The Long Goodbye
Chapter 36 - The Fun Stuff (Part Six): Overnight with Ann & Abby
I awoke when Abby crawled into bed with me. I was laying on my side. She was naked and slipping under the sheet and covers in front of me and gave me a kiss. I was a bit groggy as she spoke to me. Obviously, she had been in the room long enough to take her clothes off.
"Hi! You were asleep when we came back. I hope you aren't all fucked out!"
My first response was "No, I'm not...I'm looking forward to fucking you all night long."
I was becoming more aware as I awoke. I did hear the word "we" but no evidence of another person. Then I remembered that Ann was supposed to join us. Before I could ask about her I heard her say "Good!"
The covers were raised behind me as I laid on my side. Ann was climbing into bed behind me and snuggled up to my back and wrapped her arm around me.
"I hope you had a good nap," Ann said.
"I did. I fell asleep thinking about all the fun we've had together." I rolled/scooted in the bed so that I was on my back between them and I could see both of them much more easily. I looked through the curtains. It was still light outside but getting dark quickly because of the clouds.
Now that I could see Ann, I said "Hi! And welcome back!" We shared a quick kiss.
So, here I was on this Saturday evening, well fed, and already well-fucked, between these two young women. Somewhere in the brain cells I remember thinking that I had some interesting experiences in the women's dormitories when I was attending the university. But nothing quite like this. I wondered....
"Ann has some things she'd like to try with us," Abby said, snapping me out of my daydreaming about the campus I had lived on.
"What would you like to do?" I asked.
"Can I ask you some questions first?" Ann asked.
"Sure. Fire away!"
Ann had a lot of questions about enemas, lots of questions about the anal sex she had experienced and then what she just witnessed between Stephanie and I and the combination of vaginal/anal sex that Abby and I had just demonstrated a couple of hours before. She wanted to know if I experienced any of this while I was on my campus. And she wanted to try it all while she had the chance.
So, we spent an hour talking about all of this. Abby suggested some things from my on-campus experience to tell Ann. I told her that I attended a university where the male-to-female ratio was 9:1 and that by the time I was a sophomore that there were several young women with whom I could and did go out with on dates. Of course, my new charges (all freshmen, where I was an upperclassman advisor for the residential dorm suite we lived in) wanted to know how I managed to know and be able to go out with these women in a school where the odds weren't all that favorable. I told them that they did need to stand out and largely in a positive way. I told them that whatever they did, "don't be a knuckle-dragging cave painter."
"Word gets around in the women's dorms, particularly at the suite level." I told Ann, as I had told Abby and the others, that they could probably be choosy about their partners on campus. I told her that most guys I knew were clueless. To that point I told Ann (as I had told others): don't expect guys your age to know how to focus on you rather than themselves.
I talked about finding and having sexual partners on campus in the dorms, especially with roommates and suitemates around (and that the dynamic is different living off campus).
"Dating became very different with one of the women I dated when we were in school after she moved off campus. We more or less dated each other exclusively for my last two years on campus."
"What happened with her?" Ann asked.
"I married her two years after graduation," I said. I noted, of course, that we were about to complete the divorce proceedings and that great sex in the past didn't guarantee anything.
Ann talked about her former boyfriend a bit, one she had dated through much of her high school senior year up through the prom. They had "broken up" shortly after the prom. They were going in different directions, Ann told us.
"Not uncommon in my day, either." I told her.
"It seemed that all he wanted was to just cum in me." she said.
"We all want to cum in you, it's what guys do," I said with a laugh and smile.
"No, it's different with you," Ann said. I said something about me being older.
"Well, maybe," Ann said. But she felt like the care and the attention to her to make sure she was getting what she needed and wanted. That was very different from her former boyfriend. Even stopping when Dee (Delaney) was feeling uncomfortable during anal sex impressed her (even though I had told each of them that I would stop). She wasn't sure that her former boyfriend or any guy she knew would have done that. I told her that I really did mean what I said.
