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Chapter 39 by Luke575 Luke575

Which offer will they take?

He needs to try

I stared at her glorious cock sitting right in front of my face and I was transported to last night. I could already feel it widening my throat and taste her salty precum. I could feel it pounding into a special place in my ass that showed me pleasure the heights of which I never knew existed. A big part of me wanted to just take it now and accept this new place as stephanie’s slut girlfriend…but it was such a change, and not one I knew if I was comfortable with or even wanted.

This whole journey had been egged on by stephanie, so how could I know how much was me learning new things about myself and how much was stephanie just getting what she wanted again? The only way to know, was to explore. I had never been with a woman before, but I always liked women, there is no way I can just become one and accept being stephanie’s without experiencing what I’ve craved my whole life.

With a tremendous **** of will, I moved my eyes up from stephanie’s cock and looked at stephanie. “I would appreciate the number of the girl you mentioned…assuming she won’t just try to take my ass like you did.”

She laughed as I said this and took a step back, clearly not thrown that I wanted to go through with our wager. “Hahaha no Jenny, or I guess John until you give up. She is a biological woman with a pussy and everything. She thinks you’re really cute and has wanted you for awhile actually, but I never let her try you out.” Still naked and with her massive cock swinging and tits bouncing, she reached over and grabbed her phone, sending a couple quick messages and dings in response. With a slight chuckle, she said, “thirst bitch hahah. Responded almost immediately. I just made you two a date, you will dress in your best impression of a man and meet her at the bar down the block in a couple hours. You slept very late so it’ll be time to meet her soon.”

I quickly thanked stephanie, I know, weird given the situation, and ran into the shower. I started scrubbing everything and everywhere, hoping the hot water would burn away my sins. I pointed ignored the liquid leaking from my hole and the jump it made my cock do as I finished up. I dried quickly and threw on a nice black button up shirt, with some jeans and black high top converse. I finished it up with a black banded watch I had gotten years ago, my most masculine cologne and fixed my hair into a more normal men’s style for longer hair.

As I was looking for my wallet, stephanie strode in wearing normal clothes, just leggings and a tank top, wearing the hell out of them, not that I noticed…She then plopped onto my bed and started telling me the rest of what I needed to know. “So her name is Natalie, you might not remember her but she’s the cute brunette with the glasses that has been here a bunch over the years. She has pretty nice tits, firm but not very large and an adequate ass, again, its firm from working out but she just can’t grow it. That’s why I haven’t hit that if you were wondering. She is a bit of a nerd, but always liked you since you’re the shy and cute type, and lucky for you, she can be a bit of a whore after a few drinks and lived alone very close to the bar too.”

I was thrilled to hear all of that and my freed cock agreed, jumping for joy at the thought of pussy. That was until Steph got up and pulled me close, ass to her growing python. “Remember slut, after this is over, you’re going to give me every detail and tell me how much better my cock is than any pussy, then beg mommy to bend you over.” She kissed my cheek and I froze, momentarily losing all the confidence I gained dressing nice and getting back to normalcy.

I took a deep breath and set my jaw, stepping away from stephanie and said as I walked out without turning my head, “or I’ll come back saying how much I love pussy and I have no interest in your cock.”

I could all but hear steam coming from her ears the whole walk to the bar. The night was pleasant, not too hot or cold and with a slight breeze, making me smile as I walked into the bar.

What happens when he gets there?

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