Sister-in-law's Gathering - 4

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Originally, my brother only planned to invite three men and three women this time, and since I live a bit far from them, he didn't intend to invite me. It was my sister-in-law who insisted on bringing me because we have a little secret.
The first time we did this, we agreed that I wouldn't contact her privately, and my brother would arrange everything. But after doing it so many times, feelings inevitably changed. However, we couldn't break the rules, so my sister-in-law insisted I join.
Once we entered the guest room, it was our own private space. My sister-in-law completely dropped her pretense, becoming a little slut whom I could do as I pleased. Before, whenever we made love, if my brother went to the bathroom or answered the phone, my sister-in-law would whisper in my ear, "Fuck me hard, quickly," her eyes filled with pleading and desire. At that moment, we would kiss and thrust rapidly until my sister-in-law's whole body flushed. Last time, my older brother insisted on playing with a sandwich, but after several attempts, it didn't work. After all, it was painful to suddenly insert into an unexplored anus. My brother was very disappointed and went to take a shower. After he left, I saw that my sister-in-law was a little embarrassed, so I hugged and kissed her for a while, comforting her, "It's hard to succeed at first. Let me help you relax." So while kissing her, I gently stroked her anus with my fingers. Since I had just used lubricant, the area around her anus was slippery and felt quite comfortable to touch. After a while, my sister-in-law calmed down and whispered in my ear, "I want to try again." Since we had already been through so much, I didn't want to push her too hard, so I said let's do the first step. If she can accept it, we can do it again next time, little by little. So I had my sister-in-law lie on her side in my arms, like holding a baby to sleep, to keep her from getting nervous. While kissing her, I gently massaged her clitoris with my right thumb, and slowly inserted my middle finger into her anus. At first, there was some resistance, so I applied some lubricant to my hand and inserted it little by little, reassuring her to relax and not be nervous. She held my hand, and if it hurt, she would remind me. I would go in a little, pause for a while to let her adjust, and then continue. Finally, I broke through the nearest muscle, feeling as if my finger was being held in a ring. After my finger adjusted for a while, I felt she had calmed down, so I told her I was going to check her, and to tell her immediately if anything was wrong. She nodded. She clung to me tightly, like a little girl afraid of a needle. I slowly inserted my middle finger into her anus. At first, she complained of pain, but after a while, she seemed to get used to it and started moaning. I asked how it felt, and she said it still hurt, but it also felt good. While I was probing her anus, my thumb kept rubbing her clitoris. I could feel that her vagina was already overflowing with fluid, which was just right. When one finger could probe at a normal speed, we tried two fingers. The process was similar, slow but successful. When we tried the third finger, she couldn't take it anymore, so I didn't continue, not wanting to hurt her. I gently stroked her anus and softly comforted her. Once she calmed down, we went to the shower. My brother, that guy, actually fell asleep in the bathtub! He's really carefree. After we finished washing up, we went out and played again. When I was licking my sister-in-law's genitals, I paid special attention to her anus. Every time I licked there, she would moan loudly, her moans almost reaching orgasm when my tongue went in.
This time, we went into the guest room. My sister-in-law hugged me tightly and kissed me like a long-lost couple. After kissing for a while, I made her kneel on the bed. She took the initiative to spread her buttocks from behind, exposing her genitals and anus. "Hurry up, husband, lick me, I've missed you so much." So I started licking her genitals. She moaned, especially when I reached her anus, she moaned even louder, saying it itched and asking me to push in a little more. I forcefully spread her buttocks and pushed my tongue in forcefully. Every time I went in, she would moan with pleasure. Her vagina was already wet on its own. After licking for a while, I felt my tongue was about to cramp up. I said I wanted to rest for a bit, and my sister-in-law gently lay down on my lap. Sometimes she would hold my penis and stroke it with her hand, and sometimes she would give me oral sex. We chatted while she gave me oral sex. My sister-in-law said that ever since I opened her anus, her anus would itch every time we had sex, and she always wanted something to be inserted. But my brother was too impatient and had never succeeded. Sometimes when she showered, she