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The Long Goodbye

Chapter 32 - The Fun Stuff (Part Two): Partying With the SAAD-ists

Stephanie brought a small bag with her and a tripod. In addition to some clothing, the bag contained the video camera recording system that she had lent to Abby to secretly videotape our sexual encounters and several new blank VHS tapes. This was all part of the plan. Stephanie busied herself with picking a place to setup the tripod to get an angle that took in the king-size bed in the hotel room. The camera had a quick release mount from the tripod and a cable that ran from the camera to the recording deck. While she was working on that and checking the lighting for the room and bed, Abby put on a short silky kimono style robe and I put on a pair of high-split running shorts.

Stephanie took off her outerwear to reveal that she was wearing a black, strapless bustier with a thong-style bottom. She was also wearing black stockings held in place by the built-in garters. It really emphasized Stephanie's bust and her ass quite nicely. Abby told me she that same outfit in white, black, and red if I wanted to see her in one of them.

"Absolutely! Actually, I'd love to take you out of one of them. You choose which one," I said. She chose the white one and so I had two beautiful young women dressed in identical lingerie; Stephanie in black and Abby in white.

"By the way, Stephanie is spending the night with us," Abby said. My mind raced with the possibilities.

"And the others?" I asked.

"Probably not," Abby said.

Ann and Delaney arrived a few minutes later and the much delayed lingerie party was ready to get started. Ann put on a set of red lingerie with matching red stockings while Delaney wore a salmon orange teddy with a thong back and snap crotch. Compared to Thanksgiving, they seemed a lot more prepared (willing?) to do this. Then again, it was seven months later and many things had happened to all of us..

There were some ground rules which Abby and I had discussed when the subject of this "party" first came up. No drugs and no alcohol (the drinking age in Oregon was 21 and I wasn't going to risk providing alcohol to underaged women and I certainly didn't want any drugs to be a reason for being "under the influence"). All these young women were taking birth control pills and there were to be no missed doses prior to this "event" (though I was prepared to use condoms and foam for birth control as well as STD prevention). Finally, and most importantly, any one of them or all of them could ask to "stop" at any time and that was to be honored regardless of where things were or how far along we had "progressed."

We recorded these ground rules with each of them at the beginning of the videotape as a way documenting what each of us agreed to. In addition, the recording included acknowledgement that there would be oral, vaginal, and anal sex; that there would be enemas associated with and for anal sex; and what, if anything, they wanted to experience during the upcoming sessions.

This was really going to be a party in two parts. The first night (Friday) was going to be limited to oral and vaginal sex. The next day/evening (Saturday) would be when anal sex would become the main "feature" though it would be exclusively anal sex. Part of the "anal sex sessions" meant that both Ann and Delaney were willing to surrender their anal sex virginity (or at least they were considering that). The other ground rule that Abby had was this: she would be my first and last lover in any sequence unless she "passed" me on to another one of these young ladies. This was much the same arrangement that Catie and I had in the group sex environment when she was alive.

After the "interviews," I got back on the bed, still wearing my shorts. I was really hard and thankfully the black shorts didn't show the huge wet spot that I had created in the front. All four young women got on the bed around me and it was Abby who was taking the lead as she had me raise up so that she could remove my shorts. She explained that she had gotten horny laying out there on the sand with me in the warm sunshine with all those naked bodies around us and that every time we added more sunscreen, the sensations of being touched and having it rubbed in, or rubbing it onto me just had her wanting me to get hard so that she could straddle me.

Straddle me is what she did, too. After removing my shorts and having me move down on the bed, she removed her thong bottom, swung her leg over my hips, reached back and grabbed my cock to place it in position and slid down it in one move. There was no foreplay beyond the mental foreplay that we had engaged in. I remember that Stephanie was beside me to my right (the cameras was set on the tripod to my left and near the foot of the bed as I lay on my back). Ann and Delaney were near the foot of the bed watching Abby slide my cock into her. Abby was really wet even though she was also quite tight and she had no difficulty taking me all the way inside her in one stroke. She sat straight up and after a couple of strokes as she was cumming.

"Oh God, I love cumming this way," Abby exclaimed once the first wave passed. I don't know if that was meant for me or for her friends. She continued to rock her hips and slide up and down on me placing her hands on my chest. Eventually she leaned forward to allow me to undo part of her bustier so I could suck on her nipples over the top of the cups and fabric. It wasn't long before her next waves of orgasms occurred.

