Let's Make a Deal

I looked up at Lisa and said, 'Shhhh!' She smiled and closed her eyes again. Then I really went to work on her. I took her fully exposed clit between my lips and gently sucked it, occasionally running the tip of my tongue over it rapidly. As I worked her pussy over, I looked up to see she had pulled her nightshirt up over her tits and was stroking and squeezing them as I ate her virgin pussy. After a few more minutes, her body started to jerk uncontrollably and Lisa clamped a hand over her mouth, not trusting what noises she might make. Most of my face was slick with her pussy juice now and I was using my entire head to get my little sister off, lapping at her entire mound like a dog. She was loving every second of it, too. I must admit I was enjoying myself, as well...With her other hand, she pulled my head into her groin. Then she came in a long series of spasms that shook the bed. Red faced and panting, she tried to catch her breath. I lingered at her groin, taking a good long look at her cunt. I wanted to remember it's every feature and nuance forever.

'Oh my god, that was awesome!' She recovered quickly. She sprang up onto her elbows and said, 'Now you! Show me how to do it to you!' as she glared at the erection in my shorts. There was such an innocence about her eagerness that it in no way came across as aggressive or slutty. Her tits were still fully exposed and her nipples were sticking out from their tips like bullets; her wet pussy glistened from in between her open legs. At this point, there was no holding back; I was in for the long haul. How far would this go...

I looked over at Lisa with the same look she had given me: I trust you. Without getting up, I slipped my boxers off and tossed them onto the floor. Lisa was floored. She had obviously never seen a real live penis before; my dick was almost 10 inches long and very thick when fully hard. Boy, was it ever fully hard. She looked simultaneously afraid of it and fascinated by it...'How did you get so hard?' she asked. Maybe she thought it had to be stimulated directly, I don't know.

'I guess I'm pretty...excited, Lisa. This is what happens when a guy gets really turned on.' I sat before her on bended knees as she examined my dick. 'Are you sure you want to do this, Lisa?' I wanted her to suck my cock very badly just then. It was getting harder to remember why I thought this was so wrong just a little while ago...

She looked worried. 'Oh, yes, I do...I've just never seen a guy's...penis before, for real...What should I do? Please; I want to learn.' I slid over to where Lisa was lying propped up on her elbows. I leaned over her and straddled her stomach; my hard dick bounced inches in front of her face. 'Oh, my god...Kenny, I'm so nervous...I don't want to hurt you!' she said, staring at the hole at the tip of my cock.

'Don't worry, Lis. You won't hurt me.' I slipped up even farther until I felt my balls brushing against her tits. I reached behind her and grabbed her pillows and bunched them up behind her head. Now it was just a matter of Lisa moving her head a bit and it would be in her mouth...I wanted it in there badly. 'Ok. Ready?' I asked. I knew I'd have to take this slowly. She nodded. 'Take it in your hand, near the bottom.' Her hand trembled visibly as she gently grasped the base of my cock. 'Yes. Now start licking it; that's it. Perfect. You need to get it all nice and wet with your spit. Ahhh. Good. Hahhhh....'

Lisa held my massive erection at the base of the shaft and licked it's entire length along the bottom. Slathering it with her saliva, she had yet to take it into her mouth. Still, it felt like heaven. 'Now. Don't force it, but see how much of it you can take in your mouth. Ahhhhh...yeah.' She parted her lips and opened her mouth wide. It wasn't quite wide enough. Lisa's delicate mouth was so small it barely opened wide enough to let the girth of my cock penetrate it. Her jaw was open to the limit. 'Uhhh...alright. Just relax, I'll do some of the work for a while until you get used to it. Ok?' I looked down at my sister, her mouth filled with my hard, thick cock, for an OK.

She looked up at me. 'Mmm-mmm!'

I slowly and gently started to move my hips back and forth, moving my penis in and out of her mouth in small strokes. She put a hand on my ass and helped guide me in and out of her mouth. Her teeth were killing me, raking across the top and bottom of my dick. 'Try using your lips a little more...yes, just like that...Uhhhh...Lisa, that's good...Yeah...You do it so good...' My big dick moved further into her tight mouth with every stroke; soon she was taking in about 6" comfortably. Lisa started moving her head back and forth; soon we developed a gentle rhythm. She was doing it. My sister Lisa was sucking my dick. She let go of my cock and gently cupped my balls, feeling them curiously. 'Oh, yeah that's good...Easy...oooooh, yeah...'

