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It was the middle of summer in the quite seaside town of Ormond By The Sea so naturally it was hot even with the constant breeze that flowed in off of the Atlantic Ocean. Being just north of Daytona we didn't get many tourists up this way. This meant that we locals had the same white sandy beach without the crowds and we liked it that way.
One particular Saturday my friend Steve had gone away with his parents for the day so I was pretty much on my own and bored. I went down to the beach to check out the girls only to find that it was nearly deserted with just a few old ladies laying out to get a tan. The s**ttered purple balloon like bodies of Portuguese man of war made it clear that swimming was out of the question. If you've never dealt with these jellyfish like little bastards let me tell you that they are nasty. They have long tentacles that will sting the hell out of you even if the main body is dead.
I figured that I'd do my next favorite way to pass the time, pool hopping. While Ormond didn't have nearly as many hotels as Daytona, every one of them had a pool. I wandered up to the first hotel on the strip and casually made my way up the stairs to the pool. The trick was to look like you were a guest at the hotel; otherwise they would throw you out. Unfortunately, being a small town most of the management at the hotels knew who I was so I got thrown out a lot.
The pool deck was crowded with mostly older tourists but there were a couple of younger families. There were maybe a dozen k**s in the pool, all quite a bit younger than me along with their parents. I found an empty chair and put my flip flops and t-shirt on it and jumped into the cool refreshing water of the pool. The water felt great. I tried to remain inconspicuous while scoping out the barely restrained boobs of one of the mothers as she played with her k**s. She was probably in her late twenties and had a huge rack covered by only a small bikini top. Now this is what I needed.
What I failed to notice was her husband sitting in one of the chaise lounges beside the pool. Evidently he had noticed me ogling his wife, who appeared to be maybe half his age, because after about half an hour I heard a voice behind me telling me to get out of the pool. When I looked back to see who it was, the husband was standing with the manager at the edge of the pool. I didn't argue, there really would have been no point; this particular manager had caught me before.
I got out of the pool and grabbed my stuff. Disappointed I walked back down onto the beach and made my way north towards the next hotel. I made it almost an hour before getting thrown out of that pool too and wandered up to the Hawaiian Inn. This was one of my favorite pools because it was probably the largest hotel in town and so it was easier to blend in with the tourists. It also meant that there were usually more hot women in bikinis to check out and this particular day was no exception. I swam for a while and soaked up all of the exposed flesh that was on display. After about an hour I got out for a smoke. Sitting in the chair next to mine was a girl about my age, she had long brown hair and a great tan for a tourist. She was reclining back in her chaise wearing a light blue bikini top and cut off jean shorts so naturally I gave her a good look before reaching into the t-shirt where I'd hidden my cigarettes.
Just as I sat down at the end of the lounge chair and lit my smoke the cute brunette opened her eyes and asked if she could have one. I said sure and handed her one figuring that was a small price to pay to have a girl actually talk to me. She sat up in the chair and turned to sit cross legged facing me while I extended out my lighter. I leaned over and lit her cigarette then sat facing her. We talked as we smoked about how nice the day was and how great the pool was. As we did I discretely checked her out. She had small tits, but they looked nice and firm beneath the bikini top but when I let my eyes wander down her body I was shocked to see that the crotch of her short shorts had pulled to the side and I could see the lips of her pussy. They were puffier than most of the women that I had seen in my stepdad's Playboys and not nearly as much hair. I tried not to stare at what was the first pussy that I'd ever seen that wasn't in a magazine. I also tried not to get a boner. I looked away after committing that image to memory and fought hard to focus on her face which wasn't too hard because she was really pretty with deep green eyes and a pert little nose above her soft pink lips. I could have stared at that face forever if it wasn't for that holiest of holes peeking out from her shorts.
As we talked I noticed the hotel manager come out onto the pool deck. Shit, I thought, I'm busted just as I was getting to know this girl. Sure enough he walked straight to where we were sitting but to my surprise he kicked us both out. Evidently she wasn't a tourist like I'd thought; in fact she didn't live that far from me. She told me that her name was Toby and that she'd just moved to Ormond at the beginning of summer from Michigan. I told her my name and that I'd lived in Ormond for most of my life. We found a place to sit in the sand and talked for most of the afternoon. It was really pretty cool how easy it was talking with her, you see I was really a nerd and had a hard time talking with girls. While we talked I did manage to get a few more glimpses of her pussy and knew that I would be beating off to the memories as soon as I got home.
