Tosh

I am not a barfly. Never have been, really. But my friends figured, since I was a freshly minted divorce, I needed to get out. And I didn't disagree, but I hated bars. So, the look on my face was probably producing the exact opposite effect that this whole experiment was supposed to produce; I sat there alone while my "wingmen" socialized.

I had become pretty good at feeling sorry for myself and tonight was no exception. I was just getting ready slip out unnoticed so I could head home and watch some porn when there was someone at my shoulder. I turned to see a young, 30 something woman with perfect, olive skin. She had green eyes and tight ringlets of mocha colored hair with sun bleached auburn highlights that fell in a bunch down to the middle of her back, and a few loose strands framing her face.

"Is this seat taken," she said, smiling with perfect white teeth and gesturing to the bar stool next to mine with a large hand with delicate long fingers that terminated in perfect, natural, longish unpainted nails.

"Ummm, no, I don't think so," I stammered awkwardly and tried unsuccessfully not to stare at her ass as she slid it onto the stool. She was wearing a sleeveless shirt that was tight and made her tits look amazing. Her skirt accentuated her figure in all the right ways and her ass looked like she was no stranger to the gym.

I met her eyes and felt the heat rise in my face as she smiled a little crooked smile acknowledging that, "yes, I saw you staring at my ass." I looked away and quickly drained my drink thinking how out of practice at this I really was. What the fuck was I doing here. Again, I wanted to just disappear, but the sight of her.... I turned back to face her, and she reached out her hand and said, "I'm Tosh."

I nearly started to glance over my shoulder to see who she was talking to but checked it. 'Dude!' I said to myself, 'she's talking to you.'

"Blain," I said and took her hand. She looked away for a second one side of her mouth turned up in thought. Then turned back to me, smiled, and said "Blaaaaiiiinn," very slowly as if trying it on. "I like it."

After that we fell into a rhythm, talking and laughing. I hadn't felt that at ease with a woman, let alone myself, for years. The last few years of my marriage left me cynical, guarded and exhausted. I was letting go of tension I didn't even know I had. After about an hour of chatting she let the smile slowly fade from her face and she looked at me with those green eyes. Time stopped and I couldn't tell what was going on. My conditioned response was to be wary and guarded, fight or flight kind of shit. But I also felt my cock getting hard in my pants and my heartbeat started to pick up. She didn't say anything for what felt like an eternity, and I wasn't able to speak. Then she said flatly, "Do you want to get out of here?"

"Fuck, yes," I heard myself utter in a voice I didn't recognize, tinged with unvarnished lust. And so, we did.

I threw a 50 on the bar, pretty good tip for two drinks, took her hand and started to head for the door. I looked over my shoulder just in time to see Steve elbow Josh in the ribs and nod in my direction with a slack open mouth and wide eyes. I felt the corners of my mouth turn up involuntarily, never broke stride and we were on the street.

Fifteen minutes and an Uber ride later we were at my place. We barely made it through the front door when she started tugging at my belt. I grabbed a big hand full of her curls and pulled her head to me. I parted her lips and found her tongue. She tasted of whiskey and she smelled fantastic. Her perfume was light and understated and just made me want to get closer. I pushed my face into her neck and gently bit her. I felt the goose flesh rise under my lips.

She got my belt off and then got frustrated fucking around with the buttons on my shirt and just tore at it. The buttons went flying and sounded like a hand full of bb's as they hit the floor. I got her top off to find a bra-less set of perfect, perky tits with no tan lines. We were about 20 years apart in age and the last pair of tits I had seen were my ex-wife's which had succumbed to gravity a long time ago. I took one of the hard nipples in my mouth and she laid her head back, groaned and reached for my throbbing cock. Christ's sake, I hadn't been this hard in 20 years. So hard it was almost painful. I went to unzip her skirt; I wanted to see the rest of her and bury my face in her pussy. I was dreaming of her smell, her taste...

But she grabbed my hands and whispered, "not yet. Patience." Holy fuck, so she wanted to tease me for a while. Well, ok.

She dropped to her knees and ripped my pants down. My cock bounced to attention. "Mmmm," she purred and put me in her mouth. Just the head at first, licking powerfully just below the swollen bulb while holding my balls in her hand.

"Oh my fucking god," I moaned. Then she plunged my shaft deep into her throat. She apparently had no gag reflex because I could feel my balls resting on her chin. And she never hesitated. She sucked me slow and deep, over and over. I was getting close and had zero control. "Tosh, I'm gonna cum," I moaned and I was going to let her have all of it when she pulled off and stood to face me.