Abby called Ann up beside me and told her to remove her panties. She had Ann straddle my head facing the same direction as she was (towards the head of the bed) with her back facing Abby. Once she position her legs and knees, she settled down on my mouth. I know she had seen this action in some of the videos that Abby had shared with them but this was her first time with me in person. I quickly established a bit of suction by sealing my lips under her pussy and then used my tongue to explore her vulva and labia lips, to probe her vaginal opening and then to slide my tongue over and around her clitoris.

From this position, I could look up and see her face as I looked up past her belly and her breasts. I decided to release her breasts by unsnapping her bra. I reached up and squeezed and kneaded her breasts while gently pinching and twisting her nipples between my thumbs and forefingers. She was "quiet" but seemed like she was experiencing her own orgasms by the way her body was quivering. I could see Stephanie to my right through my peripheral vision. Later, when I reviewed the tape, I could see that Delaney was leaning over and rubbing herself as she watched my cock sliding in and out of Abby.

After a few minutes of this, Abby had Ann turn around and sit back down on my face, this time facing her. I could still reach up and grab Ann's breasts but I couldn't see what I was grabbing. Instead, I was looking up at Ann's ass and up her back. She could lean back a bit and almost cut off my air because my nose could be buried in her butt crack with my nose pressing on her outer anal sphincter muscles. Through experience I knew that the sensation could be quite pleasurable but I couldn't hold my breath forever.

I felt my hands being taken by my wrists and placed between the legs of Stephanie on one side and Delaney on the other side. I let my fingers explore their vaginal areas while Ann was riding my face and Abby was riding my cock. It was very hot and exciting when it was happening and looked even hotter on the videotape.

Abby was intent on getting me to cum inside her and she knew when I was getting close even when my mouth was occupied like it was with Ann's pussy. Abby sat further upright and reached back and started fondling my balls to help me along to cumming inside her. Everyone felt me tense up as I started cumming in Abby (again, since I had cum inside her the night before and earlier in the morning). She sat there waiting to feel those last squirts into her pussy and then my gradual softening. I was still working on Ann's pussy with my tongue which may have slowed the softening process.

When Abby finally lifted herself to let me slide out the rest of the way, she invited Ann to lean forward and take my semi-flaccid cock, covered with my cum and her pussy juices, into her mouth before she (Abby) would take Ann's place and allow me to lick out Abby's cum filled pussy. They had seen this on tape, of course. But now they were going to see it and experience it in person.

I'd say that Ann was pretty timid at first when she leaned forward to take my cock in her mouth. Abby positioned herself on the bed beside me with her ass facing towards my head but with her head angled down at my hips so that she could hold most of my cum inside her and she could watch Ann sucking my cock. She was coaching Ann on taking my wet, sloppy cock into her mouth. I got hard pretty quickly in Ann's mouth as she was sucking and cleaning me. Once I was hard again, Abby told Ann "He's yours to ride."

Ann positioned herself above me the way Abby had and slid me into her. It took her 5 good strokes to get me into her. Once she was mounted on me, Abby placed her pussy above my mouth, turned herself up and then sat down on my face so that my cum could drain out of her into my mouth. This wasn't "her first rodeo" and, as I mentioned before, she could be a lot more vocal in her excitement in the hotel room than she could at her home.

Ann seemed a lot tighter to me than Abby and she was gentler in the way she stroked up and down on me over the next 15 minutes. Abby asked Ann to kiss her and asked her to "share some of that cum" that she had taken off my cock. It was new to Ann to do this with another female. It wasn't for Abby. After Abby felt that I had sufficiently cleaned her out with my tongue and mouth, she got off my face and invited Delaney to get on. She unsnapped her teddy and got right on my mouth. Delaney had the advantage of watching all of this go on before it was her turn and she started cumming the moment she settled down on my mouth. I gave her "the full treatment" while Ann was riding my cock.

Ann said something about me getting bigger and Abby told her that was the way it felt when I was getting ready to cum. Abby told her to sit straight up and to ride my cock that way to make me cum and to feel me cum inside her. As I did Ann let out and "Oh, WOW!" as each contraction occurred.

"Feels pretty neat, doesn't it?" Abby asked Ann.

Ann started to get off me when Abby stopped her.

"Let him stay inside you. He likes staying inside you until he gets soft," Abby said.

Abby was now being the director like Catie had been when she was alive; telling Ann how to position herself when I slipped out of her, having Delaney take my cock into her mouth after slipping out of Ann. Delany was a bit too "eager" in sucking my cock and I had to tell her to take it a bit easier. She did and I started to get hard again after a couple of minutes. Ann and Delaney switched places and moments later I was drinking my cum out of Ann's pussy. For her, it was the first time any guy had cum inside her (pussy) and then taken the time to clean her out. Delaney was a lot more forceful getting my cock inside her and she was sharing the cum that had been on my cock after cumming inside of Ann with both Ann and Stephanie.