Her other hand disappeared behind my back. I couldn't see what she was doing with it; but her sucking intensified suddenly and I guessed that she was playing with her cunt. As she worked harder, the blowjob she was giving me got louder and louder, with the sounds of sucking and kissing and heavy breathing filling the room. She was a natural; occasionally she removed my dick from her little mouth and licked, kissed, and jerked it off. After a few more minutes, I'd guess she had about 8" of my huge cock in her mouth and throat. I was freely fucking her face now; I reached down and guided her head over my stiff dick. I felt the semen rising inside me. It wouldn't be long...

'Oh. Oh...Lisa, I'm gonna come...' I moaned down at her.

She pulled my cock out of her mouth and jerked it frantically as she looked up innocently and asked, 'Kenny..what do I do? I don't know what to do!'

It was going to happen soon. 'That's...up to you, Lisa...Do you want it in your mouth or...unhhhh...somewhere else....Ohhh...Don't stop...Tell me quick...'

'In my mouth, Kenny! I want to see what it tastes like!' She immediately took it back into her mouth and began long, deep sucking strokes. I guess if she doesn't like it, she can spit it out, I thought. Then it was happening. I tried to control my thrusts as it began, but it was difficult. I pushed up against her face and shot what must have been a huge, thick wad of hot cum into Lisa's mouth and throat. She whimpered slightly as she tried to swallow all of it, but it was just too much for her. As my spasms subsided, I pulled back a bit; my cock slipped out of her mouth, still gushing cum. Thick, ropy strands of white goo fell on her nightshirt and tits. She swallowed hard and licked semen off of her lips; I guess she thought it was OK because she quickly slipped my dick back into her mouth and sucked the remaining jizz from my prick.

Lisa wiped her chin and hand with her nightshirt. I moved off of her chest and lay down beside her. 'Man, that was intense!' She leaned over and kissed me on the cheek. 'Was I really good, Ken? Did you really like it?' She got up and slipped off her soiled nightshirt as she walked over to her closet.

'Lisa, that was fucking fantastic. If I didn't like it, I couldn't have stayed hard.' Lisa had pulled an oversized t-shirt from a drawer and pulled it over her head. I took one last look at that beautiful young body...'I certainly couldn't have come if I didn't like it. How about you? You didn't mind the end when I...'

'No! It was fun!' She was giddy with excitement. She glanced down at my limp cock. 'It tasted...I don't know...OK, I guess, nothing great...I can't believe I made you come!'

She lay back on the bed. I couldn't believe it either...

The next day, we met in the early afternoon and studied all day long. Neither one of us mentioned the night before, but the vibe between us was much cooler than it ever was before. Lisa seemed more comfortable around me; more comfortable in general; today she wore a knee length yellow flowered sun dress. This was a first. Even our parents were impressed that Lisa was helping me study and we weren't fighting! If they only knew...

We took a few breaks, but basically studied into the night. I gave out first. 'That's it, Lis! I'm done! My head can't take anymore of this!' I slammed my workbook closed, got up and paced around the room. 'It's fucking midnight!' Lisa was calm. 'Well, I guess we could call it a night...but do you think you're ready for the test?'

'What do you mean? We've got all day tomorrow, too! The test is Monday...Oh, man, Lisa...are you thinking what I think you're...No! No way!'

She had that now-familiar adamant look in her eye again. 'Yes way, Ken. I want to learn one more thing...I think you know what it is. We've come this far...You can pass this test if we work for a few hours tomorrow...Teach me just one more thing and I'm yours. All day tomorrow, too..' She wanted me to fuck her. This I would just not do. I would not take my sister's virginity.

'Lisa: I am not going to...You're a virgin! That is a line I will not cross. We can't go there...I won't go there!'

She ignored my protests. 'It would be a real shame to have done all of this work; to have come this far, only to quit...and you're so close, too...' Linda slowly pulled up her knee length sundress as she spoke. She held it up around her navel. Again she wore no panties. Her exposed pussy lips protruded slightly from her near-hairless mound. God, I really thought we were done...

