We met through friends at a bar conversation was flirty but she was already dating someone but "it wasn't serious" ... Conversation between friends led her to saying how a lot of women either fake it or just don't cum from PIC sex, she still loves getting railed but it never makes her cum. One of the other guys she was flirting with was being the typical competitive alpha saying how he's never not "made a woman cum".

After he left, she joked he's exactly the kind of guy that will never ever "make me cum" because she would fake it to get him off of her.

"Why didn't you challenge him to "make me cum"" she winked bringing me into the conversation.

I played the conversation very confident in my understanding of my abilities, female anatomy but more importantly human psyche....

It worked because she pinned me against the wall after I exited the restroom and said "you can try and make me cum anytime" then laughed and ducked into her bathroom.

I texted her the next day because I would be in her neighborhood. I wanted to be respectful of her "dating situation" she texted back immediately. We met for a drink and talk got sexy quick. But it was me asking her questions about what turns her on, how she likes to get off on her own, etc... it was sexy, I knew exactly what she needed to feel, what I needed to say, what was going to help her get in the zone stay in the zone and most importantly help her get herself off.

We went back to her place. As we teased and made out she wanted to get right into it, but I paused... "Wait a second, I want to see if I can pick out what you like to do in here when you're feeling so lonely you can't help yourself"

"Come on what do you mean, you're here I don't need those things"she said shyly. I took her hand and walked into her living area of her small apartment.

I sat on the couch she sat next to me. I pointed to the armrest of her couch, I grabbed the firm round throw pillow and made a judgemental "mhmm" and looked at her.

"What are you doing?" She pulled me in for a kiss.

We made out for a minute as I groped her full breasts she moaned into my mouth.

I stood up and took her hand again leading towards her bedroom. "Hey, we're not there yet!"

"Oh, I'm not going in there yet" I pulled her closer for another kiss

"What are you doing then let's get comfy".

I take her hand and put it on the corner of the desk by the entryway to her room.

"How am I doing so far?" I ask with a very smile.

"Um you'd be doing better if we were making out in the couch, why are you being a weirdo?" She giggled pulling me back towards her and the couch.

"Do you want to know what I'm thinking?"

"Umm, Sure"

"I think you really like to use things, the armrest, the pillow..."

"Oh my God stop" she was embarrassed and giggled "what no, I'm right here you focus on this" she put my hand on her ass and we made out kissing deeply.

She takes off my shirt and kisses down my chest and firm stomach, looking up as she unzipped my pants. She took my low hanging cock into her mouth looking up at me as it fed down her throat. Our eyes locked as I moaned "ohhh fuhhhck you feel good" she bobbed on my cock for a few minutes, taking it deep and enjoying the fresh hot meat filling her mouth making her pause so as not to gag then taking it deeper. She had skills. And she was hungry.

As she was getting into it, bobbing, stroking she was moaning, I looked around her room again thinking what else does she use to make herself cum.

In the corner of the room was a large stuffed Bear. It's black nose had been rubbed white, it's belly fur worn, this was another of her toys. I knew then as she sucked my cock she was so horny that she constantly used different things to hump but she was probably so used to the sensation of how she gets herself off that getting fucked is never quite enough. Domming her into submission, as much as she was turned on by it, wasn't gonna get her to have an orgasm. She needed to be in control of her rhythm in order to cum.

I pulled her hair back and fucked her throat until there was drool on her chin and my balls she got my right to the edge and I pulled her head away.

"I want your cum" she looked up at me. "Your turn" I picked her up and she sat on the couch.

I grabbed the round throw pillow and sat on the couch next to her. I put the pillow between my thighs with my cock standing at the end.

"Stand up, and straddle me" I took her hand as she shyly got into position, her knees on each side of my thighs, I pulled her in close. We kissed deeply. I rocked her hips back and forth and she moaned.

She put her hand on my cock and stroked my hard hot slick cock as she rocked back and forth. I sucked her tits slowly deeply my tongue swirling around her areolas and sucking them hard while squeezing them together. We were blissfully moaning.

She slid forward to feel me inside her. I pulled her in and thrust into her. Our eyes locked in desire. She rocked back and forth on my cock deep inside as I thrust into her lifting her off the couch with each thrust. We rocked for several minutes moaning and feeling the wetness slap around my balls as they slammed up into her. But I kept my knees tight and held the pillow tight.

As my orgasm started to to come over me. I pushed her off and said keep going. I held her hips and rocked her back and forth on the pillow. She reached down again grabbing my slick cock, I couldn't hold it, I started to cum the first two shots of hot cum shot up her forearm she moaned as I kissed her deeply and I continued to rock and melt shot after shot coating her hand as she kept stroking.

"Don't stop" I whispered and kept her rocking on the pillow.

Her eyes got big and her head threw back as we kept the pace and I could feel her thighs start to twitch and spasm. She let out a gutteral deep moan and kept rocking through my orgasm and for another minute into her orgasm. She put her hand on my chest and kept rocking "fuck, fuck fuck, fuuuuuu" she lost control again. She crashed forward he head against my shoulder.

Her body spasmed for several minutes. I held her close, running my hands up and down her back holding her close.

After her body seemed to have calmed down. I whispered "hey, are you okay?"

She giggled, but I could hear it sounded like her nose was runny as she said "yeah, I need to stay here a another minute". I held her closely for another few minutes.

"Okay" she said breaking the warm silence. And she slid off to the side.

"You okay?" I asked again with a gentle touch on her thigh.

"Yeah, I'm fine, sorry" she wiped her face.

"Nothing to be sorry about, if anything I should apologize for not being able to hold out longer".

"It's been years since I've cum with a man, years" she looked at me wrapping her arms around my neck. "Thank you for listening and figuring out a way to incorporate my secret pleasures into it"

"So I was right, wasn't I?"

"Oh that's what all men ever want to hear isn't it?" She said sarcastically with a laugh"

I took her hand and looked into her eyes, "YES" I nodded my head with a smile.

"Yeah.." she looked around pointing at various phallic objects, "there, there, that thing, that, there even more in my room"

"The bear?"

"My first love, yeah he's disgusting, don't touch him" she laughed.

"I think there's a path towards PIV orgasms, but the path requires incorporating a lot of your 'boyfriends'" I giggled.

It was the beginning of a very sexual exploratory relationship together.