I Hooked Up With an Older (M)an For the (F)irst Time Ever Last Friday Night

I've been going through a break up recently. It's been tough. We were together for a long time and the lonliness was really starting to hit me. I'm not much of a pot head. I really only do it every once in a while, but tonight I needed the stress relief and to just feel good. I opened up the Whisper app and sent out what could be read as an SOS.

"I want bud so bad but I'm broke and I don't even know where to look :("

I had never actually gotten weed off of Whisper but I knew some people have and this was my best bet. I waited for the direct messages to come in. Five minutes, ten minutes, at twelve minutes I got my first message.

"Dude or a girl?" Standard question.

"Girl"

"Off to a good start. Man over here" He asked for a picture. I sent him my best one taken just a couple weeks before. Hopefully he thought I was attractive. "Gorgeous" He replied. This bode well for my quest to get high. And maybe I would get laid too. He sent me a picture back. He was a little older. I guessed around thirty five. And he was handsome. I felt instant attraction. I asked his age. "40" I was close.

"I'm 23"

I was curious if it were true that older men are more experienced. We decided to meet up, despite not knowing each other. For all I knew he could be a serial killer. But for some reason the danger turned me on a little. He was 45 minutes outside of my city. His name was Mark and he was just as nervous about meeting a stranger as I was. I prayed that it was worth it and rushed to get ready.

About 50 minutes later Mark's car pulled into my driveway. I stood outside, jittering from anxiety and excitement. I took cautious steps towards him and he seemed to be doing the same. I quickened my pace and met him in the middle. I extended my hand.

"Mark? It's nice to meet you I'm Jasmine" We shook and I lead him inside. Luckily my parents were out of town. However, my step brothers were home. They never bothered to leave their rooms though. We would have all the privacy we needed. I lead him to my room where we sat down on the bed and began chatting. He grounded up the weed and I packed a bowl for us. No doubt this would help us feel far more comfortable around each other. Though I was feeling pretty comfortable already. We lit up and layed back, waiting for the effects to take hold. He pulled me into him, keeping one arm wrapped firmly around my shoulder. It felt nice. I felt safe. And kind of floaty. The weed was starting to hit. We talked a bit about ourselves. I found him fascinating. He lived an interesting life filled with adventures I've yet to have.

I was certain I was boring him with stories about my childhood and growing up. I wasn't as traveled or experienced as him. But I noticed him staring at me. Looking straight into my eyes. I could tell he wanted to kiss me. I wanted to kiss him too. So we did and I felt my heart skip a beat. His lips were so soft and gentle. I wrapped my arms around him to bring him closer.

He ran his hands all over my body exploring every inch and curve. He paused at at my breats and started massaging. We stayed in that position for a while just enjoying the kisses and touches. Now and then a soft moan escaped my lips. Holy shit was I getting hot. I wanted nothing more than to rip my dress off and have him take me in any position he wanted. Seeming to read my mind he went to the halter straps of my dress and struggled to untie them. We broke apart when I realized he needed help.

I effortlessly untied the straps and they came tumbling off my shoulders. Mark gripped the bodice of my dress and pulled down revealing my massive breasts. His face was immediately overcome with expressions of pure lust. He pulled me into another deep kiss and started playing with my nipples. More of my moans filled the air. His feather light touches traveled down my chest to my still clothed hips then to my thighs. He spread my legs apart and started lightly stroking the insides of my thighs. I let out a sharp quick breath.

"Do you like to be teased?" Mark asked, giving me a little tickle. I grinned and moaned out a soft

"Yes"

"Yes what?" I knew what he was getting at here. God this was so hot. Him being a dom sent my body into such a deep desire for his cock.

"Yes I like to be teased" His fingers still danced around my pussy, waiting for me to give the right answer.

"Yes what?" He asked again.

"Yes, Sir?" I answered making myself sound as innocent as possible. He cocked an eyebrow.

"Sir or…?"

"Or please…?" He laughed.

"Sir is better than please. Sir is definitely good" He placed his lips next to my ear and whispered "Sir or Daddy" I felt a shiver down my spine. He licked and kissed and sucked on my neck. "Do you want me to make you cum?"

