History of Q
This incident happened 5 years ago, in the fall, when I turned 18. The thing is, since early childhood I've had a strong attraction to women's underwear. When no one was home, I would climb into my sister's closet (she's 2 years older than me) and put on her panties, bra, and tights. Or I would take my sister's dirty panties from the laundry basket and sniff them, and even lick the most intimate spots.
Naturally, I would masturbate while doing this. And then one fine day, there was a "misfire." Right in the middle of my jerking off, my sister unexpectedly came home early from college. Can you picture the scene?... My sister walked into the room where I was lying on the bed in her underwear and, flipping through a porn magazine I had found
in my sister's desk, I was masturbating. I didn't even have time to cover myself with a blanket—it all happened so fast.— I didn't know I had a little sister," Sveta said with a sly smile.
I was so ashamed I wished the ground would swallow me up. Of course, my sister would tell our father everything, and then... I started begging my sister not to tell our parents anything. She smiled maliciously and said she'd think about it. That day, I waited for the evening with dread, when our parents were supposed to come home from work. Sitting at dinner, I kept glancing furtively at my sister, expecting the worst. But nothing happened. I calmed down a bit. But that wasn't the end of it.: The next day, my sister came home from college early again. And not alone. She brought her friend with her. Andrey studied in the same group as Sveta. I knew they had been fucking at our house for half a year already, when our parents were at work. I even sometimes peeked through the door.
— Well, little sister, shall we have some fun?" Sveta asked.
At first, I didn't understand the meaning of her words, but she added:
— Yesterday I didn't say anything to our parents, and for that, you will now do everything I tell you to do.
What else could I do?
Andrey was apparently already in the know, since he was smiling, standing in the doorway, listening to our conversation.
— First, let's come up with a new name for you. What do you want to be called?
I shrugged:
— I don't know.
— Let's call her Masha," Andrey suggested. Sveta agreed with him.
Sveta went to the closet, took out black lace panties, a matching bra, a pair of black stockings with a garter belt, a short black transparent silk nightgown, and, handing it all to me, said:
— Go to the bathroom, take a shower, and change.
I had no choice but to obey her demands.
I was already rinsing off when there was a knock on the door. Opening it, I saw Sveta standing in the doorway, holding some kind of bundle.
— Can I come in, little sister?" she asked.
Without waiting for my answer, Sveta slipped into the bathroom and closed the door behind her. She unwrapped the bundle and took out a wig of straight black hair, a makeup bag, and a pack of condoms. I was already prepared for the worst. Sveta asked me to finish my shower quickly because "...Andrey doesn't have much time...". She helped me dry off with a towel, sometimes all too obviously touching my dick, which started to grow in size from such attention. Then she watched with interest as I dressed in the women's clothes. I fumbled a bit, fastening the stockings to the garter belt straps, but Sveta quickly helped me. Then she unzipped the makeup bag, took out a tube of lipstick, and told me to come closer.
— Well, since your name is Masha, it's time you learned how to use makeup. Let's start by coloring your lips..." After the lipstick came false eyelashes, eyeshadow, blush, long false nails. After camouflaging me with all this, Sveta opened the pack of condoms. She turned on the warm water tap and poured about half a liter of water into each condom. Then she turned to me and asked me to put on her bra. After that, she stuffed a water-filled condom into each cup of the bra, stepped back a little, and nodded with satisfaction.
— Well, now let's go.
We left the bathroom and went into the living room, where Andrey was sitting on the couch, clearly watching something on TV with great interest. With every step, my "breasts" swayed in the captivity of the bra from side to side and up and down. Coming closer, I saw that pure porn was playing on the VCR. One girl was sucking a black guy's cock, while another—a white guy—was pumping his dick into her ass.
— Holy shit!" Andrey exclaimed, looking at my transformation.
— That's not all," Sveta said, and going into her room, she returned with a pair of black high heels. "Put these on.
Since Sveta was not a petite girl, her shoes easily fit my feet. We sat down on the couch next to Andrey. I sat in the center, with Andrey on the right and Sveta on the left. On the screen, the black guy pulled his cock out of the girl's mouth, came on her face, and started rubbing the head over her cheeks and lips. The white guy came after him. He pulled his dick out of the blonde's ass. The camera showed a close-up of the girl's gaping anus, into which the guy's cum shot portion after portion.
— Want to try the same?" Sveta asked Andrey. All he could do was nod.
— Go on, touch here," Sveta took my hand and placed it on Andrey's crotch. Even through his pants, I felt the guy's erection (no surprise after watching such a scene).
— Knead it," Sveta prompted over my shoulder.
I started kneading and stroking Andrey's cock. Then Sveta told me to kneel in front of Andrey and unzip his fly.
Andrey spread his legs apart, I got between his knees and pulled the zipper.
— Take out his cock and jerk him off," came the next instruction.
I pulled down the waistband of Andrey's underwear and pulled out a decent-sized cock. It was about 20 centimeters long and quite thick.
I pulled back the skin from his crimson head. It was moist. Apparently, Andrey had gotten seriously turned on watching the porn. I started slowly moving my hand along the shaft, exposing and covering the head.
