Chapter 17: Late-night

This chapter has incest between a teen brother and sister. Don’t read if this will offend you. Be aware future chapters also have incest between brothers and sisters. So this may be the stopping point for some readers.(53 Minutes)As the young teens left us, Dorothy stood back up in her outfit that had garnered so much attention. She was still drunk but no longer to the point of not being able to remember things. The tiniest of slivers of the past evening seemed to pass through her brain. She grabbed my hand as we started walking about the park. Her outfit continued to amaze passersby. They were graced with lovely views of her breasts and the occasional view of a pussy lip or two. We walked for about an hour in silence before she looked down at herself and said, “Lots of people have been looking at my tits tonight.

“All I could do was agree, “Yes, they have. But can you really blame them? Your breasts are quite magnificent.

“We walked further on in silence again. Dorothy was doing what she could to make her brain work. She looked down at herself multiple times, gauging the way she currently looked. Evidently, Dorothy was contemplating what she saw. She said, “You know, I don’t think it’s so bad people seeing me dress like this. It’s actually kind of freeing knowing that people gawking and watching me are people I’ll likely never see again. I always wondered how women could walk around naked at nudist beaches. Or at times, at random events, flash their breasts and not die of shame and embarrassment. But you know, the longer I do this, the less I am embarrassed. I’ll probably be mortified tomorrow, but not now. God, you have to love alcohol. But I kind of remember that at the hotel, I think some of your semen dripped out of me onto the floor in front of everyone. Surely that’s just my imagination, right?”I dispelled her, thinking it was only her imagination, saying, “No, Dorothy, that really did occur. And that was before you decided to mainline shots of alcohol.

“Garnering more flashes of memory, she then said, “Was there a guy in the elevator that played with my breasts? It is fuzzy, so I’m not sure if it is my imagining it or if he really squeezed my breast and pinched my nipples.

“I once again informed her, “No, that really did occur. You put his hand on your body, even when he initially wasn’t inclined to.

“She said, “Oh my God, I didn’t. I wouldn’t do that. I couldn’t do that. I couldn’t ever be that slutty.

“She put her hand over her mouth, and a flash of horror passed over her face. Questioning then came, “There were guys in the bar?” The statement was like she was curious, remembering bits and pieces of the evening as we walked.I plainly stated, “Yes, there was a group of guys that found you very attractive. And you found them enticing as well.

“She looked at me with a bit of dread and still slightly tipsy and asked, “I didn’t let any of them have sexwith me, did I?”In not so vague terms, I filled in some gaps. “No, you didn’t let any of them put their penis in you. You did, however, seem to enjoy the two men who were kissing your breasts and flicking your nipples with their tongues. And you were most definitely enjoying the one guy who thought it was okay to fingerfuck you in the middle of the bar. Just so you know, it was his inserting a thumb up your butt that finally stopped what you seemed to be enjoying.

“She looked mortified at the whole idea of multiple men playing with her body at the same time. But as we walked in silence afterward, I could see a bit of a smile pass across her lips, and her hand went to her breast. She lightly grazed the one, evidently succeeding in recalling the feel of the men using her in the bar. We continued our sobering stroll for a while, and she asked me,

“You don’t think I’m a slut, do you? That I enjoyed, or I think I enjoyed, the attention and the multiple guys playing with my body, and let them do what they would with me while we were in public.

“I told her, “Slut, no, not in the least. In the future, though, you should definitely be aware. You appear to have a trait that, up to this point, seems to have been dormant. You evidently haven’t ever been blind drunk on occasion. Or am I wrong? That you haven’t gone out and gotten hammered very often in your life?”Dorothy looked at me and said, “No, I really rarely drink. The few at your house that one evening and tonight were the only times I think I had more than two in one night. And tonight I know I’ve never been so far out of control. There are times when I’d have two drinks to get through the times Frank would require me to allow him to put his penis in my ass. But even then, I always kept the amount of alcohol to a minimum.

