“50 Nights”
“I’ve been telling stories for a while now. I believe it is time to tell of the one that has never left my mind, thru all the people I have been with over the years. If you are patient with me, and like to actually read, I’m going to tell my story of love, desire, sex, and the memory of love lost, that so many have experienced in their own life. A forever “what if”, that a lot of us ask ourselves from time to time.
You can’t say you’re a part of the human race if you say you never experienced a “want” or “lust” for someone. A feeling of pure ecstasy is magnified when you always thought about that person that you have always desired, or even loved. I truly wish everyone gets that chance in their life. Sex is so much better with someone you love, than anything else. Sex with a stranger is no different than the “check out my Snapchat” girls, and how much they really care about you. I mean, to each his own. You can’t buy love. That’s why you’d never see me pay a dime for ANYTHING I don’t get to touch. If I can’t give you a good ole love smack on the ass, it’s not worth it. But, that’s just me.
Anyway, my story…My story begins some years ago, in a neighborhood far, far, away….
I often believe some things happen for a reason, that’s different than “everything happens for a reason”, because I don’t think that’s true. My life was kinda boring. I never really dated anyone. No one that I really “loved” anyway. I mean, up until this time in my life. I knew I had so much love in my heart, but, no one to really show it to.
I was sitting out on the porch of my apartment, which sat right in front of a moderate traffic two lane road. It was late August. I was 23. Some of my friends would stop over and drink a few beers and we’d sit outside my apartment, and would “car watch”. My buddies were always kinda ruckus, drawing attention to my front porch. They would hoot and holler when a car full of girls went by. Aaaannnd, that is how we met. Her name was “Melissa”.
She was with a group of her friends. She got out of that convertible, and it was just like in the movies. Slow motion, the hand through her long blonde hair, a beautiful smile, and a confidence about her. Her and her three other friends came up to us and were laughing. They saw one of my friends peeing on the side of the house. That would of been my friend Paul. He was the reason they stopped. They thought it was funny or something. When Melissa looked over towards me, she stopped laughing, smiled, broke eye contact, put her hair behind her ear with her fingers, and looked down smiling, biting her upper lip. I think she thought I was cute or something.
Melissa had just turned 18. Over the course of a couple weeks, the girls would stop down. Sometimes it was just two of them. Sometimes it was just me at home. But Melissa was always one of them.
It was a week or so later that SHE just stopped down. I guess she trusted me enough. We were great together. We talked about everything. Then one day we started talking about love. And, talking about love always leads into talking about sex. She opened up to me. She told me all of her desires, passions, needs, and wants.
One night, I joked about “anal”, and Melissa got red in the face. She didn’t say that it was gross, or anything like that. She really, really felt comfortable enough to start talking about her desire for the act. All this time, I thought that Melissa was single. Seriously, with all the love talk, and the sex talk, I thought that was a pretty important thing. You would think. Well, she was not single. I had asked why she was always down my place if she had a boyfriend? She told me that she barely saw him. He was always working on his and his buddies trucks and dirt bikes. She only went to see him when he wanted sex.
Apparently, I was the ONLY one that knew about her fantasy for assplay. She never told him, and he never tried. She said, she didn’t know why she told me all of this stuff, she just felt “comfortable” around me. Her bf was the only guy she was ever with, and like I said, he never brought it up, and either did she.
Melissa wasn’t simply, “horny” for anal. Day in, day out, whenever she’d get worked up that is ALL she wanted to try, but had no one to try it with…… Enter “me”.?. Haha, no not yet.
She told me that ever since she was a little girl, when she was about 13, her and the neighbor kids were playing house or something. Well, one of the neighbor boys, who was playing the dad, and she was playing the daughter, he had to spank her for being a bad girl. Not sexual or anything. I mean she said she had her clothes on and everything. But, when she bent over and he spanked her, she said he hit her right in the center of her asshole which sent electricity through her body. She said it felt so good. She said just her boyfriend touching her butt, turned her on so much.
Melissa told me she would often masturbate her ass with whatever she could use. But she said she had never orgasmed from it and never got bigger than a highlighter marker in there. This turned me on to no end, as you could imagine.
So, one particular night that Melissa showed up, she came in and told me that she broke up with her boyfriend. That’s all I heard. Instant wood for me. She kept talking about it, and the only thing I was paying attention to was her. I don’t think she even knew what she was doing to me. I don’t think it was lust. In fact I know it wasn’t. Because I didn’t want to JUST have sex with Melissa, I wanted to take care of her. I wanted to walk with her, holding hands. I wanted to see the movies, read the books, listened to the music that moved her soul. I wanted her. I wanted ALL of her…
I think on this particular day, and the 49 more that followed, I felt what Love truly was, and the lengths you will go for someone you care so deeply for. I didn’t want to just see her on her good days, I wanted to see her on her bad days as well. But, none of that was worth worrying over. She was here. She was here, with me, tonight.