Finally around five o'clock she said that she had to go home for dinner. I got up and helped her to her feet really not wanting the day to end. To my surprise she pulled me close to her and kissed me on the lips. I was stunned but managed to say that I'd wanted to do that all afternoon. She whispered back," you should have."
We kissed again several more times before finally she said that she really had to go. I let go of her but not before arranging to meet up the next day. We walked away in different directions and I was on cloud nine. I'd not only just spent the day talking with a pretty girl but had kissed her and even seen her pussy. A day just doesn't get better than that when you're a socially awkward teenaged nerd.
As soon as I got home I told my mom that I was going to take a shower to "wash the beach sand off". Since my brother and I shared a room the shower was really the only place that I could have the privacy to take care of my needs and while it seemed like lately I had a lot of needs this day they were more urgent than ever. I quickly grabbed a change of clothes and locked myself in the bathroom.
The water felt great as I hurriedly washed my hair and body. As soon as I felt that I was clean enough I grabbed a hold of my rock hard prick. I furiously flogged my purple helmeted soldier while pulling up the images of Toby's sweet young pussy. I could clearly picture every strand of light brown hair that graced those puffy adolescent lips. I imagined what it would look at feel like as I pushed my dick inside of it and within a very few minutes I was spraying my cum in huge ropes onto the tiled walls of the shower. I don't know that I had ever cum that hard to that point in my life; my knees were shaking as I wiped off the mess and directed it towards the drain.
I dried off and went out to face my family for dinner. Ham and scalloped potatoes, which was one of my favorites normally but oddly I wasn't that hungry. After dinner and washing the dishes I told my mom that I was going to my room to read. She looked at my suspiciously but said okay. She also made a point of reminding me that it was a new episode of the A-Team that night. I never missed the show, but that night I had other things on my mind.
I laid back in my bed and relived the events of the day, eventually jacking off. I shot another huge load into a sock while hundreds of machine gun rounds that never seemed to hit anyone blared from the TV in the other room. I eventually fell asleep only to wake several times during the night. Each time that I woke I looked at the clock and was disappointed that it wasn't time to get up yet.
When I finally got up in the morning I quickly did my chores and raced off to the beach to wait for Toby. I got to the spot by the pier where we agreed to meet and spread out the blanket I took from the linen closet and waited. After what seemed like forever I saw her walking up the beach towards me, she looked like an angel as she approached, except that she was an angel wearing short cut off jeans and a t-shirt. As she got close I stood up greeted her, nervously taking the initiative this time and pulling her in for a kiss. Her lips tasted like strawberry lip gloss, damn I love strawberries. We spent the whole day at the beach talking and laughing, but mostly we kissed on the blanket. Around noon we went up to the little general store at the top of my street and I bought us a couple of subs and bottles of Coke but after lunch it was back to making out on the beach, which got us some dirty looks from the geriatric local women and some leers at Toby from their husbands. A couple times I was even able to discretely feel her boobs, they were small but soft beneath her t-shirt and bra and to me they were absolutely perfect. Heading home that night was even harder that the night before but we'd agreed to meet back up by the pier after dinner.
I raced back home and took another shower to "wash off the beach sand" before devouring my dinner and bribing my brother with a few bucks to handle the dishes. As I headed back out the door my mom stopped me and asked why I was in such a rush. I told her that I was meeting up with a friend. “A girl friend", she asked and unable to lie I said that it was. She just smiled and told me to be home by 11. Looking back I just think that she was happy to see me with a girl instead of playing Dungeons and Dragons with Steve.
I went back to the beach and waited for Toby on the stairs that led up to the pier. Again it seemed like forever but eventually she surprised me by sneaking up behind me from the top of the stairs. We laughed that she'd startled me and then sat beside each other kissing. With my arm around her I noticed the lack of any bra straps, my dick went instantly rock hard. As we made out I once again snuck in a discrete feel of her breast, it felt even better without the bra in the way and I could even feel the hard nub of her nipple through her t-shirt. I swear at one point as I let my hand wander over her tit it felt as if she were pressing back against my hand. Just as I was gathering the nerve to blatantly try to cop a feel Toby pulled my hand away and quickly broke off our kiss.