“Hearing this, I told her, “Well, there are some people who, when they drink and drink a lot, they become Dr. Jekyll, or is it, Mr. Hyde? I don’t remember. Anyway, those people tend to have a complete personality shift when drinking excessively. I had a friend in the army who, when he got drunk, felt it necessary to take off his clothes and walk around swinging his dick at anybody who wanted to look. The old lady that lived next to him said she loved it when he decided to get smashed and had a ‘Naked Party’ on the front lawn. I also know another woman who was much the same way. She, on the other hand, liked for people, men and women, to look at her and admire her nude body. She rarely let them use her for purely sexual pleasures. She did, on more than one occasion, when away from the safety of the men of our troop, get herself into situations where she had sex with large numbers of men and women at once. She always seemed ok with it the next day, after the hangover wore off. I don’t believe that you’ll ever get to the point where you’d forgive yourself for doing that when you’re blackout drunk. So my suggestion would be that you only drink heavily in the presence of people you know will prevent you from doing something that you’ll regret later. Unfortunately, this weekend is not one of those times. I won’t be protecting you from yourself. You’re here, walking around as you are learning what your boundaries are. And what you like within them.

“She said to me, “Then you would’ve let me go with the guys in the bar up to their rooms? So then why didn’t I end up in one of their rooms, having sex with all of them? I think they wanted me to go with them.

“I didn’t think she would remember that, but evidently, bits and pieces of it had come back to her. All I could say was “I had a moment of weakness. I worried that you’d wake up hungover in the morning naked with multiple guys’s semen coming out of your every orifice. I’m sure you’d have found thatunacceptable and would’ve bailed on the rest of the weekend. And there is more that I think you might enjoy.

“She looked at me, almost crying, “Thank you. I think you’re right. I don’t know if I could handle that. But I do vaguely remember enjoying the feeling of so many hands on me at once.

“I told her, “Maybe one day that’ll be something you’ll truly like. But I think you’ll need the first few times to happen in a safe, controlled environment. And blind drunk is not a safe environment.

“Dorothy didn’t say anything as she contemplated what I had said. She was getting more sober and still needed energy to keep our walk going. Instead of going to the Burger Shack, I found a Tim Hortons and got her plenty of sugar and coffee. It livened her up as we walked around. She remembered more and more and asked, “Were there a couple of teenagers that we ran into this evening?”I said, “Oh yeah. I forgot to tell you. The girl said, Thank you.

“Dorothy looked at me with an inquisitive look. “Thank you? Why would she want you to tell me, thank you?” I gave her the general rundown of what went on and how I thought Dorothy ended up being the motivation for the young girl to let her boyfriend eat her. Which was the precursor to the girl agreeing to have sex with her boyfriend.Dorothy said, “Well, it’s good that something good came out of me walking around looking like this. Since I can’t imagine I’ll ever do it again.

“I told her, “Maybe ... maybe not. You’ve no idea what you’re capable of until you do it for the first time. And now you know you’re capable of wearing that outfit, and you haven’t died of shame or embarrassment. So I’d say this was a good learning experience for you.

“She agreed, “I guess so, but I won’t be going around like this at home.

“She took another bite of her powdery donut and a big gulp of the coffee in her Styrofoam cup.

“Probably not, but you also shouldn’t go back to wearing outfits for a nun either,” I stated. She nodded in agreement, though only time would tell.Dorothy was basically wide awake and just a little tipsy when we got back to the hotel. She had left her clothes the way that they were intended and showed off her body. She walked through the lobby and got on the elevator with a fairly attractive sixty-year-old man who was headed up to his room. She looked at me and said, “Why don’t you take the next elevator? I think I’ll take this one with this nice gentleman.

