Amy's First Double Entry
We had caught up with a friend of ours with whom we have had several enjoyable threesomes already. He had contacted me to see how we were going and what we were up to, no doubt with another thought in mind as well. I mentioned to Amy that he had rung me in order to gauge her response. She said that she'd been thinking about enjoying another threesome session just this morning, but hadn't got around to mentioning it to me.
"Good," I said, "we are free tomorrow afternoon so how about I ask him and see if he is free to come over to our place."
"Sure, that suits me and it would be nice, considering I was already getting a bit horny thinking about how I would like you guys paying attention to me again" she replied.
So, I got back to him and organised that he come to our place, because our kids were going to be busy away from the house anyway.
That night we talked about what we had arranged and what we might do with him tomorrow while we played around in bed. I was playing with and kissing her nipples, which she enjoys and is a big turn on for her. While I was doing that, I was also trying to encourage her to try something different tomorrow. I suggested trying some anal and pussy sex at the same time with him, as we'd been talking about it for a while now. Also, in a little sexy session we had during the past week, I had mentioned doing that, and she seemed very excited about trying it. So, after that I had shown her some naughty photos of people doing it and she again indicated she was very keen to try it. We mucked around a bit that week with her bum and pussy, talking about doing it and looking at the photos at the same time. We had a little help from Pinky, our new ribbed vibrator. Each time we had talked about it we had sex and she had cum quickly, so my thoughts were that she might try it tomorrow.
She had gotten excited looking at the photos I had taken from various videos and showed me the ones that made her horny. Most of her comments about them were about how she would like her bum being fucked with another dick sliding into her pussy at the same time. Others that were almost as exciting to her imagination were being bum fucked and at the same time giving someone a blow job. Her favourite was imagining herself with someone's dick fully inside her bum while someone was licking her pussy at the same time. Me, I hoped.
I liked them all. She surprised me with her choices and how excited she had gotten talking about it and having a bit of practice with me and Pinky. It was great that she seemed to like the idea; it gave us more opportunities for fun and enjoyment, if in the end she enjoyed it, which I was sure she would.
Amy is very adventurous and willing to try different things with her newly acquired sex imagination. She told me that she trusts me, and I can do whatever I want with her body, and she was very willing when we had our first threesome. Once we did that, she wanted to do it regularly or as often as we could arrange. Our first one was with a farmer who had come to town to watch a cricket match. I had befriended him and took him to meet Amy at an after-work drink get-together. She liked him straight away, and we've occasionally enjoyed his company.
If we tried the anal and pussy sex tomorrow, there would be no pressure to continue if she didn't enjoy it, which I had told her. But I guaranteed I would go slowly and gently like I do when we had done anal sex, and at a pace where I thought she was okay. I would be guided by her actions and reactions during the moment. We had great sex that night and I used Pinky to try and get her ready for tomorrow's adventure by playing with it inside her bum while licking her pussy to a fantastic, very juicy cum. She thoroughly enjoyed it but admitted she was still a bit shy and nervous about doing the double act in reality, and also having anal sex with a different person.
The next afternoon, when he arrived, we got comfortable and soon moved into the bedroom. I managed to get Amy undressed, not that she complained, and onto the bed. We all started kissing and fondling each other, with Amy that is. I couldn't wait, as she is so gorgeous, and so hot when she is naked, so I laid her down on the bed and started kissing and licking her pussy while he was concentrating on her boobs. She loved her nipples being sucked and her pussy being licked at the same time. It's a bonus for Amy as I cannot seem to manage that on my own.
From my expert licking and with my finger slipping in and out of her pussy, massaging her G spot, she came very quickly. With both of us playing with her favourite parts, her yummy pussy juices and cum cream slowly dribbled down between her bum cheeks until they reached her bum hole. Her bum didn't get it all though, because I love her cum cream, it tastes so sweet, so good.
I spread her legs apart again and lifted up her knees so I could see her open wet pussy and her juiced up and inviting bum hole tucked away in the shadows below. I placed my finger against her bum hole and, using her pussy cum juice, applied slight pressure. I slowly moved my finger in and out of her tight arse in small, slow, measured movements, up to my first knuckle. Amy had recovered from her pussy licking. Our friend was swapping between kissing her lips and sucking on her nipples while she had her hand behind his head to hold him close, while I was fingering her bum.