Once Ann was cleaned out, she slipped off my face and Stephanie moved up beside me to whisper in my ear "I AM SO READY FOR YOU!" before positioning herself above my mouth. She ground down on me pretty hard while I was sliding my tongue around her pussy. Delaney was riding me quite vigorously, too.

Even with that, it took me a little longer to cum inside her. But, I finally did. By this time Delaney knew the drill and when I started to slide out of her, she slipped over to the side to allow Stephanie to take me into her mouth. Of the four young women, Stephanie was definitely the most skilled at sucking cock. Not like or as good as Carol was when I was in Chicago after cleaning out Catie's apartment. But she was quite good at it. She got me hard and got on me to let Delaney assume the post-cum position. After Delaney drained my cum out of her pussy (along with a good deal of help with my tongue and mouth), she moved out of the way for Abby to sit down on my face (again). Abby decided that since she had me for the rest of the night (with Stephanie) that she would watch Stephanie and I fuck (along with Ann and Delaney).

Stephanie got right on me and as vigorous as Delaney was, the combination of the motions, forward and back, side to side, and up and down were all part of Stephanie's repertoire. She would really press down on my pubic bone at times. Watching her breasts quiver, shake and sway with each stroke was a sight to behold. This was like watching Jody ride me, only Stephanie was younger.

With no one positioned to sit on my face, I could and did flip Stephanie over without sliding out of her. Once on top of her and with her legs spread so that I could hold them, I stroked her very hard. Actually, I was pounding her with fast and deep strokes. Abby knew what this felt like because I was finally able to do the same thing with her (earlier). Ann and Delaney, well they would get their turn at this later in the evening. The good news was I didn't have to worry about cumming too fast while I was stroking away. I was starting to sweat at this level of effort. As Stephanie would cum, I would change my pace or stop at times to allow her to fully feel her orgasms. I could feel my orgasm building as well.

To finish off, I had Stephanie get on her hands and knees so I could enter her from behind and fuck her doggy style. Oh, the view of her ass as it rippled with each impact of my hips. On the video (later), I could appreciate how each stroke made her breasts swing. Stephanie evidently liked her sex a bit on the rough side. I might grab my lover by her shoulders to pull her back towards me with each stroke. But Stephanie wanted me to grab her hair and pull her head back as I pounded her. There was that "slap" of my hips against her ass that sounded like "flip-flops," and my balls slapping against her pubic area. I felt myself going over the edge and drove my cock as deep as I could press into her and pull her head back. She started to cum right after I did with a long, low, intense "Ohhh, Fuuuuck!"

I finally let her hair go and she let her head fall to the bed while still propped up on her knees. Sweat was running down my back and my legs. The last contractions of my orgasm pumped just a little more cum into Stephanie while she was ass up in front of me. I asked if she was doing okay (I hoped I hadn't pulled her hair too hard because that wasn't something I was accustomed to doing). She told me she was doing okay.

I was getting soft inside Stephanie's pussy and Abby told her that she wasn't done yet. Abby moved to where I would be when I slid out of Stephanie and as I slipped out, Abby took the the tip of my cock between her lips. She sucked much of the cum off my cock before letting me go. With Stephanie's ass still up in the air and head down, I brought my lips and tongue to her pussy that I had just filled. She cooo'ed and hmmm'ed as I licked the cum that was dripping out of her. I turned over on my back and got underneath her and told her to sit up on me. She settled down on my mouth and let the cum drain out of her while I licked her like I had the other young women. Abby licked and sucked me both clean and hard again. I had Stephanie get off my face and got up from the bed, erection at the ready.

"I have to take a quick break to get something to drink," I said. There were cold soft drinks and ice, in addition to water. We also had snacks that we bought for our excursion(s) to Rooster Rock SP. I came back with a cup of ginger ale and a pack of crackers. The four young women also got something for themselves and we all sat on the bed in varying states of nakedness. My erection diminished as we chatted about all sorts of things.

It was Ann who broke this ice with respect to another round. It was unexpected (by me, at least)

"Can you fuck me again?," she asked.

Abby immediately burst into laughter.

"What's so funny?" Ann asked.

"She asked the same question when we first started screwing," I said, referencing Abby asking if we could have sex again. "So, what would you like me to do for you?" I asked.