Just as I thought that I had pushed too far I noticed the couple walking up the beach towards the stairs. They were old, probably in their forties or maybe even fifties. Toby stood up and moved back a couple of stairs behind me to give them room to pass. As they did she sat down on the higher stair, which was disappointing because there was no way that I could touch her boobs from there without being obvious, hell I couldn't even kiss her up there. "I need to take a break for a minute", she whispered in my ear as the couple disappeared onto the trail at the top of the stairs.
I was still worried that I'd gone too far when she pulled me back until the back of my head was resting between her soft thighs. I could feel the damp heat of her on the back of my head and the knowledge of where that heat was coming from had my dick at full staff, hopefully she couldn't see it. We sat like that for a few minutes when I turned slightly and kissed the silky smooth skin of her inner thigh. It was just a quick peck but her reaction to it was obvious. She sighed and spread her legs a little wider nestling my head a little deeper against that pussy that I'd been jacking off to for two days now. I turned and kissed the other thigh and got the same response. I did it again, just a little higher and heard her hiss softly as I let my kiss linger on her soft flesh. I turned back to the other thigh and this time I could feel the hem of her shorts against my cheek along with the furnace like heat radiating from inside them.
"Oh shit", she cooed as I nibbled softly on her thigh. She shifted above me so that her back was against the railing of the stairs and her crotch was now accessible.
Taking that as permission to keep going I licked the skin of her thigh where it met the hem of her shorts. Her whole body seemed to quiver at the touch of my tongue. Emboldened by her reaction I reached up and with nervous fingers I pulled the material of her shorts and panties to the side exposing her sex to my lustful eyes and kissed her right on her nether lips. I could feel her lean back against the railing as she sighed, "Please don't put your fingers in me."
I thought this was a weird request but she didn't say anything about my tongue so I licked the split between those puffy lips from top to bottom. She groaned with pleasure and I felt her hand on the top of my head, gently pulling it towards her pussy. I pried apart her lips with my tongue and for the first time tasted the sweet meat that waited inside. I was instantly hooked, it tasted like nothing that I'd ever tasted before but I knew that I wanted more. As I licked her sweet young pussy she guided my head until I was focused at the top of her slit where there was a small nub hidden where her inner lips seemed to join. "Oh God, that's it", she groaned, "Lick me right there."
Who was I to refuse? I licked and nibbled on that little bud and the more I did it the tighter she pulled my face to her crotch. Each lick or love bite seemed to make her body tremble and soon I felt her thighs on my shoulders and then gently squeezing the sides of my head. I recognized what was happening eventually, she was going to cum like I did when I jacked off. Funny, I'd never thought about a girl cumming before, I really didn't even know how it worked, but I was learning. Every now and then I would take my tongue away from what I now know was her clit and I would run it along her gash scooping up the delicious juices that seemed to ooze from the hole at the bottom of her pussy. I didn't know what they were but they tasted damned good. Suddenly her breathing turned into gasps for air and her body seemed to clench up around my head. The juices that I'd been lapping up turned into a flood as she cried out and I knew that she had cum. I was rather proud of myself. Unexpectedly I felt her push my face away from her crotch then she squeezed her legs together.
Breathlessly she asked, "Where did you learn to do that?"
I answered that I'd never done it before but just went with what she seemed to like.
She stood up and adjusted her shorts then moved back down beside me on the stairs. We kissed again deeply and when we were done she laughed, "You taste like my pussy!"
"I hope that I taste like that a lot because I loved it", I answered trying to be suave.
"I suppose as long as it's mine", she replied and kissed me again. This time as we kissed I felt her hand on my lap and gripping my hard on. I could feel her fingers tremble as they worked on the button of my shorts and being the young gentleman that I was I reached down and undid it for her as well as my zipper. I lifted my ass just enough that I could slide my shorts down far enough to free my aching erection from its confinement. Tentatively she wrapped her fingers around my throbbing dick, it felt incredible as her soft hand began to slowly pump my shaft. She caught a hold of a stray pube and gently I urged her hand away just long enough to set it free. “Is this alright”, she asked and of course I assured her that it was.
