Jim Burke
Two days after Ellen's and my cockpit anal performance, I was alone on the afternoon watch. Having disengaged the autopilot, I was hand steering as
C-Breeze
romped over the waves. Steering for a long period of time is tiring, but the occasional hour or so can be exhilarating, especially with a fresh following breeze. The GPS showed we were making a solid eight knots direct to Tortola. Mike and I figured that we might make Tortola in about twelve more days at the rate we were moving if the winds held. Feet spread, I balanced myself against the motion of the boat as I held the wheel lightly with both hands, reveling in the power of the wind and water.
That sense of oneness with the sea was interrupted by the emergence of Janet up the companionway and into the cockpit. She was moving stiffly, and let out her breath suddenly as she sat down on the cockpit cushion near me.
"What's the matter with you, Baby? You're surely not sick again."
She was wearing shorts and a t-shirt, our normal daytime wear. Shifting her bottom around as if looking for a comfortable position, she looked at me and said, "No, but I just did anal with Mike, and it wasn't as much fun as it looked with Mom. I'm just looking for a comfortable place to sit down."
"I'm sorry you didn't enjoy it Baby. Was he too rough?"
"No, he was very gentle, and Mom was helping too. I guess I just have to get used to it."
I re-engaged the autopilot and sat down beside her with my arm around her shoulders. "Tell me all."
Janet snuggled against me. "After Mike and I saw you and Mom, I wanted to see what it was like. So I asked Mike if he wanted to do it with me too. He said, 'Sure.' Just like a guy! So I said we'd ask Mom how to go about it. So this morning we asked Mom how you guys started. She said for us to wait until you were on watch so that we could do it the right way."
She continued. "The first thing Mom did was to give me an enema. She says she always does that first so that she's clean. She filled up that bag thing with soapy water and put the nozzle up me. That felt OK. I was lying on my stomach while she let the water flow into me. Then I felt like I was going to burst. Finally she said that was enough, and I should go sit on the toilet and let it out. I thought I might not make it to the head, but thankfully I did and let it all flow out. It was kind of gross listening to that."
"Then she had me get on the bed. I was pretty excited, and she said it would be nice for Mike and I to fuck a little bit so that I would be able to cum too. Mike lay on his back and I mounted him, and I rode him for a little while. I could tell that Mom was getting excited watching us because she started playing with herself, and stripped down so that she was naked too. Feeling Mike's cock in my pussy was really nice, and we started to get a nice rhythm going. I was holding myself with my hands on his legs, while he was playing with my tits. Then Mom's fingers were around my asshole. She had some sort of cream or oil on them, and she was greasing me. She got one finger inside with a lot of it, and as I tried to relax back there she got a second finger too. She told me it was KY jelly."
"Then she said to quick moving on Mike and to lean forward. When I did that she took my pointed vibrator, which was greased up too, and pushed it into me. It's smaller than a man, but I could still feel it going in. That started to hurt, but when I groaned, Mom stopped. 'Do you want to stop now?' she asked. But after a bit, it quit hurting so much, so I told her to push it in a little bit more, slowly. Getting the whole thing in took a few minutes, and I felt like I had something really huge in me. When it was in, she turned on the vibration. That was really a strange feeling, but not bad at all. Mike said he could feel it against his cock. He had started to go soft while Mom was putting the vibe in, but then he got real hard again and started pumping me as best he could. I raised up a bit to give him some room, and when Mom started moving the vibe in and out of me as well, the feeling was indescribable."
"Mike started to pump me really hard, and I thought he was going to cum. I didn't want to have to wait for him to recharge, so I got off of him, and moved to the side on all fours with the vibe still buzzing and Mom pumping it into me. I also saw that she had her free hand buried in her pussy, and that she was as wet as I had ever seen her before."
This narration had made me as hard as a rock, and I unzipped to free my cock. Janet put her hand around it and said, "Is my story making my Daddy horny? Poor Daddy! Let me rub the swelling for you." She stroked me very gently saying, "I don't want you to cum before I finish the story, or you might lose interest. To continue, Mom took the vibe out of my butt and told Mike he should get behind me. I felt him put the knob against my hole and push in. Mom reached under me to stroke my clit while telling me to relax and Mike to push it in. I did my best to open to him, and felt the head pop past my ring. Mike's cock is bigger than the vibe, and I felt like I was really stretched and my ass was going to split. But when he started to push the rest in, it didn't hurt. I guess feeling the vibe had gotten me used to having something big back there. Anyway, before I knew it I felt his belly pressed against my butt, and I knew he was in all the way."
"I told him to stay there for a few minutes while I got used to it, and Mom continued to stroke my clit and run her fingers along my slit. Then he pulled out an inch or so and slowly pushed back in. That wasn't so bad, and he began to pull out a little further each time. After quite a few minutes of doing that, he was pulling out everything but the head before pushing all the way back in."
"Mom was watching this while playing with me and herself at the same time. She told me, 'you're getting fucked in the ass, Janet. How do you like it?' I couldn't say anything at all as the feelings were so intense. All I did inhale as he pulled out, and grunt loudly when he pushed back in. Mike was getting so hot by then he couldn't restrain himself any longer, and sped up, making long steady strokes into me. I started to feel the beginnings of an orgasm building somewhere inside. With each stroke into my ass, the pressure built. Finally, after what seemed like hours, I could only let it go as I screamed and clamped my ass around his shaft as hard as I could."
"Mike had been trying to hold back waiting for me, and when he heard me cum, I'm sure he felt me squeeze his cock too. He pulled out hard and then slammed once more into me before shooting his cum deep into my bowels. I don't know for sure, but I think Mom came then too. I let myself down onto the bed, but with my ass still in the air and Mike still inside me, leaning over my back and breathing hard. Mom went to the head and brought back a towel. As Mike went soft, his cock oozed out of me. Mom wiped him off, and then put the towel around my butt. She told me to roll over so that I was sitting on the towel, and Mike's cum ran out of me. I had never seen him cum so much. It looked like several spoonfuls. I gingerly felt my poor asshole to see if it was damaged. Luckily it seemed to be OK, although still stretched open slightly, so that my finger went in easily and came out covered with cum and lube."
By then, my cock was even harder and Janet's hand was stroking me insistently. My own cum rushed to the bottom of my shaft and then spewed out of my cock in four or five white ropes, landing on my thighs. Janet laughed and cupped the head, gathering the last few drops that seeped out of me, and then licking her hand. "I guess you liked my story a lot, Daddy. So my having a sore ass was worth it for all of us."
We cuddled for a while, then she said, "I like the regular way better, but judging from Mike's reaction I think he really liked my ass too. I guess I'll have to get used to it from time to time."
I couldn't resist my reply, "I think so. Now that you are broken in, you'll have to let your old Dad have a go too."
She stood up and kissed me on the forehead. "If you're a good Daddy I'll think about it. Now, put your cock away and go back to steering the boat. I think I made your watch go by a little faster, right?"