Road to Depravity
Copyright© 2022 by Paris Waterman
Chapter 3
Coming of Age Sex Story: Chapter 3 - The story of a young man's introduction to sex at fourteen and rapid movement afterward.
Caution: This Coming of Age Sex Story contains strong sexual content, including mt/ft mt/Fa ft/ft Teenagers Consensual Reluctant BiSexual Heterosexual Fiction First Masturbation Oral Sex Petting Voyeurism
I hit CVS first in my quest to buy condoms for Tricia and me. After walking up and down the aisle without finding them I waited by the pharmacy in hope someone would come by and ask the druggist for some and follow them to the source.
That didn’t work, so after fifteen agonizing minutes I made my way to Walgreen’s and learned to my chagrin that the condoms were behind the prescription counter. (Only a year or so later they would be readily available on a shelf just off the prescription counter almost everywhere.)
Frustrated I went home scoffed a ham and salami sandwich and headed back to the shed, where Tricia was already waiting.
“Well, did you?”
“Yes and no,” I said dejectedly.
“What’s that mean, James?”
“I found them, but they were behind the counter and I was afraid to ask the woman there for them.”
“What’s the matter with you? They’re there to sell them to you. All you have to do is ask them.”
“Well I couldn’t,” I said lamely.
“I knew it!” Tricia said scornfully. “I’ll do it myself...” she paused for a second then changed her mind. “No, I won’t. Dammit, you’re the one with balls, I’ve seem ‘em. You do it!”
I turned away and started to leave the shed to do just that.”
“Where are you going?”
“To get the damn condoms, Tricia.”
“Get back here, you don’t need them now. Tomorrow’s another day.”
“I don’t understand,” I said, but I came back to stand beside her and when I took her hand Tricia smiled at my puzzled expression then leaned in close and we started kissing again. I’m not sure of what prompted my next action, perhaps it was the sound of her moan as our lips parted and I kissed the back of her neck while grazing her ear with my fingers. Suddenly those same fingers seemingly moved to her sensuous mouth of their own volition and began tracing the thin pink curve of her lips. Tricia’s lips parted slightly as I slid my finger between them. Then she let out a little sigh and gently sucked my finger between her lips. I fell to my knees at the edge of the mattress, my body nestled between her thighs. Tricia appeared helpless at that point, but I was too young to realize the advantage I held. Tricia was licking and sucking my finger voraciously at this point. I knew she wanted more as she was also grinding her pussy against my waist as I pulled her closer.
I ran the fingers of my other hand through her hair and discovered if I pulled on it she would arch her back forcing her pelvis even tighter against me. I caught a glimpse of her hard nipples poking through her dress, and I was dying to suck on them again. Slowly, I crept behind her on the mattress, straddling her as I sat down, sliding my legs around the outside of hers. Her back was pressed against my chest, and my mouth was hot against her ear. She leaned back against me as I whispered, “you look so sexy right now, Tricia.”
We started undressing each other. My shirt was already open and off in a few seconds, followed by Tricia’s dress a moment later. I tried to reach around her back for her bra but she stopped me to show me the clasp in front. When I undid her bra it fell away exposing her budding cones. I sucked in my breath. They were gorgeous. Her nipples were distended and begging to be touched. I didn’t wait.
“Oh, shit,” Tricia groaned, as my hands caressed them and teased the sensitive buds.
“I love your nipples,” I blurted out as I palmed her left boob before sucking on the nipple.
“You do?” Tricia asked, with a broad knowing smile.
“Oh god, yes!” I growled as my mouth engulfed it entirely.
“Suck a little harder on it; I love that!” Tricia exclaimed.
Tricia gasped as I flicked the tender bud with my tongue. Her hands held my head to the cone-shaped boob in encouragement.
“Oh, geez, I. That feels so good,” Tricia gasped. “Suck it! Suck it!”
“They’re delicious,” I said while switching breasts.
“Oh, keep doing that,” Tricia begged, cradling my head in her hands.
“Oh, shit!” Tricia groaned. “Ohhhh shit!”
Tricia’s hands gradually left the back of my head and dropped to the top of my shorts. She undid them and peeled them down over my rear, then grabbed the waistband of my boxers, easing them down and over my throbbingly stiff erection as it pointed at her pussy like a spear. She quickly took hold of it and lightly teased the foreskin back and forth as I continued to suck on her juicy nipples.
Tricia laughed gleefully and held her hand up for me to see my slimy pre-cum coating her fingers and then stuck her tongue out and lasciviously lapped my juice off them.
We were both breathing heavily when Tricia said, “Yes,” and pulled away from me.
“What?” I queried, not sure I’d heard her right.
“We can have sex without condoms.”
“What! Do you mean...?”
“Yeah, my back door.” She kissed me again; there was a pronounced urgency in the way her mouth was gnawing on my lips. “Lots of girls do it that way. It’s safer.”