We sat there kissing as she stroked my boner lovingly. My pre-cum was flowing steadily from my cock and making her hand slick on my shaft. Never before had another person’s hand touched my dick like that. As she jacked me off I ran my hand up the front of her shirt and cupped the soft swell of her budding tit. I could not believe the past two days, I not only had met this beautiful girl but I’ve seen and licked her pussy and now I was playing with a real live set of boobs while getting a handjob. How fucking cool was that? Just as I was starting to feel my nuts begin to draw up she stopped and quickly placed her purse in my lap. Confused I pulled away and looked up to see another couple walking down the beach. Damnit!
We watched them walk by, the woman ignored us but the guy shot me a look that said it all. He’d seen what was happening and as they passed I swear that he mouthed the word, “sorry.”
As soon as the coast was clear she went back to stroking my aching rod. Her soft hand was so different than mine as it glided up and down my veiny shaft lovingly. It didn't take long before she had me on the edge again. "Fuck, here it comes", I grunted as my nuts tightened up and the first batch of my cum shot from the head of my prick. Toby looked on with wonder as my creamy seed shot up into the air before arcing back down to land on my shoulder. She kept pumping as a few more thick ropes of my seed launched from my cock pretty much covering the front of my t-shirt before finally subsiding to a dribble that covered her slender fingers.
"Holy shit", she exclaimed. "Is there always that much", she asked as she investigated the pearly goo that coated her finger.
I answered honestly, "I don't think that I've ever cum that hard before."
She looked at me with a puzzled expression on her face, "you've done this before?" I could have imagined it but I swear that she looked a little disappointed.
"Not with another person", I assured her. "All guys jack off."
"Eww", she said with a shudder.
Now it was my turn to be confused, "What, it's what we do, otherwise we'd be walking around with a hard-on all the time and a nasty case of blue balls."
She laughed, "It’s not that, us girls do it too, but I just realized why my brother takes super long showers."
We both laughed. I could feel my cum cooling as it dried on my now very sticky shirt so I tried to peel it off without getting my own jizz all over myself. "Let me go rinse this out."
"Yeah, I need to wash off my hand too."
We got up and strolled down to the water's edge where I rinsed out my shirt and she cleaned my cum off of her hand. We both agreed that it was starting to get late so I walked with her down the beach towards her house. We held hands as we walked along the moonlit stretch of pure white sand in silence. When we go to the ramp near her home we stopped and kissed again before agreeing to meet up in the morning.
The next few days went pretty much the same, spending the day at the beach and after dinner meeting back up although we never seemed to find the privacy to repeat the fun of Sunday night. On Thursday I woke up to see a cloud filled sky out of my window, "Damn", I swore under my breath at the impending weather. I put on the news as I did my morning chores and the weather girl, who suddenly didn't seem as interesting to me, confirmed my fears. It was supposed to rain for most of the day.
As soon as my mom left for work I called Toby and broke the news that the beach was out for the day. She explained that she would have me over her house but her mom was home and it wouldn't be okay with a boy m*****ing her daughter. We laughed about that but then I figured that my mom wasn't going to be home so I invited her over to my house. I'd have to bribe my brother not to tell but fuck it. She agreed and said that she would be about an hour or so.
A few minutes after I hung up the phone my little brother emerged from our room. He asked what I was planning to do for the day and I told him not much and asked what his plans were. He explained that as soon as his chores were done that he was going over to his friend Bob's to play Atari. Perfect. I offered to take care of them for him since I was going to be home anyways. He gave me a suspicious look but agreed and headed out the door.
Now that I had the house to myself and Toby on her way my mind raced with the possibilities. Just the thought of having the day alone with her had my dick throbbing so I went into the bathroom and rubbed one out into the toilet before she got there.
It seemed like an eternity but eventually I heard a knock at the door and opened it to find my perfect angel waiting on the carport. She was wearing a cute yellow sundress that showed of her figure nicely. I rushed her into the house before any of my nosey neighbors could see that I had a girl over while my mother wasn't home. I locked the door and led her into the living room. I pulled her close to me and kissed her, relishing in the feel of her lithe body pressing against mine and the taste of her ever present strawberry lip gloss. I asked if she wanted something to drink and went into the kitchen to pour us each a cup of coffee. As I got the coffees ready I heard the TV come on in the other room and after a few channels being turned I heard Prince's new song Little Red Corvette playing.
I brought our coffees in and handed her a mug before sitting down next to her on the couch. We sipped at our cups and watched a few videos on MTV, of course back then they actually played videos. When the video for True by Spandau Ballet came on we got up and danced. It felt so perfect pressing up against each other swaying to the music. I was actually a little disappointed when the song ended and was followed by Iron Maiden, who was normally one of my favorite bands.
