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Part 3: Lindsey and Me… My Life Long Friend and Lover

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Part 3. I discovered actual love, while fulfilling a young girls desire and curiosity ( along with my insatiable need for anal sex )

Part 3

As Mary worked my balls in her mouth, swishing away with her tongue and rotating each one occasionally, Lindsey started stroking my cock again. Lindsey was very intrigued at what Mary was doing to me, but she also seemed upset, with a pissed facial expression and a glare in her eye. Between having my balls washed and the handjob, I was getting to the point of unloading a huge cum shot for someone.

I reached over with my left hand and pushed Lindsey’s head to my cock, telling her to quickly put it in her mouth and suck. Just as her mouth wrapped around my head, my cock exploded with one the biggest loads of my life, right to this day. Her head kinda bucked back and I forced her head back down, pumping my meat into her mouth, continuing to ejaculate and then allowing it to drain.

I laid there, out of breath and sweating profusely, looking down at Mary who was laughing almost hysterically, because Lindsey was sitting there, mouth closed and her cheeks puffed out like a fish. Mary said “sweetie, you swallow it as it’s shot into your mouth”. With embarrassment written all over her face, Lindsey swallowed it all in a big gulp and swirled her tongue around her teeth and mouth, finally giving that signature sweet smile. I pulled her close to me and we snuggled up. Mary got up and left the bedroom, leaving Lindsey and I to talk.

I asked why she had an angry look on her face, when Mary was sucking on my balls. She responded, pouty face and all, with “It’s because she seems to be having all the fun and I’m your girlfriend, NOT HER! THAT’S WHY!” Oh, wow, she has become quite possessive I thought and yes, she is definitely my girlfriend, but I need to get this squared away. And fast. I told her, “baby, I love you a lot and have known you now for what, 3.5 years and just became physically attracted to you the past few months. Your still super young and I’m 6 years older, been with lots of girls, and a few women. I want only you, but it’s going to take some time for me not to want other girls, every now and then, because I like to do certain things”.

As was her nature, she asked why, but more importantly the WHAT. I explained that I lost my virginity to a much older woman, when I was about 11 and that I learned about not only “regular” sex, but also rough sex and anal. She already knew about the anal part, because tonight is when we, she, was going to have it done to her. I told her I was reluctant because a 10 year old is not exactly fully developed yet, I think, to take my cock up her extremely small hole. Hell, I struggled fitting my unusually thick cock into her vagina, I certainly don’t want to hurt her butthole badly.

Being the very smart girl she is, and I mean she is very smart and way ahead of her age, she said this: “Well, you’ll just have to struggle again and be real careful. I want to do it and I don’t want you to do it to Mary because you can’t with me. I like Mary, but I want to do it tonight”. Guess it’s settled. My little sweetie is in for a surprise. But, in my mind I have to remember I can’t fuck her butthole like other girls. I need to really try and loosen her up, lubricate her quite a bit more and not pound that ass like I own it. Good luck to me, is what I was thinking.

Mary came back in the room with water and we all hung out on the bed. I looked around and didn’t see the jar of coconut oil I asked Mary to grab, so she said she’d go get it. “Nope, Lindsey can go get it. It’s in the fridge baby”. After Lindsey left, I quickly told Mary about the conversation and that it was definitely going to happen. Mary was cool about it and I even told her to, maybe, if she wanted, to take some ‘liberties’ of her own with Lindsey. Just to break the tension that she had. Mary flicked her eyebrows and smiled. She had three priors with other girls, one of whom was only 12 and one that was our age, 16, whom she devirginized with a whiskey bottle. The other was another 16 year old, but they only french kissed. Wish I was there for all three instances.

Lindsey came back, jar in hand and the three of us settled down to some heavy touching and foreplay. Mary laid off to the side, fingering her shaved snatch. God it was beautiful. Nice bluish/purple clit, owing to her Italian ancestry, and about the size of her index finger tip, her pussy lips were the same, a beautiful exotic bluish/purple, big nipples with huge areolas on a set of sweet 32C tits. I myself, was busy on Lindsey’s downtown area. Fuck, her pussy is sweet, right to this day. Always a sweet smell and taste. Her juices aren’t just wet, they are creamy, like a syrup if you will.