“The man’s eyes were running up and down her body, taking in her form. He smiled, not taking his gaze from Dorothy’s body and the smooth way she moved into the elevator with him. I wasn’t sure what to think of her new sound and aggressiveness, but that’s what the whole weekend was about. Letting her find out what she was capable of. I got on the next elevator car with another couple and their teenage son and daughter. We got to talking, and I arrived at the room five minutes later and likely only a couple seconds behind Dorothy.As I approached Dorothy, she was straightening her sarong and pulling her blouse back over her tits like they had been when we first left the hotel room. Dorothy’s lips had a bit more rouge to them, and her breasts had hard points for nipples. They also appeared to be a bit rosier than they had been before she had gotten on the elevator. But those two items only surprised me a little. It was the glistening ofmoisture on her pussy lips that I hadn’t expected. She blushed as I got to her, seeing I was looking at her pelvis. I let her in the room. But we went in without saying a word about what she had or hadn’t done in the elevator.Once in the room, she asked me, “Are we going to continue learning about how to make love?”I smiled at her question and her new openness to desire new sexual experiences it signified. I answered, “Not just now. I thought maybe we could use a quick dip into the hot tub. I noticed when I was picking out your outfit that you brought a bikini with you to go swimming. It will be perfect for getting in the Jacuzzi down in the basement.

“Dorothy again showed naivety and what a sheltered life she had lived so far, saying, “You know, I’ve never been in one of those. From what I’ve seen, they look nice. Are they as nice as they look?”I told her, “Yes, they can be absolutely wonderful. That is, if you are willing to let its jets and bubbles caress, massage, and permeate your every muscle and orifice.

““That sounds great,” she said and started digging through her suitcase to pull out her bikini. I wasn’t at all surprised when she went into the bathroom and changed into it. It was the type of suit that you would’ve expected to see in the 1950s, not the 1980s. It was fairly large and covered more than some of the hot pants I had seen throughout the 70s. When she came out of the bathroom, she had yet to put back on the sarong. But she had removed the nylons and garter belt for the first time since she came to Calgary.It was good that her suit covered almost all of her. The hickeys on her breasts were fully covered, and the one near her vagina was mostly hidden from view. She grimaced and turned around, saying, “What do you think? Do you like it?”All I managed to get out was, “Wow, you look gorgeous.

“She was gracious and said, “Thank you.

“But added, “But I don’t really look that good. I look like a mom.

“I said. “Only when coming in through the door this morning have you ever looked sexier than you do at this moment. And even then, now is a close second.She looked at me and asked, “What about earlier? In the outfit, you picked out for me. I thought I was sexier then.

“I corrected her and told her, “That wasn’t sexy. That was sex incarnate. That outfit’s look was, I know I’d be the best sex you ever had if you could have me. You were letting everyone see what you could and would use for your combined pleasure and enjoyment. But their enjoyment would be just a byproduct of your own. But right now you have the look; I know I look good, and if you play your cards right, maybe we could find some pleasure together. That there’s a mystery to it. Of how special what is hidden under the suit is and that you may or may not know the full extent of what your body is capable of in pleasing each other. It’s just different.

“Dorothy said, “I understand that there definitely is a big difference between those two. I think in the long run I prefer sexy.

“Nothing else was said on the matter, and she seemed more pleased with her bikini and fixed herself another cup of coffee from the in-room coffee maker. She was drinking it down as I pulled out my swimsuit and a t-shirt and prepared to head down to the Jacuzzi. I, though, didn’t go to the bathroom to change. I gave her an eye full and dropped my pants and boxers in the middle of the room. Dorothy stared at my cock as I did so, making it grow before her staring eyes.We got down to the basement of the hotel, and there were marble columns all over and the swimming pool in front of us. I noticed coming in there was a sign on the door. It gave the pool hours, and we were bumping up against the closing time, but I was sure that if we stayed over just a little, no one would mind. We walked past the pool, going to the back of the area. The large circle of water was already warm and still had small foam-like bubbles moving across the water’s surface. The last hot tub occupant must have just left. I reset the timer for the maximum amount of time and looked at Dorothy. I said, “Well, go ahead, climb in.

“She walked all the way around the tub, investigating it before she took the sarong off. She had put it back on in the hotel room. She held onto the chrome handrail, pointed her toe, and dipped it into hot water. Dorothy said, “It really smells like chlorine.

“I wanted to give her a hard time and take advantage of her naiveté. I laughed and said, “Well, of course. How else do you think they kill off all the genital warts of the previous occupants?”Dorothy looked at me horrified and said, “What?!”I laughed and said, “I’m just playing with you. That’s not going to be a real concern,” and to make her feel better, I stepped down into the Jacuzzi. And quickly plopped myself down into the seat; I had stepped on getting in. She again pointed her toe, making her calf have a more sculpted and toned look as she tested the water’s temperature.Dorothy smiled and said, “It feels nice like a really hot bathtub.

