Sexual blackmail
This story happened to us about six months ago. My friend Tatyana and I have our own business, into which we invested everything we had, plus we mortgaged our apartment and car for loans. At a certain point, we encountered quite serious financial problems; we were on the verge of losing everything, just a little more and we would have been literally out on the street. That's when Andrey appeared. An acquaintance of mine from business dealings. Knowing about our serious debt obligations, he made an offer we couldn't refuse. You understand what kind, I hope. He had seen Tanya only a couple of times and couldn't help but like her. A girl,
21 years old, 165 cm tall, 55 kg, 3rd breast size, very pretty, dyed blonde. Andrey offered us a fairly large sum of money as a loan for several years. As interest, he asked that Tanya and I spend a night with him. In any other situation, we wouldn't have agreed, but our position was truly desperate. That fateful Saturday arrived when we were supposed to go to Andrey. He clearly explained that he wanted both of us. Tanyusha had not had sexual partners before me, and I had not been with a man. I had to give myself an enema in the morning. The psychological aspect was harder, the thought that I would be humiliated in front of my girl. We walked to the meeting in silence, unable to say anything to each other. Andrey opened the door wearing only underwear. A man of 30, quite handsome, athletic build. We entered, took off our outer clothing. In the room, there were two beds opposite each other. After a brief conversation, Andrey suggested I take off my clothes. Embarrassed, I undressed down to my briefs. Andrey devoured me with his eyes. "Take his underwear off," he said to Tanya. And so I was naked. Andrey ordered me to get on all fours, but not on the floor, on the bed. And he went to another room for Vaseline and a vibrator. He handed them to Tanya with the words, "Prepare him." Tanyusha, clearly embarrassed, opened the jar of Vaseline and applied a layer to her finger. Then she began to rub it into my anus. "Enough," commanded Andrey, "take the vibrator." In width, it wasn't much smaller than the average penis. Carefully, slowly, Tanya inserted it into me. It was quite painful from the unfamiliarity, but I endured it. For about three minutes, Andrey enjoyed the sight, then began to take off his underwear. "That's enough, you're ready," he said and approached us. "Move over and take off your top," he addressed Tanya. Under her top, she had a bra. Casting a satisfied glance in her direction, Andrey began putting on a condom. I was preparing for the worst; a man was about to fuck me now. Andrey's erect penis was shorter than mine, about 15 cm, but wider. Without sentiment, he entered me. Despite the preparation in the form of stimulation with the vibrator, the pain was wild. Andrey fucked me very roughly. He didn't get to finish. He was interrupted by the sound of a key turning in the lock. The door opened and two more men entered the apartment. These were Andrey's friends, Sergey and Lesha. "We didn't agree to this," I said indignantly, on my knees with a dick in my ass.Tanya embarrassedly covered herself with her top. "Either this way, or you can leave, but without the money, choose," declared Andrey. This was already some kind of blackmail, to leave empty-handed now, after I had already been taken. Tanyusha looked at me in fear, and with my eyes, I showed her that we were staying. "Great," declared Sergey and immediately began undressing. Lesha, however, headed to the bathroom. Andrey continued the sexual act with me. Having undressed, Sergey approached Tanya and began taking off her bra. "Oh, what..." he commented on her breasts and, without wasting time, began massaging them. Andrey, meanwhile, managed to finish inside me. Wildly, with a cry, literally pounding my ass. For a few seconds, in ecstasy, he remained inside me, after which he finally freed my rectum from his presence. But even without his dick, my ass continued to ache from the pain. I lay on my stomach when Sergey asked Tanya to suck him off. Very nervous, she took his penis in her hand, gave it a little stroke, and oh my god... took it in her mouth. My, only my Tanyusha was sucking another man's dick. A feeling of complete helplessness came over me. Meanwhile, Lesha took a shower and approached me. Well, his dick was... you may not believe it, but its size was no less than 25 centimeters. "Do you know how to suck?" he asked me. "No, of course not," I replied. "You'll learn, come on," Lesha retorted and pushed