would apply shower gel to her anus and rub it with her fingers for a while, but she still hoped that I would make her feel good. Seeing my sister-in-law's sexy look, I couldn't help myself. Just as I was about to pull her over and insert it, my sister-in-law said to wait a minute. She crawled to the bedside, took out an unopened bottle of lubricant, and said that she had prepared this bottle specially for me to use, and that she wanted to save her first successful time for me. I hugged her tightly, kissed her hard, and mounted her. After sitting in the normal position for a while, I switched to the rear-entry position. My sister-in-law's buttocks weren't big, but they were very round and fleshy. I could hold her buttocks with both hands and thrust in and out. So, while thrusting, I applied lubricant to her anus and used my fingers to probe. It felt like both holes were open at the same time. Perhaps because my sister-in-law usually inserts her penis into her anus, there was no resistance this time, and I easily inserted both fingers. My fingers stayed inside without moving. When I thrust into her vagina, I could feel my penis going in and out of her vagina. I could even touch the glans with my fingers. It was a very strange feeling.
After inserting for a while, I felt it was about time, so I had my sister-in-law kneel down, only her buttocks sticking out, her hands gripping her buttocks to expose her anus completely. I applied a lot of lubricant to the head of my penis, stood on the bed, and half-squatted, trying to make sure only my penis was in contact with her anus. Actually, anal penetration requires a certain level of penis hardness; if it's too soft, it's difficult to enter because there's a ring of muscle around the anus. When a foreign object is inserted, it will reflexively clench. If the hardness isn't sufficient, that ring of muscle won't break through, making it difficult to enter. At first, I could insert half of the head of my penis, opening the anus. As I went further in, I encountered that ring of muscle, just like the first time. I entered little by little, and my sister-in-law held my hands, as if she couldn't bear it anymore. She would make me stop and let her adjust for a while. During this time, I was squeezed out several times, and she was in pain. I didn't want to continue, but my sister-in-law said she had to give it to me this time, so we tried again and again. Finally, the head of my penis entered the muscle, and I felt my penis being encircled by a ring. That feeling was the most pleasurable. After my sister-in-law adjusted for a while, she made me continue. So I applied lubricant again and continued to insert it. When I inserted it further, I didn't feel much anymore. It wasn't that my entire penis was tightly wrapped. The enveloping feeling inside was not as good as in the vagina, but the temperature was higher. My penis has a large head and the body is relatively uniform in size, so once the head is in, the subsequent insertion is relatively much easier. When I fully penetrated her, I looked at my sister-in-law. She was gripping the sheets tightly, sweating profusely from the pain. I felt sorry for her and wanted to pull out, but she wouldn't let me. I kept it in, saying it hurt but felt good, and her whole body ached. So I tried slowly thrusting in and out, then gradually increased the speed. To be honest, anal penetration is more about visual and psychological satisfaction; physiologically, there's nothing special about it. But women might experience it differently. I felt my sister-in-law gradually getting used to the thrusting and started moaning. Finally, she said her vagina couldn't take it anymore and wanted penetration too, it was unbearably itchy. So I had her lie down, raise her legs, and put them on my shoulders. I alternated between her two holes, eventually ejaculating all my semen into her anus. When I pulled out, the semen didn't flow out like vaginal ejaculation; it stayed inside.
I lay down next to my sister-in-law, holding her tightly and caressing her. She said that to ensure today's success, she had even given herself an enema while showering, afraid that it wouldn't be clean enough when we inserted it into her anus and that I would find it disgusting. I said, "You're so cute," and hugged and kissed her for a while. Just then, the businessman came in. I asked, "Weren't you downstairs taking care of your wife?" "She doesn't need taking care of her anymore, she has my older brother. Besides, there's Lili too, she's let loose now, so I came upstairs. I still wanted to play with my sister-in-law." My sister-in-law glanced at me, and I nodded gently, kissed her, and gestured for the businessman to get into bed. I went downstairs to get some water and check on the situation upstairs.

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Sister-in-law's Gathering - 4

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