“She proceeded to submerge her foot to her thin ankle in the water. Satisfied she would like the Jacuzzi water temperature, she tossed her sarong and t-shirt she had put on in the room onto the chair where I had discarded my t-shirt. Her thin ankles and sculpted calves followed her foot when she used the stairs, slowly descending into the warm bubbling water. Her bikini bottoms were in the water, and her cute navel was cut in half by the waterline. She walked around and sat down across from me. Dorothy let the warm, bubbly water slowly engulf her, going extra slow as the water wet the top of her swim attire. When she finished her slinking down, letting the warm, bubbly water come up to her chin, she said, “God, I could use one of these at home. This feels wonderful. Do they have these everywhere at hotels?”I answered her, “Many hotels do have them, but not all. And actually, lots of people have them in their homes. There is a strong possibility one of these days I’ll be adding one to my place.

“Dorothy told me, “If you do that, you’ll never get me to leave when I come to get Helen. Heck, she’ll never want to leave.

“I kind of chuckled and said, “That’d be fine. I like the company. But both of you’d have to give me a warning. As being back in the woods there is enough privacy, I’d likely be using it naked.

“She smiled, and her eyes brightened at the idea that I wouldn’t be ignoring her when we got back to thereal world. “Naked, Huh?” She raised an eyebrow.

“Sure, as long as the girls aren’t around or in doing something else,” I responded. “I prefer them naked. Them being hot tubs,” I clarified, turning a bit red. As I would likely prefer Helen naked. And I knew I did, Cheryl. “But it feels almost as good in a swimsuit.

“I then asked, “So, you like the water jets and all the bubbles?”Dorothy responded with a full-throated, “Yeah, they feel so good. It’s like they’re washing all the alcohol away as they gently massage me. The jets are incredible. They feel fabulous on my back, and the bubbles feel like they are keeping me afloat. It’s kind of a weightless feeling. The only thing I would say is the bubbles are making me feel good, but the jets are definitely making me feel so much better.

“I smiled at her and said, “That’s good because they can make you feel so much better than they do right now. Might you come over here so I can show you what I mean?”She looked at me dubiously, like she didn’t understand how I would make the novel experience even better. She got up and walked the three steps over to me. She had apprehension written all over her face as she stood in front of me. Hoping to relax her, I put my hands on her hips and guided her down back until most of her was again covered in warm bubbling water. I wrapped my hands around the back of her neck and moved my lips to hers for a not-so-short sensual kiss. I let my lips linger on hers until they gradually opened so our tongues could meet in the middle for a few precious touches. Dorothy sighed when the kiss ended. She looked at me tenderly like a schoolgirl after her first French kiss of a long pined-after boyfriend.I said to her, “Now I can make this even more relaxing and enjoyable, but you’re going to have to trust me and do what I suggest.

“Her look of adoration changed, and I thought she was going to die laughing as she said, “The last time I trusted you and just did what you asked. I ended up walking the streets of Calgary in almost no clothing, with most of my tits visible for the world to see, as were my private lady parts. That were no longer private.

“I couldn’t argue with what she said. It was completely true. But I did give her my argument. “While you may have gone around much of the city scantily dressed in my defense, something good did come out of it. The teenagers found themselves with your help and your limited amount of clothing. Plus, no permanent damage was done while you were out dressed in the outfit I picked out for you.

“She unexpectedly moved forward and kissed me. “Have you ever tried selling ice to Eskimos? Because you could probably make a lot of money at it.

“I smiled at her and answered, “No, not really part of my product line or territory. But maybe in the future, I may give up working for Winchester and start working for the Igloo people. I think they’re the makers of ice.

“She again placed her lips on mine tenderly before saying, “I have to be one of the stupidest or most gullible people that you’ll ever come across. But I’ll do it. So what is it that you want me to do?””Just stand where and how I put you,” I said, making it sound as normal as possible.