We settled back onto the couch and started kissing again. As our tongues softly explored the others mouths I let my and slide up her side until I cupping her firm little breast through the thin sundress. Her hard nipple poked against the fabric as I pinched it gently. She moaned into my mouth as I played with her tits. Suddenly a loud crack of thunder broke the mood as she jumped at the sound. I hadn't even noticed that it had started raining but in true Florida fashion it was absolutely pouring.
"You haven't showed me the rest of your house", she said as she started to get up off of the couch.
Silently cursing the thunder that had interrupted us I got up and gave her the nickel tour of the small house. Like all of the houses in the area it was a pretty simple layout with two bedrooms and a single bathroom in the middle. Lastly, I showed her the room that I shared with my brother. My room was a typical teenage boy’s bedroom with two twin beds and car posters on the walls. As we stood there checking out my room another loud crash of lightning sent her right into my arms. I held her tight and kissed her again.
"Where's your brother", she asked and I explained that he was at his friends and would be gone all day and that he certainly wasn't going to ride his bike home in this storm. "Good", she replied and stepped back from me. She reached up behind her neck and untied the strap to her dress. I stared in awe as it slid down her body to pool at her feet. I'd enjoyed feeling her small tits but that hadn't prepared me for the sight of their perky perfection. The twin swells of them were milky white against the deep tan of the rest of her body with quarter sized pink areola and puffy nipples. Allowing my gaze to wander down I checked out her tanned thin belly and the light blue panties with their little yellow flowers. Her body was perfect. I tore my eyes away long enough to peel off my t-shirt and drop my shorts to the floor.
Wearing just our underwear I pulled her against me and we kissed deeply, I could feel her bare breasts rubbing against my chest and it felt amazing. I eased her back towards the bed. Gently I laid her down and climbed over her. I kissed her lips and then her neck slowly working my way down until finally allowing my lips to climb the soft rise of her breast. She moaned with pleasure as I took her nipple into my mouth and sucked on it gently. After a minute or so I kissed my way over to her other tit and loved on it the same way, kissing and licking all of it before taking her nipple into my mouth. I leaned forward and kissed her sweet lips again and as I did she arched her hips and ground her crotch against my hard on. I could feel the heat of her sex through the material of our underwear and it made my dick twitch in anticipation. I broke our lip lock and moved back down to her nipples again before slowly kissing and licking my way down her trembling belly. When I reached the top of her panties I sat back on my knees between her legs and hooked my thumbs under the elastic waistband. She lifted her ass so that I could pull her panties down over her hips and then raised her legs so I could pull them off. I was looking down at her naked body for the first time and it was incredible. She had a sparse patch of brown hairs above the swollen lips of her pussy. Mindful of her previous request not to put my finger inside of her I used them to spread those luscious lips and took in the wondrous sight of the glistening pink flesh inside. She was already wet and I greedily lapped at her juices causing her to gasp.
"You have too many clothes on", she sighed so I quickly got up and stripped off my Fruit of the Looms. My cock was already rock hard and a good sized bead of pre-cum was oozing from the tip. When I laid back down on the bed I did so with my face to her waiting pussy and my dick up near her head. I positioned her on her side facing me and went back to work on her sweet pussy. I was hoping that she would jack me off while I ate her out and wasn’t disappointed when I felt her hand on my shaft. What happened next blew my mind, suddenly I felt something warm and wet envelop the head of my dick. It took a second for me to realize that it was her mouth sucking me in. She was sucking my dick and it was like nothing that I'd ever even imagined. I tried to focus on making her cum without doing so myself but it was not easy as she slid her soft lips up and down over the sensitive helmet.
Gently she urged me onto my back and straddled my face without ever taking her mouth off of my throbbing dick. As I licked her quivering pussy I could feel that I was losing the battle not to cum. When I could no longer fight it back a grunted out a warning that I was going to cum. She pulled her mouth off of me and sat up still pumping my spit slick rod with her small hand until finally my ass arched up off of the bed and I began shooting my seed. Rope after rope of my cum erupted from my balls landing God knows where. The sight of my cumming must have been enough to push her over the edge because she began to grind her gushing pussy against my face as she came within seconds of my climax. As she came she collapsed back down on top of me and I could feel the cooling slime of my jizz squish between us. I must have cum all over her.