I turned on one of my “Love” playlists, on the stereo, lit some candles, and made a fluffy area for us to lie down and enjoy each other’s company. I can remember the song, “Sharing the Night Together” come on, and I interrupted her talking. I just couldn’t help myself. I decided to kiss her, and she fell right into that as she put her hand on the back of my head, and pulled me closer and kissed me right back. She kissed me hard. I whispered in her ear that tonight was her night, and I just wanted to please her.
I started off by giving her a massage. I helped her flip over onto her stomach and began to massage her shoulders, getting out whatever stress knots she had there. About two minutes into it, she took off her shirt, and unhooked her bra, and laid back down as if she were tanning her back at the beach. I just joked that maybe we should just both get naked, so we didn’t have to worry about that later. She agreed!
She took off her jeans and panties and lied back down on her stomach on the fluffy comforter and blankets I had put out for us. I casually said, “alright, then”, and got naked myself. This was going perfect. I climbed over her ass, had one leg on each side of her, and continued where I had left off a minute earlier.
I would be lying if I told you I wasn’t hard, with my balls rubbing up against her butt crack. At that point in my life, I honestly never saw my dick THAT erect. I’m serious. I know I could of blew myself if I tried, but I didn’t. Well, maybe not, but I FELT huge. I was getting so turned on just by rubbing her back, that I couldn’t help it but started working my way down towards her ass. Her ass was fucking perfect. PERFECT.
When I began to massage her ass, I could feel how firm it was. This was definitely a girl that took care of herself. I put my tongue on the back of her neck and licked her down her spine to the fine hairs on the small of her back. I was about to do something I have never done before, and what she has never experienced either. Playing with her ass cheeks with both of my hands, I spread her ass apart, to look at the thing that gave her so much pleasure, her asshole. I took one hand and continued to spread her ass with my thumb and middle finger I took my other hand, and with three of my fingers lightly smacked her right in the center of her anus. That must of done something, because Melissa let out a little moan and lifted her head a bit.
Looking back down at her opening, I went for it. Spreading her butt once again, showing the pinkness of her soft inside, I stuck my tongue in her ass. I began circling her baby soft inner canal, opening her up with each lap. Melissa’s muscles tried to contract after each pass, only to give up to the pure pleasure of what was transpiring. All the while tasting the tanginess of her unexplored opening. Dipping down and swirling my tongue around the sexy pink satin walls of her aroused anus. Dabbing my stiff tongue in and out, hearing her pleasure in her moans. I spread her ass more, and went as deep as I could, curling my tongue under the rim of her rectal muscles, giving her a rimjob from underneath. Obviously finding the pleasure receptors that line the inside of her loosened up taboo hole, enough to hear Melissa’s soft moans of pleasure. Knowing that it felt so good, but oh so naughty only made her want more.
Finally, relaxed enough, I fit three fingers in her sopping wet backdoor. Twisting my fingers as I pulled them out driving her absolutely mad.
Licking and fingering, her soft opening was begging to be fucked. I could tell by her arching her ass up to my face. Not to mention, the soft words of “Fuck me,..fuck me, fuck my ass..”, coming from her with her eyes closed. I got her asshole pretty loose, as I brought my head up and looked over her body, in such amazement that this beautiful creature was mine for the night, at least.
Her feet were pointing inward and she was so relaxed. I moved up and whispered in her ear. I asked her if she wanted me to eat her pussy, but she said, “no”, she just wanted me to do whatever I wanted to her ass tonight.
She said to me, “I can’t believe this is going to happen. I wanted this for so long, you don’t understand, Justin..what you JUST did was so completely amazing, it felt wonderful, you have no idea…”
I was grinning from ear to ear. That’s all I wanted to do with Melissa. I just wanted to please her, and if her ass was that pleasure spot, so be it.
Next, I went back down on her asshole again. After hearing what she just said, I wouldn’t be much of a man if I didn’t make her feel that way she just described to me, again. I’m sure some of you reading this, wouldn’t ever do this. But, you’d be surprised what you’d do to bring pleasure to someone you care deeply for. Anyway, I went at it again. Tonguing the hell out of her ass. Feeling her wiggle her bum, and moan with pleasure was more than worth it to me. It was driving her crazy.
Melissa grabbed the back of my head, and went with my motions as she moaned as I entered her ass with a swirling motion of my tongue.
I came up and whispered some naughty words into her ear. “How does my tongue feel deep inside your ass, Melissa? How did you like that? What else do you want me to do? I’m all yours..Do you want my thick hard cock up there? Mmm. Do ya, Melissa?..”