"I'd like to be fucked like you fucked Stephanie," she said. I noted just how easily "fucked" rolled off her tongue. "Hard, but in reverse order," she continued. She clarified that she wanted to be pounded hard doggy-style (maybe no hair pulling because her hair was pretty short) and then to be flipped over to have me cum in her while I was facing her, on top. My cock was getting hard at the prospect of this as I looked at Abby. She nodded her head.

"And then you can do me, too," Delaney said.

I completely removed all of Ann's lingerie and had her get on the bed on her hands and knees. Abby was laying across the foot of the bed, Stephanie was laying along one side of Ann and Delaney along the other side. They were all positioned so that they could watch me slide into Ann. I brought my face down to her ass and slid my tongue along the the length of her labia lips and into her vaginal opening. She was plenty wet and the taste of my cum was till present. I grabbed her by the top of her legs at her hips and pulled her back tight to my mouth. She moaned and dropped her head to the bed as I plied my tongue to her pussy. It didn't take long before she was really wanting me to enter her.

I brought the tip of my cock just outside her opening and leaned forward to ask her, in a whisper, if she wanted me to shove my cock into her in one stroke or if she wanted to have me ease my way into her before fucking her hard. She wanted the single stroke option. I pressed forward slightly and I used the precum from the tip of my cock to provide additional lubrication as the tip slipped through her pussy lips and into position. With one hard push, I pushed nearly all the way into Ann's pussy before there was firm resistance. I pulled back a small amount and with the second stroke I was all the way into Ann. And with the encouragement of her friends I pounded away at her HARD! Soon she was grunting with each stroke/impact as I drove my hips into her butt with a slap of skin on skin. As hard as I was fucking her, she was asking for me to fuck her harder (and that was totally unexpected by me). Soon the sounds she was making were just guttural.

She didn't really have long enough hair to pull like I did Stephanie's. So, I grabbed her by her collarbones and pulled her back even harder with each stroke. I was really working up a sweat doing this and after a couple of minutes the sweat was running down my chest and my back and I could feel it dripping down my balls. I paused just long enough to move my knees outside of her legs and then resumed the fast hard strokes. From this position I was stroking at a different, if not deeper, angle. When she seemed like she was about to cum (again), I drove her hips and belly down to the bed where the tip of my cock was now sliding along the front wall of her vagina with each deep stroke. She had her head buried in a pillow as she cried out with each few strokes. I knew that if I wasn't careful, I'd cum inside her in this position (not that it was a bad thing but she had requested that when I came inside her, she wanted to be face-to-face).

I slowed my strokes but stayed deep inside her while her own orgasm subsided. I finally pulled my cock out of her and had her flip over and spread her legs to accept me back in her. When her hands and arms came up my back, she realized just how much I was or I had been sweating.

"You've been working hard," she said to me.

"You should know," I said as my cock slid back into her.

Overall, I was much gentler in my stroking in and out Ann in this position. Still, when I spread Ann's legs and lifted them up over my arms and my shoulders, I was able to give a really deep stroke and quite the impact as I plowed all the way into her. I would alternate between a minute or two or hard stroking and then long gentle strokes. I knew that it wouldn't be long before I was filling her pussy once again with my cum. She had an almost pained look on her face and I asked if she was alright.

"Oh, yes!...Keep doing what you're doing," she said.

About a minute later Ann told me that she wanted me to tell her when I was about to cum, that she wanted to watch me cum in her and that she wanted to look into my eyes as I did. Now, I don't know how it is for others, but I know that in those first moments of orgasm, it's easy to look away and be absorbed (in the mind) by the intense sensations that are being released. I surmise that I am not alone, at least among males, in getting lost in a dream state during orgasm.

What is interesting, even after all these years, is that while I was aware that three other women surrounded us and were watching the two of us, the focus of my attention in the moment was Ann. It was almost like they weren't there at all and it was just her and I.

Ann reached up with her hand to the side of my face and fingers behind my head.

"You're getting close, aren't you?" she asked. I was.

"Cum for me," she said. And she quietly repeated that phrase over and over. It's very erotic hearing that. I started over that edge of cumming...

"Oh! Ann! I'm cumming for you...I'm cumming for you...Here I cum!" My orgasm started in earnest and she reached up with both her hands to grab my head. I looked into her eyes as I felt each spurt being pumped in her pussy. I was pressed very deeply in her. She started to cum after I did and she kept ahold of my head as she was cumming. It was quite a pleasant shared orgasm.

