Chapter 1: A little background...

For the third straight year, Megan and I took off on a ski trip the day after Thanksgiving. We had went to Okemo Ski Area in Vermont and stayed at The Tyrol all 3 years. They had a motel and a group of chalets. Our first year, we went with Meg's parents and stayed in our own chalet. Last year we got a room in the motel together to cut expenses, as we went alone. This year we had saved money to get our own chalet again.

It was, as usual, perfect timing for both of us to get away together. This being our senior year, we didn't know how many more "best friend" trips there would be.

Bill went to Vermont to visit his grandparents and relatives with his family, as was usual. While family is important, this was a Holiday week, and for as long as Bill and I had been together, he was gone this whole week. Wanting him around for Thanksgiving was just me being selfish, I know. Traditionally he packed up with his parents after school on Wednesday and came home on Sunday afternoon.

This year, Megs' boyfriend, Jimmy, was still in rehab after a horrible accident he suffered last Christmas vacation. It looked like he might be walking on his own by Christmas this year. It was a close call for Jimmy. If he could walk enough without depending on crutches, walkers or wheelchairs, he would finally finish his senior year with our class. (Megan had tried to sneak away with Jimmy last year on this same trip, but couldn't work it out to get past her parents.)

Bill called me Tuesday night about 10 o'clock from his writing room over the garage at his place. He was telling me how nice and cozy it was with the fire in the Franklin, and the only thing missing was me.

"So you called me just to tell me you were missing me, you're so sweet," I said. "But you also are going to end up frustrating me", I scolded him. "I know it's been a while since we really got it on together".

Bill and I didn't have regular intercourse so I could remain a virgin, which I really didn't care that much about from a physical standpoint. But, by remaining so, I would never have to lie to my parents about if I was sleeping with him, and foremost, I couldn't get pregnant. I just can't tell you how much I worried about that happening. Bill and I had major plans for our lives and we had seen what "doing it" could do to ruin that, if we slipped up.

In its place, we satisfied our urges with mutual masturbation, either watching each other, or doing each other, and oral sex. We had decided to save oral sex for times when we could get together, get naked, and be uninhibited. In plain words, no backseats of cars or "hiding behind the barn". But, our oral sex sessions were pretty intense and were probably as satisfying as any other liaison could be. Our first such oral extravaganza took place just one year before, in the very room Bill was speaking from. We had been there a few times since.

"We seem to have time for everything else", Bill said, "but finding time for us has been impossible. I know it's not my fault or yours, but lying here looking at the fire and thinking of you, well..."

"Bill you don't have the monster in your hand, do you, you bad little boy?" I asked.

"No, I don't, really. But, it may end up that way. Listen to why I called and tell me what you think.

While at my Grandmothers for Thanksgiving, we are going to take her car home.

She can't drive anymore and she is going to give it to me. She can't grasp that I have my own car, but my Dad says to take it and make her happy. She has been talking about giving it to me for 5 years. It's 8 years old and runs pretty good. Dad says to take it, fix it up and we can sell it, or sell mine, whichever is the best option after we work on hers.

Anyway, I was going to take her car skiing on Saturday, as I usually do. My parents say that as long as I am going to drive that far to ski, why don't I just drive the car the rest of the way home afterwards, and they will meet me at home on Sunday.

This way they can antique on the way home without me whining about it. Plus it gives them more room, without me there, if they buy more of that old junk.

Anyways, I usually go to Bromley, but I COULD go to Okemo.

Ummmmmmmmmmm... what do you think of that? And if you like that idea, how pissed off would Megan get if you deserted her for a couple, 5 or 6 hours in your room, or we could get our own?"

"Oh Bill, you are devious", I said. "This would be Saturday, huh?

That is usually Meg's marathon day. She likes to get at least 10 runs in on our full day. I don't think it would be a problem if I weren't there the whole day, but I would ask her first. See, normally, I won't ski THAT much. I get wind burnt to easy, and I'm just not good enough a skier to keep up with her."

"I don't want to horn in if this is a real 'girls' thing, it just seems like a good opportunity for us to be alone and, a...

special.", Bill said.

"It is a great time for us to be together, but she would hardly notice I was gone, I don't think. Let me get back to you." I said and I hung up to call Meg.

Meg didn't have a problem with Bill and I using the chalet for a love nest. She said she was a little jealous because she and Jimmy had such a hard time being alone since the accident.

Besides being in hospital, in the rehab center, and home with his family taking care of him, there was almost zero alone time. They committed themselves to their relationship just before the accident and she found out right away how tough some commitments were.

I called Bill back and told him that we could work everything out. I gave him our Chalet number and told him that Megan should be on her way to the slopes by 10 o'clock that day.

Although I would see him in the morning to ride me to school, I really wanted to stay on the phone with Bill all night that Tuesday. I knew he would be gone from right after school and I wouldn't see him till Saturday. We rarely ever went that long without seeing or touching each other. As we talked I was getting a little aroused and I let my mind wander about our Saturday 'date'. It was then that I wondered if we should try to open a new horizon in our sexual lives, anal intercourse. I just wanted to feel him inside me.

