Chapter 9: Vacations

Monday afternoon, Mom announced that she was taking a small vacation. When Sue asked where we were going, Mom pointedly told her she wasn’t. We were old enough to take care of ourselves for a week, and Jerry had invited her to Jamaica. Later, she told me that he had used his ‘winnings’ to pay for a trip for two to a resort called Hedonism II. She showed both Sue and me a brochure on the place. It was a standard piece of advertising, showing twenty-something couples on beaches and such, but it wasn’t hard to read between the lines. Phrases such as adult oriented, couples only, and clothing optional told me that this was a place for swingers and nudists. Should be right up Mom’s alley!

I helped her by using The Power on her boss, to give her some time off. They were going in only a few weeks, and the day before they were to leave Sue and I helped her to pack. This was fairly amusing.

We started out by dumping out her packed suitcases onto the bed and sorting through them. All underwear, slacks, pants, and shorts were put away. The only bra and panties Mom was taking were her bikini. We did make sure that she had a good supply of short skirts and blouses, as well as a few sundresses, along with her stockings and heels. Nothing was going to get in the way of the good doctor stuffing Mom’s cunt whenever the mood struck them. As an aside, this cut down on the number of bags she was taking - Mom is a packrat! In fact, as he helped carry her bags to his car, I used The Power to send the message {Fuck her every chance you get!}to him, and The Power on Mom to send {No undies!}

They went over to his place Saturday afternoon and were planning on flying out of Hartsfield in the bright and early the next day. This left Sue and me home alone for a week. We had already decided between us that we would sleep in Mom’s bed this week, as it was a queen size and we both had twins. To be honest, I had been toying with the idea of doing something about this, since it was a real problem, but I still didn’t have a satisfactory solution. There simply was not enough room in either of our bedrooms for a larger bed.

Things became interesting by early Saturday evening. It was a night at home for both of us and Sue was complaining about sore shoulder muscles from her cheerleading practice. When she asked if I could give her a backrub, I simply shrugged and said, “I suppose.” Then I told her that I really didn’t have a lot of experience, but that I thought that Mom had some massage oil upstairs in her nightstand. Sue took off to find it.

Sue came down a few minutes later carrying not only the massage oil, but what we called the ‘Toy Chest,’ Mom’s sturdy shoe box full of her sex toys. None of these had gone to the Caribbean with her, no doubt because she simply knew that if she took them some Customs guy was going to get his rocks off inspecting them. Besides, on X-ray, a vibrator probably looks like a dangerous weapon. I gave Sue an odd look, to which she simply giggled and asked, “Maybe later?” I shrugged and nodded as well.

I laid out the comforter and Sue laid face down on it, first pulling off her T-shirt. She still had on one of her industrial strength school-type bras, so I unclasped the hook and peeled it away, and she pulled it from underneath her and tossed it over with her shirt. Then she tucked a pillow under her head and closed her eyes. I poured a little oil in my hands and rubbed them together, then began to massage her back. I made sure that I got all the major areas - neck muscles, shoulders, ribs, shoulder blades, and upper arms - and if I really didn’t know what I was doing, I also knew Sue didn’t know any better either. At least she didn’t seem to have any complaints.

My fingers were still feeling okay, and I decided to give her a whole-body rubdown. First, I had her raise her hips and unzip her tight jeans, then I peeled them and her panties down off her legs. Lord did she look sensual laying there naked, and half covered with oil. She really had the most amazing skin tone! Squirting some more oil on her legs and buttocks, I worked this in from the bottom up, feet, calves, knees, thighs, then finally her butt. Then I remembered that she had once asked me to teach her to ass fuck, but we had never gotten around to it.

Now, I knew that if I simply stuffed my nine-inch dick into her poop chute, she was probably going to be in a lot of pain, so I needed to work at it. Therefore, I pulled Mom’s anal vibrator out, and after coating the tip with some oil, placed it at the little brown ring of her rectum. Sue’s eyes opened wide, but I simply told her to relax. {Relax. Enjoy. Relax. Enjoy.}Her anus opened slightly, and I was able to insert the plug gently. Once it was in, I turned it on and continued to massage her back.

