After Jimmy had left Gail's room, he couldn't wait to get back to his own room and beat off. Even though his stepsister had only moments before paid him back with a hand job, he had cum so quickly he needed more relief.

Jesus! What just happened? My stepsister gave me a handjob and let me suck on her tits.

Jimmy was in La-La Land. He had always had a crush on his stepsister, but never dreamed he would do what he just did. And she had implied that there might be more opportunities in the future.

Fuck! Her tits are unbelievable. God, they are so big and firm, and those nipples. I've never seen any like that...not even on the internet. Eighteen and blessed with huge boobs that need sucking. I've hit the lottery.

Jimmy, like most teens his age, was a frequent visitor to porn sites. It was so easy. Verify your age, and all porn was right there. But he had never imagined he'd be actually living those fantasies. And with his stepsister!

He wasted no time slipping his sweats to his knees as he lay on the bed. A bottle of baby oil for just such times was soon squirting a stream of lubricant onto his hand, and in seconds, his fingers were wrapped around his cock and stroking it. He pictured Gail's hand instead of his, her big tits jiggling with each stroke.

And she said she liked my cock. It is pretty big, I guess, but to have my sister say that...wow!

Jimmy was a virgin as far as the real thing goes. He had experienced fantasy sex many times before, but never live with a real woman. In fact, his sister's hand job was a first, at least as far as a hand other than his own.

Jesus, I wish I hadn't cum so quickly. And she just scooped it up like it was nothing!

The thought of that moment had him stroking faster and faster, and in minutes, if not seconds, the familiar urge began in his balls, and sperm shot out the end of his cock as Jimmy squinted and groaned audibly with the sudden release. He reached for the box of tissues reserved exclusively for such explosions. He cleaned himself and tossed the gooey wad into his trash can, followed by his usual comment for making a basket, "And he scores again. Two points."

He was awakened from his reverie by his mother's voice following a brief knock.

"Jimmy, are you still in bed? We're back."

She opened the door a crack just seconds after he had pulled up his sweats.

"Yeah, I'm up. Just getting ready for lunch. Be out in a sec."

*****

Several days passed, and Jimmy prayed for a repeat performance with his sister. Their secret smiles had their mother wondering what was going on, but her queries only received vague replies from Gail.

"Oh, nothing's going on. I'm just in a good mood. Jimmy has been nice to me. I'm not used to it, I guess."

Finally, one evening their parents announced they were going out for dinner and might be late. Both teens had to suppress smiles. As soon as the car backed down the driveway, Gail grinned at Jimmy.

"Hey, Bro. Interested in helping out your sis again? My boobs are full, and I was hoping you'd be able to do some nursing. Are you up for that?"

Jimmy made no pretense about his feelings.

"Oh, shit, yes! I was thinking you'd never ask. Yes, of course."

"Follow me to my boudoir, Monsieur. My bed is more comfortable and private than the living room." Gail winked conspiratorially at her brother. She was as excited as he was.

When the door was closed, they wasted no time getting ready. Gail removed her blouse and bra immediately, and Jimmy, once again, stared in awe at her two huge cones. They were pale white except for her huge, pink nipples covering the end of each breast. She was wearing a pair of shorts and, without thinking, unfastened them and slipped them off before she realized she didn't need to remove them.

"Oh my gosh, sorry! I do this so automatically. But never mind, let's get comfy. Take off your pants in case your you-know-what gets excited. It would be more comfortable in your underwear, anyway, don't you think? Besides, I've already seen that big thingy of yours, haven't I?"

"Um, sure." Without another word, Jimmy slipped off his pants and stood there in a T-shirt and a pair of Hanes briefs. His package was bulging.

"Looks like you're already there. Don't get too excited too early. This may take a while. My boobs are full."

Gail sat up on the bed, clad in only a pair of panties. She patted the bed and motioned for Jimmy to join her.

"Same deal as before. My boobs are tender and full of milk. I hope you're hungry."

She smiled and leaned down to dangle a fat tit in front of her brother once he was in position. He wasted no time, and immediately his lips had engulfed her rubbery nipple, and his tongue flicked the ripe bud. A wellspring of milk was soon flowing into his sucking mouth. He reached up and squeezed her breast as he sucked, enhancing the sense of touch he was experiencing with both his mouth and his hands.

His briefs tented obscenely in response.

Gail let her hand drift to his belly where she slipped it under his T-shirt and gently rubbed his chest.

"Just like that, Jimmy. That feels so good. God, I needed this. I've been waiting for an opportunity for days, and I was starting to get desperate. My breast pump doesn't hold a candle to your lips. Mmmm. Yes."

As she talked and gave instructions from time to time, her hand naturally explored her brother's stomach, toying with his naval hair and then, finally, slipping under the elastic waistband of his underwear. Jimmy was praying for a repeat of her previous handjob, but he tried to remain calm as her fingers neared his hard cock. The anticipation was killing him.

