I think every guy has that one special person that was once a part of their life, but it just didn’t work out for one reason or another. You dream about that person, the uncontrollable urge to think about them, that feeling you had when you were around them, the way they smiled or laughed, the way their naked body felt on top of yours. Sometimes you dream of accidentally running into them somewhere and imagine what would happen if you did. For most, this fantasy will never be achieved but for me, it became a reality. That person for me was Emma.
Emma and I had a long relationship with each other. We dated in High School, and that’s when our attraction for each other developed. One night a bunch of us were hanging out at a pool hall and she was there, I knew her because her older sister was in my grade. I couldn’t keep my eyes off of her that night. We talked a little that night and I took a cocktail napkin and wrote her a poem. I could see it impressed her, and we started dating. We would cuddle together in her basement watching movies, the occasional French kiss here and there. She always smelled great, and she fit perfectly in my arms. The feeling of just being in the room with her was intoxicating to me. We were still young and eventually our relationship ended but the attraction to each other was still there long after our split.
A few years later, I was at a concert with my friend, and we were looking for tickets to get in. We decided to split up and walk through the parking lot to see if anyone had tickets. I was walking towards the concert venue, and I saw this girl sitting Indian-style on the hood of a car. She looked really cute from behind and I was thinking, dam that girl is cute. As I walked by, I quickly glanced at her and kept walking. All of a sudden, I heard someone scream my name and when I turned around it was Emma. She had a boyfriend at that time, but it did not matter. Our sexual relationship developed in that period, and it was the greatest time of my life. Like the first time, our relationship ended and we eventually went our separate ways. I always find myself daydreaming about her.
At some point, I joined the military, got married, and had two kids but my feelings for Emma never went away. Before I knew it twenty years had gone by. I was at drill in Maryland and staying overnight in a hotel near the reserve center like I always did on drill weekend. The hotel we stayed at had a bar and I was standing at the desk checking in and my eye caught a girl sitting at the bar talking with a bunch of people. I remember thinking, damn she looks hot. After I checked in I was fumbling around and putting my ID away when I heard a voice quietly say, “Mike”. I looked up and it was Emma. She was smiling, the same smile that used to make me melt. She hugged me like she used to with both her arms around my neck. She pressed her entire body against me, I could feel her breasts on my chest. Every feeling I ever had came rushing back to me. We talked for a little bit she was there on a business trip for work and was married also with two kids. When we were done talking she hugged me again and whispered in my ear.
“302, nine o’clock”
She kissed me discretely on the cheek and walked back to her friends at the bar shooting me one last glance with a smile. After that I went to my room and took a shower, I stared at the clock as it ticked closer to nine. It was like I was dreaming and couldn’t believe this was happening. Was I dreaming? Was this real? Did I imagine it was her in the lobby? I was certainly going to find out.
At nine o’clock I grabbed my room key and walked to the elevator, taking it to the 3rd floor. I walked out of the elevator and down the hall until I reached room 302. I looked both ways to make sure no one was in the hallway, and I softly knocked on the door. At this point my heart was pounding in my chest, Emma always had that effect on me. The door opened and there she was smiling, her beautiful blue eyes sparkling looking as beautiful as ever. I felt like my legs were frozen and I just stood there staring into her eyes. She grabbed the bottom of my shirt and gently pulled me into the room with the door closing behind me.
We stood for a few seconds staring into each other's eyes. We both felt the same thing and we began to kiss, I put my hands on her hips and ran them up her ribs towards the sides of her breasts. I was already rock hard my cock was pressed tight against my jeans. I know Emma could feel it pushing against her. She turned around and started rubbing her ass against it, her head tilted back eyes closed, mouth slightly opened. I pushed her over to the mirror so we could see each other, and I moved my hands up under her shirt and slid them up towards her breasts as I grabbed a hold of her soft tits. Emma let out a soft moan and I firmly pressed my hard cock into her. I grabbed the bottom of her shirt and lifted up over her head. She was wearing a black lace bra that could barely hold her tits in. I unclipped the back of her bra and pushed her forward over the dresser. The bra slipped down her arms exposing her perfect, milky white breasts.

I reached up with both hands and grabbed them, lifting them up a little before turning my attention to her nipples. Her nipples were like pencil erasers, and I gently ran my fingers around them before softly squeezing them with my index fingers and thumb. She moaned again a little louder this time. She turned to face me and I picked her up and sat her on the dresser before immediately moving my head down to suck on her nipples. I always loved sucking on her hard nipples. I licked and sucked with an occasional genital bite.
She reach down unbuttoned my pants and unzipped my fly, before reaching in with her hand and pulling out my hard cock. She slowly stroked it in her soft hand while I finished up with the nipple play. She slid off of the dresser and took my pants and shirt off while I pulled her sweatpants and panties down. I moved my hand down her stomach to her pussy, she was still completely shaved, and I began to rub her pussy starting at the top and moving down the slit and softly grazing the lips. She was really getting hot and breathing heavily, we started kissing again as I rubbed, and I could feel her juices on my fingers as I slowly went up and down her crack.
She pushed me back onto the bed and dropped to her knees in front of me. My cock was the hardest it had ever been. Emma ran her tongue from the base of my cock up the shaft to my now engorged penis head. She then slid her mouth over my cock and began slowly sucking up and down my man meat. It felt so good as she went down my shaft, her worm mouth and saliva coating my entire dick. When she got back up to the tip, she swirled her tongue around the head to slurp up all the precum that was leaking out. I was starting to get a little to excited; over the years the thought of my hard cock in her mouth would make me cum.
I grabbed a hold of her and threw her down on the bed. It was her turn now as I spread her legs apart exposing her perfectly pink pussy. I moved in and started kissing all around her inner thigh moving closer to her sweet honeypot. I used my fingers to pull open the labia exposing the inside of her pussy which was already dripping wet and I began licking from the bottom up to her clitoris. She began to squirm around lifting her hips so my tongue went in deeper. She was moaning and panting at this point. Her pussy tasted so good. Her hips raised up and I could feel her pussy vibrating and she started to quiver before letting out a shriek of pleasure. Her hips slowly lowered down to the bed and she was gasping for air.
Emma slid back on the bed, and I moved up on top of her, this is when our eyes locked, the head of my penis lightly touched the opening of her dripping wet vagina. I teased her a little rubbing it against her pussy lips before slowly sliding inside of her. She moaned in ecstasy as we stared into each other's eyes this feeling of pure unconditional love swept over me as I pumped in and out of her wet pussy. After several minutes, I could feel myself getting close our eyes were still locked on each other, I whispered,
“I’m gonna cum.”
Emma responded with, “Cum inside me.”
This had never happened in any of our previous times together. We always used a condom when we were younger. I started to pump into her faster, she again started moaning loudly our eyes still open and locked.
“I want to feel it,” she said.
I let out a groan of pure pleasure, both our eye’s got wider, my hard cock began throbbing and I thrust it as deep inside her as I could. I could feel the cum shooting out of my dick and deep into her pussy one shot after the other of pulsating cum coating her insides. When it finally stopped, I left it inside her.
We smiled at each other, and I slowly pulled out of her and lay down next to her, wrapping my arms around her and holding her tightly like I used to after we had sex.
“For twenty years I’ve dreamed about you cumming inside me like that.”
We talked all night, naked and cuddling like we used to; it just always seemed natural with Emma. In the morning, we exchanged numbers so we would never lose touch again. It was the best sex either of us has ever had.