his organ towards my face. Timidly, I opened my mouth and began rather licking it than sucking. Sergey, meanwhile, grabbed Tanya's head and began regulating her pace. We had practiced oral sex for a couple of years, and she had achieved considerable success in it. Sergey plunged into her mouth to the full depth. While pleasuring Lesha, I felt a dick entering my ass again. Andrey had gotten aroused again; this time he wasn't in a hurry, moving slowly and carefully. "You suck poorly," declared Lesha and pulled out his dick. He headed towards Tanya and began taking off her jeans. "Finish up, come on," he addressed Sergey. Sergey released her head and began masturbating in front of her eyes. A little more and Tanya's face was all covered in semen. Not giving her a break, Lesha took off her panties. "How good you are," he said, directing his tongue to her crotch. "Don't," Tanya cried. That didn't stop him. Lesha was licking my girl, and Andrey continued to fuck me. My balls were hitting against his. I had no erection. "Let me," Sergey asked and replaced Andrey. My anus accepted the new dick without much trouble now. My mouth wasn't resting either; Andrey positioned himself there. I don't know how long I sucked him off, but he finished after Sergey. Catching my breath, I saw that my Tanechka was being fucked by Lesha's giant dick. Arching her back, putting her on her knees, Lesha entered and exited her. No one was fucking me, and I had the opportunity to see her face. Tear-filled eyes, a resigned look. When Lesha finished, Sergey replaced him, and then Andrey. Tanya was taken by everyone once. To my surprise, I began to get used to this sight; jealousy was replaced by arousal. My dick filled for the first time that evening. Lesha noticed this and asked me, "Have you taken her in the ass?" I admit honestly, I had always dreamed about it but never dared to suggest it. "Come on, try it," supported the proposal from the notorious fan of anal sex, Andrey. "Don't," Tanyusha said plaintively, "I'm not ready." "You'll check right now," pushing me towards her, Lesha said. I was stunned. "Or you can leave," Andrey reminded me of the alternative again. Taking the Vaseline, I lubricated her virgin hole and began massaging her anus with my finger. Our tormentors were all jerking off watching us. "Ready?" I asked Tanya. "Just be gentle," she asked me. My extremely aroused dick began to enter her; it was so tight there, taking her vaginal virginity was much easier. Tanyusha periodically cried out in pain. She was lying on her back, our eyes looking at each other. I made timid thrusts inside her and, to my surprise, came very quickly. Pulling out of her, I noticed traces of feces on my dick, which is quite understandable. Tanya hadn't prepared for anal sex, hadn't done an enema. But no one was bothered by it. "And now we," moving me aside, Andrey positioned himself next to Tanya. He turned her onto her stomach, ordering her to spread her legs wide. Tanya cried again because Andrey was far from gentle, and his wider dick apparently caused discomfort. Alexey, lying on the neighboring bed, ordered me to sit on his dick with my ass, facing him. I was kind of playing Tanya's role since she really liked having sex in the cowgirl position. Sergey again occupied Tanya's mouth, Andrey was taking her in the ass, constantly emphasizing how good it felt for him. Until then, I had only been fucked with a condom; Lesha, however, apparently didn't particularly favor it. The stream of his semen ended up inside me; the feeling of it leaking out of me is indescribable. I no longer felt humiliated. This was just sex now, new for me, but nevertheless sex. This time, Sergey came right in her mouth; Tanya didn't swallow, asking for a tissue. I'll note that she really loves my semen and of course always swallows. The last to enter Tanya's ass was Lesha's perpetually erect dick. He interrupted her cries by covering her mouth with his palm. I can imagine how it was for her, since just a few minutes ago I had felt his size inside me. But within a minute, Tanya, for the first time that day, began to feel pleasure. It was hard to hide; her ass was meeting that giant with undisguised pleasure. I won't hide that I was masturbating while watching them. Lesha came after Tanya. Later, she admitted to me that she had an orgasm at that moment. It all ended, we got dressed and left. Our business started to improve after the new financial infusion. Our intimate life also improved, became more varied. Tanyusha now has anal orgasms no less often than vaginal ones. That's the story.