Suddenly he felt her hand grip his shaft and stroke it.

"Looks like this bad boy is ready for action again. I'm just going to tease it a little for now. I don't want you getting spoiled and cumming too soon. My boobs need your full attention. Mmmm, you feel so nice in my hand. I think you are even bigger than last time, you little stinker. Maybe you'd better move to the other breast for a while. There. That's perfect."

Gail removed her hand from his cock and stroked his stomach and face. It was almost a motherly gesture.

"I shouldn't tell you this, Jimmy, but you are really turning me on. This is more than just nursing, I guess. You are making me feel like I could climax myself. Wow! There's a thought. I wonder if women ever have orgasms while nursing? It feels like it's not that far off. Mmmm, your lips are so soft."

She paused as if remembering she forgot to turn off the iron, and then pulled his head off her tit for a moment. His face was partially covered in milk.

"Jimmy, I have to ask. Are you a virgin? Obviously, I'm not, but I've been wondering about you."

Jimmy looked up, embarrassed. He didn't say anything for several seconds."

"It's all right if you don't want to say. I shouldn't have asked."

"No, it's okay. Yes, I'm a virgin. I've never actually had sex. You know...I mean fucking. In fact, your handjob was the closest I've ever come. I'm probably the only eighteen-year-old guy you know who hasn't had real sex. It's embarrassing."

"No, don't be embarrassed. Listen, I know for a fact that most guys lie about it. We girls talk and hear the rumors. If every guy's locker room bragging were true, there'd be a lot more pregnancies like mine. I was stupid and lost my virginity to dickhead because he begged me. He was a virgin. But we didn't use a rubber. Old news, I know."

She paused as if thinking again.

"So...do YOU have any rubbers?"

"Me? Yeah. I bought some just in case Cassie, your friend, would let me get to that point, but all we did was fool around. Not even a handjob from her. She said she's saving herself, if you can believe that."

"Would you like to lose your virginity with me? You know...actually fuck me, Jimmy? You'd have to wear a rubber. It would just be as a kind of payment for this. I'm already a whore according to the gossip, so what's the difference? You're a sweetie, and I'm enjoying this. But if that sounds too crazy, I'll understand. I did like sex, even with shithead, except he was so selfish. I'd be willing to show you what I know. The first time can be really awkward."

Jimmy's brain was on fire. Was this a cruel joke? His sister was willing to let him fuck her. Holy shit! He tried to act calm.

"Mom and Dad won't be home for a long time. We need to finish this first, but we're already mostly naked. What's the difference? A pussy is a lot nicer than a hand, and you have a very nice penis. Tell you what–go get your rubbers just in case we decide to go ahead. Hurry, before I change my mind. I'm pretty horny right now."

Jimmy didn't need to be persuaded. He jumped up and raced to his room and hurriedly rummaged where he had placed the rubbers–a place his mother wouldn't stumble over them: in his guitar case in a package for a set of strings. Grabbing two Trojans, he shut the case and ran back to his sister's room.

"Well, I don't think you are going to need two. How old are these? Do they have an expiration date or anything? We want to make sure they are still good."

"No, I bought them just a few weeks ago. I even tried one on to make sure it fit. It did. Don't worry, I threw it away."

He didn't bother to tell her he filled it with cum first after jacking off to porn. He didn't want any issues to interfere with what he prayed was about to happen.

"Okay. But nurse on me for a while longer and get hard. You're kind of wilted a little."

And he was. All the talk about him being a virgin had deflated both his ego and his erection. But the sight of his sister sitting on the bed nearly naked and talking about letting him fuck her was rapidly turning things around. Her twin peaks were begging him to get hard.

"Get up here and suck on these puppies a little more. They're still full. Mmmm, yes. God, this is wonderful."

Gail occasionally pulled a breast from his mouth and, giggling, squeezed it with her fingers, spraying his face with a fine mist of milk. After several minutes of this lighthearted nursing, she tapped him on the forehead with a fat tit and smiled.

"Okay, phase two. A promise is a promise. Are you ready to lose your virginity?"

"Sure! You're the boss."

Jimmy had a mile-wide, shit-eating grin on his face and an iron rod erection in his briefs.

"Okay, scoot up here between my legs while I lie back. We need to start with some good, old-fashioned kissing. Kissing is part of the process, and I love kissing. I hope you don't mind kissing your sister, but if you want to fuck me, you have to. It's a Gail requirement."

Jimmy was clay in her hands. At this point, he would kiss a frog. But he looked forward to kissing her. Gail's full lips were one of her best features, not counting her boobs.

Gail spread her arms, and Jimmy leaned down to kiss her.

As soon as their lips touched, he felt her tongue enter his mouth and probe for his tongue. Her arms wrapped around his neck and pulled him into her chest, mashing her breasts. In seconds, both teenagers lost any sense of tension or time. They pressed their bodies together and writhed like two snakes in heat. Their kissing became frantic, open-mouthed sex except only with their tongues and lips. Their scantily clad groins ground against one another. Finally, Gail came up for air.