Sue, although quite orgasmic, is a bit more sedate than Mom. No screaming, just a lot of moaning. This she promptly proceeded to do, moaning with her eyes closed, occasionally shuddering in orgasm, as I watched her clench her asscheeks around the oh so pleasant intruder. After another thirty minutes my hands were exhausted, so I wiped them off on her T-shirt and sat down beside her. Sue took the remote control from me and turned the vibrator off but didn’t take it out.

“Oh, Paul, that was so nice.”

“Glad you thought so. Mom seems to like it,” I commented.

“I can see why. I want to do something for you, now.”

“Like what?”

“Well, can you teach me to deep throat?” she asked.

That might be fun! “Uh, I guess so, although Mom really is the one to teach you. I’ll do my best.” I was leaning back against the base of the couch, so Sue lifted and crawled over to me. I slipped my shorts down, to sit there in my T-shirt, my erection strong and vibrant. Sue put her head in my lap and began to suck my cock.

Now, I really don’t remember all that I told her; it was mostly what seemed to me to be common sense. Relax your mouth and jaw, keep your teeth away, breathe through your nose, that sort of thing. Mostly to simply relax and go with it. Whatever I taught her paid off though. After five minutes or so, I was astonished to find her nose buried in my pubic hairs and my cockhead in her throat! This really felt good, and when she began to suction me at the same time, I lost control. Grabbing her head, I forced it down onto me as I began to thrust up into her face, my dick spasming out a serious load of cum. She gagged slightly but gamely held on, taking my jism and sucking until my cock fell limp from between her lips. She looked up at me, licking some cum that had escaped her mouth and was dribbling down her chin.

“Honey, that was tremendous!” I told her. Sue grinned ecstatically at giving her first deep throat.

In thanks, I had her roll over onto her back and turn on the vibrator in her ass again. I poured some more oil on her pussy and lay down next to her. As I sucked on her tits, I worked my oily fingers into her cunt and got her off three times in a row. Finally, my hands tired and my dick rejuvenated, I climbed on top of her to fuck her while her ass was vibrated. God but that felt good!

Over the next several days I worked her up to the actual event, switching from the small vibrating egg to more conventional dildos and vibrators of larger size. Meanwhile, while I was training her ass, she was training her mouth, giving me lots of head and sucking down a lot of cum. By midweek we were both confident enough that I had her kneel on Mom’s bed, face in the pillow, as I oiled her asshole up and positioned my cock at the entrance. I took it very slowly, along with lots of, {Relax. Enjoy.}and slowly pushed inward. It was all I could do to keep from blowing my wad as soon as I had the head in. I have never fucked a tighter asshole in my life! Every time I pulled out, I could see the pinkness of her rectum stretching around me. After a few slow strokes, I sped up the pace a notch, with Sue clamping down around me, and much too soon, even before she had orgasmed, popped my cork to fill her entrails with white hot semen. She insisted I stay inside her, though, and we carefully dropped down onto the mattress to rest on our sides. She continued to pulse her ass on my flaccid dick until it was no longer flaccid, but quite sturdy. Now lying on our sides, I began to pound in and out of her ass as she moaned in orgasm. This time I gave her a good ride before sending a second stream of cum to join the first. Her only comment was that it really hadn’t hurt, but it did make her think she had to take a really big dump! I guess it would at that.

Mom came back from her vacation with a gorgeous all-over tan and more than a few hot stories which she told us in bed that night. It seems as if she really went along with the clothing optional part of the description, only being completely clothed for dinner and dancing in the resort’s night club. Most days she and Williams would head over to the nude beach to swim and sun themselves. I commented that I’d have a hard-on all the time at a nude beach. She laughed and said that Jerry had the same problem, so she had poured some suntan lotion in her hand and jerked him off right there on the beach. Nobody gave two shits!

