[FM] The Arrangement

I met him off Craigslist. I wasn’t looking for anything in particular but I posted a personals ad looking for friends. I was bored and I needed entertainment. Skimming through all the replies was tiring but I sent a reply to a few. *ding* My inbox chimed as I received notification of a new email. His response was short but sweet.

 

“Hey, I saw you post and I promise I read the whole thing and I can definitely say most of it is also true for myself. I know what it’s like to work the hours that you do and how hard it can be for you to meet someone to connect with. I’m a down to earth guy who’s just looking to meet new friends as well. I haven’t had much luck so I thought to myself, what the hell lets go for it. I hope you give me a chance, you won’t regret it. – A”

 

I felt a genuine vibe from the message so I responded back in a positive and upbeat manner.

 

” Hey, I found your email refreshing and genuine. I’ve probably scanned over 50 some emails hoping there was someone who wasn’t so forthcoming with their body parts or with their vulgar language. By no means am I a prude but I wasn’t looking for anything more than friends. You seem like a cool guy. What do you do? Tell me something about you. Looking forward to hearing from ya! – W”

 

I clicked send without another thought. I continued my sad night of browsing the internet hopelessly. Maybe animal voiceovers would make my night a little better. I swear I wasn’t a lame person but sometimes it’s nice to get a little attention. I just wanted someone to talk to. No expectations, no sexual acts, just simple or deep talks but clean fun. I wasn’t going to think too deeply into it. Not even 15 minutes later, I received another email notification. I sighed but resigned to clicking the notice anyways. It was the same guy from before.

 

“I didn’t think you’d respond knowing how many guys you had to filter through to get to mine. Mind if we switch to texting? I know it’s kinda crazy that I’m giving out my number to a complete stranger but I’m in the mood of ” why the fuck not”. I’m trying something new and this kind of excites me and scares me at the same time. If you don’t text me, I’ll understand. There are tons of creeps out there and I could be one of them. I hope you do though. I’d like to get to know you. – A”
 

He seemed too good to be true so I did the most sensible think I could think of: I sent him a text message. We texted back and forth about our intentions, our favourite food, the hottest models. He was literally the guy friend I was waiting for all my life. Right away, I told him I wasn’t looking for anything sexual and he completely understood. He told me he missed a girl to shoot the shit with and be comfortable talking about anything with. He asked me if it would be crazy if we were to meet up tonight. I started to panic a little bit. I looked at the time *10:30pm*. It was late but I was in the mood of YOLO so I said yes and asked where to. He told he would pick me up in 45 minutes. I got ready not knowing where we would end up. I opted for something casual: black jeans with a button down green and red accented plaid shirt. Not something that screamed lesbian but enough that he knew I was only in it for fun. I wore black combat boots to match the outfit. *Okay, let’s do this.*
 

Promptly at 11:15pm, I received a text notifying me that he was here. I grabbed my coat at headed out. I told my roommate I was headed out but didn’t tell her with who. I didn’t want to be judged for my methods of meeting people. I just thought it would be better this way. I stepped out of house and I saw his car idling patiently as I locked the door. I hopped into his car with little hesitation.
 

“Hey”, I said.
“Hey yourself”, he replied with a smile.
 

He took off down the street and we started a light conversation. He was a short guy from the looks of it. Maybe 5 foot 5. Spanish decent with short black hair, combed over one side. He was in a leather jacket, well worn but seemingly of good quality. Dark shirt and pants followed for the rest of his outfit. His face was shrouded in the darkness of the car and the night sky. I got glimpses of him as we passed under street lamps. He had soft features, plump lips, a strong jaw with no facial hair, his eyes were honey coloured, I found out later.

 

Even though he was a stranger I had just met off the internet not even 2 hours ago, I felt at ease with him. He didn’t seem like the other guys. Our conversation progressed fairly easily, moving from topic to topic. We were completely honest with one another, or at least I was. I found conversation easy and fun. Somehow along the way, he brought up sex related topics. Personally, I don’t mind. Guys are interested in lesbian sex and all the fixings so I was willing to humour him for this evening. I saw him glance at me a few times and I asked what was on his mind.

 

“I couldn’t help but notice you have pretty big breasts”, he said cheekily.

 

I laughed knowing that most men who have seen me in low cut shirts thought the same. I looked down and saw my one button popping open, that little shitty one that sits in between your ladies and always refuses to stay closed. I joked that they wanted to come out and play too. *strike one* I waited for his response, tongue in cheek. I didn’t want to give off that vibe but it just came out. I saw out of the corner of my eye his eyes widened. I don’t think he was expecting such a strong response.
 

“I dare you to flash someone as we drive by.”, he responded boldly.
 