Eventually she climbed down off of my face and turned to lay beside me. As she did I could see the glistening sheen of my cum covering her tits and belly. We lay like that, kissing and catching our breath, for a few minutes. "That was incredible", I whispered between kisses.
"I love what you do to me too", she replied, "but you made a mess again."
We both laughed and I got up and half ran to the bathroom to grab a wet cloth to clean us up with. My still hard cock bounced comically with every step. I got back and tenderly cleaned my drying goo from her chest and then wiped off my own. Dropping the cloth to the floor beside the bed and hoping to need it again, I lay back down beside her. I pulled her close to me and kissed her, our lips parted and our tongues began their now familiar dance. As we kissed she again began to grind her crotch against my hard prick. Her sparse hairs tickled my shaft as it slid along her wet gash. Gently I rolled her onto her back with me on top of her small frame. It was now or never and I used my knees to part her silky thighs. Kneeling between her spread legs I grabbed my cock and directed it towards her pussy. She bit her lips nervously but gave me a little nod and I lined up towards her tiny opening and pressed it home.
At first I thought that it wasn't going to fit, so great was the resistance to my penetrating her hole, but then suddenly the head and about another inch of my cock popped into her. It was a sight that I will never forget as her lips spread around my shaft and seeing my dick push into her steamy canal, the view was only topped by the feeling of her tight pussy stretching around me. She hissed at the intrusion and I paused afraid that I'd hurt her. After a few seconds she started to look more relaxed so I pushed in a couple more inches. It didn't seem to take as long for her to adjust the second time so I pulled out all but the head of my cock then pressed home all six inches of my prick until I felt her downy soft pubes against my balls. She gasped a little so I leaned forward on top of her trembling body and kissed her passionately while giving her time to get used to my shaft being inside her. Her tight teen pussy squeezed my throbbing shaft in ways that I'd never even dreamed of, nothing in my perverted teenage mind could have prepared me for the feeling of being inside of her virgin pussy. Slowly I pulled back then pushed my cock back into her. It wasn't easy to take it slow, instinct screamed at me to pound her like a dog in heat, but I wanted this to last. I fucked her gently at first, relishing in the little moans each time I buried my prick to the hilt in her steamy box. Gradually she began to gyrate her hips fucking me back and I began to pick up the pace.
I could feel the pressure building in my balls and knew that I wasn't going to last much longer I struggled to hold back the rising flood. "Fuck, I don't have a rubber on", I swore to myself. With a couple more pumps into that sweet pussy I pulled out in a panic and fisted my cock showering her belly and chest with my cum. "Oh my God", I croaked as I squeezed the last of my juice from my dick. Collapsing on top of her we kissed again as my hot seed squished between us. We lay there for a little while enjoying the post sex euphoria and the feel of one another's bodies pressed close.
"We can't keep doing this", she stated matter of factly and I felt my world begun to crumble. Did I do something wrong? She seemed to be enjoying it, maybe I came too fast. A thousand ways that I may have fucked this up ran through my mind like a freight train on disappointment. She must have seen the turmoil on my face because she laughed and explained, "Not this, I hope that we never stop doing this." The she kissed me again and added, " It's just that I keep winding up covered with sperm. It's kind of gross."
Confused and relieved at the same time I explained that I wasn't ready to be a dad just yet. That's when she explained that she was on birth control pills. Which only confused me further, why would a virgin be on the pill? "But, you're a virgin?"
"Not anymore", she giggled then explained that she had really bad periods and that the pills helped control them.
I got up off of her and looked down at my own cum covered chest and laughed and suggested a shower. She agreed that it was a good idea so I explained where it was to which she asked, "Aren’t you coming with me?" I was off the bed like a rocket and guiding her out into the hallway and towards the bathroom.
Our shower wasn't very big, pretty much just a bathtub with a showerhead, but it was enough for us to take turns, one under the spray while they cleaned the body of the other. I'm really not sure that we washed each other's body or m*****ed it with our soapy hands. Either way we had the cleanest genitals around by the time the water started to run cold. We got out and dried off before strolling naked and giggling back to my bedroom.
We sat down on my bed and I fished out my pack of cigarettes from their hiding place behind the headboard. We each had a smoke using an old coke can as an ashtray. I will admit it was a little weird when I thought about it later but we both seemed so comfortable sitting on my bed laughing about school and our families while completely naked. This isn't to say that I wasn't enjoying it because I certainly was.