Later that summer, right after Sue turned sixteen and before we went back to school, we took our annual vacation as well. Most years it’s not a whole lot more than a few day trips around the state, but this year we were planning on going to Myrtle Beach. Mom’s Econo-Box would be useless, so we were going to drive in my Taurus, but at the last minute the tranny dropped out of the damn thing. After having it towed to a garage, I called a car rental place to pick me up.

I decided, what the fuck, it was my car, so I went whole hog and rented a good size Caddy for the trip, or at least tried to. Car rental companies don’t rent to minors, or damn near anyone under the age of twenty-five, so I had to call Mom over to pick it up. It didn’t matter if I used The Power on the clerk - I couldn’t use it on their computer. I paid for it and Mom drove it home, with me behind in her car. Once we got home, I would drive and the hell with Avis!

My transmission had died as I was literally taking the Taurus out to fill the tank before we went, so by the time we packed it was almost 8:00. I insisted that both Mom and Sue pack using the ‘No undie’ method - skirts, blouses, dresses, and lingerie, but no panties or bras. They were looking forward to exotic sex of some sort, although it really wasn’t clear what kind. I didn’t mind, since it sounded like a good idea to me.

I drove for the first couple of hours, with Mom dozing in the seat next to me and Sue asleep in the back. Around ten or so, I started feeling drowsy, so I pulled into a rest area and switched with Mom. Sue climbed up front and I stretched out in the back. I immediately zonked out.

Forty-five minutes later I awoke to find my sister had crawled in the back with me and was kneeling on the floor by my feet. She had stripped off her sundress and sandals and was rubbing her hands lightly along my thighs and crotch. As I peeled my eyes open, she leaned in to kiss me and began to open my pants. “I couldn’t sleep and got bored,” she said as she reached inside and began to stroke my cock erect. “Would you mind if I climbed on top and fucked?”

“Er, well, no, not really. I guess I wasn’t all that tired anyway.” Sue smiled and pulled my jeans down to about mid-thigh, then sprawled out on top of me. Spreading her legs, she scooted backwards until my cockhead had found the entrance to her pussy, then maneuvered it inside herself.

“Jesus, Sue, what is with you, girl?” asked Mom from the front seat. “You must be terminally horny. You’ve spent the last hour frigging yourself up here, and now you wake up Paul to fuck him.”

No wonder my sister was so wet! She simply yelled, “I’m on vacation, and I need some cock!” Then, with a low groan of pleasure, Sue sprawled atop me and let the motions of the car do the rest. Despite the Caddy’s excellent shocks and springs (or perhaps because of them) every bump translated gently to our joined crotches, where Sue’s twat was rhythmically pumping around my cock. I gently reached down and inserted my right middle finger into her asshole up to the first knuckle. She moaned into my neck as I used it to vibrate her ass, making her vibrate all over! This fuck was slow motion, but after twenty minutes or so, she had cum twice and I finally blew my rocks up into her.

Sue stayed on top of me, with my limp cock plugging the cum in her cunt, and she wasn’t done yet. Carefully reaching down between us, she grabbed my cock around the base and held me in place as she began to stroke me. Once I got hard enough that I wasn’t going to slip out easily, Sue shifted around, bringing her legs up to straddle me. Thank God, the windows were tinted, because traffic was heavy and she began to bounce pretty good, tits swinging and all. It was kind of funny actually, Sue orgasming and moaning while Mom was telling her to shut up and get out of the way of the rear-view mirror. Sue was moving through all nine inches, and the mixture of my cum and her cunt juice was being pistoned out of her pussy and down over my balls and her thighs. When I blew my load a second time, I remember thinking that somebody at Avis was going to have a fun time cleaning the back seat.

