Reflecting on the only female in my life, that I never got to do anal with
It’s not a bad drive from San Diego to Corona. Just go straight up the I-15 and then west on the 91. If traffic is light, you can bomb along in about an hour and a half. If it’s heavy and some idiots have crashed…. 3 hours. Either way, I had a lot of time to reflect on the previous, long conversation, with Sadie and how much I already missed her company.
Normally, when I nab up someone, it’s a ‘wamm, bamm, nice tight ass, ma’am’ type thing and I leave them where I find them. She was different. She was on a mission and even though I had interrupted it, brutally I might add, she used her youth and femininity, to get me to help her in the long run. Whether it was fate, or sheer dumb luck on her part, it just happened to have been me.
Me bringing up that there was only one chick I never buttfucked, got me thinking about that girl. I was 13 at the time and had gotten a couple years under my belt, not only with my neighbor, Maggie and getting most of my experience in her bed, but I had also started fucking many other girl’s within my age group. I acquired quite the knack, for convincing almost all, into having sex. Some, however, I had to coerce.
Pamela was a little younger than me, by about 3.5 years younger and was my best friends little sister. She was always, or appeared to be at least, curious of about what she’d see swinging around in a boy’s swim trunks, when hanging around the pool with us. Me and occasionally, several other of our friends spent the entire summer at Matt’s house, swimming and having fun. I’ve known Matt since kindergarten and we remain friends to this day.
Pamela was a constant fixture with us and never did it cross my mind, or probably any of the other boy’s present, to look at her for more than anything other than Matt’s sister. That all changed after I lost my virginity and ALL girl’s, even Pamela, began to hit on my radar. She was cute. Black hair, big brown eyes, very smart and funny. Still, obviously for her age, she had some ‘baby fat’, which helped identify her future curves as she would get older.
Then, one Friday evening, Pamela took a more noticeable interest in my swim trunks and saw the bulge I was sporting. It had been awhile since I spent an entire weekend at Matt’s, electing to spend them at home, now that I was 13, which translated into me being over at Maggie’s, or her coming over to my house, and my room.
I was in the pool, holding myself along the edge with my elbows, talking with Matt’s mom who was standing in front of me. Between looking at his mom in her bikini and the motion of the water causing my body to move against the pool, I began sprouting a hard-on. I was able to negotiate through the ‘Marco Polo’ game happening and get out of the pool. Hunched over, I finally made it to my pool lounger and put my towel over me. Pamela was the only one to have seen it.
“What was that?”, Pamela asked, pointing to my now, towel covered, groin. Instinctively, I told her, “If you promise not to tell anybody, not a soul, I’ll show you later. Promise?”. Pamela, with a big smile, nodded her head and ran into the house. As Pamela went inside, I thought to myself, “Fuck, stupid. Pamela won’t let it go now. Why did you tell her she could see it later. She won’t let up until you do. Dummy!”.
Throughout the evening, Pamela tried to make every attempt to see what she saw earlier. I’d go to use the bathroom….. she’d follow. Go to the kitchen….. she’d follow. When I went along the side of the house, to retrieve a pool ball….. she followed. It was here, I told her, “Pamela! Stop following me everywhere. I’ll show you tonight after everyone goes to bed. Okay?”. She giggled, said “Okay” and ran off.
Later, after everyone went to bed, I got up from my sleeping bag in the living room, where Matt and I we’re sleeping and snuck quietly down the hall to Pamela’s room. I could hear the TV playing in their parents room, so I wasn’t to concerned about the creaking from her door hinges, but was concerned, knowing that they were still up.
I slipped through the door and after closing it behind me, saw Pamela sprawled out fast asleep. She was wearing a powder blue nightshirt and was flat on her back, both arms laid upwards, her legs spread apart, with one leg kinda bowed and the other laying straight out. At first, I thought, ‘Maybe I should just leave’. Then, my youthful hormones took over and I elected to stay.
I walked closer, looking at her visible white panties, an embroidered red rose highlighted the area of the waist, just to left of center. “Pamela”, I whispered softly in her ear. Nothing. I whispered again, just a touch bit louder, “Pamela!”. She stirred slightly, but still didn’t wake up up. Finally, I placed my right hand on her chest and began feeling her small budding tit’s, mostly nipple at this point in her life and rested my left hand on her shoulder, gently shaking her.
Leaning in one more time, I whispered, “Pamela! Pammy-poo, wake up”. This got her eyes to open and upon seeing me, rubbed her eyes and got a huge smile. “Shhhhh”, I said with a finger to her mouth, “Do you still want to see it?”. She nodded and said “yes” and sat up, throwing her legs over the side of the bed. I again said “Shhhhh”, putting my finger over her mouth. Again, she nodded.
I dropped my PJ bottoms and allowed my limp cock to hang in her view. Her eyes got big and she smiled with great pleasure, looking up at me, then back to my cock. I shook my hips, causing my cock to flop about and gain some form. She giggled. “Go ahead, touch it”, I said, “put your hand around it and tug a little”. She hesitated at first, but then grabbed it and pulled back and forth.
