Sissy

PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

I moved on to her shoulders and then down each arm, which she held out for me. When I finished with both arms, I sighed and closed the oil bottle. She looked at my face for a moment with a quizzical look on her face.

"That's as far as I better go, or we're in big trouble," I said softly.

She took a shuddery breath and nodded. I went on in the same soft voice, "It would be wonderful, but it would be way too complicated for an old man like me. You're my daughter's best friend and only a little over half my age. You're two kids are just a few years older than my grandchildren."

She nodded again. I sighed and smiled before I said, "It is fun to tease each other and all that but I'd better quit while I'm still alive. You'd kill me and I'd die with a smile on my face but.." I let the sentence trail off.

She reached out and took my hands in hers. Then with a soft almost shy smile, she placed a hand on each of her breasts and whispered, "You haven't finished the job yet. These definitely need oiling down and don't be to shy and gentle doing it."

My fingers automatically squeezed her full breasts as she said that last. She arched her back as I did, pressing her breasts harder into my hands. Her hands had still been on mine, but as I squeezed her breasts again, they moved to her nipples, which she pinched and then twisted between her thumbs and forefingers. She did groan now, long and loud.

I took my hands away and took my time opening the tanning oil. My eyes followed her hands as she rubbed, and squeezed her breasts; the groan was down to a low growl now. As I returned my oily hands to her breasts, she moved hers away and let me take over.

I massaged the oil in firmly, squeezing and milking her breasts from the base to the long hard nipples, giving them a pinch and twist at the top of each stroke. Each time I did, she would moan and arch her back.

After a while, she arched up and shifted her body, moving down in the chair until her sex was pressed tightly against my ridged shaft. At the first touch of our sexes, her hips jerked and she growled deeply.

I continued to massage her breasts as her hips took up a slow rocking motion, rubbing her short slit and sex against me. I hadn't put any oil there but it was as slippery as if I had.

She groaned deeply and grabbed my hips, pulling herself tighter to me, and then she tried to sit up as the first waves of a giant orgasm washed through her body. Her stomach muscles rolled and jerked, her hips jerking along my shaft as the orgasm went on and on.

I pulled and tweaked her nipples, which brought an even more violent motion to her stomach and hips, the groan, now up to a loud wail. There was a sudden gush of hot wetness on my shaft and balls, which brought a groan to my lips and a yell from hers.

As her orgasm subsided, I eased off on her nipples and then just ran my palms over her breasts and nipples. After a while, she started to relax, getting her breathing under control. When she had, she sighed deeply and took a couple of deep breaths. She sighed again and her eyes fluttered open to see me looking at her. She smiled shyly for a second and then it slowly turned into a big grin.

"If that orgasm is an indication of how you like to play, then I'm all for it," she whispered.

She paused for another deep breath and went on. "I've had my mind blown a few times but nothing like that. When you were teasing me as you oiled my back, I got damned horny."

She took another deep breath or two. "When you teased me from the front, all around my sex, and then teasingly touched me, it got even worse. You oiled the rest of me up and didn't touch my breasts, my God, that was torture. Then you were going to stop! No way, I had to get off. I was about to explode as it was, even without you touching my sex."

She ran down and took a couple of deep breaths. She looked at me sharply for a second and then grinned. "If you planned all this, then you are something else and sure know how to drive a woman crazy."

I chuckled and shook my head. "Nope, I was just teasing you and myself for that matter. I hadn't thought any farther than that."

She nodded and said, "That may be so but you sure know how to turn a woman on. I've never even thought about you that way until now. You could have fucked me anyway you wanted to and all I'd have done is help you. Damn, I've never been so turned on in my life."

I wasn't sure what to say but then it didn't matter, as I wouldn't have had time to say it. She sat up suddenly and kissed the hell out of me. Startled, I just sat there and then my brain kicked in and I kissed her back. My arms went around her and pulled her tightly to me, her arms went around my neck, and her fingers wrapped up in my hair.

She lifted her body, climbing more up on my lap, once again trapping my dick under her hot sex. The growl was back in her throat as our tongues fenced and dance together. My hands wandered over her slick body from her shoulders, down to cup and squeeze her round ass.

