Late Bloomer Gets Lucky Ch. 17

*There is a section of this story relating to Ann. Late Bloomer Gets Lucky chapters 10, 11, and 13 give the background on Ann and all take place chronologically prior to Getting Christa.*

Christa was a classmate of my sister's and there always seemed to be a level of attraction between us. I never really reciprocated but I was always nice to her. She was an absolute doll and came to the house quite often, sometimes for sleepovers, staying in my sister's room.

Christa was 5 foot, 2 inches tall with a set of little cupcake boobs, a flat belly and a little ass that didn't have any jiggle at all. She wore little clothes that added to the 'doll vision' of her that I had in my mind too.

During a stretch when I wasn't getting any action, I had been showing her a little attention, passing her notes with nice comments and compliments and she was very receptive. Almost every time I handed her a note, she would pass one back to me and my mild flirtation seemed to be landing perfectly so I started writing 'xoxo' at the bottom of the notes - which was symbolic of 'kiss-hug-kiss-hug' back then.

In my latest note to her I asked her if she would be my girlfriend and she had replied that her mother was very strict and wouldn't let her have a boyfriend while she lived under her roof. My reply was to the effect that it could be a secret. If we kept it to 'just us' then it wouldn't get around, keeping her mother from finding out. Christa didn't hand me back a note for quite a while.

When she did get a note to me it said simply "OK. XOXO!!" which surprised me a little because of how long it took for the reply. Every time she was around and there was a moment alone, I would get close to her and hug her or give her a kiss. The days that she was leaving our place to go home, I would leave the house 5 or 10 minutes before her departure and meet her on her way home.

There was a great path to cut off some of the distance to her place but she would never take it when alone - when we were together we would always take it. While we were on the short cut I would hug and kiss her and she seemed to really like it but was quite shy, almost embarrassed even though I would only rub her back while we were kissing.

After a couple weeks of this routine, Christa would ravenously kiss me back during our little detours while I walked her home and I began letting my hands stray momentarily down to where her firm ass started to bulge gently from her lower back. My hands wouldn't linger long as I wanted the advances to be accepted and become common. I was taking things slow and careful, even though I would be vibrating and my dick would be straining torturously. During the next sleepover that she stayed over with my sister, I was able to get a few moments with her before 'lights out' and make out with her.

This was the first time that I felt her up and really rubbed her ass, and though it was 'hands outside of clothing', the clothing was thin pajamas which made the experience super touch sensitive. She was extremely turned on, moaning and breathing very heavily. It was only about 5 minutes but a very intense 5 minutes of me rubbing her through the thin flannel material while we devoured each other's lips and tongues.

My excitement level was high too and after we had to end our shiny session, I was in my room, not being able to sleep, knowing that she was just in the next room. My erection was making a huge tent and throbbing so I whacked off thinking about Christa to keep from being awake all night.

Our walks to her place through the short cut got much more intense after that, with me rubbing her ass and little tits more directly. Often, we would embrace as we reached our little 'make out' spots and as our mouths came together I would immediately reach down and hold her ass, kneading her firm flesh. Christa's reaction was perfect, panting and more aggressively pushing her mouth to mine. After a few sessions of going for her ass so brazenly, I moved my hand around front to try to make contact with her pussy.(

My hand moved slowly from squeezing her little ass to her hip. Then I gripped her hip a little with my thumb in front. Releasing and then adjusting a few times, this day she had light shorts and a matching top on which transmitted sensations well - almost like the flannel pajamas. I moved my hand slowly to the front and center, stroking in short, deliberate movements, dragging my fingertips against her as her deep breathing seemed to slow her hungry mouth on mine.

My fingers easily detected the edges of her underwear and helped my straying hand stay on course. When I finally got my hand lodged between her legs she had lowered her head against my chest and was just moaning "Ohhhh...ohhhh..." as I rubbed my fingers between her legs. The heat from her crotch was obvious and my cock throbbed uncomfortably but I was convinced that progress with Christa needed little tiny steps.

Time was an issue as always and even in an almost trance-like state with me rubbing her pussy, she again said "I have to get home." and we got there before her curfew. The light scent of her pussy had me sniffing my fingers all the way back home and straight to my room to jack off.

