Premeditated Infidelity [MF]

[Trigger Warning]: This post is about cheating. Please move along if you intend to spam me with hate or judgment. Save your breath, I know I’m scum. Thanks! Obligatory: Everyone is over 18.

 For a laundry list of reasons, I ignored my gut and decided to try monogamy once again. It all seemed so promising at first. She was fun and spontaneous with a great sense of adventure and a firecracker in bed to boot. Our sex life was intense from the very beginning. She was more open minded and comfortable with exploring new ways to enjoy each other’s bodies.

We built trust quickly. I knew that I needed to share my sexual history with her early to get a sense of long term potential together. I spent most of my 20’s single. I didn’t desire a commitment because I was still trying to figure myself out. I found myself gravitating towards Lifestyle sites and events. They fit with my ‘sexual ethics’; I didn’t want to play games, lead women on, date, break hearts… I just wanted to find women already on the same page: the intent is to meet for sex. If we click, let’s play again and often. Nothing else implied.

In a future post, I’ll share the story of how I got wrapped up in the Lifestyle and the experiences I had along the way. I told my gf a few of those stories and explained how the Lifestyle has changed my beliefs on sex, trust, love and commitment. In short, I don’t believe monogamy is essential to a rich and fulfilling relationship. Love for me goes much deeper than sex.  Sex can be had without love or commitment. It’s meant to be fun!

She listened intently and didn’t throw judgment. She respected my past and accepted it as an important part of who I am and why. I expressed my interest in a committed relationship with someone who is open to growing with me. I wasn’t suggesting we stop being sexually exclusive.  I was looking for any desire for a deep and profound closeness to her partner. If she could understand the concept and crave that level of intimacy with me, I’d feel better getting serious with her.  After the first year, I started to get restless. Work stress with new jobs after a big move to a new city together… We were ok but not thriving and depression loomed.  Sex drive suffered despite efforts on both sides to ‘spice’ it up.

I never gave up trying to restore our sex life.  Nor stop working towards that profound trust and closeness to one another.  The gaps between fucking were increasing. 2 weeks, then 4, then 6…  I needed to fuck. I convinced myself that if I apply similar principles from my Lifestyle days, I could live with cheating. So I reactivated my profiles and started looking.

While my gf didn’t know, anybody I was chatting with knew my situation. It’s too hard pretending to be monogamous in one relationship, two is foolish. It wasn’t long before I found someone who didn’t have qualms about sneaking around. Her name was CeCe. She was direct and no nonsense. This lady was DTF.  We both worked weird schedules that gave us a perfect opportunity to meet. We voice verified and I gave her directions to my place.

My gf and I were still trying to find an apt in the city.  My sister was letting us stay with her til we did.  We had set up a makeshift bedroom in the semi finished basement. Kinda creepy to take a stranger for a one night stand.  I didn’t have a backup plan and CeCe had just told me she was outside.

She came to the door and I welcomed her inside with a hug. She was a beautiful, thick and jucy African American woman. Curves for days. Professionally dressed in a pinstripe pantsuit. We were tight on time and she wasn’t gonna waste any.

“Where we going? Or are you gonna fuck me on the couch here…”, she said peering around.

I led her down the hall to the master bedroom. My sister’s room. As I stripped my clothes off, I nonchalantly tossed pieces covering pics of my sister and her bf on the dresser and nightstand. CeCe was already on the bed wearing only a pair of red booty shorts. I playfully crawled on top of her. Our hands wandered and caressed each other as we eventually found what we were looking for. She felt waxed and smooth as my hand slid down her booty shorts. Her pussy was already dripping, lubing my fingers as I began to play.  Her breath quickened, softly moaning and kissing me with passion. Her hand had found my cock moments before.  She then put a hand on my chest and said to roll over.

As I lie on my back, I look down to see CeCe’s DD tits resting on my pale white thigh and her head taking my cock into her mouth. She sucked with intensity and a slow sensual rhythm. Her hands firmly massaged my balls and milked my cock as she sucked. With head like that, I’m prone to squirming around. Fuuuuck it’s amazing. But we were both dying for the main event.

We couldn’t take any more foreplay.  Again, I found myself on top of her. Each with a hand on my dick, we guided it to her wet lips. Ill never forget the contrast of my bare white cock slowly disappearing into her dark slit. Such a fucking turn on…. Ugh. I started to thrust harder and deeper and can feel her start to gush. My crotch is soaked in her juices.  I’ll admit, I didn’t last.

CeCe had both hands squeezing tight on my ass, bolstering every thrust, slamming my hips into hers. The pace continued and I told her I was close.

“Cum in me. Fill that pussy up!”, her words instantly triggered the first hot, thick rope of cum to explode from my dick.  My cock pulsed with each release. As before, I looked down and watched my shuddering cock ease out of her pussy. This time followed by a thick, white load.

Momentary panic set as I realized what had just occurred. Not only did I just cheat on my girlfriend for the first time but all the good safe practices I once heated to religiously were now an afterthought. We had compared our test history but never discussed birth control.  In hindsight I’m sure I looked uneasy. As I started to get dressed slowly she playfully mentioned looking forward to being reminded of our morning play date by the cum that slowly leaks into her panties.

“Better out then in, right?”, I said with a nervous grin.

In the moment I was torn between shock of my lapse in judgement in the moment I was torn between shock of my labs and judgment and feeling incredibly turned on by her comment. Risk play, especially involving creampies is my most powerful kink.

She must have picked up on my body language. She reassured me with an endearing tone,

“Oh hun… Tubes were tied ages ago. We’re good.”

I chuckled a sigh of relief. We finished getting dressed and I walked her out. We hugged and pecked each other goodbye. Neither of us sure of a repeat. She drove off leaving me to consider my actions. Surprisingly, I was mostly ok with it. I admit I wouldn’t have gone raw in past similar situations. Beyond that error, I didn’t feel an overwhelming sense of guilt for cheating.

In my heart, my love for my gf was unshaken. I still felt committed to her as my life partner.  I also felt that part of me that was being neglected had been nurtured a bit.  It was a start of something exciting.

Tl;dr – Cheated on my gf for the first time. Fucked an online stranger after a 3hr chat, in my sister’s bed, raw.

Source: reddit.com/r/gonewildstories/comments/b2f2nz/premeditated_infidelity_mf