"Yes, Sir" I mewled. He was gripping at my panties now. He pulled them to one side and started playing with my clit. My breathing was turning ragged.

"Yes, Sir what?"

"I want you to make me cum" This excited him. He kissed me again while quickening his pace on my clit.

"Good. I'm going to make you cum so hard. I can tell you really need this. Now, take them off" I happily obliged. In 3 seconds flat I slid my panties off and threw them to the side. I spread myself for him. I couldn't wait to feel everything he was going to do to me. He rubbed my clit fast causing my back to arch.

"Ooooh" It felt amazing. His fingers glided over my little clit bringing me closer and closer to orgasm. "Yeah… yes… oooh yes.." I moaned until finally I came. But he wasn't done with me yet. He continued his assault on my sensitive bud not letting up until another more intense orgasm came. He studied my face with lust and want clouding his eyes. He still didn't stop. I layed muscles tensed in sexual agony. I wanted to feel his cock inside of me so bad. I felt a finger slip in. Then another. He shoved his fingers in my pussy and started fucking me deep. He instantly found my g spot and quicky brought on another intense orgasm. I cried out in pleasure. "Oooh… Sir. Ooh… Ohh my god… Yes.."

"Yes. That's right. Cum again" He commanded. And with another jerk of his fingers I did exactly that. He still didn't stop. I had never felt anything like this. My ex could never make me cum this hard this fast and so many times too. My heart was pounding. I could feel myself pulsating, anticipating my next orgasm. My loud gasps and moans helped him push me edge over edge. I had never had this many orgasms in a row. "You cum so sweetly" He said sliding his fingers out. He leaned in to kiss me then stood back up. He began to unbutton his shirt and then undid his pants. I could see his hard cock strainging against the fabric. He didn't undress but instead lay down beside me. I pushed myself up on my elbow and kissed him.

He pulled me into him and I let my hands travel down to his erection. I softly stroked it through his boxers. I heard his breath catch in his throat. I let my tongue glide down his neck, sucking and nibbling. I moved to his chest then back up.

"Will you suck my cock?" He asked. With out saying anything I started sliding his pants down. Finally his cock was set free from his boxer briefs. I licked the entire length of it base to tip. Then I took the whole thing into my mouth. "Oh yes.." He grunted. I slipped my mouth up and down with my tongue pressed firmly to his shaft. I used my hand to jerk him off at the same time. His moans encouraged me to go faster and shove his cock deeper down my throat. "Oh god.. Oh Jasmine!" He cried out in ecstacy. He took a hand full of my hair and shoved my mouth further down until his shaft was fully in my mouth. I gagged a bit but he seemed to enjoy it. "Oh fuck. I'm gonna cum in your mouth ok?"

"Mmhhmm" I moaned out. I kept sucking and licking. Playing with his balls and choking on his cock. He breathing was so ragged.

"Oh Jasmine! Jasmine" He moaned. "I'm gonna cum down your throat"

"No don't do that. I'll puke" I warned. We both giggled and I went back to work on his member. He continued to moan. I knew it was only a matter of time. I deep throated him again.

"Oh fuck! Uhnnn.. I'm so close" He breathed. "You suck cock so good" I felt a swell of pride. Hearing what I was doing to him was making me even wetter than I already was. I went for the final throws, sucking and licking every inch of him. "Oh yes! Yes! Yeah I'm gonna… I'm gonna!" I felt his cum shoot into my mouth. I swallowed every last bit then removed myself from him. I layed next to him, both of us basking in the afterglows of our orgasms. We stayed still for a bit, chests heaving, trying to catch our breaths. I cuddled up close to him. I couldn't wait to feel him fuck me. I swear he could read my mind. He rolled me over and got off the bed. He rummaged through his jeans pockets and pulled out a condom.

We both stripped down rapidly. He got on top of me and shoved his fingers back in. I almost orgasmed instantly. He finger fucked me until I had another three orgasms. Then he lifted my legs and positioned himself at my opening. He shoved in causing me to catch my breath.

"Fuck you're so tight" He moaned. Unfortunately the condom wasn't making penetration easy. He kept slipping out. It was a cute awkward moment that just made me want him more.