I think by me talking dirty to her, turned her on even more. I had some skincare lotion sitting on the end table, I pumped damn near a whole handful onto my palm. I flipped my hand over and went directly onto her asshole. I pushed three of my fingertips in and out of her rectum. It felt so smooth. So open, as I did circles around her bum hole. I could easily dip those three fingers in and out with each pass I made.
I kept kissing the back of her neck as she reached down and started playing with my cock. She let out an “Mmmm” when she felt how erect I was. She easily began to play with my cock as if it were a gearshift in a car. Tip, to balls. So lathered up with the large amount of pre-cum coming from the tip of my penis.
Me, spreading her ass with each lubricated circle, while she was jacking me off, she just came out and said, “Justin, I want you in my ass..I want THIS deep inside me, please, Justin, fuck me in my ass..”.
I leaned up on my elbow and gave Melissa a kiss on her cheek, as I took my fingers out of her ass, and began to lather up my cock, as I positioned myself on both sides of her thighs. My dick was so hard, I literally could not bend it down to enter her without lying on her back, to do so. So, I told her to raise her ass up with one of my sofa pillows. When she did this, it just got me so much more horny. There’s something about having a girl lying on her stomach with her ass propped up. I could see her anus open up a bit more from being in this position.
I got up a little more on my knees, as I PUSHED my cock down a little as the tip of my dick began to venture into her wanting hole.
“Mmmm”, Marie said with such pleasure, as my head went straight in, past her sphincter muscles with ease.
My cock slid most of the way in like a hot knife through butter. I was surprised. She was moaning in delight. She loved it. I loved it.
I felt her muscles squeezing my cock like a vice, as I inched the rest of the way. Once I got in so far, I began to retreat my shaft, for the long journey back out. As soon as I started to reverse, Melissa let out, “My God, Justin, I’m cumming!”
I continued to back out as she pulsating her body, still attached to me. It turned me on to the point I almost couldn’t take it. Just as I could see about half the head of my dick, back in I went. A little faster. My gawd, she felt wonderful. It felt like heaven to me. Out again, and back in, listening to her losing her mind was driving ME nuts.
I began to pump that ass. I was breathing heavy, concentrating on not cumming. That was very hard to do. Squeezing the bottom of her ass with my hands, all while spreading her butt, and watching my dick disappear into her asshole while I straddled her legs.
Melissa was enjoying every moment. From everything she had told me previously, she had been waiting for this, and I was so happy to be the one that was doing it to her.
She said, “do my ass, Justin..stretch me out.”
I really started to pick up the pace. She especially liked it when I’d pull out the whole way and stick my cock back in her before her asshole closed. I tried to hold out longer, but she was reaching an orgasm and I figured I’d have one at the same time as her.
I kept pumping in and out of her when she said,”cum in my mouth, Justin! I want to taste it!”
Two more hard, balls deep thrusts into the depths of her ass was all I could take. I slid my cock out just in time as she rolled over and opened her mouth JUST AS I let a stream of hot cum in the back of her throat. She took my dick and put it in her mouth. That turned me on, my dick just being in her ass, at that exact moment emptying by balls in her mouth.
I came like it was the first time for me. I could feel how much I was blowing in her with each jolt. She swallowed it all and licked my dick clean. I leaned over to her and gently grabbed her face and put her in my hands, and kissed her with my tongue, as if to say that what we just did, we did “together”, and I will gladly kiss you for the woman that you are.
We leaned back into the soft pillows, and looked into each other’s eyes, breathing heavy, yet, relaxed..Melissa smiled at me. I looked at her in awe, and thought, could this girl be the ONE? Could she be the one that I have been searching for? Whatever it was, at that moment, it sure felt that way. I thought that this would never end. The nights that we had, over the next month and a half, were something that stories are written about. Ha. I guess they were…We had so much fun. We did so much together. We even discussed our future together…But, just like anything else in life, all good things eventually come to an end….Summer turned into fall, and little did Melissa or I know, that a week prior to our sexual awakening, Melissa’s ex-boyfriend got her pregnant, right before they broke up. It took exactly 49 more days for her to find out that something happened. I don’t think I will ever know. Because, even after finding out it was him, I wanted nothing more than to take care of her and her child…I loved her..But, she felt the right thing to do was let “him” know, and by doing this, she went back to him. She told me this, oddly enough, on a rainy day, crying that she hated her life, but she had to do it. Then, she simply,…left… and there hasn’t been a day that’s gone by that I haven’t thought of her. I think about those days, and it makes me feel better to think that, no matter how much time goes by, who she’s with or where she is, no one, not ONE person can EVER take away the fifty nights I spent with Melissa,..ever. That time,..that time, was ours.”
Source: reddit.com/r/eroticliterature/comments/d0qkth/50_nights_mf_assplay