“C’mon, let’s get down on the mattress,” Tricia husked, seemingly out of breath.
“Sure,” I readily agreed.
Groaning into her breast, I sent a hand between her legs. Her panties were already wet from her own secretions as her hormones kicked in at the attention I was giving her beasts and the silky feel of my cock in her hand.
“Oh, god! Fuck me, I. Please!” Tricia pleaded, letting go of my dick only long enough to skim out of her panties and knell down on all fours on the mattress. Reached back behind her she grasped my pole and guided it to her asshole. I clumsily attempted to drive it right in, not understanding how difficult it would be.
“Ow! That hurts. Maybe you should use your finger to open me up back there!”
“Do you want me to stop?” I asked.
“No, of course not. Just—just go slow, okay?”
Tricia moaned, pushing her ass back towards my invading finger, wanting to feel more. I paused only to hear her bleat, “No baby, don’t stop!”
I watched her tight bud twitch and clench before me and kissed it. She groaned appreciatively. “What are you doing, James?”
“Just a little kiss to let you know I care,” I replied softly.
Wiggling her ass, Tricia helped me tunnel in to the second knuckle. Breathing heavy, I licked my suddenly dry lips and husked, “You like this don’t you, Tricia?” I didn’t really expect an answer as I wiggled the finger in and out. I felt what I would later learn was her tight sphincter relaxing a little and thought I would soon be able to fit my dick in there easily enough.
“It feels ... It feels okay, James.” Tricia said breathing hard.
But her head began to move from side to side and I wasn’t sure whether she wanted me to stop or continue. Yet she had just told me it felt okay, so I kept at her.
Of course the smell of her excitement helped in that regard. I thought about trying to lick her cunt while I fingered her asshole, but decided to concentrate on the later. I would learn soon enough that she wouldn’t have cared in the slightest, but at that age one had to lean one’s sexual lessons one at a time.
Tricia started giving off positive signals, most of which I missed. For instance she was having trouble catching her breath. And then her anus was pulsing from the movement of my middle finger. But when I added a second finger she moaned loudly. In my eagerness to penetrate her asshole further I mistook it for encouragement and pressed on.
Somehow Tricia permitted me this mistake, and kept quiet.
I remember smiling at her on seeing her eyes widen at my boldness in adding the second finger, but thought nothing more about it for Tricia reached out with a trembling hand and wrapped her fingers around my throbbing shaft and squeezed it lovingly. A bubble of clear juice formed at the tip growing larger and larger until it began to drip, forming a pool on the mattress beneath me.
With a wanton laugh her tongue came out and caught the drip and then followed up by taking the head of my cock into her mouth and laving it with her tongue. Suddenly she was both sucking and pumping my steaming prick revving me up for the big moment.
I had to push her away, fearing I’d jizz before I had it inside her. Tricia looked up at me as if she didn’t understand.
She let out a soft, “OH!” when I positioned my penis on the small rosette toned pucker before me.
She screamed in obvious pain when I rammed my prick into what was certainly an unprepared anus.
Who knew?
Well for sure, Tricia did. And that ended that for the afternoon.
“Oh my Goddddd!!!” Tricia roared, “What the fuck were you thinking?”
I apologized over and over, ending with an offer to do anything to make up for my mistake.
“You’ll do anything?”
“Yes, anything,” I replied and meant it. My dick stood out straight, painfully hard, bobbing slightly. She stared up at me, panting; I recall there was a light sheen of sweat covering her face.
When Tricia didn’t reply, I had to ask, “What do you want?”
“I want you,” she said softly.
“Tell me, I’ll do anything.”
“I can’t say it!” she complained weakly.
“Say it or I’ll stop right now,” I threatened.
“I want you to lick me,” she said after yet another brief pause. Her voice was low and quivering.
“Where do you want me to lick you?”
“I want you to lick my Kitty,” she said, gaining strength and spreading her juvenile legs to split open her nubile kitty.
I pushed a finger half way inside her velvet tightness and felt her tensing up. Her young labia were wet, slippery and pleasantly fragrant. Of course I wasn’t sure how to proceed and she wasn’t providing instructions, so I fumbled my way into my initial cunnilingus, licking then chomping on her sparse pubic hair. Well to be honest, it smelled good, but tasted like, ‘ugh’, hair.
Suddenly I had a stroke of genius, or maybe it was plain common sense. It occurred to me that her outer labia, (I didn’t know the actual name at the time.) were similar to her lips, so I began to kiss them in similar fashion as I kissed her mouth. With my face mere inches from her crotch, I pursed my lips then blew on her pussy while caressing the creamy skin of her thigh. It occurred to me that she had used the words ‘Lick me’ several times and so I used the tip of my tongue to lick her there.