I would always stay back out of sight when we got to her place so that her over protective mother wouldn't see me. That was a complication that I didn't need at all and it was always at the top of my concerns even as I watched her swaying ass close the last bit of distance to her door.

After that session, I began going for her pussy earlier, stroking her between her legs and getting her really worked up. I started slipping my hands inside her clothes to fondle her and she would just be stuck to me, squeezing me so hard. Then I would place her hand on my hard cock bulge and she would rub it while I had my hands inside her panties, fingering her slippery little slit and squeezing her ass.

These clandestine sessions were very hot but also very frustrating as Christa's curfew always limited the progress that I could make and I never got off. She would always stop us to keep from getting home late even though she was very obviously turned on and into it. Every time, I ended up returning home, smelling her pussy on my fingers and jacking off in my room but, after one such session, I walked up to Ann's place as I knew that Steve would be at his girlfriend's and he had said that his Dad was out of town on business. That left good potential for Ann to be at home alone.

It was an uncomfortable walk with a full erection and wet pre come in my underwear so I had to stop quite often to adjust and to keep from getting chafed badly, but even when paused, I was so turned on and determined to get relief that I just thought of pressing on. My breathing was heavy and my heart pounded. I hadn't seen Ann in a couple of months while I was focused on Christa, aside from seeing her driving past in her car.

When I got to Ann's house, there weren't many lights on and I knocked anxiously. My lust was maxed out and I was trembling, my cock head was sticking out the top of my jeans and I had popped the button to release pressure while walking. After waiting and knocking again, Ann came to the door in a bathrobe. "Hi. Is anyone here?" I asked abruptly as I entered, some of my muscles vibrating.

"No. Why? What's going on?" she replied.

"Nothing but I need you." I stated flatly as I closed the door and locked it.

"Tell me what's going on Kevin." she demanded tensely.

I grabbed her, immediately pulling at her robe which came half opened right away while I also unzipped my jeans. "Hey! You can't just..." she protested as I backed her into the wall, muffling her complaint with my mouth and groping her tits which were bare under her robe. She continued protesting while I grabbed at her pussy and ass while steering her to her bedroom.

Pushing her onto the bed, I pulled off my jeans and underwear, my erection was massive and throbbing. The head was wet with the pre come which was flowing out of the tip with each involuntary flex of my tingling member. "Kevin..." Ann started and I stuck my wet cock against her lips, cutting off whatever plea she was about to make. Her mouth felt amazing on my hard cock head and I didn't think that I could get any harder as I pushed my straining limb over her tongue.

"Suck me Ann." I ordered, moving her head with a handful of her hair as she reluctantly took my cock into her mouth and I finished opening her robe and getting her arms free. Her muffled protests around my erection excited me further as I pawed at her tits. She had little yoga shorts on and I pulled them off of her then grabbed her pussy which was already wet as I ran my finger in her slit.

I had only stroked into her mouth a dozen times but pulled my dick from her lips and moved her closer to the middle of the bed. Positioning myself over her, I guided my erect throbbing member to her fuck hole and leaned on it firmly, sinking it halfway into her bald, wet cunt. Ann gasped as I started pulling out and smashing back in to her. I fucked her roughly with all of my pent-up frustration from Christa. "Oh! Oh!" she grunted and moaned in the moments she could as I lewdly licked and sucked at her mouth while I slid my bone in and out of her. The feeling of that velvety purse around my throbbing hardness was exactly what my frustration needed.

Working my hands under her to hold her ass, I pushed my cock all of the way into her before I pulled back, withdrawing until my knob popped out and I pushed toward her, smashing the big head into her pussy again. I licked her mouth as I pushed a finger into her ass but I thought about Christa. Ann's gasping and her head shaking told me that she was just about to come so I buried my pole in her and held still while her cunt spasmed and squeezed all around my hard, veiny limb and her anus squeezed my finger. Her contractions were so strong - it was amazing!

My erection was throbbing and tingling so as soon as her orgasm finished I pounded a few hard strokes into her wet cunt still thinking of Christa's tight body and let loose my load. I only let one squirt go in her cunt then pulled from her, my cock leaving her pussy open and my finger sliding out of her tight ass hole.

