How could Christmas vacation from school get any better? I lost my virginity to my stepmom and she had promised more to come. I had always had a crush on her once I got to know her. With Dad's death, we were in a unique situation, and as much as I had the hots for her, underneath it all I knew nothing could come from it. The fact that she was not that much older than me was encouraging, but fucking her was more than I could have hoped for.

I realized she was a woman with needs and I was an easy fix. She was shaping me into a customized fuck doll, trained specifically to meet her desires. My initial trysts with her resulted in me cumming quickly, but with her encouragement and instruction, I was learning to last much longer.

Still, it wasn't easy to hold back when a beautiful woman not yet 30 years old was fellating, fucking, and fondling me. Add to that her naughty banter praising the size of my cock and telling me how much she loved the way I fucked her, and it became a struggle to keep from climaxing in seconds if not minutes.

Debbie had the body of a porn star, but every ounce of her was real and natural. Her firm 34DD breasts sat high on her chest with virtually no sag. Her large, rosy nipples pointed slightly up and away from each other as if scanning the room for a pair of soft lips to nurse on them. Even clothed, they made their presence known as they tented the fabric of sweaters and tops.

"I used to put band-aids over my nips when I was younger to keep men and women alike from staring at me, but what the hell–if you've got it, flaunt it, I always say. My nipples have a mind of their own, as you can see."

Fortunately, Debbie loved to have her breasts suckled, and I was a willing helper. I loved the feeling of her bumpy areolae between my lips and I discovered that if I was patient enough, I could get milk out of them. Debbie explained that because my dad was such a tit man, the constant attention to her breasts had started her lactating. And she loved it.

"You can't believe what a warm, fuzzy feeling I get watching your lips suck on them. My nipples are so big anyway, but they swell even more when engorged with milk."

As nice as her tits were, the rest of her was just as good. My six-foot frame towered over her. She was petite in every way except for her boobs. She had never been pregnant and she was young enough that she did not suffer from thigh spread. Quite the contrary, from a rearview, her apple ass and tiny waist made her look like a teenager. My cock, I'm proud to say, is quite a bit bigger than most, and when Debbie wrapped her full lips and tiny hands around it, it looked even larger. She struggled to get more than just the crown in her mouth, but that didn't slow her down. When she fellated me, it was the most exciting thing I had ever seen. And she loved to stretch her lips obscenely around it.

Imagine watching your beautiful stepmom sucking on your cock like there's no tomorrow. Jesus, I get hard just thinking about it.

So with the promise of more to come, I was on cloud nine, or possibly cloud sixty-nine every chance I got.

Debbie had said that my education would continue that evening, but dinner came and went, and to my disappointment, no mention of sex occurred. We watched a little TV and other than a little snuggling on the couch, my engorged cock received no attention. Finally, she announced it was bedtime and that she was going to take a shower.

When she got out of the shower, she entered the living room in her robe.

"You'd better shower, Honey, if you plan on sleeping in my bed. You smell like a goat."

I couldn't get in the bathroom fast enough. I scrubbed all the places I tended to give lip service to, and after slipping on a clean pair of boxers, I gently knocked on her bedroom door.

"C'mon in. Are you clean? Did you remember to scrub your little butt hole?"

She was lying on top of the bed and wearing a black, see-through lingerie top that left little to the imagination. Two nightstand lamps had been dimmed, but the lighting only accentuated her curves.

"Stem to stern. I even used soap."

"Get over here, then. Give your momma a kiss. Like my outfit? By the tent in your shorts, I guess I know the answer."

"You are beautiful as always, but especially so tonight."

In seconds we were in each other's arms and kissing.

"Nice and slow, Honey. We have all night. Mmmm, you even smell good. So let's start by giving your momma a massage. I'm a bit stiff and could use some magic hands. Start with my shoulders and neck but feel free to wander over the rest of me."

She rolled onto her stomach, her breasts flattened and projected to her sides. I began as directed and eventually worked my way down to her beautiful ass. At my touch, she spread her legs and gave me a bird's eye view of her clam-shaped pussy with just a wisp of blonde cunt hair showing out the sides of her thong panties.

"Feel free to remove any clothing that gets in your way. Oh! You're already doing that. Just be careful. My undies are expensive."