I turned to Abby and said "See what I spared you from?" referring to the me being her first lover.
We went on from there to talk about what she wanted to try with us. I could say that she wanted to try it all. But she was intrigued about the enema process and the way it felt and she wanted to feel what larger enemas felt like. She wanted to have the experience that Abby and I had just shared; sex while taking and/or holding enemas. Abby asked her if she wanted to give me an enema (and then she expanded it to including herself, too). Ann enthusiastically endorsed the idea of giving me some enemas. She was less certain about giving Abby one (or more).
Ann also wanted to delve deeper into anal sex (once she was cleaned out). After getting through the initial pain of having a cock in her ass for the very first time (and it just happened to be my cock), she liked the sensations that she started feeling and she wanted more of that. She wasn't sure she wanted to be pounded like Stephanie was (I told Ann that I knew only a couple of women who liked anal sex that hard and rough and that I thought Stephanie would remember she got fucked in the ass really hard for the next couple of days).
For the most part, we laid on the bed together while talking; Abby on my right side, Ann on my left. I stayed erect through much of this and there was a continuous drip or thread of precum from the tip of my cock trying to form a small pool on my stomach. They would periodically swirl their fingers through it and run their hands down my cock. Mostly individually, but sometimes together. Though Abby was accustomed to being with me like this, it was the first time that Ann had an extended time with a guy laying beside her with a hard cock that she could look at and play with without him trying to put it in her.
When it seemed that all of Ann's questions had been asked and answered and we were just laying there stroking each other for a few minutes, I asked, "Anything else?" She couldn't think of anything.
"We have a long night of pleasure in front of us," I said. "We might as well get started." And with that, we disentangled and sat up on the bed. "Enemas first!"
What made the experience with Ann so memorable was how enthusiastically she seemed to react as an "enema virgin" and an "anal virgin,"
"How much will you give me?" Ann asked.
"I'll start you with one bag, two quarts. But I'll give you as much as you want, as much as you want to hold."
"How much do you take," Ann asked Abby. Abby told her that she could take two bags (about four quarts) but it could be hard to hold. "But, one to one-and-a-half (two to three quarts) is pretty typical." Abby told told Ann that she remembered she thought that enemas were "kinda' gross" until she got involved with Catie and I and our enema/sex play. But it required time and sometimes time wasn't available to really have fun with enemas and sex.
We were over at the sink putting water in the bag. Ann was standing beside me, watching. I looked in the mirror at Ann's reflection and noticed how erect her nipples were. She was clearly excited by this.
There were no floor lamps in the room to use as a stand to hang the bag, though there was a hanging lamp with a chair nearby. There were pictures on the wall beside the left side of the bed and above the bed. They weren't firmly mounted to the wall (as some are) but the one beside the bed seemed sturdy enough to risk hanging the bag from the top of the picture.
Ann got on her knees with her head down on the bed like she had earlier. Abby got on the other side of the bed. I checked the hose length to make sure that the hose was long enough to fully insert the nozzle. As before, I lubricated her anus and and lower rectum. I used the water based lubricant and paid special attention to stimulate all the internal nerve endings I could. While I was doing this, Abby was telling Ann what she was seeing, particularly as my finger was rotating around her rectum. Ann was getting visibly wet through all this stimulation.
I pulled my finger out of her rectum and wiped the remaining lubricant (and my cum from our previous encounter) onto the nozzle and asked if she was ready for me to insert the nozzle. She acknowledged that she was and I easily slid the nozzle into her.
"I'm going to open the clamp and you're going to feel a surge of cool water at first and then the warmth of the water from the bag. I'll leave the clamp wide open unless you need me to slow down the flow," I said.
Ann nodded her head and I looked at Abby. She seemed to be enjoying watching her friend getting the same type of attention that I shared with her. She smiled at me and nodded her head 'yes' indicating that I should start the flow.
Click!