Tricia gasped with pleasure. I turned my head the other way and trailed my tongue tip up her leg, starting just above the knee and stopping an inch short of her crotch. She moaned again, and so using short strokes, I licked my way up the top of her thigh to the little crease where it joined her hip. Then I turned my head and did the same on the other side. That brought me very close to her kitty. I could see her darker outer lips swollen open to reveal the delicate, glistening pink of her what I would soon learn was her inner labia. I slid my hands under her rear, lifting it slightly in order to get closer. For some reason I began licking her by tonguing the tiny patch of skin between Tricia’s kitty and her tiny, slightly gaping asshole. She tensed. I drew the tip of my tongue slowly up one side of her pussy, tracing the thick outer lip, then I returned to the bottom and traced up the other lip. Her hips jerked upward and she moaned.
“That’s so good! Ohhh, that’s soooo good!”
“Should I stop?”
“Are you crazy? Nooo—Noooo!”
Unsure of what to do next, I remained in place for the moment, licking and sucking the sensitive skin of her crotch while she writhed against me.
My confidence returned and I began licking there and occasionally at her inner thighs and marveling at their smoothness. Tricia responded at first with helpless gasps, followed gripping my head by the hair and bellowing long frustrated moans while thrusting those hips into my face as she sought contact and relief.
Suddenly I stopped realizing that I should be tonguing her entrance, that it must be why she was writhing so much. I raised my head and sent my tongue between her outer lips, careening past the thinner inner lips and plunging into her slick, wet opening.
Two things occurred simultaneously. First I tasted the delectable taste of her juices. Second, she screamed out joyously, “YES, JAMES! YES!”
Elated with my success, I pulled out and sent my tongue inside her again, and again, and again. Tricia cried out with each penetration, humping her pelvis against my face repeatedly.
My face was wet with her juices from eyebrows to chin when Tricia moaned, “Higher, just a little higher. My Kitty! Lick my Kitty!”
That confused me. I had thought I was licking her kitty. But I wasn’t stupid, and knew that she wanted me to lick elsewhere—but where?
‘Higher,’ she’d said, ‘lick my kitty ... higher, just a little higher.’
So I left off tonguing her opening and moved slightly higher. Of course I struck out the first place I paused to lick and lap at. But she moaned “Higher!” and I moved on. Reaching the top of her opening, I licked a wide circle and Tricia responded with a short, low moan, and jerked her hips.
“YES!”
“Is that your kitty?”
“YES! YES! Go slow ... please—please rub easy!”
I gave a tentative lick and got a satisfied sigh from her.
“Like that?”
“Mmmmm,” she replied dreamily.
With the following lick I felt it, a small pea-sized nub. I dabbed at it with the tip of my tongue.
“THAT’S IT! YES ... THAT’S IT!”
I wrapped my arms around the tops of her thighs thinking I would be spending time here. I fixed my mouth to that small area at the top of her slit and using just the tip of my tongue, circled the little nub and felt it growing like mini-erection. Startled by this discovery, I switched off and began licking back and forth across the miniscule bump, touching it so lightly that I sometimes missed altogether. Now Tricia’s entire body began to stiffen; her back and legs arched to hold her hips suspended off the mattress, offering her sex to my mouth. I could feel the muscles in her lower abdomen tighten until they were hard and flat. At the same time, I increased the flicking of my tongue across her clit and slowly pushed my middle finger into her pussy.
For a breathless moment there was no reaction, then Tricia’s body began to convulse and she screamed a hoarse, wordless scream that filled the shed, stopped, and then filled the shed again.
“AAAAHHHHHH! AAAAHHHHHH! AAAAHHHHHH! AAAAHHHHHH! AAAAHHHHHH!”
I had to struggle to keep my mouth on her pussy, my tongue flicking what I would later call her ‘pearl,’ as she repeatedly threw her lower body completely up off the mattress. Her wildly bucking hips effortlessly lifted the weight of my upper body.
“OH GOD! OH GOD! OH, FUCKKK! Tricia shouted hoarsely as I licked and lapped away with a fury I didn’t know I possessed.
“FUUUUUUUUUUUUCCCCCCCKKKK!”
I knew she was cumming. What I didn’t know was that girls can have multiple orgasms. I was confused when it seemed that her climax would never end, but continued my assault on her cunt until her shouts and screams turned into moans, then sighs, then silence. Her body went limp and her convulsions subsided into tiny, uncoordinated hip thrusts before she became altogether motionless. I kept my mouth on her pussy, but now avoided her too-sensitive pearl and contented myself with short licks in her slit and opening, greedily sampling her rampantly flowing juices.
Finally I raised my head from her dampened loins and thinking she’d be more than willing to return the favor, moved up to straddle her waist. Tricia’s face was relaxed, her mouth slack, tear tracks running down from the corners of her eyes as she panted trying to regain some sense of normalcy to her breathing.
Then my eyes moved toward the door to the shed and I saw a girl standing there with both hands up to her mouth watching our performance on the mattress.
“I feel like I’ve been hit by a tidal wave and survived, somehow. But all my strength is gone. I’ve washed up on the beach and I can’t move,” Tricia croaked wearily.