'Lisa. Stop it. I'll flunk the test. I give up. I will not fuck you. I won't.' I wrenched my gaze from her crotch and turned to leave.

Lisa spoke softly. 'Kenny, you don't...It doesn't have to be...in my vagina...right? We can do it another way. I mean I want to learn about other ways, too...'

I wasn't sure I heard her correctly. 'What...are you talking about?'

'Well, I mean...why can't we have anal sex?'

I couldn't believe my ears. 'Anal...? Lisa! Jesus Christ! You're crazy!' I was thinking about the size of my cock and her virgin asshole, but at the same time, a small voice spoke inside my head and said, 'This'll be it, Kenny; one more lesson and you'll pass the test. Besides, she'll hate it anyway and it'll be over quick.' Still, I wasn't sure.

I heard another, more sinister voice, as well: 'Do it. Fuck her ass. Your dick is so big it'll split her in two; it'll teach her a lesson. Payback for the little bitch for extorting you and your 'services'. Hm. I had to admit, this was an appealing angle as well. OK then.

Lisa had turned around and bent over slightly; she stuck her perfectly shaped butt in the air. She now spoke in that new low, breathy voice of hers. 'Have you ever done it before?' I looked into her cute little brown eye.

'Yeah...but...it's sort of a 'not-for-beginners' thing...'

She was stroking her ass cheeks sensually, enticing me. 'Don't you like it?'

I stood in stunned silence. In Lisa's way of thinking, this made perfect sense. This way, she could remain a virgin. I laughed out loud. 'You...you're crazy! You know that? Crazy!' But her little brown butthole looked so inviting...I stood rooted to my spot.

'I agree with you, Ken. I want to stay a virgin, too.' She ran her fingers across her cheeks and stopped them at her butthole. 'Let's do it this way, Kenny; show me what anal sex is like. Then we're done. This will be my last lesson with you.' She gently stroked the area around her anus. From where I stood it looked like she had slipped the fingernail of her little finger into the hole.

'I must be fucking nuts...' I muttered as I walked slowly over to where Lisa stood, still bent over and leaning next to the couch. I put my hand on her ass and first stroked it, feeling the creamy soft smoothness, then squeezed. She was gonna get it, alright. She was gonna get it but good. But I needed to test her. 'Lisa. You may have heard; this is not for every body, you know.' I put the tip of my index finger on top of her little pinkish-brown hole. 'Some people hate it.' I licked my finger, covering it in slippery saliva, and pushed it against the tight opening. 'Some just can't do it at all; they say it hurts too much.' I worked about one inch of my finger into her anus. 'Are you sure?'

'Yes, Kenny. I know you won't huh...hurt me. And you're mmmmmmm such a good teacher, I know you'll do it right...Ahh...more...more...go ahead... Mmmm hmmm...more...ooooohhh...' After a few seconds, I had my finger in her ass all the way up to the third knuckle; if she could take this on her first time, maybe she could take a little bit of my dick...certainly not the whole thing.

'But Lisa...You know how big my cock is...Do you really think it will fit into this tiny little hole? My finger barely fits!' I just wanted her to know what she was asking for.

'Ahhhhh...It feels kinda good...Really good...I don't know if it'll fit all the way in but uhhh I want to find out...Ohhhhh....Go over and look under the bookcase. There's something there that might help.' I slowly slipped my finger out of her butt and walked over to the bookcase in the corner. I reached into the small space underneath the lower shelf and produced a small bottle of baby oil.

'Damn, Lisa. Ok...you want it, you got it!' When I returned to the couch, she was completely naked and was sitting on the couch on all fours. Her big beautiful boobs hung down tantalizingly and her entire pink pussy smiled at me from behind. It was glistening wet as she waited for me. I walked over to her and pulled off my jeans and briefs. My cock was semi-erect; I walked over to Lisa's face and I didn't even have to ask. She took my hardening cock into her hot mouth and began giving me head again, just like I taught her. In seconds, I was hard as a rock. She stopped sucking and took a good look at my massive tool. Lisa looked as intimidated by my erection as she was before. 'You sure? Tell me now; once we start I might not be able to stop...' This was a lie, but I was still testing her resolve. 'I don't want to hurt you.' Well, not too much, anyway...

Lisa looked back at me and said 'Just put a little bit in; go slow and I'll tell you if it hurts. If I want you to stop, I'll tell you. OK? Please?'