After a while, Sveta said:
— Now take it in your mouth and suck.
I started to resist, saying I'd never done such a thing, didn't know how, and didn't want to, to which Sveta said that if I didn't want our parents to find out about my preferences, I had to do everything she said.
There was nothing to be done. The prospect of a scandal with my parents didn't suit me at all.
— Don't be afraid," Andrey said. "Did you see how the girl in the film does it? Well, come on... First, lick the head from all sides.
I stuck out my tongue and touched the tip of Andrey's cock head. Then I started making circular motions with my tongue. The head of his cock tasted slightly salty, moist from pre-cum and my saliva.
— Now suck it," Andrey said.
Hearing a characteristic beep (that's the sound of Dad's video camera turning on), I pulled away from Andrey's cock and saw that Sveta had switched to the role of camerawoman and was filming me and my charms, dressed in women's clothes, squeezing Andrey's cock with my right hand.
I wanted to protest and tried to jump to my feet, but Andrey grabbed my head firmly and pulled my mouth back to his cock.
— Lick my balls," Andrey asked.
I started licking his hairy balls. They had a pungent smell of male sweat.
— Come on, take it in your mouth, suck a little more. I'm about to
cum," Andrey whispered.
I continued sucking his cock. A minute later, I felt Sveta lift the hem of my nightgown and move aside the narrow strip of my thong. The next moment, I felt something wet, warm, and soft touch my hole.
It turned out my own dear sister had started enthusiastically licking the ring of my anus. She would lick it with circular motions, then press with her tongue, and it would slip inside my hole. My dick involuntarily started to rise, tenting the silk fabric of the panties. Frankly, I got really turned on and started redoubling my efforts to take Andrey's cock into my mouth, which was now covered in my saliva and his pre-cum.
Then Sveta took some kind of cream and started lubricating my anus. The next second, one of her fingers touched the ring of my anus and started rubbing it. Then she pressed slightly, and her finger, lubricated with cream, easily slipped into my ass. I wasn't ready for this and tried to get off it by wiggling my butt, but Sveta told me in a commanding tone not to squirm.
— You're still a virgin," she added. "Well, that's okay, we'll fix that today.
She started moving her finger back and forth, similar to how Andrey's cock was moving in my mouth. Then a second finger joined, then a third, and finally, Sveta curled four fingers of her hand into a tube and started plunging them into my ass. My anus stretched incredibly, causing me severe pain. I howled, literally howled, because I couldn't speak or scream, since my mouth was occupied by my sister's boyfriend's cock.
But then the climax came. Andrey suddenly arched his back and let out a long moan. I felt his cock start to pulse in my mouth. Andrey pulled me even closer to his crotch and started shooting fountains of cum. At first, I couldn't taste it because the head of his cock slipped into my throat again, but when the thrusts started to subside, Andrey loosened his grip and freed my throat a bit from the assault of his cock. The remaining cum splashed onto my palate and tongue. The cum was thick, warm, and tasted salty-bitter. I had never tasted it before, but the taste didn't seem so unpleasant to me. I swallowed everything that had filled my mouth and pulled Andrey's cock out. It started to shrink in size. Sveta pulled her fingers out of my ass and again bent my neck towards Andrey's cock.
I opened my mouth and wrapped my lips around Andrey's limp cock. He closed his eyes and, grabbing my head with his hands, pressed me against his crotch again. I felt his cock in my mouth start to slowly grow and harden. I started caressing the head with my tongue, and that sped up the process even more; the cock in my mouth tensed and became big and hard.
Sveta suggested changing positions. She lay down on the couch, spreading her legs and opening her robe. I was placed on all fours, facing her.
I saw my sister's pussy for the first time. The plump labia were smoothly shaved and very moist.
— Come on, lick my pussy," Sveta said.
I grabbed her butt with my hands and brought my face closer to her crotch. Sveta spread her labia. I licked the pink bud of her pussy. Its smell and taste were different from the taste of Andrey's cock. It was even sharper. I started licking her pussy, moving my tongue up and down. Sveta started massaging her pussy with her finger at the top, where the labia meet. I saw the protruding bump of her clitoris and touched it with my tongue. Sveta sighed languidly and arched her back so that her clitoris escaped my lips, and in pursuit of it, I had to tilt my head to the side and press it even harder against the couch. My lower back was arched deeply.
My "breasts" were flattened against the couch. My protruding butt swayed from side to side. Sveta took the video camera again and started filming. Soon I felt Andrey's hands on my butt, pulling down my panties. He ran a finger between my buttocks, and stopping at the hole, pressed as Sveta had done before him. The finger slipped inside, and Andrey started moving it from side to side. Apparently convinced he had loosened my anus enough, Andrey placed the head of his mighty cock against my hole and pushed. A sharp pain pierced my rear as the head of his cock squeezed into my ass. I instinctively clenched my anal muscles.
— Relax, relax, Masha. Bear with it a little, you'll enjoy it.
I relaxed my anal muscles. Andrey grabbed me by the waist and started pushing his cock deeper into my ass.
— Don't be afraid, I'll do everything carefully," he said.
Then we rested, watching the recorded videotape.