“It feels like ‘Silly Putty’, she said, stretching it downward and let go. On her 3rd pull, my cock was getting harder and she took notice. With a quiet giggle, she said “it’s getting bigger and not as spongy”. I told her, “It’ll get bigger, if you gently hold it in your hand and tug back and forth. Here, let me see your hands”. I placed her right hand on my shaft and after guiding her how to do it, let go. I placed her left hand onto my testicles and told her, “be careful not to squeeze real hard. Just roll them around in your hand. Okay”. She nodded her head
Even though this whole thing was amazing, I needed more. My cock was rock hard and all I wanted to do was peel off Pamela’s panties and stuff myself inside her. She was definitely interested in everything, but having ‘popped’ a few cherries in the past couple years, I knew Pamela would be a real squealer and considering her room was across from her parents room, I didn’t want to take the chance.
“Put it in your mouth”, I told her, “you can suck on it”. “Really?”, she replied, looking up at me with her nose curled, like she wasn’t really believing me. “Ya’, put just the tip in first and lick it”, I said, “then just move your head further down and then suck”. I was surprised that she wasn’t more hesitant, but instead, did exactly how I told her to. Her tongue felt amazing and unlike Maggie’s and all the others though, Pamela’s was a cooler tongue. Almost like if she had taken a drink of ice tea. It warmed up eventually.
She wouldn’t take more than about 3 inches at first and I wasn’t complaining, nor about to tell her to take more. As she became more relaxed, I did have to stop her momentarily, as her teeth started raking my shaft. “Pamela, hang on. Wait. I want to show you something”, I said. Taking two of her fingers, I bent down and sucked on them, showing her how to not rake my cock with her teeth. “See”, I said, “do that. Also, you might want to kneel on the floor to do it”.
After telling her to kneel, I essentially took control and pulled her to that position. She went right to it and, without having to prompt her, she cupped my balls again. She really enjoyed that part. Between me being so aroused and looking down at this little beauty, her hair and body visible from the night light, it didn’t take more than a few minutes, for me to want to cum.
It was a unique blowjob. Unlike Maggie, who gave an aggressive and wet blowjob, kinda like she was always looking for a dinner and dessert to be hidden in my balls, or all the other girls, who, through inexperience, sucked and experimented, thinking it was the way to do it, Pamela just did it in a slow, rhythmic way.
Her head didn’t wobble around, she didn’t pull me out and lick, nor did she try to go fast. She just slowly moved her head back and forth, rigidly somewhat, not complaining or stopping for air, she just breathed through her nose. The more I watched her black hair moving about in the glow of the nightlight and feeling its sensation at the same time, I couldn’t hold back any longer.
I grabbed the back of her head and held it from moving, just as I unleashed a heavy stream of my jizz into her mouth and throat. She jerked back a little, sealing her mouth a little bit tighter onto my shaft, as my cock remained inside, spurting a bit more and then pulsating, as the remaining jizz flowed out. I released her head and she backed away.
Looking up at me, she pointed to her mouth and, looking like a fish who had to much food in it, I smiled, whispering, “Swallow it, Pammy-poo. Swallow. It won’t hurt you”. I was surprised, when, with one big gulp, she swallowed without hesitation. “That wasn’t bad”, was all she said. With my cock still hard as a rock, I helped her up and into bed.
Putting my PJ bottoms back on, I climbed in and laid alongside her, kissing her as my right hand brushed her silky black hair and the left explored her body, going up under her nightshirt and rubbed her budding tits. She was very receptive of this and enjoyed the attention here. However, she did pull away slightly, when my hand moved down and rubbed between her legs.
“It’s okay”, I said, “I’m going to just rub outside your panties. Okay?”. She smiled, nodded and relaxed. Again, she was very responsive to my gentle touch on her covered, virgin snatch, as my finger tips glided over her pussy lips and her clitoral bump. Here, the clitoris, is where I was able to really make some progress with Pamela in the future. I just didn’t want to ruin anything later on, by being an idiot tonight.
Through her panties, I used two fingers to spread her lips apart and massaged her clitoris. Her eyes fluttered and her hips began moving about. She began panting, as her chest rapidly moved in and out, along with a low ‘mmmmmmm’ noise. I stopped at this point, becoming scared she might squeal loudly.
“Why did you stop”, she asked, in a disappointed tone. “Because I really want to use my mouth on you, the way you did me”, I responded. Yes, it was true….I did want to go down on her. But, I also knew, once I did that, I would be cramming my meat inside her at some point, thereafter. I did with every other girl and Pamela, wasn’t going to be any different. I told her, “Tomorrow night, I’ll sneak back in and we’ll do more. Okay”. Showing disappointment, she reluctantly agreed.
I finally left, went back to the living room and fell fast asleep. The next day, nobody was the wiser. Except for Matt. He asked, before his parents got up, where I was and if I was in his sister’s room. He, like I, wasn’t a virgin. “Hey, dude, where did you go for so long last night? We’re you in my sister’s room?”, he asked. I have never lied to Matt, back then, or now.
‘Yeah, I was in Pamela’s room”, I responded. He pressed me for more information, with that stupid grin he gets and was relentless. “So, did you fuck her? I mean, she’s my little sister and all, but I rather it be you, than some asshat. Dude, what did you do with the mess? The ‘cherry’ mess? Fucking leave a bloody towel around here and you will get you caught”. I stopped him, finally.
“No, Matt, I didn’t fuck her. Close, but didn’t get up in her. I did, play with her and, well”, pausing for a few, “Showed her how to give me head!”. Matt didn’t miss a beat. He rolled into his pillow laughing and asked, “you going for a repeat tonight? If she did that last night and liked it, well, you know Pammy-poo, she’ll be relentless to learn more”. My response back to Matt was, “Yes. I told her I’d show her more tonight”. We both snickered.
To Be Continued…..
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