“What now?” she asked in a husky voice once we had finished kissing.
“I think you need an orgasm or two, to make sure you are fully relaxed,” I told her.
“Oh, goody,” she suddenly squealed, “can we try a sixty nine?” Be still my beating heart…
I removed Julie’s underwear, only because I didn’t want to damage it in the throes of passion later, and I lay down on the lounge positioning her on top so she could choose the depth that she wanted my cock in her mouth. She looked and smelled very clean as she positioned her pussy over my mouth and I realised then that she must have given herself an enema while she was inside the house preparing. This gave me a plan for later. I found her clit quickly, but started with light strokes of my tongue to get her used to the contact. Her tongue found my cock head and she started licking too.
I knew that Julie had to cum first because if I was trying for a second orgasm when I was in her ass it was going to take a long time and I knew this was going to hurt her, no matter how much preparation she had made. The problem was that she had learned a lot the last time and she was now putting it into practice. She was licking and nibbling under the head of my cock and her hand was active too, usually gently squeezing my balls. I tried to put those sensations out of my mind and I concentrated on her. I licked her clit and her pussy, one after the other, and even used my tongue to push into her tight little hole. Each time I did it amazed me that I had managed to get my cock in there, it just didn’t seem to have enough room.
Eventually I slipped a finger into Julie’s sopping wet pussy, and she moaned in pleasure as I did. A second finger followed for a little while and then I steeled myself, removed my fingers and licked across Julie’s puckered little asshole. She jumped, but I held her firmly in position as I did something I had never done before and I kissed an ass. I once had a girlfriend who insisted on washing me thoroughly and who then rimmed me. I would call it a pleasant experience, but it was a bit uncomfortable to start with so I could sort of understand what Julie was feeling as I did it to her.
“Relax,” I whispered gently and then blew air where she was wet, making her writhe again.
“I don’t know…” she started saying, but I pinched her clit and squeezed gently, making her moan.
“Just go with it,” I told her, and she did.
I was still stroking her clit as my tongue gently probed her ass. She still tasted clean, so my greatest worry about this act was not realised. Eventually I wet a finger and gently pushed it into her ass. She trembled as I did, but my tongue returned to her clit and this relaxed her enough for me to continue. I slipped another finger into Julie’s pussy and began to pump both fingers in and out. I could feel Julie shudder in time with my stroking and I knew she was getting very close. She realised this too and desperately sucked my cock as deep as possible into her mouth, but I was able to hold off as she moaned and I felt both holes spasm around my fingers. I hadn’t realised that happened, I thought it was just the pussy.
Julie collapsed onto me and my cock slipped out of her mouth. I gently manoeuvred her until she was kneeling on the side of the lounge and her beautiful ass was there for me to plunder.
“Lube,” Julie murmured, pointing at her clutch bag, and I was impressed with her forethought. I went and got the lube and squeezed a good amount into my hand. Using two fingers now I worked it into her ass and Julie groaned with what I assumed was a combination of pain, pleasure and nervous anticipation. Without wasting time I coated my cock with the greasy stuff and then I guided the tip to her virgin asshole. I was going to ask if she was ready, but I didn’t want to make her any more nervous, so I gently applied some pressure. Julie tensed up.
“Relax,” I advised softly, and she laughed.
“Easier said…” she gasped and then I pushed a bit harder and saw her ass open slightly around the head of my cock.
“Oh fuck,” she groaned.
“Exactly,” I agreed, trying to distract her. I stopped applying pressure; trying to wait for her to adjust to the intrusion.
“Keep going,” she said, “you’re making the worst bit last longer.” She must have had some advice to have said that.
I pushed again and slowly the head of my cock penetrated her. She gasped and moaned, but I continued until the head finally popped through her incredibly tight little ring.
“Wait now,” she said, panting, and I waited as she puffed like a woman practicing her breathing in preparation for child birth.
“OK?” I asked, worried, and she just nodded.
“Now,” she finally said, “fuck my ass Darren, but please do it gently.”
I can tell you right now that it would have been damn near impossible to do if Julie hadn’t been doing her preparation. Her ass still gave tight a new meaning. Even though my cock was now as hard as it could be, when I was pushing in so much blood was squeezed down to the base it felt like it was twice as thick as normal. On the out stroke it squeezed the blood up to the head and I had horrifying visions of a balloon popping as it was grossly over inflated. Now this all sounds incredibly bad but it managed to feel incredibly good. I would have enjoyed it more if Julie wasn’t struggling so much to keep her composure.