My tongue lashed at her pussy, swirling gently side to side, working in a figure eight here and there (like I did to her butthole earlier in the shower), occasionally stiffening my tongue and stabbing into her hole. Her body moved side to side, up and down, like in a circular fashion. My hands and fingers glided around her thighs, crossing the public bone area and over her tight belly. Her body stiffened, she started to breath heavy, then she shuddered letting out a loud squeal and an awwww. She looked down at me, eyes wide and tears down her cheeks. In my mind I was thinking “hahahahaha, gotcha”.

As she lay, there watching me kiss and lick my way up to her face, I gathered her legs up onto my arms and over my shoulders, my cock, stiff as a board, was ready to penetrate her pussy for the second time. It had been a few days since I took her virginity and I was going crazy to have my cock penetrate and pump her sweet hole again. Just as I was about to slide my cock up and down Lindsey’s groin, Mary slid between us and sucked my cock for several seconds. She reared up, wiped her mouth and said “pre-cum…. Didn’t get to taste it or your load earlier. You may proceed”.

I slid my cock up and down Lindsey’s crotch, pressing gently, yet firmly, against her extra creamy slit. My head felt the dip and finally plunged in, deep and all the way to my balls. Lindsey let out a loud gasp, her body bucked up and her head swung from side to side. Her legs went limp and she was cooing gently as I started grinding my meat inside her, still balls deep and pressed up tightly. I then began pumping her slow and gentle, working my momentum up as I did and never removing more than 2/3 of my 7.5″ cock. Mary, still playing with her own bean, moved closer to Lindsey’s chest.

It was odd. I was actually taking my time for once, trying just to satisfy Lindsey and not going full on, rough fucking and pounding her guts out. That’s how I have fucked every girl and woman. Mary definitely has been on the receiving end of my fuck sessions. But here lay Lindsey, 10 years old, known her for 3.5 years, just became sexually attracted to her a couple months ago and popped her cherry just days earlier. Crazy. I am, have, fallen in love with this girl!

Lindsey, over time, has been an everyday constant in my life. Since even before Dave and I moved in together and away from parents or guardians, Dave and I have been friends, along with his GF Terri, for many years. Lindsey has always been a constant with Terri, so in turn, she was my constant also. And also in my mind, I am grateful that these feelings happened now and not before. At this time, I was not in a bad place legally. Her 10 and me 16 would raise eyebrows and condemnation, but at least I wouldn’t be at 5th and Saliman. Or worse, Elko where all the bad boys go. But still; what would happen when I turn 17 and her 10-11? Damn. Things to sort out.

Even though I was thinking hard about those things, I maintained my passionate pumping. I looked down at my shaft going in and out, seeing the creamy white flow all over it and her pussy. Her head laid to one side, mouth open with a muffled moan and cooing noise, her breathing soft. What I also missed, while day dreaming, was that she had accepted Mary sucking on her tits! Awesome! Score! No kitten fight going to happen! Let’s push it to another level.

I knew I had been pumping for 20 minutes now, but I figured since I had shot a huge load earlier, know I can stay hard for a long time, even after cumming, and still have some ‘balloon knot’ busting to do soon, I went ahead and tapped Mary on the shoulder. With tongue on nipple, she looked out of the corner of her eye, to which I motioned the international sign of ‘eaten pussy’…. Tongue waving between spread out fingers. With eyes wide, a smile, tilt of the head and a shrug of the shoulders, Mary stopped what she was doing and raised up to kiss me.

As Mary and I kissed, I looked down at Lindsey. She had been watching and had a happy, comfortable smile on her face. She was even rubbing Mary’s right tit. I slowing reached down and tapped Mary’s hip, indicating for her to ‘reposition’ herself. Beautiful. Just beautiful. 16 and here I am in my first threesome. With one girl who I adored immensely and the other, I was truly in love with. Awesome. We continued to kiss, but nothing was happening down below on Mary’s end.

After a minute or so, Mary moved her body until contact was finally made with Lindsey’s mouth and chin. We then heard, albeit muffled and quiet… “What do I do?” Mary moved off to the side and I kept pumping and grinding. Mary whispered gently: ” Remember how Kelly ate your pussy? Exactly like that. Ok? ” Mary didn’t wait for a response and posted back up over Lindsey’s face. We commenced to kissing and somewhere within a 5 minute window, Lindsey must have paid attention to my earlier classroom lesson, because Mary had an amazing orgasm.