Quickly I positioned over her to point my pulsing rod at her mouth. After a few squirts in her mouth, I just moaned as she swallowed the streams of my juice with muffled groans "Mmmmff..." coming from her stuffed mouth. Marveling at the feeling of her tongue against the shaft of my spasming erection, I felt completion nearing as smaller squirts of sperm were deposited into her mouth. When my orgasm finished, my penis was just as hard and swollen as when I had arrived, so I pulled from her mouth and moved down between her legs again.

As I sunk into Ann's cunt she moaned and gasped "Oh yes..." in surrender. It felt like each inch moving into her was an incredibly sensitive endeavor and when I was right to my balls in her I held still for a couple of breaths. Stroking back and forth in her slowly, I felt that my lust was still very high and I felt quite aggressive so I pulled out of her and placed my cock head right against her ass hole, Ann softly said "Kevin..." as she held my head in her hands, "...can't you just have regular sex with me?"

"This is regular sex Ann." I told her as I pushed against her wrinkled circle.

"But can't you just do it in my vagina?" she pleaded.

As I painted her anus a couple of times with the plumb head of my cock and pushed again, I said "I'll fuck your cunt too but right now I want your tight ass." and I pushed again, causing my cock head to disappear in her butt hole.

"Oh! Not there.." she weakly whispered "Oh!" as I worked at pushing more dick into her tight clench.

As I pushed my cock into her I said "Yes Ann. Right there in your ass." Her tightness and her heat were exquisite and her voiced disapproval of something that her body enjoyed and possibly even craved was extremely motivating, so I fucked her ass lewdly and deliberately with long slow strokes. Eventually I leaned back and manipulated her pussy and clit as I continued fucking her ass.

"No... please..." she panted. When she started to come, I boiled over immediately and began shooting my sperm in her flexing rectum which grippeded tightly then released, like her pussy. My erection twitched and pulsed in her tightness, shooting the rest of a massive load into her tight canal.

I stayed a couple of hours at Ann's, fucking her pussy and ass and shooting come in both as well as coming in her mouth. Every time I got off I would think about how close I was getting with Christa and I would start getting hard again, which fueled another attack on Ann. My fat knob against her ass hole would inevitably result in her begging for me not to proceed but I always did. My cock introduced Into her pussy or mouth would start yet another round of abuse on Ann and she took 4 more loads that night before I left, drained. It was such a relief and allowed me to think clearer without the foggy thoughts that had been so common for a while.

The next time Christa was at the house with my sister, they were watching a movie and I knew that there wasn't much left so I took off to where I could meet Christa to walk her home. This time I took a blanket with me in a backpack and when we met up shortly after, we headed through the path. When we got to one of the spots where we often made out, a little clearing just off of the trail, we started kissing immediately and I started groping her right away.

She seemed to turn on very quickly now that we had been making out frequently so after only a few minutes I took the blanket out and spread it out on the soft grass. Her excitement level seemed through the roof after we were on the blanket and dry humping. A few minutes later, I had my hand in her clothes fingering her wet slit while she gasped aloud. This was the first time that I actually penetrated her pussy with my fingers running them in and out of her - a real finger fuck.

Her gasping and muffled moans while we kissed were intense and as I pulled her clothes down her thighs a little, giving me better access to her pussy, I smoothly got my jeans unbuttoned and unzipped, eventually getting my throbbing erection free from my own clothes. While I stroked my fingers in and out of her little wet cunt, I moved her hand onto my twitching cock and she seemed to struggle to catch her breath as she took hold of it.

She pulled and stroked my swollen limb and spread my copious slippery fluid all over it as she groaned and moaned in my mouth. It was incredibly intense and I had my left hand under her ass while my right hand got her clothes down past her knees and spread her legs wide. With full open access I ran my fingers in and out of her snug little cunt and rubbed her clit. My cock couldn't possibly he harder and her firm grip on it gave me some relief as it tingled and throbbed.