Eventually we threw caution to the wind. He tossed the condom to the side and slid into me once more. He began to pump in and out of me. Fuck, did it feel amazing.

"Ooh.. Oh Sir! Oh fuck!" I was almost screaming.

"Yeah, you gonna cum on my cock?" That sent me over the edge. I came all over his cock in a matter of minutes. He kept going, moaning with every thrust. He lifted my legs higher going deeper and deeper inside of me. "Fuck you feel so good" He fucked me harder sending me into another orgasm.

"Oh my god! Oh yeah! Oooh Mark!" I shouted. He covered my mouth with his hand to keep me quiet. He pumped even faster. I was going to cum again and I could tell he was too. I let myself go one last time. He whipped his cock out of me and shot his cum on my stomach. We cleaned up and layed back down. I curled into him, peppering him with small kisses. His hand absentmindedly ran up and down my arm in soft slow strokes.

"You're such a good fuck" He said giving my shoulder a squeeze.

"Thank you" I giggled. I felt on top of the world.

"A cigarette would be really good right now" He sighed.

"I was just thinking that. I have a pack down stairs. Let's go" The cigarette did taste really good after all of that hot sex. And the warm night air was just what we needed. I knew we weren't done yet. After our little break we headed back to my room. I lit another bowl. We listened to some music and just lay for a while. I lay on my stomach with my head resting in the crook of his arm.

He traced circles down my back with those oh so gentle touches I had quickly learned to love. I felt his hand lift up my skirt and start playfully rubbing my ass. I was almost purring with effection. Then suddenly I felt a sharp smack. I let out a very audible yelp and could feel my cheeks turning red. Then came another one. And another.

"Do you like being spanked?" Mark asked returning to his light touches.

"Yes, Sir" I said through a grin. Spanking is my favorite turn on ever. He spanked me twice more.

"Do you want more?" He asked. I knew he was readying himself for another one.

"Yes please" I purred out. He obliged with slap after slap after slap. I needed him again. I needed his cock to fill my aching pussy for one last time tonight. He was going to make me beg for it I was sure. His assault on my ass stopped and I flipped over to face him.

"I'm going to spank you so hard you cry next time" His words were making me feel like I was on fire. "Those were just love taps. Next time I'll leave bruises" His dirty talk made me want to tackle him. But I have to be good and I had to know my place. He spread my legs and placed a palm over my very sensitive sex. "Tell me what you want" He demanded. He gave my pussy a sharp smack. My hips bucked and a whole new kind of sexual energy washed over me. "Tell me" He persisted with another smack.

"I want you to fuck me" I said breathlessly. He gave me another smack. "I want you to fuck me, Sir!" I cried out. Another smack.

"Are you begging me?" He asked over another five intense slaps to my pussy.

"Yes! Yes I'm begging you! Please fuck me, Sir. Please. I want it so bad. I'm begging, Sir. Please!" He smacked my pussy as all those words spilled out. I felt like my pussy was dripping. Finally his assault ended and he was starting a new one by finger fucking me again. He filled me up with his skilled digits, fucking me to the edge of another orgasm.

My toes curled and I had the sheets in a vice grip. I had never thought that by meeting this guy I would have the best night of sex in my short life. My body rocked with orgasm after orgasm. He kept his free hand clamped over my mouth to keep me quiet. I was so close to losing all control of my body. I was certain if he could he would leave me a pile of over sexed mush.

Finally he couldn't take it any more. he turned me so that I was on all fours. He thrusted deep into me causing me to whimper. He felt so good.

"Oh god, you're such a good fuck" He groaned. The air was thick with our lust. I was slightly worried the neighbors would be able to hear us. He fucked me harder and faster bringing on one last, very intense orgasm.

"Oh Mark! Oh yes! Mark! Mark, yes I'm cumming! I'm cumming!" I screamed. He pumped just a few more times before pulling out and shooting hot cum all over my ass.

After we cleaned up it was time for him to go. I didn't want him to, but I figured I would see him soon enough. I walked him to his car and sent him off with a kiss. Needless to say I can't wait to see him again.

Source: reddit.com/r/gonewildstories/comments/3888co/i_hooked_up_with_an_older_man_for_the_first_time