I held the nozzle in place knowing that the enema was flowing through the nozzle and showering Ann's rectum. I could feel the temperature change through the base of the nozzle as the warm water made it down the hose. Ann expressed how warm and good it felt inside her. Of course, positioned this way, the enema was flowing "downhill" through her Sigmoid colon and descending colon into her transverse colon. The previous enema had 'cleared' her lower colon somewhat and provided space for her to hold more of the enema solution. I expected her to ask me to slow the flow, but she took the whole bag.
Click! I close the clamp. I told Ann to look over at the bag to see that she had drained it.
"How are you feeling?" I asked.
"Really good!" Ann replied. She was surprised by hold good it felt.
"Do you think you can take some more?" Do you even want more?"
Ann indicated that she wanted to try some more. I pulled the nozzle out of Ann and asked Abby to refill the bag while I stayed with Ann. Abby came around the bed, took the bag off the wall and went around the corner to refill the bag. While we listened to the water flow and fill the bag, I was gently rubbings Ann's ass and back.
Abby came back and carefully hung the bag up. I thanked her, stood up, and gave her a kiss. I took the nozzle from her, quickly checked the water temperature and made sure the air was purged from the hose. It looked like the next bag was ready and I slid the nozzle back into Ann's rectum. I told Ann that I was going to fill her more slowly than the first bag and for her to let me know if I needed to stop filling her. She told me she was ready.
Once again, I opened the clamp and set it back just one-click to slow the flow of warm water into Ann. It didn't take long before her breathing began to change. The bag bulging decreased as Ann took on more liquid. I close the clamp another click to slow her filling even more.
"That's it. You're doing great," I said as I rubbed her back and while holding the nozzle in place. Abby was positioned to her right, in a similar ass up, head down position whispering encouragement to Ann ("just a little bit more...you're almost done"). Of course, Ann wasn't. But it was impressive that she had taken a little more than half the bag and that she now holding nearly 3 quarts. She was whimpering a bit.
"Do you need me to pause?" I asked. Her voice quivered a bit as she said "Yes."
"Are you in pain?" I asked.
"No," she said. "Just very full."
I closed the clamp. She was sort of panting with a little moaning with each exhale. Abby and I watched her as she resisted the enema inside her, smiling at each other knowing the struggle. Moments later she had her first big cramp as her colon responded to the warm water inside her. She moaned and twisted a bit as the wave passed through her. Abby, rather seductively, asked her if she wanted my nice, big, cock inside her pussy.
Ann didn't answer right away because she was trying to hold the enema in. She finally responded that she didn't think she could and that she thought she needed the toilet.
"Okay," I said as I told her that I was going to remove the nozzle and help her off the bed. When she got up on her knees we could both see how full her belly appeared. Taut and full. She took my hand and carefully stepped down off the bed. When she got to the end of the bed Abby joined us and helped Ann make it to the toilet (just barely). It didn't really matter that anyone or who was in the bathroom with her. The urgency to release took precedence.
After two powerful releases into the toilet, she broke into laughter.
"Are you okay?" I asked.
She said she was but realized that we were in the bathroom with her as "a stream of shit" was squirting out her ass.
"Okay, I'll leave you," I replied.
"No, no! Thank you!" Ann said. And then the next stream fired out of her.
I leaned over and give her a light kiss and said "you're welcome."
I left Abby in the bathroom with Ann while I took the bag down, cleaned the nozzle and prepared the bag for the next enema. I got out the second bag we had and prepared it as well and waited for Abby and Ann to rejoin me. Ann and Abby were talking quietly in the bathroom while I was waiting on the bed. Finally, they came out and I asked Ann "Better?"
"Oh, yes!" Ann said.
That began a couple of hours of shared enemas between the three of us. Ann gave Abby the next enema. We pretty much limited the enemas that we delivered and received to one two quart bag. I was the only one who took two bags, one delivered by Abby and the other delivered by Ann. Abby wanted to show (and Ann wanted to see) that I could actually do it.