'OK...' I poured the oil into my hand and spread it over my cock. I stood behind where she was on the couch and positioned my dick up against Lisa's ass. I slid it's big bulbous head all around her hole, spreading the lube around; brushing it against her cunt and causing her to gasp. 'The main thing you have to remember here is: Relax. OK? Here it comes, Lisa.' I put the head of my cock against her tiny butthole and pushed. She squealed. 'Remember, Lisa: relax. Relax all of your muscles. Concentrate.' I felt her butt open a bit. My cockhead pushed harder. There. It's tip was pushing the hole gently open. I was very careful and took my time. If I didn't watch it, my fat cock could really do some damage. 'That's it...relax...Take deep breaths...good...' My dick was about one inch in; Lisa seemed to be OK...God, it felt great.

She suddenly held one hand up in the air. 'Stop! Ken! Wait!' I stopped, ready to pull out. 'Just hold it there, don't move...Ahhh...Hold it...' Lisa moved forward a little, then moved back...I could feel her anus opening around the head of my dick. Now it was in about 2 inches. 'Uhhhhh! Oh, God!' She groaned.

'Lis? You want me to take it out? Tell me and I'll stop. OK?' Her little movements felt really good; my penis had never been into a hole this tight before.

She was panting. 'No! Just...Let me...Oh! Let me do it...Mmmmmm....' Now she had worked about 4 inches in and she was at the fattest part of my dick. She had the muscles of her ass completely relaxed and I couldn't quite believe what I was seeing. My petite little sister was taking almost half of my monster cock into her virgin asshole. Now every microscopic movement she made was heavenly; I started to move just a tiny bit myself, and soon we were making even more progress. Lisa moaned through clenched teeth. 'Arghhhhhh...Ooooh...Yes, OH, YES!' Past the most difficult part, Lisa started to move more freely back and forth. I poured a little more oil on the top of my dick and suddenly we were fucking. I was fucking her ass! Damn! I never would have dreamed she could have taken the majority of my cock in her tiny virgin butt. This session was really bringing out the animal in Lisa, as well...

'Ahhh, Kenny, fuck me, fuck my ass...Oh! Oh! Yeah! Oh, I love it!' I held her ass with both hands and really started fucking her hard. I pulled her on and off my cock like a rag doll. She obviously enjoyed it. 'MmmmMmmmMmmmm!' she hummed. She bent around to look at me. I almost didn't recognize her; she was so transformed by lust. She squeezed a tit while she said, 'It doesn't hurt at all, Kenny! It feels sooooo good...Do it....Ahhh...Do it harder...'

I lost control and gave into the sexual frenzy. I was really slamming her butt. Lisa tried to answer but could only manage a series of high pitched whimpers. Her boobs were flopping about uncontrollably. Lisa reached between her legs and alternated between playing with my nuts and her own clit. She forgot about my balls soon enough and concentrated on massaging her cunt. I think Lisa came then; I felt her sphincter muscle clench and she howled like a dog, shaking and sweating. I just kept on fucking; Lisa put her head down on the couch and her butt in the air and it sounded like she was weeping. Soon I felt my own orgasm approaching. 'Uhhh...Gonna cum, Lis...Want it in your ass? Tell me...' I was also sweating profusely now. My thrusts became fewer and harder, Lisa whimpered a loudly with each forward thrust.

Finally, she said, 'My ass! Cum In my ass! Oh, Kenny! OH, KENNY! CUM!' Lisa came again as I shot my load. I released huge load of semen, this one deep into my sister's asshole. It was suddenly very hot in the depths of my sister's nether regions...Spent, I pulled out. Cum seeped out of her hole as I withdrew my cock; her asshole gaped open after my dick was gone. What a mess. We'd have a bit of work to do cleaning up the couch before going to sleep tonight...We lay back on the couch, her head leaning on my shoulder.

Lisa spoke first. 'Thank you, Kenny. Now I know. I feel like a different person...' I was still catching my breath. 'Lisa, I...That was fucking amazing. I guess you were right. I shouldn't have fought you. I didn't have to make this as hard for you as I did. I just didn't want to hurt you...I didn't want us to do something that was wrong.'

'We didn't, Ken. We didn't.'