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EROTIC COUPLINGS

Cheating On Valentines Day 1

Cheating On Valentines Day 1

by stretchedandfilled
13 min read
4.3 (24500 views)
adultfiction
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His name is Trent, I met him over a year ago online before I ever met my boyfriend. When I met Trent, I wasn't all that interested. I thought he was good looking, but his demeanor was too dominating for me. We were far too similar in that sense, I don't like being dominated I'm too independent to be pushed over.

Trent is good looking, 34 years old and about 6'2" and is half Greek and half British. He is fair skinned with medium brown hair but it's getting fairly grey, he has a young but manly look about him. He dresses pristine, in deep blue suits and ties. He's the kind of man women want, well established, public figure, sexy and perfectly proportioned but not exactly muscley.

My names Emma, I'm 29 and half Malaysian and half German. I'm about 5'6" and I'm fairly fit from going to the gym often. I have long brown hair which I like to keep neatly straight and I like to dress in dresses and skirts, feminine and sexy but not too slutty is the look I go for.

I hadn't spoken to him for a while, he and I have butted heads from day one. We never worked out and I had moved on and met my current boyfriend. When Trent and I didn't work out I was upset, I hated that he didn't try hard enough. But I felt strongly for him, although sex was average to start with, each time we argued and we saw each other again, the sex would become better and better.

After a few months we parted, it wasn't sustainable or going anywhere. I got over it, but I thought about him often. It didn't help that he was a public figure. Every now and then for a year I'd hear from him, we would still argue but we wouldn't have sex. After some time he charmed me into seeing him for dinner. I had hoped we would be able to move things forward, but I was already in a relationship by now. I just didn't feel the same about my current partner as I did about Trent.

Trent made my heart skip, he made me nervous, excited and he made me horny. Fast forward a couple of months since we met for dinner, it was valentines day. My partner was at home, we didn't do much for Valentines day... COVID had capacity limits and it was far too much of a hassle.

Trent asked me to come over, I shouldn't have done it but I can never say no to him. I told my partner I was going home and got ready to go and see Trent. I always wanted to look my best to see him. The tension between us was intense, when I see him I can barely think of any logic to anything I'd do.

I dressed up in an outfit I knew he would like, an electric blue silk skirt with a slit up the leg. It's not a short skirt, it's past the knee but it's feminine and perfectly displays my ass and legs. The top I wore was a short black singlet, it's nothing special but it's a figure hugging top, outlining my tits and body shape.

I went to see Trent and he greeted me at the door, everytime we saw each other a cheeky smile would show on our faces. I don't know about him, but mine was uncontrollable. It was clear to me that we still weren't going to work out, even though the arguing has stopped... I realised, things wouldn't ever move fast with him, but I hadn't given it a lot of thought at this time.

We sat on the couch and we chatted like we usually do, although I find it incredibly hard to concentrate on our discussions when I often get distracted thinking about sitting on his lap and having him slide his fingers into my pussy. He was dressed in a shirt and jeans. We both pretend that we aren't sure what will happen. I always try to resist his charm....at least on the surface.

I barely remember a word that he said until I decided to refill my glass of water. I got up and intentionally leaned down to get my glass so that he would get a decent and close view of my ass through my skirt.

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"You look great in that skirt by the way" he said as I walked to fill up my water, "I thought you'd think so" I responded. He had a cheeky grin on his face, his perfect teeth would show just enough while he thought about his next move.

I came back and sat a little bit closer and leaned in slightly too. I crossed my legs with my heels close enough to his legs and the slit on my skirt parting up my right leg. "It's new, I like the fabric" I said, to tease him into touching me. He looked at me, hypnotised and reached out to put his hand on my lap "mmm it's nice" he said, while we both knew he could careless about the fabric.