When we finished our smokes Toby got up and put the soda can back on the night stand which gave me a great view of her firm bubble butt when she bent over. I leaned in and gave it a small nibble on the cheek. "Mmmm, you like my ass?"
"I love all of you", I replied and turned her around to kiss her flat belly.
"I can see that", she giggled looking down at my hard prick, “does that thing ever go down?"
"Not when I'm around you." I grabbed her ass with both hands and pulled her pussy to my waiting lips. With my nose buried in her sparse brown hair I kissed the top of her pussy and licked as much of her wet lips as my tongue could reach. She sighed and somewhat awkwardly raised one foot up onto the bed granting me better access to her wet gash. She braced herself with one hand on my shoulder and the other holding my face tight against her cunt. As I licked and sucked on her hard clit I brought my hand around and slid a finger into her for the first time. I figured now that her cherry had been broken it was safe to do so. I assumed her approval when she sighed and pulled my head closer.
Her hole was hot and wet as the sides of her tight pussy gripped at my finger. After a couple of minutes I pulled my finger out and pressing two fingers together slid them back in. Because of the angle I had to do so with my palm facing in but with two fingers I was able to probe deeper into her pussy. A couple of inches in I could feel a patch of the inside of her canal that felt different, almost like a wet, slimy walnut. Curious I ran my fingers across this surface and it made Toby jump at first and moan loudly. As I gently rubbed this new found treasure and pleasured her clit with my mouth I could feel her body tremble and her breathing becoming more and more just gasps for air.
Suddenly she pulled her pussy away from me and she pushed me down onto the bed. "I want to cum with you inside me", she gasped as she climbed up to straddle my hips. She reached down and guided my hard cock to her entrance and abruptly sat down impaling her hot pussy with the full length of my rod. "Oh yeah", she hissed as her ass rested on my balls. She rode my cock by just rotating her hips, keeping my pretty much buried to the hilt while grinding her clit in my pubic hairs. Her small boobs bounced invitingly above me so I reached up with both hands and played with her puffy nipples.
Sweat began to bead on her forehead and her gyrations became more erratic as her orgasm approached. Being inside her as she came was a whole new experience for me, the way her already tight pussy clenched around my shaft was mind blowing at the same time she became so wet that I slid into her easily. I could feel her juices pooling around my balls and running down the crack of my ass. She rode out her climax gripping my chest and leaving some good sized scratches in my well tanned skin before she collapsed on top of me.
I gave her a minute or so to recover, slowly rocking my hips from beneath. Finally, when her breathing had returned to something like normal I pulled her up off of me and guided her onto her hands and knees. I'd seen this in a couple of magazines and always wanted to try it. I got onto my knees behind her upturned ass and slid my cock back into her super slick pussy. I grabbed her by the hips and began to fuck her with long deep strokes. With this new position it felt like I penetrated deeper into her swampy cunt.
"Mmmm, I like this", she whimpered as I fucked her from behind.
"Me too", I assured her while I looked down at her cute little asshole and watched as my glistening shaft pumped in and out of her. I'm not sure what made me do it but I wet my thumb with a little bit of spit and began rubbing her asshole with it causing her to moan deeply. I saw her move her arm below her and soon felt her fingers playing with her clit as I fucked her pussy and toyed with her ass. Taking my thumb from her puckered brown star I spit on it again and pushed it passed her ring. It was odd feeling my dick pumping into her through the thin membrane that separated her holes. I was so tempted to pull out and try to fuck her ass but I wasn't quite sure if I should push my luck so I didn't. I could feel her getting wetter again and her tight pussy was gripping my cock as she began to cum again. This time I was not going to be able to hold back my own climax and began to fuck her harder. Just as she started pulling at the sheets with her clenched fist and moaning into my pillow I felt my balls contract and with one final push as deep as I could go I began to cum. Shooting my load inside of a woman was completely different than just letting in fly in the shower or even onto her chest. Her pussy seemed to milk my cum from my shaft as she too came.
We spent the rest of the morning and most of that afternoon naked and even had sex a couple of more times, once with her bent over the kitchen table. She left just before my mom was supposed to get out of work with a lingering kiss by the front door and a promise to do it again in the morning.