Once my finger had relaxed her tight bum hole, it was ready for a little extra. I finally slid my finger all the way in and out, slowly twisting it at the same time. As well as Pinky, we had sometimes done finger fucking of her arse and a couple of other times I had used the smooth slim handle of a hair brush I'd specially bought.
Amy was enjoying her nipples being sucked and her bum being gently finger fucked. While I was doing this I reached across and picked up Pinky. Pinky had been our latest choice at the shop, as it could easily be used front and back, but it was specifically bought for the back. I put some lubricant on it with my other hand while continuing to gently finger fuck her bum, which I was hoping was going to make her bum ready for Pinky. Although it was slim, it was tapered and undulating, and was slightly thicker than my finger.
So far, there had been no complaints about what I was doing, and I could hear some nice soft satisfying noises. I decided she was ready, so I slowly removed my finger.
Amy knew what I was going to do next, as we had talked about doing the double entry last night and what we would do to get us to that point. We had agreed that today we would try the double 'bum and pussy' fuck at the same time with our friend that we were comfortable with. Amy has always been relaxed with him, so we thought he would be the ideal person to finally try it with. She had been really horny a few times during the week.
However, Amy was still a bit worried about doing it, as it could be painful until you got used to it, hence the finger fucking and now Pinky. I had already quietly mentioned our plan to our friend: that we were going to try it today and that he was more than welcome to help out if we got to that stage if he promised he would be gentle and would follow our instincts without issue. Such a nice guy, so obliging, sacrificing himself for our pleasure.
I lubricated Pinky and put the tip gently against her bum hole so she wouldn't be surprised. I felt some apprehension, but she let me know she was ready to go ahead by lifting her bum up and moving her legs out, not in. For a few seconds I just played with the tapered tip against her hole, and occasionally putting it in and out over the first ripple, then a little bit at a time, until it broke through the tight opening of her bum hole. I then slowly increased the depth while she was getting used to it. There were no complaints and I could again hear nice quiet noises of pleasure. This was encouraging, I thought, so I gently increased the depth until it was inserted almost all the way in. I held it there for a few seconds and then moved it in and out, slowly increasing the speed of movement. No complaints still, so that was good news, she was enjoying herself.
While I was doing that, Amy moved our friend from her mouth to her. His kissing and sucking her nipples made her even more excited. Because she was so excited, I decided I would lick her pussy as well as continuing Pinky's movements. Well, that really got her going. She was really going off; she held my head down on her so I wouldn't stop. He was sucking and presumably gently biting her nipples, I was playing inside her bum with Pinky and licking her pussy and clitoris at the same time. This was so good for her that she came again, wildly and extremely quickly. That was the best cum experience I had seen her have for a long time. She stopped everything for a moment to recover.
After that, I decided she was as ready as she could be for the double penetration. I left the toy inside her for the moment, so that her bum would still be ready for what I was about to arrange for all of us, but she squeezed her bum, popped it out, and laughed.
I tapped our friend to get his attention and got him to lay down on his back. He laid down next to Amy, who was still recovering from her fantastic cum experience. His dick was fully hard and ready after watching how she reacted. From the photos Amy had seen, she knew the position she had to get in, but she was still in dreamland for the moment. I put exhausted Pinky aside. I got Amy to sit over him, facing away from him and leaning forward a bit, which she finally managed to do. I noticed her bum hole was as ready as it could be, so I helped her move her bum into position over his dick, which he was holding in place for ease of entry. His dick was thicker than Pinky and our dicks were about the same size. I wanted to help her and watch his dick disappear into her bum all the way and feel and hear her excitement. My big turn-on was always watching other dicks disappear somewhere into my girl, in any opening, be it pussy, mouth or bum.
Once she was ready and holding on to me, she slowly started to lower herself onto his dick, holding and guiding it as she went. I watched as the tip of his dick touched her cute, puckered, slippery entrance. The finger and toy had done their jobs as her bum was slightly open and looked ready to receive. Although tight, she fully controlled the entry of his dick by lowering herself down onto it at her own pace. I watched as the head of his dick slowly disappeared inside her. Oh my god, it's in. She stopped for a moment, to judge the pain, I guess. She was holding me so I kissed her for some gentle reassurance. She then began lowering herself until his dick was half way. It looked so tight. Once she had got this far, the pain level wouldn't change, but I wasn't sure whether she would continue as she had not spoken.