I slipped off her thong panties and pressed them to my nose to inhale her perfumed odor before discarding them on a chair by the bed. Her teddy top extended to the twin hollows above her ass so I had free rein at her buttocks. As I fondled her cheeks, I marveled at her firm, fleshy ass. The skin was baby-smooth and blemish-free."

"There's some lotion on the nightstand. Use a little of that, please."

As I slowly worked the lotion into her skin, Debbie spread her legs even more, and I lightly ran my fingers over her labia. She squirmed as I dipped a finger into her pussy and then found her clitoris. My fingers emerged from her cunt glistening with her juices.

"Don't you just love massages? Especially this kind. You're doing a wonderful job, Jimmy."

I continued working my hands on her thighs and calves and even her toes. I sucked on each toe which elicited moans of delight.

"Okay, time to do the other side before I become a puddle of wax."

Debbie rolled over and smiled. She propped her large mounds between her arms so they stood at attention.

"My boobs need a session of their own. Don't be shy with the lotion."

I untied her top and exposed her breasts. Her huge tits jiggled and bounced as I squeezed, fondled, and kissed them, sucking on her thick, rubbery nipples until they were distended and swollen. Suddenly, I tasted milk and remembered she loved the release.

"They're not so full as if I was pregnant, but this still feels wonderful having you relieve them of their nectar. Mmmm. That feels wonderful, Jimmy. Do you like the taste?"

I mumbled acknowledgment and continued to taste a fine spray of deliciously sweet mother's milk.

Eventually, I slid down and kissed her stomach, and thighs, and then gently spread her knees apart. I placed my face in her groin and kissed and licked her labia, her clitoris, and her taint. I spread her large inner pussy lips with my fingers and licked the sweet flesh that emerged, inserting the tip of my tongue inside her.

Debbie moaned and raised her knees so that her hips rolled back and exposed her beautiful ass.

"Put a pillow under my hips, Sweetie, so you have better access to me. Don't forget about my ass."

I did as ordered and slipped my boxers off at the same time. My cock was like a steel rod and I prayed I wouldn't cum just from our foreplay.

Debbie scooted her ass so it was elevated and pulled her knees to her shoulders. Her pudenda gaped at me and I began serious ministrations on her cunt and eventually her rosebud anus.

"That's it, Honey. Get me good and wet. I'm going to need it if you're going to put that big, stiff cock in my ass."

I almost shot my wad when she said that. I was going to fuck her ass? My finger had been there but I never dreamed she would let me stuff my cock in that tight, little star.

"But nice and slow. Yes, just like that. Lick me and use lots of saliva. Maybe use some lubricant on my ass. I have some Vaseline on the nightstand next to the lotion. Your cock is going to stretch me so I need to be nice and slippery there."

Debbie continued to encourage me and even had me rub my cockhead over those holes to slicken it. Finally, she was ready for the next phase.

"Okay, first you need to start with my pussy. Nice and slow. Go easy on me with that battering ram."

She leaned forward and grabbed my cock in her small hand and directed it to the fertile valley between her thighs. Her swollen clitoris peek-a-booed from her labia like a hooded cobra. She rubbed me up and down her pussy lips and over her clit until she had the crown cleanly between the loose folds of her pussy. I watched as she slowly inserted the helmet and then drew me inside her. The walls of her moist channel welcomed the thick intrusion of my cock as I pushed in until I was buried. Debbie sighed in pleasure and released me so she could rub her swollen clitoris with two fingers. She spread her knees to give us a wonderful view of the action.

"Oh, Honey–you feel so good inside me. Take your time and stop if you are going to cum. I know you are just learning to control yourself, but if you can't stop it, don't worry. We have all night. Mmmm, I can't believe how big you are. I know age has nothing to do with it, but your cock is huge for a teenager. You are hitting places no one has been before. Oh, yeah. I love it when you pull out and then slowly reinsert it. Yes, just like that. You are making your momma so happy, Honey. I love your big penis."

I reached up and fondled Debbie's breasts, pulling on her rubbery nipples.

"My nipples are big, aren't they? In high school, my friends teased me about them, but they were just jealous. Your dad loved my nipples. My breasts are still firm but it's only a matter of time before they start to droop. Will you still like them if they turn into a pair of old lady hangers? I guess I should wear a bra around the house more often."

"I'd love your breasts if they hung to your knees. They are as wonderful as the rest of you. And I love that you don't wear a bra around me. I'm hard all day just looking at you. Wow! Look at my cock as your pussy grips me when I back out. God, that is so sexy."

