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First Orgasm With Another Guy

Posted by: Age: 20 Posted on: 8 comments
5 likes 31 views Category: Masturbation Female-Male Tags: fingering, oral, hand job, multiple orgasms, cfnm, nylon, satin
In my previous story, I wrote about the amazing make up sex I had with Richie.  About 10 months prior to that, I had broken up with him because he was the only guy I was ever with sexually and I wanted to experiment.  In retrospect, it was a huge mistake but it made me realize how much I really love him and happily, he forgave me and we got back together the following summer.  This is the story about one of the guys that I messed around with during the break up.   His name was Connor and I had gotten sick drunk at a Halloween party.  He walked me home and stayed over.  This is what happened.

Emily (the next morning)

I woke up the next morning feeling much better than I thought that I would.  Conner had gotten up already and made mecoffee, which I sipped slowly.  The hot liquid felt really good going down. Conner laid down next to me on the bed again and I looked in his eyes.  He had really pretty blue eyes.  I couldn’t resist kissing him.  The kiss was not the passionate kind like I used to do with Richie, but more of a thank you kiss.  He was surprised, but happy and he kissed me back.  He slid his tongue into my mouth and I liked it.  He kissed nice and he made me feel good about myself.  Not like the guys 4 that I had fucked when I first got here, but like he legitimately cared about me.

We kissed like that for a long time and I could see how excited he was getting. I could tell that he felt funny about it and I thought that was really sweet. I wanted to thank him for being a gentleman last night so I took my hand and gently stroked him through his boxers.  He was smaller than Richie, but seemed to be a decent size.  When I stroked him again, he moaned.  He then looked at me as if to ask if this was ok and I smile and stroked him again.  He started kissing me harder and slide his had up my t-shirt and rubbed my small nipples until they were hard.  I moaned softly and he slipped my t-shirt over my head and now I was wearing only my pink VS thong.  He started to stroke up and down my slit over my thong and I moaned again.  It felt really good to have someone do this to me and actually care how I felt.  I gently started to move my hips up and down and he started to slide his hand inside.  I wasn’t ready for that and I stopped him.

“I’m sorry Emily,” Conner exclaimed.  “Sorry if I’m moving too fast.”

“You’re fine, Conner.  I’m just not ready to be naked with you.  But I like what you’re doing.”

“I like what you’re doing too.  If I do anything you don’t like, please tell me.”

Him saying that put me totally at ease.  I took his hand and placed it against my panties which were covering my now soaking wet vagina.  He gently stroked me until I was moaning non-stop.  I slipped my hand down his underwear and he slid them down his body. His dick popped free and I circled it with my hand.   I gently stroked it up and down as he moaned as much as I was.  We both started going faster and faster.  I felt an orgasm start to build and I kissed him harder.  He pressed against my now throbbing clit and I came loudly and strong.  I kept rubbing him all through my orgasm and he came all over my hand.  We keptkissing and stroking each other and another small climax hit me.  Conner hugged me hard and then got out of bed and brought me tissues to clean my hands. 

"You’re the most beautiful girl that I’ve ever been with, Emily.  I hope you were good with what we did.”

“Yes Conner.  I was fine with it.  You’re the first really sweet boy that I’ve met since I’ve been here.”

We kissed again and decided to meet for breakfast in an hour.

I showered quickly.  The water felt so good against my skin as I cleaned up.  I dressed in my dark blue skinny jeans and a light blue college sweatshirt.  I wore black bikini panties and no bra.  Not that I needed one anyway.  No one could tell through the sweatshirt.

I was really surprised at how excited I was about seeing Connor again.  It had only been an hour, but he really impressed me.  He was sweet and kind and caring.  And most importantly, he was a gentleman.  Or at least as much of a gentleman and a college guy could be.

Just as I was putting the finishing touches on my make-up, I heard a knock at the door.  I opened it and there he was.  He looked very cute in khakis and a golf shirt with the insignia of our school on the left chest.  I gave him a peck on the lips and he smiled at me.

“Is it ok if we go to IHOP?” he asked me. 

I liked the fact that he picked the place.  It took a lot of pressure off of me.  And the fact that he asked if it was okay with me gave him points too.  I was really starting to like him more and more.

“I love pancakes so it’s perfect,” I said with a smile.

We walked to his car.  When I saw it, I almost had a panic attack.  It was the same make, same model, and same year as Richie’s.  Luckily it was a different color.  It was blue where Richie’s was white.

Connor saw the look and my face.  “Is something wrong, Emily?”  He was really concerned.  I just told him that a friendhas a very similar car and luckily he dropped it.

“I have to stop thinking about Richie and comparing everyone to him.  I’m with a good guy.  No more Richie thoughts,” I said to myself.

Breakfast itself was nice.  We talked easily and laughed a little.  He told me about his home town and his parents and siblings. He also told me about his high school girlfriend and how she cheated on him.  I told him about Richie.  When he asked why we broke up, I didn’t want to tell him the truth because I felt it would make me sound like a ho, so I just told him that we decided it was best to break up since we were going to be so far away from each other at different schools.  Happily, he didn’t push the subject.

After breakfast we went back to the dorms.  We walked around a little and threw leaves at each other; it felt so good to havefun with a boy again.  When I told him that I was going back to my room to chill, he suggested that I come to his room and chill with him.  I accepted.

When we got to his room, it really wasn’t bad.  Not super neat, but not gross or dirty.  His roommate wasn’t around so we sat in the living room.  Conner put on Netflix and we started watching “Grey’s”.  He joked that it’s a girl’s show, but he seemed to know all about what was going on.  He put his arm around me and we cuddled.