She broke the kiss just as suddenly as she had started it. We were both breathing raggedly. She leaned back, holding on to my neck and stretched, pressing her sex even tighter to me. I leaned my head down and traced the tip of my tongue around first one hard nipple and then the other. She moaned softly and arched her back more as I did.

I sucked one of the hard, thick buds between my lips and flicked it with my tongue. Moaning louder, she flexed her hips rubbing her sexes up and down along my shaft. After a moment, I switched nipples and treated it the same way. The dieing moan went back up in intensity.

When I released her nipple, a shudder ran up and down her body and she sighed deeply. I raised my head to find her looking at me, a lopsided grin on her face. I grinned back at her and squeezed her ass, pulling her tighter to me. A bigger shudder ran through her body and her eyes closed for a moment. When she opened her eyes, she pulled away from me and stood up.

She stood there for a second looking down at me. When I leaned forward and took a slow lick alongside her racing strip, she laughed and stepped back. "That's going to have to wait until another time, there's something else I want right now," she said softly.

She stepped sideways off the lounge and then turning around, she moved back to straddle it. She worked the arms and laid the backrest down flat, bending forward as she did. I took that lick I had wanted earlier, right up the crack of her ass. She jerked forward and then she laughed as she pressed her ass back against my face.

When my tongue buried up in her hot sweet sex, she froze as a shiver ran up her body. My hands went to her hips as she yelled and ground her sex on my face. The orgasm was short and quick, but very intense.

Her legs trembled and her hips jerked as I used my tongue to lap up the flood of juices from her sex. When my tongue brushed over her clit, she slammed her sex back against my face and yelled again. I circled it with feathery flutters of the tip of my tongue. She exploded again in a longer and much stronger climax.

I continued to tease her clit, until her hips moved forward a little. I went back to trying to stop the flow from her vagina. After a moment, she pulled away from me and moved on shaky legs over to sit down on the side of my lounge chair.

She sat there in silence for a few minutes, until her breathing calmed down. Then she turned and sat back in the chair. She was looking at me with a crooked grin on her face as she did. I grinned back at her for no other reason than she was grinning at me. She licked her lips a couple of times and I reached under her chair and handed her, her beer. She took a couple of sips and handed it back.

"Much better," she said softly and took a deep breath, blowing it out noisily. "Damn, you're the one that needs the sign about proceeding at your own risk. You're very dangerous and you could be hazardous to a girl's health."

She took another deep breath and chuckled before she added, "But what a way to go."

I chuckled and said, "Hand me my beer, will you. I seem to have worked up a thirst myself. Why I don't know, you liked to have drowned me." I licked my lips and grinned. "Sweet as honey."

She handed me my beer with a grin. "A thirst isn't all you've worked up. That tongue of yours is oh so dangerous. Damn, you should have been a lesbian."

I chuckled and then laughed. Then I said, "I've always considered myself bi sexual, a heterosexual, and a lesbian."

She laughed at that and then shook her head. "Well, you're a better lesbian than a bunch of them, I could name."

Then she realized what she had said and added, "Oops, I think I just told on myself." I shrugged and chuckled.

She grinned and said, "After my old man went to jail, I'd had enough of men and their bullshit. What else was there for a girl to do, your own fingers get old after a while and they don't cuddle to well on cold nights."

"No explanation is necessary," I told her.

"Before I got sidetracked by that great tongue of yours, I was headed for my knees; I wanted you to fuck the shit out of me in my favorite position," she said with a giggle. "You do seem to really like my ass. Most guys can't wait to get their hands on my boobs but you spent a lot of time with your hands on my ass."

Grinning I replied, "What can I say, I'm an ass man, and you do have a gorgeous one. As for your favorite position, I can understand that. As low slung as your sex is, it makes perfect sense. I'll bet you like riding on top a lot, also."

She grinned, nodded, and said, "You're pretty smart for a man or a very experienced one. I'm thinking it's both."

She sighed and stretched. When she finished, she stretched back out and grinned at me. "I've stolen your chair, so you can use mine. I'm going to relax here for a while, mostly because you've worn my ass out and then I'm going to come over there and fuck your brains out."