Instinctively I put my hand over his, and pulled his hand up just a little bit. He ran his hand over the fabric up and down my leg and looked me in the eyes. I smiled just enough to give him permission to keep going. "This slit is sexy" he said to me, still maintaining eye contact while pulling my skirt open a little bit more.

I uncrossed my legs and he leaned into me, running his hand back up my leg moving inbetween my legs. He used his finger to push my other leg, wanting me to part them and broke his eye contact move his face to chest.

I gave in, and leaned into him more. Lifting my leg up and putting it into his hip, letting him slide his hand inbetween. He rubbed the outside of my black lace thong, and kissed me while panting softly. "you look, really, sexy in this skirt" he said to me softly. He moved my panties to the side and lightly rubbed my clit while pulling down my top to expose my nipple. He licked my nipples and continued to rub the outside of my pussy harder, I moaned and wiggled on his hand. He looked up at me and moved down to taste my pussy and slipped one finger into me. He was gentle, he knew how to tease me. Coming back up to me he said "your juicy pussy tastes the best" and he took me by the waist and lifted me onto his lap.

I rubbed myself on his hard cock through his pants. We hadn't had sex in a year, I had forgotten how big he was. He was already hard and I wanted him to fuck me. My boyfriends cock is much smaller so I had no concerns that he would suspect that I was with anyone else.

I leaned into him and kissed him. I parted my skirt entirely to show my lace thong pulled to the side so he could watch my pussy lips split ontop of his pants, stroking up and down. He continued to lick my nipples and squeeze my tits, moaning while I rubbed myself on him. I started to unbutton his pants, and pulled his circumsized cock out. I REALLY forgot how big he was, his cock had serious girth and was incredibly hard. My pussy was tingling and extremely wet "I forgot how big you are, did you miss me?" I said as I shuffled down inbetween his legs to put him in my mouth. I took him in, and he filled my whole mouth, his precum tasted amazing on my tongue and I desperately wanted to his cock in me.

He moaned as I took him in as deep as I could, hitting the back of my throat "fuck, yes babe" he said when he hit the back of my throat. I started to go a bit faster and used my hand to jerk off the half of his cock I couldn't fit in, while trying to be careful my teeth don't scratch him. It was incredibly hard to do since his cock had completely filled my mouth. I would take him in a few times to the back of my throat until he stopped me and said "you have to stop, I'm going to cum down your throat and I want to feel that tight pussy again first"

I took him deeply one more time and slowly let him out of my mouth, I came back up and rubbed myself on his bare cock, catching the head to tease him but not lowering myself on. We kissed and he held me by my sides, I still had my g-string on, I caught the head of his cock at the opening of my pussy, and used my hands to reach behind to spread my ass cheeks to start lowering myself into him. Looking at each other in the eyes, he grinned "i love the way you have to move your ass to sit on my cock".

I lowered myself into him and struggled after getting half way. I felt my pussy stretched all the way around and getting down the base his cock was getting that little bit bigger making it harder to put in. I lifted myself up and down slowly to get him in me, he moaned as he pushed down on my hips one more time to fit in. I paused for a moment, completely filled... The opening of my pussy was stretching and it hurt in a way that I loved. He frowned at the sight "fuuuucckk you're tight babe" he said "that's so deep" he continued. I knew he wasn't in pain, I knew he was incredibly horny and just lowering myself into him as tight as I was, bareback, was making it hard for him to hold back.

I grinded on him softly, it was too painful to go fast. I could feel everything inside me, going slow on him was the best feeling I'd ever had. My pussy didn't want to loosen up, she just get gripping onto him, not allowing a lot of movement but still feeling everything. Trent moaned and told me how amazing it felt to be in my tiny pussy, I could feel his head pushing against my walls and he started to throb "stop!" he protested "one minute, it feels too good". He pulled me towards him continued to lick and suck of my nipples. Within a minute he slowly moved in and out of me and I lifted myself back up ready to ride him.