"Not yet, Blain. Where's your bed?" she said, more like a directive than a question. I kicked off my pants that were around my ankles, took her hand and led her to my room.

"Go sit over there she said," and I did as I was told. I sat on the edge of the bed, my cock pounding. She turned her back to me and slowly began working her hips back and forth as she slipped her skirt down over her perfect, tanned ass exposing a lacy white thong. She wrapped her fingers in the thong and eased it to the floor. She smiled over her shoulder and slowly turned toward me with a tentative look on her face.

I scanned down her body. Sexy smile, perfect tits and.... a huge, erect cock. Bigger than mine if I'm honest. I sat there slack jawed staring at it. I went from unbridled excitement to very, very confused in a matter of moments, but it felt like an eternity. Tosh's smile headed for the door, and she quickly started to pick up her clothes so she could follow it, murmuring "I knew it, I fucking knew it, I never should have come. Fuck, fuck fuck...."

I wasn't sure how I felt at that moment, but I knew I didn't want her to leave like that. "Wait, wait a second." I said. "You have to let me catch up here. It's not like I was expecting that... I don't know, fuck me," I trailed off as I walked toward her.

She risked a little smirk and whispered, "that was the idea, yeah." I started getting this knot of strange, intense excitement in my stomach. My cock was still just as hard as it had been. And I had this moment of guilt and exhilaration thinking about this kink I had developed over the last year.

I was no stranger to porn and as one does, I had gotten bored with the run-of-the-mill sport fucking and one night something odd caught my eye. I saw what appeared to be this gorgeous woman, perfect tits, and a huge cock that she was warming up to throw into this guy's ass. 'What the fuck?' I thought to myself about to scroll past when I just stopped. I couldn't stop looking at it. So, I clicked on it and watched this hottie slide her rather large dick into this guy's ass, start pounding and stroking his cock in return. Part of me was disgusted but my dick was hard, so I continued to watch. Then the guy came all over his own stomach while she smiled pounding his ass and looking down at him. Pretty soon she pulled out, moved up and came all over his face. She was so hot, and she had a dick. Did that make him gay? What did that feel like? Did that make me gay? Fuck.

That is not to say I wasn't a kinky little fucker when I was a younger man. Hell, in my 20's in college I was an athlete and flexible enough that I could suck my own dick, and I did on the regular. So, when my buddies laughed and pointed at dogs licking their nuts and said, "come on, man, you would too if you could." I would laugh along and think to myself, 'yes, yes I would... do... whatever.'

My eyes refocused and Tosh took one step toward me and kissed me open mouthed giving me her tongue. I kissed her back. Then she whispered into my ear, her lips brushing lightly against me, "I know you want to touch it you little slut." So, looked down at it. Then I reach down and gently stroked her cock. "Well, this is a first," I said. I continued exploring and started fondling her balls. She was completely shaved, and they were silky smooth. She groaned and bit my neck.

Then she smiled and pushed me toward the bed. I went down and sat on the edge. She walked toward me and said, "And I definitely know you want to suck it," while she gently stuck a thumb in my mouth and opened it. With her other hand she guided her giant member into my mouth. Having never sucked a cock, save for my own, I started doing to her what I did to myself when I wanted to get myself off. "Yes, she growled and started grinding her hips in my face. She grabbed a handful of my hair and pushed her big tool to the back of my throat and started fucking my face. Pretty soon I gagged and pulled away. She smiled the most disarming, innocent smile and giggled.

She put her hands on my shoulders and pushed me over backwards and landed on my back, my hard cock bouncing and throbbing with every beat of my heart. She picked up her purse and took something out of it, then slid her creamy brown thighs between mine. She opened her palm to reveal a small bottle of lube. She squirted a little into her hand and started painting her huge member with it. I was up on my elbows and she pushed me down with one hand and said very matter of fact, "I am going to fuck you now."

I was in a fog of wild excitement, and I just lifted my legs and gave her my ass. She smiled and touched the head of her dick to my hole. "Go easy, I have never..." was all I got out and she was inside me with the tip.

The sensation was a little painful at first but, she went slow. "Good boy," she purred. And slowly pushed, taking little strokes and filling me with her member. "Just relax, Blain," she whispered, pinching my nipple. I gasped with pleasure taking hold.