I laughed and whispered, "Promises, promises, all I ever get is promises." This made her laugh.

When she calmed down, she asked, "Now, where the hell have I heard that before?"

I chuckled, got up to adjust the lounge chairs back, and then sat down and relaxed back. Sissy's eyes were on my manhood the whole time. For some reason, I was still as hard as an iron bar.

She sighed and then grinned. "That ring is so sexy looking. It also makes me wonder what it would feel like as you make love to me."

She gave a little shiver and chuckled as she added, "Down girl, you've already had more orgasms this afternoon than you've had in a year."

I reached down, flicked the silver ring, with its gold bead a couple of times, and grinned at her.

"Did that hurt?" She asked.

"I really don't remember, it was done a very long time ago; I think I was around two or three years old," I told her.

She gave me a funny questioning look, so I went on. "I'm mostly American Indian, and my Grandfather did it. He was a Medicine Man or some such; it has to do with some superstitions and warding off evil spirits. He died before I was old enough to ask him about it and get a clear answer. I think I really missed out on something there. I tried asking my Grandmother but she would just frown and tell me it was man business and none of hers. I never discussed it with my parents and they never brought it up."

Sissy looked at me and then back down at the ring before she said, "I've thought of getting my nipples or my clit pierced, but I have never gotten around to it or is that the nerve to do it. I don't know if it has to do with fear or just that I've never had a real reason to do it. I do think it would be sexy, though." She paused and drained the rest of her beer.

Looking back at the ring, she grinned and said, "I might just have to try it now. You can go along and hold my hand, if you want to."

I nodded, "That'll work for me. As far as the pain goes, I've heard everything from no problem to some horror stories. I also think it looks sexy. You definitely have the nipples for it. As short as your sex is, a barbell just above your clit at the hood would be not only beautiful but sexy as hell." I told her.

She chuckled and shook her head. "I don't know if I'd go that far but you never know."

I stood up, took her empty bottle, and picked up mine. "You want another one?" I asked.

She nodded and answered, "Yes, please."

I looked at her a moment and then asked, "Have you ever worn any nipple jewelry?"

Sissy shook her head and laughed. "No. My ex old man would have had a cat and three kittens. He wouldn't even let me go out of the house without a bra. Since he's been gone, I've loosened up a little but I still always wear a bra when I leave the house, anyway." She told me.

I nodded and went into the house.

*****

When I returned, I handed her a beer and then a string of silver beads. She held the beads up and looked at them as she took a sip of her beer. There was a loop on each end of the string.

"Slip a loop over each nipple and pull it tight but not to tight," I said.

She sat her beer down and did as I said. Once they were in place she shook her shoulders and then laughed. "Hey, I like these. They make my nipples tingle," she said as she reached up and gave them a little pull and then she said, "Oh." She pulled a little more and laughed again. "That feels interesting, like someone's pulling on both nipples at the same time, but without the finger pressure. Very interesting."

"I'm glad you like them, they're yours if you want them. I have a couple more like that and then several pairs of individual ones," I said as I sat back down.

She looked over at me and said, "Thank you. I don't know where I'll wear them but thank you."

"You can always wear them when you come over to sun," I said grinning.

She chuckled and replied, "Spoken like a true dirty old man." I laughed and shook my head. Then she asked, "Where did you get these?"

"I made them a long time ago."

"For who?" She asked as she toyed with the beads.

"My wife." I answered. "Kathy's mother."

"Oh no, I can't take them then, they belong to Kathy," Sissy said quickly. "You should give them to her."

I chuckled and replied, "I don't think so; it's not something a father gives his daughter. If her mom was alive then she could do it but.." I let the sentence trail off.

"Well, then, I'll give them to her and explain that they were her moms," Sissy said slowly.

I laughed and shook my head, "Now that'll be interesting. I can just hear Kathy's questions now. I hope you have some good answers ready."

She got a funny look on her face as she thought about it. "I see what you mean," she said slowly.

She thought some more and then she grinned, "I'll just have to tell her the truth."

"And what'll that be?" I asked as I looked over at her sharply.