While I played with her pussy and boiled to an ever higher level of arousal, Christa kept pulling on my swollen dick, running her hand over the head which spread the slippery pre come fluid all down the shaft. I was really close to losing it as I gripped her ass and stroked her cunt. "Christa!" I croaked as my cock started to flex. My head spun as my meat spasmed over and over, shooting streams of sperm onto the blanket.

I grabbed her hand to control the stimulation and also to keep the streams of come from going everywhere. She was panting hard and pulling on my pulsing member while my seed poured out of it and I humped at her hand. After finishing, I put my hand back on her pussy while my head spins faded away. "We have to go. I'll be late!" she panted out a whisper.

"I know. I know." I replied, my breathing slowing down.

Thankfully my huge load went all on the blanket and I wiped her hand off with the blanket before stowing it away and fixing my clothes.

When she gave me the final kiss goodbye that night, she pressed her lips to mine so hard that it hurt. Once again I was sniffing her scent on my hand while I made my way back home but my cock felt none of the usual frustrating tension. I noted that I really had to wash that blanket.

During the next few journeys back to her place, the blanket became a regular thing and the sessions were heated with her jacking my cock and me finger fucking her sweet box. The last one, I even got down between her legs and sucked her sweet pussy, tongue fucking her and kissing her clit. Christa was about to lose her grip on her sanity but she was still able to stop and break us up to avoid being late on her curfew.

The next time that I saw her, I found out that she was staying overnight with my sister and of course, I was pretty excited about that - hoping for a quick grope or a make out session when nobody was in the room. Sure enough, there were a few opportunities to get a quick feel here and a squeeze there and some short bits of passionate kissing but nothing even close to what our short cut path sessions had become.

After my parents had gone to bed and my sister and Christa stayed up for a while, I was just stretched out on the couch watching TV with a throw pulled over me in the living room. It was getting late and even though I was excited about Christa being in close quarters, I ended up nodding off. Looking at the clock, it read 2:13 when I woke to the light of the test pattern screen on the television. I was just laying there thinking about getting up and heading to my room and stroking a half hard on when I thought that I heard something in the hallway.

Quickly I pulled my hand away from my dick and put it above my head, closing my eyes to slits., and I saw someone come in the doorway. With me being on my back, and my hands raised above my head rather folded, I feigned sleep. The only light in the room being the TV screen was more than enough for me to realize that it was Christa slowly moving toward me. Her sleep attire was not the thin pajamas like last time, but small shorts and a t-shirt and her sock feet were quiet as she came right up beside the couch.

The reduced light in the room and my eyes just barely slits made it difficult but I could still admire the smooth curve of her little ass through my eyelashes. "Kevin." she whispered. "Kevin!" a little closer. ""Are you awake?" I decided to just pretend to sleep heavily and see how she reacted.

Christa lifted the throw and got under it carefully with me. "Kevin?" she whispered again and she moved around to get comfortable, laying on her left side with her front pressed against me. My cock pulsed hard and lengthened as she pressed against me and kissed my neck, her right arm crossing over me and her hand landing on my hip. My sweat shorts didn't restrict much and her forearm pressed my almost full erection at the same time that her hand made contact with my hip.

"Oh god...Kevin." she whispered again before kissing my neck once more and moving her hand to my cock bulge, rubbing the solid object through the thin, soft material. Her pelvic bone pushed against my other hip then backed off before returning with firm pressure. Christa's hand left my bulge and slid under my t-shirt rubbing over my torso and up over my chest. "Oh god." she repeated, this time obviously not attempting to communicate with me as she dry humped my side.

As her hand escaped my t-shirt, it slipped under the waistband of my sweatshorts and underwear to be met immediately by the swollen head of my erection which throbbed and pulsed at her light grasp and gentle pull. "Ohhh... " I heard faintly escape her lips as her hot breath burned my neck between the feathery touches of her lips and tongue.

"Oh Kevin, you have to wake up." she begged, her lips pressed against my jaw but I steadfastly played my role, in deep sleep, cock like a flag pole. Christa continued pulling on my hard rod and kissing my neck while humping her pussy mound against my hip. It was evident that she wasn't getting enough stimulation because she was humping against me extremely hard and grinding - like she was pushing for something that she couldn't reach.