She Asked Me To Come In From The Back Door

So, every Friday night, like clockwork, I'd hit up the same bar. Mainly because it was next door to my apartment, and honestly, hearing the music pumping, the chances of me calling it an early night were slim to none. Also, the idea of sipping on a drink surrounded by attractive women was always hard to resist.

Tonight, sticking to the usual routine, I took a quick shower, threw on a shirt and jeans combo, and headed to the bar. I sat in my regular dimly lit corner at the bar, which might give a shady vibe, but it was because it made it easier for Brandy, the sexy barmaid, to spot me. She's got this habit of hooking me up with a drink before anyone else, and sometimes, she even gives me a free gin refill.

"Same as you always have Brad, Gin and Tonic?" Brandy asked as I sat down.

‘’Yes please!’’ I smiled.

"There you go. Nice and strong!"

"Looks busy tonight?"

"Too busy! But we have a lot of staff, so I'll be joining you on that side of the bar in about an hour!"

"Look forward to it!"

Brandy was an absolute sort. She was petite but packed curves in all the right spots, with a killer pair up top and an amazing backside. We'd often exchange playful banter and some flirting, though I'm pretty sure it was mainly the alcohol doing the talking, as she usually liked to have a few drinks while on shift.

An hour finally drifted by, and out of nowhere, Brandy strolled up, casually putting her hand on my shoulder. She was wearing a sexy, tight black dress with her hair pulled up in a bun, a casual look, but somehow still looking like the hottest girl in the bar.

"I was thinking, do you fancy going somewhere else for a drink instead of staying here? I'm just fed up of seeing the same faces." She laughed.

"Where do you want to go then?" I asked.

"You mentioned you lived next door, didn't you?"

"Yes?"

"I'd prefer somewhere quiet like that."

"We can go back to mine then if you want to. I have a bottle of white in the fridge."

"Sounds good to me. Let's go then." She smiled.

As soon as we stepped into mine and closed the door, we locked eyes. I decided to lean in for a kiss. I expected her to push me away, but she pushed me against the wall and began to unbutton my jeans, yanking them down and then my pants, too. Things went from 0 to 100 as I slid my hand between her legs.

"No knickers?"

"I forgot to put them on when I got changed." She giggled and pushed my finger inside her tight pussy.

I then slid another finger inside and then a third. She was already soaking wet, the wetness dribbling down the inside of her thighs. I just had to taste it. I ran my tongue down her body while she grabbed my hair and pushed me further towards her pussy. I began to flick her clit, running my tongue down her lips and then deep inside her.

"I want to fuck you now!"

"Wait, let me suck your cock first!"

While standing up, I looked down and watched her take my full length to the back of her throat. Her eyes were watering, and then she slightly gagged, but as she pulled away, she continued to lick firmly down my shaft and back up again.

"Take me to your bedroom." She said, wiping her mouth.

I picked her up and carried her upstairs to my bedroom, dropping her onto the bed.

"I want you to put it in my arse."

"Really? I've never done anal sex before." I said, a little shocked.

"Well, you will always want to do it after you feel my tight hole. Spit on it and push your big dick inside me now." She positioned herself in the doggy style position.

Taking hold of her arse with one hand and pushing her face down into the pillow with the other. I started to run my cock around her arsehole, smearing saliva and pre cum all around it. She took a deep breath as I forced the first couple of inches in, and then I felt her relax as the rest slid in nicely. While she moved back and forth, I could feel her arse hole stretching and loosening up. Things now felt smoother.

"I am used to it now. You can fuck me harder."

Now pounding her arse, not only feeling my balls slap against her but hearing them too. She kept taking deep breaths, gasping, but still moaning for more. I just wanted to unload my cum in her ass now.

"Fuckkk! Spank me!" She screamed.

I gave her a couple of spanks, and I felt my balls tighten up, and I just couldn't stop myself.

"I'm going to cum!" I moaned.

"Me too!" She said while finger fucking herself at the same time.

She screamed into the pillow as I felt one more contraction from her arse. That was it. I began releasing my big creamy load inside her hot ass. She started to squirt as I finished, so I pulled her onto my face and swallowed as much as I could.

"My god! I've not squirted like that in years!" She giggled.

"I think you may be right, anal is my thing now."

"With me?"

"Well, I'd hope so, but that'll depend on you?"

"I work next door, don't I? It's rather convenient and easy. So, why not?" She laughed again.

"Do you want me to drive you home now?"

"No. My friend is picking me up in a minute; don't worry."

She then got cleaned up and left.

Every Friday now, she tends to finish early, and we head back to mine for another session. Each time, though, she seems to be taking it to another level. Firstly, she gave me an anal fingering when giving me a blowjob, which I admit felt very good. But now her latest request is to use a strap-on. I'm unsure at the moment, I've never thought about a woman fucking my arse, and I don't think I'll like it.

I like her a lot, and sometimes we men have to do whatever keeps the woman happy, but I also have my pride to keep hold of… She thinks she can convince me, and I guess time will tell.