She laughed and replied, "That you're a dirty old man and now I believe her. What did you think I was going to tell her, that I'd spent the afternoon getting my cookies off with her father? Hey, I'm blonde but not that blonde."

I let out the breath that I didn't realize that I had been holding, which made her laugh. "My daughter doesn't think I'm a saint but I like to keep her out of my business, for the most part. Especially my sex life," I said. "It comes under the heading of to much information, as she calls it. In most cases, it's a two way street. I try to stay out of her love life."

Sissy nodded and said, "I understand where you're coming from. Don't worry, I'll get this stuff to her and make sure she understands that it was her mom's. I'll explain that it was a little embarrassing for you to do it and you asked me to. That should work."

She paused and pulled on the beads again as a grin spread over her lips. "These will look great on her cute little titties and hard nipples," she said and then laughed.

I held up two fingers and made the sign of the cross. "Too much information there," I said shaking my head.

She laughed again and reached over to pat my leg. "Okay, I'll take the hint, but it'll cost you."

I chuckled, knowing where she was heading. "No problem, I have cord and beads under the bed in a shoe box. At least, I think that's where they are. What color do you want?"

"I like this silver color but do you have any beads that are heavier. Something that will hold a little more pressure on my nipples and maybe pull slightly as I move or walk around?" She asked.

I chuckled and replied, "No problem, I know what will work. It'll take a few days to make, but it'll be worth it. I'll make you a set of feathered ones too. That'll tickle your fancy."

She laughed and got up. She moved over, straddled the lounge chair I was laying in, and sat down across my thighs. "I'll wear these until you get mine ready," she said and reached up to rub her palms across her nipples.

"Damn, they make my nipples even more sensitive that they normally are." She leaned forward and rubbed her nipples lightly over my hairy chest. She shivered slightly and then leaned on down to kiss me.

The kiss started out soft and sweet but it was soon building in passion on both out parts. I could feel my manhood stiffening between us. She shifted her hips and whimpered softly into my mouth.

She broke the kiss and sat up slowly, her sex pressing tighter against the underside of my shaft. She placed her hands on my chest and rolled her hips slowly back and forth, sliding her slit along the length of it. She took a fluttering breath and froze. She sat there for a second and then grinned crookedly.

"Oh no, we ain't doing that again. I want that thing inside me, if it kills me. I've got an itchy feeling deep inside that I haven't had in a long time, and I want to scratch it"

She lifted her hips, reached down, and lifted my shaft up, rubbing the spongy head around her hot, wet opening. "Oh God, this is going to hurt so good," she whispered as she applied her weight, slipping the head into her tightness. This brought a groan to both our lips.

We both were frozen for a few seconds, and then she applied her weight again. Another couple of inches slipped inside her and we both groaned again. After another few seconds, she whispered, "God, I'm going to die before I even get close to the bottom of this thing."

She rocked her hips slowly and then lifted up slightly. This time she sat down a little harder and about half of my shaft disappeared. She yelled as she came with a gush. I groaned loudly and did mental arithmetic to hold off my own orgasm. She was so hot inside and tight that I was ready to explode myself.

As her hips jerked and bucked around me, she slowly sank on down along my dick. As her ass touched my thighs, she yelled again and her inner muscles clamped down on me. Now it was my turn to come with a gush, several of them in fact. This set her off even harder.

My hands flew to her hips to steady her as they bucked and jerked. Her hands once more were on my chest. Now her nails were raking me, and digging in, but I didn't feel a thing as the skyrockets kept going off, and off, and off.

*****

I'm not sure how long we lay there, with her head on my chest, but it had to be a while. I had my knees raised, my feet up on the lounge chair. I was still buried deep in her. I was only semi hard but I could feel her heartbeat pulsing around me, mixed with a gently twitch and squeeze ever so often.

With her head on my chest, I could feel her breath caressing my right nipple as she breathed. Her arms were tucked under mine, her hands on my shoulders. My hands were on her back, holding her tightly.

She gave out with a shuddery breath and then sighed deeply. "I second that," I whispered.

She chuckled softly and then moaned equally as soft. "Damn, I didn't know my laugh box was connected to my pussy. Hell, I can feel you when I breathe for that matter. It's a lot like the first time I had sex all over again."