Two different times in our love making Bill had expressed an interest in my butthole, that is, tonguing it. Once, the first time he brought up to his writing room over the garage (I had showered within a couple hours before), and another time when we showered together the first time. I always worried about being clean for him there when he would go down on me and I thought he might want to go lower. I remember one night when he wanted me to turn over and show him my ass and I refused. He took it as a rejection, but I had recently voided myself and was quite uncomfortable about that. What do you say at a hot moment like that? There are no gentle words to keep the moment alive.

We talked about the possibility of anal intercourse a couple times and let the subject die each time. While it seemed like an improbability, I remembered the video Kim showed us where the girl on the screen absolutely loved the act. Plus, from reading at the library from The Joy of Sex, Kinsey and other books, it was something many couples considered.

My entire interest in it stemmed from one thing. I wanted to feel Bill inside of me. To feel him within me and to hold him heart to heart was my wish. However, I was not willing to go through a lot of pain to accomplish this. Love should not hurt. A woman says the greatest pain you have is bearing children, and I want to keep it that way. If it's painful it is not making love. I remember Kim told us that her sister preferred anal over regular intercourse, although it was not something she and her husband did on a regular basis. To her it was "as intimate as a couple can get". I suppose she was right.

I wasn't totally sure if I wanted to go through with this. For that reason, I never made mention of it to Bill, so as not to disappoint him if I chickened out. Clearly, from our conversations, he was not interested in having me go through the pain of it to please him. But, I know the girl in the video wasn't experiencing pain, and I know from a tongue in my butt, there are good feelings to have back there. I went to sleep Tuesday night weighing my options.

When Bill picked me up for school in the morning he was clearly excited about our upcoming chalet date. He said he was going to make sure we had the best time ever and couldn't wait to shower and hold me naked under the hot water. Needless to say, I went to first period with a case of the warmies down below. My second period that day was a study hall and it was there I decided I would try to be prepared for butt sex when Bill came that day. If I changed my mind he would be none the wiser. I knew the preparation would be uncomfortable and a little embarrassing to do together. To properly prepare, consensus was that an enema was necessary. An enema is, to me at least, a private thing. When Kim's sister was detailing her tale about anal love to Kim, she talked about the doing the enema together, but I couldn't do that. (My God, she told Kim she gave him oral sex while she was expelling the enema.) Some things should be left to privacy.

However, whatever two people do together, that they both agree upon, is OK, I guess.

From reading different things on the subject, many couples that do it on a regular basis have said that the enema is not necessary as long as the female has had her BM that day. To me, the enema takes away any chance of an unexpected surprise afterwards. THAT would certainly ruin any special moment. If I had to go through a little discomfort for that assurance, so be it. It's funny, about human nature. The mention of anal sex usually conjures up perversion, homosexuality, etc. But when you think of it with someone you love and trust it is really a sensuous thought.

I did fear the pain and possible rejection of the idea by Bill or myself. But to think of that "private place" as something sexual is easy if you have the right attitude towards your partner, and making both he and you happy.

I saw Bill right after school and he said he had to go right home so they could leave, and if I wanted a ride, or to use his car while he was gone I had to go right away with him. Since I had errands to run I told him I would take his car. Since I got my license, Bills parents didn't mind if I used his car for short trips in town, shopping, errands, etc. Usually, if he was working I could either ride in with him or my Dad would drop me off and I could pick it up. It was just one more thing that we began to share as two people planning to be together.

Bill drove to his house and we had a long goodbye parked in front of the garage. As I held him and kissed him I wondered what the prospects for a wild lovemaking session held for us. I am sure he was looking forward to being alone with me, but I think I was going to surprise him with what I had in mind.

As we stood by the car Bill took his keys off the ring and he whispered to me "Make sure you save your shower for me on Saturday. I'll make sure you're squeaky clean", and with that he gave my breast a caress and my butt a squeeze.

"BILL!", I said "What if your Mom is watching?"

"I just don't care anymore. I love you and I don't care who knows. If she saw us, she is peeking at something that isn't her business. Besides, she's busy inside packing", Bill said.

The words were no more out of his mouth when his Mom came round the corner from the front of the house where she was packing their car.

"Can you two stop smooching long enough so we can leave?", she laughed. "Hi Carree, you look pretty today. Are you letting your hair grow out? I like the big wave thing you are doing."

"Thanks Mrs. Wilson. Bill likes it longer, with the big curls.

But come summer I think I'll cut it. I hope we didn't hold you up. We were just saying goodbye." I said as I took the keys from Bill and began to get in the car.

"Oh, you'll see him soon enough. Have a nice Thanksgiving Carree, and express the same to your family", Mrs Wilson said.

I stopped short of sitting in the car to go give Bill's Mom a hug and kiss. The first time I did that.

"You folks have a nice Thanksgiving too. I know it's special to go and visit your families. That's what the Holidays are all about", I said turning back to Bill's car. "Bill, if your car isn't back when you get home, call me and I'll bring it right back. But, I think I'll have my Dad follow me out tomorrow before dinner. I Love You Bill Wilson", I said as I started the car and began to back up.

"I Love You too, Carree Kasc" he said with a wink as he watched me roll passed he and his Mom.

When I got home to change I heard a passing car beep and it was Bill and his Mom riding by on their way to town to pick up Bills Dad from work and go to Vermont. My Holiday weekend had begun.

The first thing I had to do was a little shopping for my "date"