I considered telling him off for a split second but instead I accepted his challenge. I slowly begun unbuttoning my shirt. I could see him get fidgety in the driver’s seat as I continued. When I finished, my D breasts were exposed cupped securely in my Victoria Secret silky bra. He was visibly getting distracted and I was loving it. Something about the thrill and adrenaline rush got me going.
 

“Can I…?”, he asked. I nodded and shot him a smile.

 

His hand reached from its spot on the steering wheel to my bra clad chest. It was big and one breast fit in his palm so nicely. God Damn, he whispered under his breath. He was getting more daring as he slipped a thumb under my bra and out popped by nipple as he raised the material. My body felt the chill as soon as my nipple touched the cold air in his car. Naturally, it stood erect and soon he was rolling my hard nub between his thumb and forefinger. I don’t know what came over me but I let him. He caressed me with such gentleness and although this wasn’t what I came here to find, I was enjoying his hands on me. He took my left hand and placed it on his crotch area. I could feel how hard he was in those tight pants. Slowly, I rubbed him through the denim fabric. I could feel him struggling to keep his composure. We had been driving aimlessly around the city for the last hour and a half talking. He turned into a neighbourhood and parked at a local baseball diamond that looked out onto the river. We got out of the car to stretch our legs and kind of cool things down a little bit.

 

The night was cold. It was late fall and the leaves had fallen all about the cement lot. I held my jacket closed as my shirt was still unbuttoned. We jumped the wooden barrier from the parking lot to the grassy area. I commented on how I had never been to this area of town before. I then asked if this was where he brought girls at night to have his way with them. *strike two* He laughed saying that this was where he comes to clear his head. I had to admit, the view was really nice, overlooking the river and the lights from downtown reflected in the water. It was dark in the park except for the city buildings across the water and the moonlight shining down on us. We stopped in the middle of the baseball diamond and stood in silence. I had my back to him as he slipped his arms around my waist. His arms were strong, broad shoulders, muscular. He brought his body close to mine. I could feel him grinding his hard member into my ass while his hands wandered up my body. I exposed my neck as I tilted my head back resting on his shoulder. He took the opportunity to place a kiss there. I let out a soft moan. This prompted him to kiss me in a more hungry manner. This situation had me turned on. It wasn’t really HIM that was doing it for me. The combination of everything had my body in a sensory delight. My body started moving on its own accord, grinding against his crotch in sync with his movements. His breathing was getting heavy right in my ear. I found that to be super fucking hot and I felt my wetness starting to spread. His hand found a way past the barrier of my jeans and was slowly descending towards my mound. I felt his finger dip into the folds of my pussy, slick with arousal. He inhaled sharply and groaned as he exhaled followed by the words, “Fuck, you’re so wet.”

 

I reached back and undid his belt buckle and jeans in a swift motion. I felt his hard cock through his silk boxers. It felt thick and very hard. Not too big and just the right size. I began rubbing him on the outside of the material. I could feel a wet spot where his tip was leaking pre-cum. I needed to touch him, skin to skin. I turned around to face him, cock still in hand. He replaced his hand back into my pants, rubbing my clit with my own wetness. I exposed him to the night air as I pulled him out of his boxers. I was afraid the cold would cause him to lose his hardness but I was wrong. I rubbed the tip of his cock in a circular motion on my palm and proceeded to stroke him with a pre-cum lubed hand. He began thrusting in my hand as I rocked my hips against his fingers. His moans were super sexy and his breathing was heavy. My breasts were being pinched and squeezed as we stood face to face, masturbating each other in the field. He inserted two fingers into me and I gasped at the intrusion. Fuck, I moaned. I stood on one leg as he raised my other as he finger fucked me. I threw an arm behind his neck and broad shoulders to keep a hold of my balance. It felt so wrong but it felt so good all at the same time.

 

I continued to stroke him more vigorously as he pounded his fingers in my wet hole.

 

“I’m gunna cum…where do you want it”, he said breathily.

 

In response, I knelt down, exposed my breasts, pushing them together for a porn star like view. *strike three* He got the message. He took over jerking himself quickly towards an orgasm. He looked down at me as I stared up at him with greedy eyes. Even in the darkness, you could see the lust in my eyes. It was the same lust I was feeling between my legs. With that look, he exploded his creamy load all over my luscious tits. His legs almost gave out as he emptied himself all over my chest. He moaned such a sexy lustful moan and I felt it in my throbbing pussy. I rubbed the sticky mess all over my breasts, making sure to cover each erect nipple with his cum. Without another word, I stood up and placed my bra back in place and closed up my shirt. He offered to find something in his car to clean up the mess but I politely declined. I told him I’d ride home with it all over myself. He dick jumped at my words but he decided to put it away for next time.

Source: reddit.com/r/gonewildstories/comments/5txwxr/fm_the_arrangement