There was no sex during this couple of hours of enemas. Just enema play as we delivered and took them from each other. It showed Ann that all of us lose to the power of the enema. It really was a fun time and I remember it fondly as a blur of three of us just having a fun time together and we were really well cleaned out.
We finally "arrived" at Ann wanted to experience after watching Abby and I do our enemasex. This time Ann and I would be taking enemas while I was inside Ann's pussy. Abby was so good at getting Ann ready and helping to manage the hoses. I got on my back, spread my legs and let Ann insert the nozzle from one of the hanging bags into me. Ann then straddled me and handed me the nozzle to insert into her (which I did).
Once we were in position (I was positioned to enter her), Abby crawled over beside us and told Ann that she was going to enjoy this and to have a good time. I asked Ann if she was ready she indicated she was. Ann opened the clamps on my hose and then hers, adjusted them to a slow flow, positioned the tip of my cock into her vaginal opening, and then slid down my cock until I was all the way in her. She settled down on me for a moment to feel me inside her and the enema flowing into her before she started stroking up and down on me. Ann could manage the flow for each of us by reaching back behind her since she was on top.
Abby moved to where she could watch Ann sliding up and down my cock with the hose/nozzles in our asses and to help if needed. I could see her, but it was more difficult for Ann to turn and look. Abby was rubbing her pussy and having little orgasms. It was reminiscent of the first time Abby watched Catie and I quietly making love in the living room of their home. It was a distraction as I focused on filling Ann while we were both being filled by enemas.
The flow was perfect for me and Ann shut off her flow only once near the end of her fill. She resumed when she felt she could take the rest. I asked her to close the clamp when my bag was empty. A minute or so later she closed her clamp because her bag was also empty. Abby pulled both nozzles out of us and then laid back and watched while Ann slid up and down along the length of my cock.
Although it felt good to be holding this warm enema inside her, it was, according to her, difficult to cum. There was something about the angle and the concerns that she might not hold her enema when she orgasmed that distracted her. I reminded her that we had plenty of towels in the event of a minor leak or a major blowout.
Abby told her that the closer she got to orgasms while holding enemas, the easier it was to hold until well after any single orgasm passed.
"And once you get them rolling, you won't want to stop," Abby said to her quietly. Of course, Abby was speaking from our experience in trying to assure Ann that all would be good. Abby suggested that she sit up a little more to take the pressure of my cock in her vagina off of the fullness of the enema in her rectum. That was it!
"Oh, I feel it cumming" was the only warning we got and Abby and I weren't sure what was coming. Was it an orgasm? Was she going to release the enema from her bowels? It took only a moment to find out. It was a shuddering, shaking orgasm where she perched herself by holding herself up with her hands on my upper chest. She wasn't loud about it but she sure did shake, head pitched back, eyes closed. And it turn into one wave rolling into another for a couple of minutes before they started to subside. Abby was smiling at the pleasure her friend was experiencing and I winked at Abby and gave a little head nod to indicate I was about to do something.
I reached up and took Ann's breasts within my hands and gave them a firm squeeze ending with a firmer squeeze of her nipples. I raised up (and Ann sat up) to bring my mouth to her left breast. Abby moved in on her right breast and took it into her mouth. Ann's hands were on top of her head as she ground down on me, pubic bone to pubic bone. More shuddering.
"Not so hard! Not so hard!" Ann said in a barely audible whisper. I don't know if Abby let up on her suction and mouth action to Ann's right breast. I know I let up only slightly and then applied even more mouth action to her. Ann finally pushed both of us away and when I laid back, she rode me really hard, bucking back and forth with her hips, not up and down. When that next orgasm occurred, it was a series of short-breathed "Oh's" in a raising pitch that she let out.
There is nothing quite so satisfying and sexy as seeing a woman really enjoying her orgasms. And suddenly, I felt myself rushing to my own orgasm watching and feeling Ann cumming above me.
"Ann?"
She looked down at me.