Before I knew what was happening, I was taking her whole cock in my ass, over and over. I felt so fulI and could feel her soft balls bouncing off my ass cheeks as she looked me in the eyes and stroked my aching dick. "Does my cock feel good in your ass?"

I nodded my head vigorously, "yeah, fuck my ass," I panted.

I could feel her pace quickening and she started trembling, mouth open, breathing deeply. Then suddenly she pulled out of my ass and slid up to sit on my chest, the head of her cock on my lips. I reached up with one hand to steady it and went to work with my tongue at the base of the head. I took my other hand slipped my thumb into her ass. I felt her ass hole clamp down on it and her body started to tremble again and stiffen.

Laying her head back and moaning loudly, "Blaaaaaaaain, I'm cumming, I'm cumming," she yelled.

I felt her cock pulse and she sent a thick, hot, sticky rope of cum across my forehead and into my hair. I don't know what got into me but I was so turned on I was on auto pilot. The smell of her cum the warmth of it on my face; I wanted to taste it. I quickly stuffed that pulsing cock into my mouth and sucked. One, two, thee, four... With every pulse I could feel and taste the warm, salty load filling my mouth. I was drunk on it. I swallowed as fast as I could to try and keep up, but even then, it was spilling out over my cheeks. Pretty soon she had drained her nuts into my mouth, and I had taken it willingly.

She slid down again and leaned to kiss me. She licked the rest of the load off my face and spit into my mouth, and again, I took it and swallowed.

She smiled and reached for the lube again. "Do you want to fuck me, Blain?" she asked, lubing up my tool.

"I have wanted to get inside you all night," I replied.

She slowly coated my cock in the lube, looking me in the eye as she did. She raised up and pressed the head of my cock against her ass and slowly pressed down sliding me into her. She parted her lips and took a deep breath, then smiled down at me. I was in heaven. She put her hands on my chest and rode my cock taking it easily down to my balls. When she rose, I could feel her tighten her hole on me then she would relax and slide back down, like she was milking my balls.

She could see me getting close, so she slowed her pace to tease me and make it more intense. Looking at me with a wicked little grin she, "Come on baby. Cum for me. That's it... you can do it." I arched my back. I could feel the sensation spreading down my legs and up my body to release that knot of lust in my stomach. She reached up and placed her hand on my throat and gently tightened. Then she slowed again. I could feel my face flush and my breath stopped. I thought I was going to explode, and then I did. Losing total control, I pounded her ass and screamed as I drained my nuts inside her.

"How was that?" she asked smiling, but it wasn't a question. It had been years since I had cum that hard. And she knew exactly what to do to make it happen. She was in control, and she loved it. I looked down and notice her cock was hard again. She slid off me and a warm load of my cum slid out of her ass and down my balls and into the crack of my ass. She lubed up her dick again and said, "Roll over, baby."

I did as she asked and presented her with my ass on my hands and knees. She pushed my head down on the pillow and slid that huge hammer inside me again. And from this position it felt like she had about 3 more inches than before. I cried out as much from shock as anything, but it felt good. I had never known this could feel so good. I found myself working her cock with my ass like a slut on a cock in a glory hole.

"Oooh you dirty boy," she said. "Do you want me to cum in your ass?"

"God yes! Cum in my ass! Please, cum in my ass!"

Jesus, who was I? I had never done anything like this. Certainly, I never begged anyone to cum in my ass. But I was completely hers. I think I would have done anything she asked at that point.

She ran her nails down my back and slapped my ass hard. Instantly, I felt my cock come to attention. Fuck, how was this happening? I was lucky to get one nut out with my ex-wife. And here I was ready for round two like a 20-year-old.

We were working together in perfect time, me pushing back against her while she was burying that huge fuck stick balls deep in my ass.

"You're my little cock slut now, Blain," she said, in a sweet tone, slapping my ass again. "You like that don't you," she said playfully. I nodded my head and moaned.

She grabbed my waist with both hands as she picked up speed. Her hips slapping against my ass, her soft balls slapping against me.

"Blain! Fuck! Fuck! Uhhhhhh, Fuck!" she screamed as she dumped her second load into my ass. I could feel the warmth of it inside me and it was oddly arousing. I could feel her cock twitching in my ass. After about of minute of her cumming, she fell off to the side and her cum drained out of me down the inside of my leg.

I stayed there with my ass in the air looking off to the side at Tosh. She just smiled back at me with those green eyes. My whole world had just changed in a way I could not comprehend. The only thing I knew for sure was that I had liked it.