Just yesterday I was browsing literotica. I went to the "Transexuals & Crossdressers" Top List, and after a few clicks I found what I wanted: βA Slut is Bornβ. It's a story about a college kid whose clothing gets soaked in the rain and so he stops at a guy's house, his neighbor or something, to get out of the rain. The neighbor gives him panties and a dress to wear while his clothes are drying, and the guy puts them on for some reason. Then the neighbor starts taking photos of him and threatens to make sure the whole town sees them if he doesn't suck his dick (!!). So the college kid, resisting half-heartedly, engulfs the guy's cock in his mouth and gives it a good suck. Soon he's getting his ass licked and fingered and fucked. He jerks off while the guy fucks his ass and finally gets his clothes, now dry, and goes home, promising to return a few days later. Quite arousing.
Well that was pretty hot so in the middle of that story I went downstairs and got some Q-tips cotton swabs, 2 of them to be exact, and one of them I ran under the water and used it to clean out my ears. My mom's always going on about how my sister and I need to keep our ears clean because she's a wacko bitch. Has been ever since her third child died tragically at the age of 3. She's never told us what happened. Anyway, our parents weren't even home yet since they had gone out to some stupid party, but now cleaning my ears whenever I brush my teeth at night before bed is a habit.
Might as well get it done now
, I thought.
After I was done with the Q-tip I threw it in the trash but kept the second one. Then I went upstairs and locked the bathroom door so my sister wouldn't walk in on me while I put it up my ass. Didn't have any lube but it wasn't hard to get up or anything since it's pretty thin and you don't actually have to slide it in. What you do is you push it in a little, then you push it against one side of your rectum while pulling the opposing ass cheek outward gently, and then you move to the other side and do the same. After a few times it's in as far as you want it. I left probably an inch of it outside.
After that I went back to my room to finish reading the story, and got all hot and horny. I grinded my ass and the Q-tip against my chair, first in a back and forth motion, then in circles, as I gripped the armrests with my hands. I kept that up for the duration of the story and it was fucking nice. Lately I've been thinking of getting a vibrating dildo, but it's not a priority. For now I'll just stick to Q-tips. If I want to really pack my ass, I can always use more.
Anyway my sister told me half an hour before that she was going to use the computer soon, once she got ready for bed, so I was planning on letting her use it while I left the Q-tip where it was, so I could build the tension. My sister's pretty cool and we usually fuck around together with stupid people in chat rooms and on aim before she goes to bed, just having fun harassing them ya know, and I figured I could covertly grind my ass on my chair while we chatted. Once she went to bed I would read part 2 of the story. After all the buildup, it would hopefully be a great orgasm, though a lot of the time when I stimulate my anus, the orgasms just aren't as powerful. Usually I'm just masturbating to pictures of girls then, though, so maybe the transexual erotica would be more stimulating, since I could imagine a penis in my mouth and another in my ass with ease.
However, my sister didn't show up right away, so I clicked on part 2 and started reading. Of course I didn't want her to notice what I was reading if she suddenly walked into the study, so I didn't want to read the story on the literotica page, which has a background that reads "EROTIC STORIES EROTIC STORIES EROTIC STORIES" and a title that reads "Literotica.com - Sex Stories - Top Submissions - Transsexuals & Crossdressers". Instead I opened notepad and pasted the text of the story into the window, so I could quickly do ctrl+A to select all and then delete the text instantly if she walked in. I also cleared the clipboard just in case; I guess I'm just paranoid.
I started reading again, and skipped the stupid parts about the main character's life and got right to the action. The college kid showed up at the guy's place again, and he had 3 friends there to watch a football game and get drunk. College boy dressed up in a dress again and applied makeup so that he looked like a pretty attractive lady, and served them. He was angry with the guy who had sexed him up the pooper, so he ignored him as much as possible and instead flirted with his friends, which makes perfect sex (this was supposed to be "sense" but I mistyped it). So when he was cleaning the dishes later, one of the drunk friends come up and fucks him in the ass, calling him a whore. When he gets back to the living room, the cocksucking and anal sex starts up again.
At this point I was scrolling through the text with my right hand, reading. I wasn't stroking it since it was too dangerous as my sister could walk in at any point. I decided to caress my balls through my jeans a little, and the fingers of my right hand are far better at caressing, so I stretched my left hand to the right side of the desk where the mouse was and started scrolling down with it. Gradually instead of caressing them I began to softly slap them repeatedly. My hand was moving around the speed of a hummingbird's beating wings. And I was grinding my ass against the chair again. There was no real danger of being caught since I could instantly remove my hand from my crotch and act like nothing was happening.
I realized that I was going to orgasm very soon. Now I was really just skimming the text, and concentrating on cock in my ass, dick in my mouth, cock in my ass, dick in my mouth. Anyway, my dick was sticking up toward my belly under my pants, and I erupted. And it felt damn good, a top notch orgasm, with at least 6 bursts of semen. And then I sag, tired and happy.
I breathed in and out a few times then went to the bathroom again. I noticed from the balcony that my sister was downstairs on the phone, must be why she hadn't come to use the computer yet. I pulled down my pants, and wiped off my semen-saturated underwear. They were still a bit damp though. It was easy as hell to slide the Q-tip from my ass now, since it was soaked in ass-juice. After it was out I wrapped toilet paper around it and snapped it in half so it would flush down the toilet without trouble. [I didn't really fish it out and tape it back together, in fact I didn't even take that picture.]
I washed my hands and walked back to the study, where I saw my sister in front of the computer, reading the text in the new post window.