(Everyone in the story is over 18. This is now the fifth story about Linda and Gary and may be the last. If you have followed the whole series, let me know what you think.)
Gary's Farewell Present to Linda
The summer was wearing out. Gary and I still went out every week and got together as much as his schedule allowed but we couldn't find any place to hook up one last time. It was frustrating to both of us. Enough that we were considering renting a room at a motel some place out of town but not far away. If we had to do it, we decided we would. I was going to miss Gary a lot. We had become very close over the past 6 months or so. Finally there was only one week remaining before Gary left for Chicago and a few days after he left I would be heading to Oregon.
We were at dinner at our favorite Italian place just a few days before the end and discussing what to do.
"It looks like we'll have to go out to the Hideaway." I was both dreading the end of summer and being far from Gary, and looking forward to the next adventure, being on my own. No more curfews after this week.
Gary looked thoughtful. "There is the possibility that Curly and Moe will let us use their apartment one more time. On Thursday." That was the day before he would leave.
"Great! That would be best! I have a good memory of that apartment."
He smiled. "Me too. I have been thinking a lot about that party you got me invited to. I really owe you one for it. And your friend, Z, may be arranging me future engagements. This could be a steady ... uh, job. I'd have the six hour trip back from Chicago, a show, and then back to Chicago. It could be doable."
"I am glad you said that, because I do have a favor to ask of you when we do get together."
"Yes? Anything you want, up to half my kingdom."
"I want you to fuck me." I had been thinking about it ever since the party. Actually, ever since that first night when he and Curly and Moe had rescued me from a probable rape. No, I wasn't in love with Gary. But he was special in a way no one else could be. When I lose my virginity, I just knew I wanted it to be with him. I wasn't even sure what it meant to say that I was a virgin with all we had done together. But I wanted the first time I had sex with someone, the first time I had sex all the way, I wanted it to be with someone really special. I wanted to be able to remember it all my life. Maybe I'm a romantic. It's what I wanted.
He didn't look surprised but there was something else that was on his mind. "Please don't misunderstand my hesitation. You are actually the first woman I have ever really wanted to fuck. People watching me is all it takes for me, as you know. but I would really really like to fuck you. I even fantasized about it, which is saying a lot. It is not what I usually fantasize about as you know. But Curly and Moe have some conditions on our use of their apartment this time."
"Yeah?" I was puzzled. They are both gay so I didn't think they would want to fuck me as well. What could they want?
"Uh, yes. They want to watch."
"Oh." I was left speechless for a moment. That had never occurred to me. I tried to imagine them (or Curly, since I hadn't met Moe yet) -- I tried to imagine them watching. How did I feel? My first reaction was "No!" But the more I thought about it, the more excited it made me feel. It would be sort of like what Gary had done at the party, on a smaller scale. I realized I kind of liked the idea of someone watching us.
"Uh, there's more." How could there be more? "I told you I had previously fucked two other women?"
"Yes."
"Well it was for them. They like to watch. And they have a few friends who also like to watch. It turns them on. With my inclination to exhibitionism, I like it too. When I did have sex with those women, they had set it all up, like a show I guess. So if this didn't turn you off totally, you would be my third show for them, besides what I do alone, of course."
I wasn't sure how I felt. Part of me said no and part of me said I would really like to see what it was like to be watched.
"They would be especially interested since you are a virgin. And uh, actually, the two women I did fuck for them will probably be there watching as well."
My surprised look just kept getting more surprised. "You see, those two women are girlfriends of men who also like to watch. And they like to watch other men fucking their girl friends. It turns them on. I guess it is no weirder than what turns me on."
"How many people are we talking about that would be our audience?"
"Uh, total about 8. Not quite as big as your party for me. There's Curly and Moe, and the two couples, and two other guys who would also be ther.e."