With an order to knock it off and get dressed, Mom pulled into another rest area on the Interstate. We tanked up again, then Mom and I switched off. Sue stayed in the backseat the entire time and made no effort to cover up, even when I got out. Once we got back on the highway, she put her head up between the front bucket seats and began to wheedle our mother to climb in the back with her, “ ... to relax. Come on, Mom, Paul left two loads of cum in my pussy and I need you to suck it out!” Mom snorted several times in derision, but changed her tune when Sue began to use a different tactic. Reaching forward with her left hand, Sue popped a couple of buttons on Mom’s blouse and slid her hand inside, to cup and fondle her left breast.

I could see this new technique was having an effect on Mom. She stopped laughing at Sue, closing her eyes and leaning back some. Besides the blouse, she had on a button-front khaki skirt and high-heeled sandals. Reaching over, I undid most of the buttons on her skirt, and she slumped down some more, spreading her legs open as she did. Sue leaned farther forward and moved her hand down between Mom’s legs. That did it. Mom kicked off the sandals and unbuckled her seat belt, then crawled back between the seats. Once there, she stripped off her blouse and skirt, tossing them back up front, then reclined into a sixty-nine position with Sue. In short order, both women were moaning with pleasure as Sue nibbled Mom’s pussy and Mom licked the remnants of my cum from Sue’s cunt. They stayed in the back seat, affording me an interesting view through the rear-view mirror, the rest of the trip.

We got to the hotel late, about 2:30 Saturday morning. My increasing financial independence was reflected not only in my renting a good-sized Cadillac, but by taking a suite, rather than the usual small Motel 6 type of room we would have gotten. It was nice, too, having a couple of large bedrooms (one with a king size bed for me and one with a pair of queen size beds for the ladies), a connecting living room with a bar, and a really nice and large bath adjoining both bedrooms, with a view overlooking the ocean. It should have been nice, since it was costing over a grand a day! A bellman delivered our luggage and we decided to settle in for the remainder of the night. If we slept till noon, who cared.

While the women were unpacking, I grabbed a quick shower and headed for my room for some shuteye, to the vocal displeasure of Sue, who wanted to continue the fun and games from the car. Mom and I laughed at her, and we almost locked her in her room by herself. I simply thought, {Go to sleep.}and ended the nonsense. Mom grabbed a nightie and took a shower, then joined me in my bed. Wrapped in a very short and thin nightshirt, she slipped in beside me and we made love twice. The first time I got on top and hammered her while she wrapped her legs around my waist and moaned in orgasm; the second time, I rolled over onto my back while she knelt above me straddling me and bouncing atop my cock. Both times felt damn good.

Most days were spent in a deliciously decadent rut. Upon waking, I would fuck or suck both Sue and Mom, then we would clean up and go down to breakfast. After breakfast, we would go back to the room, to change for the beach, and I would get a blowjob from one or both of them. The rest of the day would be spent sunning and swimming, until the late afternoon, at which time we repaired to the suite. Again, I would do the ladies, then we would shower and dress for dinner. Dinner would be at one of the hotel’s restaurants or someplace near the beach, after which we would hit a bar or club for a few drinks. Then back to the room for some late-night sex, then bed.

I used The Power to ensure that bouncers and such never kept Sue and me from going into any clubs or ordering drinks. I never had anything more than a few beers, but Sue did get fairly looped a time or two and had to be poured back into bed some nights. Likewise, I used my abilities to spice things up on occasion.

For instance, that first day when we went down to the beach, I noticed that while both Mom and Sue had on bikinis, they were fairly conservative compared to a few of the girls I saw sauntering along the beach. I thought, {Tell me your measurements.}then hobbled off to a small place called Exotic Swimwear, which promised the latest and most extreme styles in swimsuits. Going inside, I asked the clerk, a slim brunette wearing shorts and a bikini top, for some help in finding the skimpiest bathing suits available.

They were pretty skimpy! The tops were basically some dental floss attached to a couple of tiny triangles of cloth; the bottoms were almost backless, consisting of a string which tied at both hips and another string which snaked down the crack of the ass, all attached to another triangle covering the asshole and pudenda. I bought two, one in a bright lime green and the other in a shocking pink, both of which were one size too small.