We continued in this manner for about ten minutes before Debbie grabbed me and pulled me out of her pussy.

"Okay, time for a change. You're nice and slippery but put more Vaseline around my little star back there. It will be a tight fit, but it will be worth it. I love anal sex–just not all the time. It's like a sweet dessert: every night is too much. Mmmm, right there! You can't use too much lubricant. Yes, rub it all around my little pooper and then put a finger in me. Mmmm. That feels wonderful already. Okay, easy! I can feel your big sausage knocking at my door."

She closed her eyes and grimaced as I worked my cock around the little hole and pushed. Finally, it slipped inside her.

"Uh huh...and there you are...in my ass."

I watched in amazement as the crown of my penis flattened against her anus before suddenly slipping in. Before I knew it, my cock was in Debbie's ass.

"Okay, Sweetie, I'm sensitive back there. It feels like I've been stuffed with a Polish sausage right now so easy does it. How does that feel for you?"

I stared at my stepmom's perfect pussy, now empty. Her butterfly wings lay on each side of that portal, relaxed and glistening from our juices. My cock was in that impossibly tight little bunghole. The sensation was different from her pussy. All the tightness was around her sphincter ring, now stretched open by my girth. I slowly backed out until just the head remained inside and began slowly pumping in and out.

"Fuck, Debbie. This is wild. I'm fine. Just let me know if I'm hurting you. I can't believe I'm fucking your ass!"

What I wanted to say was that I can't believe I'm fucking my mother's ass. This was so naughty. But so exciting!

"Well, I believe it. You are definitely fucking my ass, Honey. No question about it. Wow! You're doing great. Nice and slow. And you've already figured out to use your hands around my pussy. Put a finger or two in me and feel your cock sliding in and out of my ass. Isn't that wild? And pull all the way out once in a while. Yes, like that. That feels fantastic. Oh, Honey, you are doing great. Your big cock is making me feel things I haven't felt in ages. Kiss me and then suck on my titties. They need attention, too.

I happily followed her orders, kissing her lips, her eyes, and her face as she whispered filthy instructions in my ear between moans and squeals. I returned to her breasts, pinching and sucking her huge nipples, now swollen even more from my attention to them.

We fucked like this for at least ten minutes. Debbie's naughty banter had me ready to explode and soon her hips began to gyrate wildly and meet my hips with her own thrusts.

And then, all of a sudden, Debbie let out a guttural animal cry and her body began convulsing in jerks. She wrapped her arms around me and almost crying, begged me to keep going as a huge climax jolted through her entire body. I fucked her steadily, and when she began shaking uncontrollably, I buried myself in her and held it there.

It was all over at that point. A huge load of my sperm emptied from my balls into her ass. My brain was on fire as my cock throbbed and released wave after wave of cum. My face was contorted in pleasure and relief as I shot my last drops into my stepmother's ass.

We lay there for some time, catching our breath and slowly relaxing. Finally, I pulled my hips back and we both watched as my limp cock slipped out of her ass followed by a stream of white, gooey sperm.

"Oh, Sweetie. Thank you. I needed that. You were wonderful and you held back until I climaxed. That was incredible! You are a wonderful lover, Jimmy."

We kissed and snuggled for some time before drifting off. I awoke later and for a few seconds didn't recognize where I was until I felt the naked, sleeping form next to me. I slid down and licked her pussy for a minute or two until I heard moans of encouragement. I slid up and slipped my cock inside her warm cunt and began slowly fucking her again. We made slow love this way for some time before she rolled over on top of me and pinned my arms to the side as her ass twerked in tight circles and up and down my pole.

"Go ahead and shoot your cum in my cunt, Honey. Let me feel you throbbing inside me."

She redoubled her efforts and slammed her ass on me. That was it. I came again and held her ass tight to my groin. Minutes later, she rolled off of me and put my cock in her mouth, and licked and sucked me clean.

I drifted off again and when I awoke, I was alone. I pulled back the covers and saw a large wet spot on the sheets where we had left the evidence of our pleasures. Automatically, I stroked my cock.

Fuck! I am the luckiest teenager on earth. What could top this?

That's when I looked up and saw her standing in the doorway. She was naked and wore only a smile until I realized she was also wearing a large, strap-on penis hanging between her legs.

She reached down and stroked it slowly as if it were real. And then she winked at me.