As my orgasm subsided, I lowered myself somewhat to be closer to her and watched her go through her orgasm. As hers subsided, she brought me down to lay upon her body and we engaged in very deep intimate kisses. Again, it was like we were alone in our own world even while others were watching us. We finally started to emerge from that state of shared intimacy to become more aware of the others. As such, we were both enjoying being connected like this. I was still inside her and it didn't seem like I was softening very fast. I didn't pull out of Ann. Rather, I allowed my cock to slide out of her and produce the resulting stream of cum that dripped down her crack and pooled under her ass. Even though I slipped out of her, I didn't get up off of her immediately.

Finally, I rolled off of Ann and she sat up, propped up on her extended arms. She had a single word: "WOW!" Ann got up and went to the bathroom. Abby moved beside me and quietly asked me if I liked what I had just experienced with Ann.

"Yes. It was sort of unexpected," I said. Abby agreed that it was unexpected from Ann.

"How about you?" I asked. Abby admitted that it was really hot watching us.

"Makes me want you inside me," she said. I told her that she'd have more of that. Abby leaned down and took my wet cock in her mouth. I leaned back and propped up on my elbows to give her full access.

Ann came back out of the bathroom with a hand towel between her legs to see Abby sucking my cock.

"I think your cum is in places that I didn't know I had," Ann said. I asked if she wanted me to lick it out of her while Abby got me ready for the next round. Ann said that her pussy needed a rest.

Delaney had gotten completely nude during my time with Ann. She brought me a glass of water. Standing above us (Abby and I) she reached down to my balls and said that she hoped that I had something left in them for her. Abby came up from my stiffening cock and turned to Delaney and told her not to worry about that. "He does," Abby said.

Delany wanted to start off being on top of me and then to have me finish off pounding her doggie style. Abby told her that I "was ready" and moved out of the way to allow Delaney to straddle me. She grabbed my cock, moved it into position and just slid down its length. It didn't take her long to be vigorously rotating her hips and bouncing up and down on me. She was putting a lot of energy into it. I didn't just lay there, though as I added my own strokes and thrusts to her actions as as squeezing and sucking her breasts as they bounced around. She'd cum, slow down for a moment, and then keep going. She'd only "stopped" with her larger orgasms.

She was a lot of fun from this position. She got really sweaty, too. After about 10 minutes of this, she stopped, lifted herself off me, got on all fours, slapped her ass and looked back at me and said to me "fuck me silly." Just before I slipped my cock into her I whispered a question in her ear asking if she wanted the hair grabbing like Stephanie (her hair was shorter than Stephanie's but certainly long enough to get a firm handful). She told me yes.

I took no time at all to slide into her and then pounded away as if I was trying to get even deeper. As I got ready to cum, I moved my legs outside of hers so that there was some upward thrusting of my hips while pulling her head back. I felt myself going over the edge again and drove my cock in deep and just stopped, her head pulled back so she could feel the initial contractions of my orgasm. After the first several pulses of cum, I released her hair and drove her into the bed. She was cumming underneath me though she was very muffled.

As we were laying there, my legs were still spread outside of Delaney's. Suddenly, I felt a finger slip into my ass. I didn't know whose finger it was (and in that moment I didn't care). The finger started to trace around inside my rectum. This stimulation was likely to keep me hard inside Delaney as I laid there on top of her. Then there was a second finger. After a couple of minutes of this, I felt the fingers withdrawn. I later discovered that it was Ann's fingers in my ass (at the suggestion of Abby). I eventually slipped out of Delaney and rolled off to her side.

"How are you doing?" I asked her. She told me she was really good.

"Yes. You. Are!" I replied in a staccato pronouncement of each word. And then I asked that someone get us something to drink. Delaney and I laid on the bed during our cooldown while the other young women reclined around us on the bed. The banter was all about what they had just experienced. The tape came to the end and we heard the tape deck shut off after recording the past four hours. It was shortly after midnight. We all headed to the shower (not all at once) and got rinsed off.

Ann and Delaney got dressed and prepared to leave. They would be back late in the morning. As the two of them got ready to leave my room, I held them both.

"Do you want me to walk you out to your cars?" I asked. They said that they did. I put on some shorts and a t-shirt, told Stephanie and Abby I'd be right back, and walked out with one of them in each arm. We arrived at their cars. I gave each of them a kiss, asked them if they had a good time, thanked them for cumming and cumming, and told them I'd see them later in the day. I watched them drive away and went back to my room.

Stephanie and Abby were naked and waiting for me in the bed. I came into the room, stripped off my shorts and shirt and got in between them. Stephanie had put a new tape in the video recorder and turned it on before I returned. They proceeded to have their way with me over the next couple of hours before we all finally were done (sort of) for the night.

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