“That’s all I have to do is stand here, nothing else?” She said with a bit of disappointment in her voice.”Yeah, I’ll just stand you where you need to be, and then don’t move,” I replied.Dorothy looked at me funny. “And I don’t need to be naked or anything like that?”I grinned broadly and said, “I wouldn’t mind you being naked. I like you with no clothes on. You have one fine, sexy body that I love to run my hands over.

“As I said that, I gently stroked my hands along the backside of her thighs and her fabric-covered buttocks. “Now just stand there like that.

“I pushed her legs just a bit further apart, “And lean down here and give me a kiss.

“She immediately bent down and gave me a kiss. All the while she did so, I moved my fingers quickly and slid her bikini bottoms into the crease between her thigh and where I had left the purple hickey on her vulva. She immediately popped her lips off mine. Her face still inches from me; she stated, “I knew it wasn’t just standing here.

“I told her, “Well, you could put it back, but it just means that it won’t feel quite as good.

“She left the bikini bottom crinkled up in the crook between her thigh and labia. I again grinned and said, “So are you going to kiss me again?”She smiled, “I can definitely do that.

“A fleeting Cheshire grin flashed across my face before her lips touched mine. While kissing her, I reached down and found the Jacuzzi jet head that was inches from her uncovered pussy, which had been blasting water onto her thigh. She jumped when the strong stream of water hit where I wanted. Dorothy jerked back from me for a second. She pulled her head back, keeping her feet in place, going, “Oh my gosh, that is so much better than the shower head at home. I can’t believe how good that feels.

“I told her, “Just stand there and don’t move and enjoy the sensation.

“The water jet continued to pummel her lips and clit. I slid my hand under her bikini top, took her nipple, and rolled it in my fingers.She moaned out, “Oh God, that is so good. You’re going to make me lose it if you continue doing that.

“I slid off the seat and got behind her, allowing my feet to stay inside hers. It prevented her from closing down her legs when the time came that the sensations brought forth her orgasmic juices. I kissed the side of her neck, slipped her bikini top up above her breasts, and cupped her heavy full teardrops. I loved the feel of the wet, slick skin in my hands. I added my thumb and had it glide over her cone and hard nub the top of them. I rolled the little marbles as I pressed my lips to her neck. Dorothy was doing as asked while she was being stimulated by my hands, lips, and the Jacuzzi jet. Her standing still was relative. Her breathing got heavier, and I could feel her squirm as I pressed my chest to her back. With her back mashed to me, the feeling of her rapid breathing and muscle twitches as her climax approached were transmitted to me. I kept her tight to me in front of the jet for another seven minutes. The whole time her moans, grunts, and cute little whines continued while her muscles trembled throughout her body.She began gasping, then continuously going, “Oh ... oh ... Oh, God. Oh wow.

“I knew that she didn’t have long before the water brought her to orgasm. I had my lips on her shoulder, and my teeth were gently nibbling on select morsels of it. When I felt her whole body constrict, she let out a reserved and resigned, “Oh God, I can’t here, now ... Oh God, that’s so incredible.

“She felt back into me, her headonto my shoulder as she let the orgasm wash over her. As I felt her body enjoying the orgasm, I remembered her saying she had masturbated for the first time in years after coming to my house. And those years earlier she had let the water bring her close to orgasm but never fully letting it consume her. Unlike at home those years earlier, where she never orgasmed, this orgasm wouldn’t be a quick one. I held her tight and kept my feet between hers and my knees located so that her legs were kept apart. It allowed the water to continue its free flow over her quaking, clenching vagina. A vagina flowing juices out into the Jacuzzi water.Over and over she shook while the orgasms continued coming while I kept her in front of the water jet. She did as told despite the waves of pleasure crashing through her. Only after the second climax did she require help staying standing. I supplied that support via her breasts that were in my hands. I massaged them while keeping her upright.When she relied completely on my support and her moaning turned into an uncharacteristic bellow, “Oh Fuck!” filling the cavernous area, did I let her fall away from the jet. I still had to guide her to a seat where she collapsed against the back of the seat, hyperventilating. Seeing her look so blissful, I stroked her cheek before I ran my fingers through her hair and held the back of her head. I kept her head upright as I pressed my lips gently to hers.We stayed in the Jacuzzi, making out even though the pool area was closed. My hands, though starting to wrinkle, glided over her body. The feel of her pressing against me in warm water was wonderful. Her breasts were still exposed, and my hands were massaging them and continuing to tease and roll her nipples. All that stopped me was the sound of the door to the pool area that shouldn’t have been opened.Coming out of the hot tub, both Dorothy and I put on the extra clothes we had discarded earlier. I heard, “Awe, come on, sis. Mom and Dad said we only had an hour, and then we have to go up to bed. And look around. No one is here. This place is supposed to be closed. It is perfect, and you promised.””Yeah, I know.” Came in the way of a young girl’s voice. I put my finger to my lips, keeping Dorothy quiet. I peered out and saw a little bit chubby girl and a slender boy talking. They were both wet, standing on the side of the pool. She was in a bikini that looked like it had fit the previous year. It was obvious she was in the middle of thinning down, and her top hugged the golf ball-sized mounds on her chest. She had a cute button nose and blue eyes with her wet, long sandy brown hair glued to her head.