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He held onto my hips and I rode him, my legs started to shake as each movement pushed against my g-spot. "Oh my God" I said to him "your cock feels amazing". He responded "keep going, cum on me baby" while I rocked and bounced in his cock "that's it, good girl!" he panted to me through his frown.

The words "good girl" while being fucked with my lace G-string to the side, legs spread as far as I could, shaking on every bounce to take every bit of him in, and the feeling of his girthy cock shoved in me stretching me apart made me feel like a complete submissive slut. I could feel my juices starting to escape from my pussy and run down his balls.

With one more small bounce, his hard cock pushed against the deep front wall inside me, the opening of my pussy hurt from the never ending gripping around his cock. I couldn't take it anymore, my body tensed up, my legs stopped shaking and I bit my lip uncontrollably and painfully before letting out a loud urgent moan "Ahh! TRENT!! FUCK!!". I looked down at him with his hands pushing down on my waist to keep me deep on his cock, watching me cum on awe. My pussy tensed up with my body before letting go and pulsating strongly around his cock as I collapsed onto his chest, panting heavily.

Just before I came to it, I heard him in my ear "Holy Fuck!". My pussy still pulsating around him, I lifted my body up again and he wrapped one arm around my waist to flip me on my back. His cock still being gripped onto by my pussy, he never slipped out. He pushed deep into me, my legs still spread wide open for him, and kissed me while pounding me at a moderate pace.

"Watching you cum on my cock like that was so fucking hot!" he said to me while looking at me in my eyes and thrusting harder into me. His thrusts were only moving out of me less than a quarter of the length of his shaft before pushing back into me, it was the deepest I've ever been fucked. Every thrust felt like I was being split in half, I could feel him swelling and some how getting even bigger. The head of his cock was completely swollen and full, I knew he was ready.

I was getting the best fuck of my life, my whole body moving with each thrust underneath him, his panting and grunting getting more intense. At that moment, I wanted to feel him cum in me, I said through my heavy panting "fill me up babe". A surprised look splashed across his face, but he didn't stop thrusting, "what!?" he responded. "I want to feel you shoot your cum in me" I begged submissively and grabbed onto his back, my nails digging into him.

The words pushed him over the edge as he thrust into me strongly two more times, he quickly caved into my begging "oh fuck! take it then baby!" and grunted as his cock tensed inside me, he was so deep in me as he came. I could feel his warm cum hitting my walls and filling me up deep within my pussy. His body was completely erect and tense, he let out a loud grunt "Ahhh!" in relief and pain at the same time, a few seconds of not physically moving but still strongly twitching inside me, I could feel everything.

The size and the feeling was so intense, it caught me by surprise and sent me in to one last orgasm on him. My pussy contracted around his swollen cock, squeezing every drop out of his shaft and pulling his cum deeper into my cervix. I could feel the warmth, I could feel how much he came, and my body wanted it all. My body tingled, my head was spinning and I desperately wanted a drink of water from this intense fuck. He collapsed onto me and into my neck, panting to recover, moaning in pleasure, leaving himself in me. His sweat rolled down his face and onto my neck, I knew he had given it all.

Once he recovered he lifted himself off me, leaned down to kiss me before getting back up and saying "you remember how much I cum right?". He always came a lot, and I could already feel that his balls were completely drained in me. I smiled and nodded as he removed himself from me slowly, his cum came rushing out with him, down my asshole and onto my skirt and the couch. His cock was almost dry, my pussy took it all.

He layed next to me exhausted and pulled me towards him, I rolled over into his chest with one knee on him. His other arm reached inbetween my pussy lips, he put the tip of his two fingers back into me and said "I can't believe how tight you are". The slight opening caused more cum to rush out, stinging from the tenderness of the friction around the entrance of my stretched hole. The pain was both addictive and satisfying.

He moved slightly in pain, I asked him "what's wrong", he responded "I came so hard I hurt my neck. I think that's the hardest I've ever cum", as he shut his eyes.

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