry had stated clearly that my sister had gushed about how "hot" she thought I was, and after she had seen my laptop she was well aware of my obsession with anal sex. When Sherry made those comments, though, I had been distracted. At the time she was pushing her hips back insistently and my dick was in her ass. Afterward I didn't really think about it, because all I could think about was how incredible the sex had been. Plus, I had been troubled because I had let my sister watch—at least for a little bit.
The first time I had taken Sherry from behind at that "cosplay party" she had that lubed, metallic butt plug sitting on the bed beside her, and I had overheard her mention that it was my sister's. She had borrowed it for the occasion. When she'd said that, I had briefly pictured my sister putting it into her ass, but I had immediately squelched the thought and refused to think about it again. Somehow I missed the obvious implication: my sister had a horny little asshole and she was using a butt plug to stimulate it.
But, come on, this was my sister! I loved and respected her, and I did not
want
to think about her that way. It really bothered me that I had let my sister watch while I fucked Sherry in the ass a couple of times. I was preoccupied with enjoying it and couldn't tear my eyes away long enough to say anything the first time. The second time...I guess I was teasing her? It's tough for me to say, now. Certainly Karen took it that way—she thought I was doing it to tease her.
I was falling madly in love with Sherry and we were having sex nearly non-stop now that she had broken up with her long-time boyfriend, Darren. We didn't make any effort to hide what we were doing, but I was closing and locking Sherry's bedroom door so my sister wouldn't try to watch us again. I didn't think about my sister or what she was doing while I spent hours pounding her roommate's horny asshole.
I realize now that she was listening to us having sex. It was obvious from her expression and her constantly-hard nipples that she was turned on, but I was just trying not to stare at her when I noticed. Sherry understood immediately what I refused to acknowledge: my sister desperately wanted me to fuck her in the ass. For her it wasn't just some guilty little fantasy that she tried to suppress. She had seen my dick, seen it pumping in and out of Sherry's asshole, and she wanted to experience it for herself.