“Well, come on, sis. I did what you wanted. I beat up Jared and made him say in front of everyone that he made up the story about putting his dick in you when we played Spin the Bottle at our birthday party. You said if I did that, you’d let me put my head in you.” The boy was a little shorter than the girl, and his chest was beginning to broaden. From his swimsuit, it was clear his dick was also transitioning. But he had the same blue eyes and water-glued-down sandy blonde hair, though shorter. He had his hand out to who I was guessing was his twin sister.”I know I did. And other than Jared’s lying, Spin the Bottle was a lot of fun. And the best way to start our teenage years. Though you need to improve your kissing. It was bad when you kissed me. But Linda said it felt good when you kissed on her titties. And Crystal said your goo got on her arm when it came out of your dick. But she said it didn’t taste that bad when she licked it off her hand and arm.” The teen girl said, taking her twin brother’s hand, letting him know the girls didn’t keep the secrets that were supposed to be part of the game.”Yeah, I warned Crystal. If she kept rubbing my dick, it would spurt the goo. And she did it anyway.But I think that was because I had my finger going up and down her slit. And even into her a couple of times. And she got my hand all wet. And I had to lick that off so we are even. And her goo was slippery, but it tasted OK.” The boy said, leading his twin to a flat deck recliner. She sat down initially until her brother climbed on top of her.To keep the two in our field of view, I quietly directed Dorothy to a chair where we were mostly hidden from the two on the other side of the pool. They too had picked a place where if anyone came into the pool area, they wouldn’t see them. I like the boy, laid Dorothy flat on the pool chair, and laid my body on hers. She like the girl had on her bikini, but hers was fitted properly for her fully developed tits, and it was under her walking around clothing. Our bodies, unlike the teens, touched where our legs meshed together, whereas theirs were almost in full contact.”You’ve promised not to tell anyone about this. And also that it will just be your head, nothing else. I haven’t had anything in me before. Even the tampon thing wouldn’t go in without hurting.” The girl explained.

“And no goo. You can’t put any of that in me.””Ok, I promise.” The boy said, and I almost laughed.

I whispered to Dorothy,”Any bets on if he keeps that promise?”She whispered back,

“Not on that. How about a bet on once she feels his head in her, that she’ll pull the rest of him in?””So you think the two will lose their virginity today to each other?” I asked back.

“I say we do what they do. You up for that?””No, people could see us if they came in. Or the kids might hear us and look at us.” She answered quietly.”Yes, they might. That is what makes it fun. And having sex while watching it is also a bit of a turn-on. You have to admit those two are making you hot, just watching them. Now just imagine how horny watching them have sex for the first time is going to make you? Watching him take his hard dick and line it up with her small hole. Then pushing, supposedly just hard enough to get his fattened cockhead into her. And you think what? She’ll like it and pull him through her hymen and deep in her. Do you think he’ll know how to pump his ass to get his dick deep in her? Or, will he be just deep enough that her G-spot will be rubbed by his glans?” I said, running a hand up and down the outside of one of the legs I was between.”God, when you say it like that. Still no.