Mary was finally able to move off to the side, shaking and panting, with both girls all smiles. I knelt forward and gave Lindsey a huge kiss, licked her lips and shouted “showtime!!! “. I stopped my pussy pumping, flipped Lindsey over, positioned her into ‘doggy style’, opened the jar of coconut oil paste and got to lubricating her butthole. With a goop on two fingers, I began applying it around her butthole gently at first, then massaging deep and firm, making sure I not only got the anus, but about an inch or so out and around it. I grabbed another glob and applied it just on the anus. Lindsey was relaxed and enjoying the feel. With my left hand, I spread the anus open with my thumb and index finger, allowing the glob to melt its way inside. I applied two more globs and massaged the last one in, using my index and ring finger. This I did for a couple minutes. Lindsey remained relaxed, with the occasional moan and that cooing noise she does.

I got behind Lindsey, applied a liberal amount of coconut oil to my cock and, with a little assistance from Mary spreading the cheeks, I successfully inserted my throbbing cock 1/3 of the way into Lindsey’s butthole. It went in waaay smoother than what I thought it would. She was definitely uncomfortable and struggling. She was moaning, groaning, grunting and even whimpering. I pumped slowly, with deliberate short jabs and leaning forward, I barked quietly: “you wanted this and so do I. You want me to pull out, or do you want some more?”. She let out a crying whimper “Yes, DON’T STOP, PLEEEASE! It hurt’s so bad, but I want it and I don’t want you fucking Mary tonight”. I was shocked to hear her cuss. She never say’s any bad words. Maybe ‘shit’ when she drops something, but never ‘fuck’! Mary just smiled and said with a laugh, “Well, guess you better get to it, General” .

Guess my little girlfriend was still jealous of Mary. Regardless, I plunged my cock slowly, but steadily, into that sweet, tiny butthole. The moaning and grunting became louder, with the whimpering became a cry. I really don’t think I would have stopped even if she started screaming and asking me to. The tightness and looking at her heart shaped ass was just too much. Luckily,it didn’t come down to that decision. I finally bottomed out with my balls firmly pressed against her snatch, the wetness from which, trickled down my ballsack with the coconut oil. I did a slight, slow grind, just to work it in and loosen things up. My balls started to tighten up and damn near disappeared inside me. Baby, you’re in for a ride of a lifetime.

I began pumping and grinding slowly at first, then speeding up the momentum and not allowing more that 1/2 my cock to slide out. Lindsey’s feet were kicking up and down, her knees looked like an amputee running in place. Her crying turned to a wet whimper when I wasn’t thrusting hard, but when I started ramming it home, she cried immensely. Her crying was turning me on so much, I began not to care if it was killing her or not, so I began my ‘Domineering Thrust’. Very hard, bottoming out, with short jabs. Saw it in a porn movie and always did it in doggy style, whether in the pussy or butthole. I felt, and was, in total dominance of whoevercompanion.

I dominated Lindsey like this for about 15 minutes and then moved closer, pumping faster and faster. Her grunts and cries I couldn’t take any longer. Ours bodies were so sweaty and she was becoming limp, like a doll. I folded over her, putting my arms underneath her shoulders and reaching up, locking my hands together behind her neck. I pumped my meat hard and fast, exploding yet another huge cum shot deep inside her bowels.

We stayed in that position for what seemed like an enternity. Her breathing was heavy, but not crying, however, she continued to whimper. My cock remained inside her, hard as a rock. I too was breathing heavy and dripping wet with sweat. As I went to pull out, Lindsey, through an exhausted voice, said wait, wait, wait, “I feel like I am going to poop”. This has happened once before, so I told Mary to go get a trash can bag and hurry. If it was going to be like the other one, the second my cock left the butthole, it was going to be quickly followed by something else. Mary got back and luckily it was just a false alarm.

Continued in Part 4

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2 Comments

  • Reply Badger 63 ID:8ldli0lv9a

    My multiple part story am sharing here is from 1979 ( along with a few years after my initial penetration ). If I may suggest, try anal play first, you know: tongueing, gentle fingering, maybe a small sex toy. Gotta get them interested. Not judging, but you said daughter? A step daughter maybe? Regardless, let them know upfront, it will hurt at first, the just be uncomfortable and them it’ll turn into a kinky, good feeling. Be easy fucking them the first couple times. Find their level of tolerance.

  • Reply Scotty ID:1efadc02opcm

    My daughter will push you off you try to do anal but can take pussy penetration
    05e7d7046942a8860b49b2d8740f990bd0388f17b8931b9f2300f6a207a7a6d86b