"I'm going to cum in you!" She smiled and said something, but I don't remember what it was because about 15 seconds later I was squirting another load of my cum into her. She giggled and wiggled while I filled her. As the last of my spurts pumped into her pussy, she laid down on me and told me her heart was beating so fast and hadn't beat that hard or fast since the time when she gave up her virginity.
Abby slid up beside us and and asked Ann "Pretty good, huh?"
"Damn, Abby! Oh...My...Fucking...GOD! Is this what you've been doing with him?"
Abby nodded her head.
"I've never felt anything like this!"
There was a pause. "If you and Steph get him to come to Corvallis for you, will you lend or rent him out to me, too?"
Ann wasn't going to be in Corvallis, she was going to be in Eugene. We laughed at that. With the laughter, I realized that I was softening in Ann and she realized that the pressure to release the enema inside her was building. I wasn't in dire straits, yet. But we decided that it was time to head to the toilet. Abby got everything prepared for us and helped Ann down to the toilet bowl and had her scoot forward so that her vaginal opening was just beyond the outer edge of the toilet bowl.
I put a towel down on the floor for my knees and told Ann to just lean back against the towel that Abby had placed on the toilet seat for her to lean against. Ann leaned back and I checked to make sure that her anus was on the "inside" of the toilet bowl edge. My cum was already leaking out of Ann.
"Just allow the enema to flow out of you. Don't worry about the sound, don't worry about any smells. Don't worry about my face being between your legs. Just enjoy what you feel." And for the next 15 minutes she let me lick the cum out of her pussy while she expelled her enema. I managed to hold my enema while I was doing that with her (though it was challenging for a couple of moments).
When Ann was finished, she leaned forward, stood up and turned herself around to me and bent over. The contents of her enema were still in the toilet.
"Do you lick my butthole clean, too?"
"Not usually. But I've been known to do that. We'll use toilet paper this time."
Ann wiped herself with a couple of pieces of toilet paper and dropped them in the toilet and flushed the toilet.
I stood up and said, "My turn."
I was already past my refractory period and was hard again from eating Ann's cum-filled pussy. I sat down on the toilet bowl and scooted forward on the bowl so that my balls were hanging over the outer edge of the bowl. Although I didn't ask her to do it, Ann knelt down on the towel in front of the toilet and positioned herself between my legs. When I leaned back against the towel on the toilet seat, Ann took my cock in her mouth and sucked the (drying) cum and vaginal fluids that had coated my cock when I was inside her. She did a great job of sucking my cock clean while expelling my enema (though I didn't cum).
When I got up, I turned myself around to Ann like she had done with me and asked if she wanted to lick my ass clean.
"Not this time," Ann said.
"I will," Abby said.
"I know you would," I said. I clean myself up and flushed the toilet.
We further cleaned up with soap and water and wash cloths.
Ann, having fulfilled what she wanted to experience with us, spent the rest of the night with Abby and I fucking and sucking each other silly until sometime just before sunrise on Sunday morning. There was oral sex, there was vaginal sex, and there was anal sex. At one point, after I had cum in Abby (and I had cum in both of them vaginally), I rolled off Abby and over to the side of the bed to rest for a moment. Ann had been watching the two of us with her own pussy filled just a little earlier. Without a word, Ann moved over top of Abby in a classic 69 position while I watched. There is nothing quite so erotic as having the pleasure of having two women that want you to be with them be engaged in totally pleasuring each other. It was a fantasy before I met Catie and now I had lived out what was a reality with several wonderful women.
At some point lifted Ann lifted her head out of Abby's pussy and looked over at me and said "Come on, rest break's over. I want you in my ass!"
Okay! I didn't need to be told twice. And so it went until we all seemed to have our fill.
When we finally woke up, we got in the shower together, cleaned up, got dressed, and went to brunch. I think we smiled a lot as we sat together at the table talking in hushed tones about our time together. I don't think anyone overheard what we were saying. But if they did, they got an earful.
Ann went home a very happy, and very well-fucked young woman.
@Bob47
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Hmmmm, lemme' see here. An entire weeke…