I was thinking furiously about this. I didn't want to say yes and then back out later. And the more I thought about fucking Gary, the more I wanted it regardless. I make a lot of decisions by impulse, which is not the wisest general practice. "OK" I said. And I got that hot feeling in my stomach and between my legs that was either fear or lust or something I didn't understand. And also determination. The same thing that made me not hide my nakedness the first time I saw Gary. I was determined not to be daunted by this.
Gary looked relieved and glad both. "I wasn't sure you'd go for this, but I'm glad that you will." He paused and played with his fork for a while and looked down at his plate smiling. The waiter came up and we ordered desert, so it kept us from an awkward pause.
"You feel nervous?"
"Yes! But I also feel tingly and excited."
"I still get that feeling. The first time I ever masturbated for someone I felt like I might be sick, right up until I began taking off my clothes. And then all my nerves just quit jangling and I was so excited I knew it was going to be good. Maybe you will feel that way too."
Maybe I would. There were only two days before we'd do this, so at least I wouldn't have the butterflies for long. "I am still on curfew you know. Only a few days till I leave for college and I still have curfew. My parents are unbelievable."
"I have already told Curly that we have constraints, so they will gather early. And there will be food and hanging out afterward, if you want to stay. They are really easy people to be friends with. I think you will like them all."
At least I wouldn't have to worry about meeting any of them by accident around town. I'd be gone.
The next two days I was sort of in a daze, thinking about what would happen. I had butterflies big time, but it was hard to tell if it was nerves or anticipation, fear or desire. I wanted it to happen but I would also have been sort of relieved as well as disappointed if all got canceled. I was a little surprised at my feelings. I couldn't tell if I was more eager to be fucked, or more eager to be watched. It really turned me on to know that there would be some strangers watching Gary fuck me. Maybe I was becoming an exhibitionist like Gary? It was all wrapped up in my mind. My parents noticed how distracted I was, but they just put it down to jitters about leaving for college. Truthfully if I had been able to think about going to college in a few day, I would have been nervous about it, but I hardly could focus on leaving home at all.
Then the day came. My parents knew that I was planning on one last date with Gary before we parted ways. They were puzzled by how little I was upset about being apart from Gary, and had decided that we really were just good friends and not potential lovers. They had been hoping we'd get married and I know they were thinking about grandchildren and the whole next generation thing. But we didn't act like lovers about to be parted, so they could relax about what we might be up to. And little did they know.
Gary showed up on time and said his good-byes to my parents and even gave them his address in Chicago -- he'd be living with his brother till he got settled. He had gotten very comfortable with them and they liked him a lot. Probably because he never talked about politics with them. Instead of going to a restaurant, we headed straight over to Curly and Moe's place
"Nervous?" Gary was a little concerned that I might not be up for this.
"Yes! Yes, I am. But I think I am more eager than nervous."
"I am really looking forward to it. I told you that you are the only woman I have ever fantasized about fucking. This is like a first time for me too, in a way."
That made me feel all hot inside, too. I didn't think of myself as being beautiful, particularly. I didn't have the giant breasts men seem to like -- most men at least, and my nose was too large, and so on and so on. Every woman has learned to be her own worst critic by the time she is sixteen. And what a waster that is. When we got to the apartment, everyone was already there. The two women were Brenda, who was a blonde with pretty large breasts, the sort I could imagine doing porn. She was very nice to me and tried to say calming things. She obviously knew I was a virgin. The other woman was Cassie. She had very short hair, almost a masculine cut, also with large breasts and a slim figure. I guess their boyfriends were typical men and liked large breasts. What would they think of me? Did I care? No. I was glad Gary liked the way I looked, not flat chested but not exactly buxom either. And their boy-friends? Both named Jason. I nearly laughed out loud. The other two men were named Joe and Bill. They were nice looking, farmer types, probably spent most of the day outdoors and had muscles to match. And then there were Curly and Moe (whose real name I still didn't know). Everyone was very friendly and introduced themselves and tried to make me comfortable. I noticed that a bed had been moved into the living room space and the furniture had been moved back against the wall. They would all be sitting around us in a circle while we fucked.
Gary came over to me. "How do you want to do this? What will make you feel most natural?"