"Wow. That was nice. You're a great kisser, Jimmy. You definitely got my motor roaring. And I think yours is racing as well, at least by the lump I feel pressing between my legs. But we need to remove a couple of pairs of underwear first."

She reached down and started sliding Jimmy's briefs over his ass. He rose onto his knees, and within seconds they were kicked onto the floor. His cock stood out at a right angle, the head red and ready for action.

"Go ahead and slide mine off. You're in for a little surprise there. I'm shaved after, well, you know. Anyway, get a good look. Have you ever seen a real-life pussy before? Brace yourself; you are about to."

She raised her apple ass, and Jimmy slid her panties off and threw them aside. Her pussy was as clean as the proverbial whistle, shaved and shiny. Gail sported a clitoris larger and more prominent than what he had seen on porn sites. Her labia were fleshy and folded together in a wrinkled mound. Gail spread her knees apart and reached down to spread her lips, exposing her privates for him to see.

"Not what you expected? I have a small pussy but big lips...labia. I still can't believe a baby came out of there, but I'm all healed and back to normal now. I also can't believe I'm talking about it to my stepbrother. Maybe this is a bad idea. You are going to think I'm terrible."

"No! Please don't stop. This is wonderful. I wouldn't want it any other way, I promise. You can't stop now, Gail."

"Okay, but this seems so clinical. Except for the kissing. That was fantastic. So, let's do that some more, but while we are kissing, you can put your penis inside...right here."

She slipped a finger partway inside her pussy to demonstrate as if it were a cock and then removed it.

"But first we need a rubber."

Gail reached over and opened one of the Trojan packets. She had made her boyfriend wear a condom, but only after they had unprotected sex. Little did they know it was too late by then.

Jimmy twisted around so that his penis was accessible, and Gail took the rubber disc and placed the open end over the head. She giggled as she carefully rolled it down his shaft until his penis was sheathed. The rubber only covered a little over half of her brother's length.

Gail wolf-whistled at the sight of her brother's penis cloaked in a condom.

"I've never actually done that before. That's pretty slick, and you were right–it fits, sorta. At least it fits in girth if not length. Look! There's even space at the end for your sperm, although it doesn't look like enough room. Last time you came like a horse. Let's hope you don't have a blow-out. Okey-dokey, I think we're set."

Gail lay back and smiled with open arms once again.

"Come here, you stud. Show me how much you like me."

Once again they were in each other's arms, but now there was no clothing between them. As their kissing became more passionate, Gail felt Jimmy adjust his hips so his penis was sliding up and down between the lips of her vagina. Gail moaned each time it slid over her sensitive clitoris. Jimmy tried to insert the head of his cock hands-free into her cunt, but it kept sliding out and up over her clit.

Gail whispered in his ear in a serious, husky voice that was almost unrecognizable.

"Here, let me help. It's a little tricky the first time."

She reached down between them and grasped his cock while at the same time raising her knees and legs to give him easier access. She rubbed the pre-lubricated condom-head against her pussy and up and down between her ass and her sacred opening before, finally, inserting it inside her cunt.

Slowly, she grabbed his hips and pulled him deeper inside her. She pressed her lips to his ear after first running her tongue inside it.

"And there you are, Jimmy. You are no longer a virgin. How does that feel?"

Jimmy only moaned as he felt her tongue circle his ear again.

Jimmy couldn't believe it. Finally, he had lost his cherry. It felt exquisite to be inside a moist, warm cunt, but even better because it belonged to his stepsister. Immediately, he began slowly working his cock in and out of her, mindful of keeping the head inside her for fear he wouldn't be able to get it back in without her help.

"Mmmm, that's it. Doesn't that feel wonderful? Nice and slow. We're in no hurry. If you feel like you have to cum, just stop or pull out. I'll help you put it back in if needed. You are doing a wonderful job, Jimmy. This is better than anything I've felt before. Your cock is filling me up. I have one favor–can you suck on my nipples while you fuck me? Yes, like that. Oh, fuck, Jimmy. I'm in heaven."

And she was.

Gail could feel the electricity arising in her bowels and brain, something that had only happened before with a vibrator. And now she had a real penis inside her as her brother sucked on her swollen breasts, and it was giving her a new attitude toward sex. The heartache from her selfish boyfriend and subsequent pregnancy was melting. Her brain was on fire.

She began moving her hips in rhythm to Jimmy's, and soon they were passionately kissing and humping as if the world was about to end. Jimmy knew he couldn't last much longer and once or twice stopped for a few seconds to let the rising tide settle. But, eventually, it was too much. An unstoppable surge of cum was about to break loose.

"I can't hold it any longer, Gail. Oh, shit!"

"That's okay, Jimmy. Cum in me....