Online dating with an ending
I started chatting online, talking in chats, and sexting with all sorts of perverts quite early and I still do it to this day. I enjoy fucking myself with a dildo and jerking off to stories about how some fucker is brutally fucking my ass, and in return, I tell them how I lick cum off his cock and smear it all over my body. I like it when they send me dick pics, and sometimes I make someone happy in return. When I didn't live alone, I had to be cautious, but once I moved, I could fully enjoy myself, dress up however and whenever I wanted, and torment my ass to my heart's content. I can spend hours jerking my cock and anus,
walking around the house with a cage on my cock and a plug in my ass. Sometimes I can't wait to get home to attach the dildo to the wall and ride it hard in stockings, a tight dress, and a harness. Getting to enjoy a real cock happens less often; meeting people is scary and dangerous, and constantly hiring a hooker is expensive.While chatting in chats, you get your regulars—some relentlessly send GIFs and write all sorts of nonsense, some send photos of their limp, small cocks, some tell me how much they want to fuck someone like me or suck me off or something else. But sometimes you come across decent people you can have an interesting fuck with or just chat with. That's how I met Oleg, a man in his early 40s, whom I chatted with for about six months. He had a good imagination, he "fucked" me well in chat, sent me money for clothes a couple of times, and we exchanged a few photos. Later, I found out he lived in my city. One evening, while quite drunk and with a dildo in my ass, I said it would be nice if his cock were inside me instead of the dildo, and he suggested I come over. I thought it was all a joke, but he started insisting, and I really wanted to get fucked. I ran to the shower, put on makeup, wore a black-and-red wig, black lingerie, stuffed my bra with implants, locked my cock in a cage, pulled on stockings with a garter belt, a tight black sundress with a flared skirt just above the knees, and called a taxi. I had gone out in women's clothes before, but mostly just for a walk to get an adrenaline rush; I hadn't taken a taxi yet, and generally hadn't gone that far from home. The app showed the taxi had arrived, I drank some Roxy whiskey, and set off on my journey. I got in the car, the driver confirmed the address, I nodded in response, and we drove off. The trip took about 30 minutes, and the whole way I could feel my swollen cock pressing against the cage wall; I was very aroused.
Upon arrival, I entered the elevator, went up to the right floor, and nervously knocked on the door, which was opened by a man slightly taller than me who smiled and invited me in. I entered and looked around—the apartment was dark, ordinary, and clean. He led me to the living room and offered me a seat in an armchair, then went to the kitchen to get drinks. He brought a few bottles of beer, and we started chatting, but I was still very aroused, while he kept talking nonstop. After about 15-20 minutes, I got bored with him, went to the bathroom, and upon returning, walked up to him, silently knelt down, pulled his limp cock out of his pants, and eagerly started sucking, waiting for it to get hard. He moaned and groaned, and his cock began to swell under the pressure of my hands and mouth. I wouldn't say it was big, but it was thick enough with a huge head. He forcefully thrust into my mouth, holding my head, the head disappearing down my throat, while he muttered what a slut and cocksucker I was, which turned me on insanely.
-Come on, slut, suck everything out of my balls
I took his cock at the base, exposed the head, and slid my lips and tongue over it
-Yeah, you little bitch, make me feel good
His hands started roaming over my body, squeezing my ass, stroking my balls. His hand slipped past my panties, and a finger slid into my ass, while I was already actively deep-throating his cock, pressing my face against his pubic bone. A moment later, I felt a hot stream of cum hit, filling my mouth and dripping onto my dress. He lay there breathing heavily, just saying what a dirty cocksucker I was, while I knelt before him, swallowing the contents of his cock.
-Not a bad blowjob, slut, — he said, — I'll catch my breath and then take care of your ass.
-I really hope so.
-Sissy bitch wants it in the ass?
-I really want it.
-Prove it, beg me.
-Please, fuck me in the ass, it's so hungry and wants cock so badly.
He stood up, went to the kitchen, came back with some pill, swallowed it with beer, and told me to wait a bit. He went to the room and brought back a jar of lube, but returned with his cock already hard.
He grabbed me by the waist and led me to the wall, pressed me against it, lifted my dress, pulled my panties down to my knees, and started pouring lube on my ass, then smeared it on his cock and began rubbing it between my buttocks; I playfully and excitedly wiggled my ass. He firmly grabbed my thigh with one hand and aimed his cock head at my asshole with the other.
-Now I'm gonna fuck you, bitch, fuck you like the last whore
-Yes, daddy (I'd wanted to say that in real life for so long), fuck me, please.
I felt the huge head start to overcome the tightness of my hole and then suddenly slip inside, followed by the entire cock.
-Uhhh, yes, — I cried out
-That's it, take it, bitch, — he said, thrusting his cock into my ass with force.
-Please, daddy, don't stop, — I begged.
I leaned my chest against the wall and spread my buttocks with my hands, while he held me by the waist, occasionally spanking my ass, fucking my hole. I breathed heavily and whimpered, feeling his hot cock pounding my ass with confident, heavy thrusts; some of the thrusts made my legs buckle, and I cried out loudly, but he kept me on my feet and continued fucking me fiercely. After such pounding, cum started streaming from my cock in the cage, and I just howled, unable to stay on my feet anymore, and fell to my knees. I turned to him and leaned against the wall, exhausted. I sat in a puddle of my own cum and lube, while he rubbed his cock head over my face and jerked off. A moment later, a hot stream of cum hit my face, and he started smearing it and wiping it off on my sundress. My face broke into a smile; I gathered the cum from my face and licked it off, while he calmly sat back in the armchair and continued drinking. I joined him, we sat for a bit, and then I called a taxi to go home. In the elevator mirror, I noticed a huge cum stain on the chest area of my black dress, and all the makeup on my face was smeared. The taxi driver on the way back stayed silent.