After a while we started to kiss.  It had been such a long time since someone that I actually liked kissed me that I totallymelted.  We started slowly and sweetly, but it soon turned passionate. Then he started kissing and biting and sucking on my neck.  It felt so good.  Every bite seemed to send electric shock to my vagina.  I moaned softly as he continued his assault on my neck.

Things progressed pretty quickly from there.  Conner lifted my sweatshirt over my head.  When he saw that I wasn’t wearing a bra, I thought his eyes would pop out of his head.  He bent his head down and kissed and sucked my nipples till they werehard.  As he did this, he un buttoned my jeans and slid them down my legs. Because they were so tight, my panties came down with the jeans.  Since I had stopped him earlier, he looked at me.  I smiled.  I started to pull off his shirt and he stopped me.

“I want this to be just for you, Emily,” he said sexily.  Then he slid off the sofa and kneeled between my legs, spreading them.

“Just lay back.  I just want to make you feel amazing,”

I did what he said and I felt his finger gently going up and down my slit.  It felt incredible and I started to move my hips gently up and down.  Then he spread my freshly shaved labia and started to massage my clit up and down……very slowly.  This felt incredible and I moaned louder.  Then he changed the stroke and rubbed me from side to side.  Then in circles.  Each time Istarted to get close, he would change the stroke, making my want more and more.   He did this over and over, moving his fingers faster, bringing me closer and closer to my climax, but not letting it happen.  I was dripping wet.  I was moaning like crazy.  I could hardly breathe.  But he kept the teasing going till I couldn’t even think.

“Please Conner, please make me cum.”  I was begging now.

“I want to make you cum with my tongue.”

I couldn’t let it happen.  Only Richie had done that to me.  I wanted to keep that memory.

“No. Please. Keep doing what you were doing. I’m begging you.  ou’re making me feel so good.”

Then he slid 2 fingers inside me and said with a sly smile. “Not yet.”

I screamed at how good it felt.  He rubbed up and down on my g-spot.  I felt it building.  I was almost there.  He pulled his fingers out of me.

“Not yet, Emily.”

Conner went back to the same rubbing and massaging of my clit.  I was throwing my body off the bed.  I needed to cum so badly now.  Every time I thought it was going to happen, he sensed it and changed the stroke.

“PLEASEEEEE CONNER, I can’t take it.  I’m begging you.  Please.”

Again he slid his fingers into me.  This time he was moving them hard against my g-spot.  The build was overwhelming.

“Let me eat you till you cum, Emily.”

I was lost in the sensations.  I needed the relief.  “YES, PLEASE!”

I felt his mouth against my clit as he gently sucked the tiny bud.  His fingers inside me went rougher over my g-spot.  Then his tongue flicked my clit.

“OHHHHH FUCKKKKKK.  I’M CUMMINGGGGGGG!” I screamed as my crotch flew up against his face.  The orgasm was the most intense that I’ve had since I’ve been back at school. 

I never even got the chance to calm down as he continued the stimulation.  He pulled back the hood of my clit and his tongue flew over the over sensitive tip while his fingers continued the assault on my g-spot.  I screamed again and came, harder than the first time.  But he still kept going and I came a third time, unable to control my body.  Finally, he slowed way down so that I could catch my breath.  Conner kissed me and held me and covered my sweat soaked body with a cover.  He said that it was the sexiest thing he ever saw.  I don’t remember anything after that because I closed my eyes and fell asleep in his arms.

I woke up about an hour later and Conner kissed me gently.  He was so sweet it made me swoon.  He asked if I wanted to shower and then go out to dinner, but I wanted to get back to my dorm and use the shower there and change my clothes.  Conner wanted to drive me, but I needed to stretch my legs and wanted to walk, but I promised to message him before I made any dinner plans.

The walk back felt really good and it gave me some time to think.  And smile.  I was actually happy.  I met a really nice guy who really seems to care about me.  Maybe Rich was wrong and not “all guys are assholes”.  I chuckled to myself as I thought of him always saying that.

My mind kept jumping from Conner to Rich and then from Rich to Connor.   That was a good thing.  If Conner compares to Rich, then he has to be good.  Oh my God, I think I am going to drive myself insane.

I went back to the apartment and my suite mates attacked me with questions.  I just smiled and laughed and went to my room.  I undressed and took a long shower.  The hot water felt so good against my skin.  Then I got out of the shower, dried myself and for the first time since I got back to school, I straightened my hair.  I knew that I wanted to see Conner again tonight, and I even made up my mind that I wanted to sleep with him.  It just felt so right.

I started getting dressed.  I put on a black Victoria’s Secret thong and matching black bra.  Then I decided on a short red skirt with a black tank top that showed just a hint of my belly.  And I finished it off with black pumps with a 4 inch heel that even I felt made my legs look amazing.  I came out of my bed room and Caroline (my roommate) was still there.  She looked atme and couldn’t even think of something bitchy to say.  All she could say was that I looked so good that Conner would lose his mind.  Ha ha, that was the desired look.

Then I texted Conner, “If you still want to meet for dinner, I would really enjoy that.”  Conner's response hit me like a bucket of cold water in the face.  “Are we going to have sex later?” was his response.  I was stunned.  All my desired for him died in that moment.   I tried to keep my cool as I started to die inside. “If I say no, would that be problematic?” I asked, trying to stay calm.   “Yes,” he replied. “I made sure that you were happy and satisfied this afternoon and tonight I want it to be my turn.” 

Tears started falling down my cheeks as this nice guy turned into a typical college asshole.  “GO TO HELL,” I answered back as I deleted his number and blocked him on my phone.  Caroline started to ask if I was ok but I couldn’t answer.  I just ran into my room, slammed the door and fell on the bed screaming into my pillow….”RICHIEEEE!!!”

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