February 2013
I'd never had sex with a black woman before.
That probably shouldn't have been right on my mind as I went into the backseat of Gabrielle Union's car. But it was a little less overwhelming than other topics.
Like the fact that I had been running into a famous, sexy actress at Miami clubs for the last few weeks in the first place. Or the fact she'd actually talked to me in them. Or the fact she confided in me about her recent separation with Heat superstar Dwayne Wade - one that actually wouldn't last. But neither myself nor her knew that at the time.
And then there was the newly discovered fact that she wanted to start getting over him. With the furthest thing from him. A.k.a., me.
Someone who was 13 years younger than the 40-year-old Union, someone who wasn't a basketball player or athlete - unlike Wade and fellow ex Jason Kidd - and someone who was white. That was the complete opposite of Dwayne Wade, all right.
Maybe I was merely someone who met those checkmarks. Maybe the fact I did, and she'd actually talked to me these last few weeks, made her less patient to find someone else. Maybe heartache was making her think less than straight, although she really hadn't shown much anger or tears. Not in front of me, anyway.
I didn't know if she just thought of this idea, or planned it all along. If she'd been testing me all along, that was one thing. If she had no plans or expectations to get this far with me until now...that opened a whole new can of worms.
The responsible thing to do would be to stop and sort that out. And get a better sense of just how separated Gabrielle and Dwayne really were. There were multiple ways this could come back to bite me in in the ass - in the bad way - if the wrong moves were made at the wrong time.
Instead, what outweighed that was the mere fact she wanted to take me to her place. And that this was the culmination of weeks of talking, suspected flirting and actual flirting. And the shallower fact that this was a famous, stunning celebrity who wanted to do this with little old me.
And at the last minute, as we got to her car at the back of the club, I added the rationalization that I'd never been with a black woman before.
That was the last one I needed before I got into her backseat - and Gabrielle put hers on my lap once she got in with me.
"Now?" I asked, trying to think of anything other than the feel of her ass against my crotch. It was a battle I couldn't win, though. "I thought we were...leaving first."
"It's been a while for me. I gotta be picky," Gabrielle started. "I didn't figure this out lightly, you know. So I should at least have a taste before I drive you anywhere." After a pause, she added, "Maybe you need one too."
I didn't really need that much to make up my mind. With Gabrielle in my lap, wearing a light grey dress with a fair amount of cleavage, and with the fact it wouldn't take much to roll her dress up, I could decide then and there. But if she thought I needed more to go on...
Which included leaning in and kissing me, apparently.
While Gabrielle already had her legs around me and lips on me, I only took till now to touch her and kiss her back. The second I felt her body and felt her lips moving back against mine, I knew I'd waited too long. No sense holding back now, though.
Nevertheless, we just stayed there and kissed, hot and bothered but content for the moment. Until Gabrielle started to move her hips, gliding her full, round ass against my obvious bulge. I pulled back to catch my breath, then exhaled heavily again when she moved her ass on me again.
She gave me one of her big, million dollar smiles, but there was a naughty tinge to it. At that point, my hands went up from her back and feeling her dress, to brushing her neck and actually feeling her luscious bare skin.
Between the bare feel of that and the feel of her clothed ass on my cock, I was still barely breathing. The least I could do is return the favor, though.
I had Gabrielle arch her hips up, so I could roll up her dress enough to put my left hand under it when she came back down. I could feel that she did have underwear on, but my fingers had no trouble moving the front of it to the side. As I started doing that, I rested my face against her neck, no longer contest with feeling her skin.
The second I kissed her neck, I knew I wouldn't take my mouth, lips or tongue off of her for a long time. If ever. Or maybe I'd wait until my finger was done down below. It was making progress brushing her wet pussy and clit, which Gabrielle further proved by moaning and starting to move her ass around again.
Soon enough, she rolled her ass up and down my groin as my finger started pumping her, and I kept kissing, licking and suckling every inch of her that my mouth could reach. Indeed, I didn't take my entire mouth off her for longer than a second.
For some reason, I had enough memory left to remember one of Gabrielle's comments at that moment. Fueled by that, I finally pulled my face from her, pulled my finger out of her, and put my wet finger in my mouth - getting the taste of her she suggested I needed.
Yeah, she got it right again. "All right, there's my taste," I said out loud in case she didn't get it. But she did anyway.
After I licked my lips of her. Gabrielle put her lips back on mine again. Her ass resumed riding me, and this time, my hands were ready to meet it. I lifted the back of her dress, placed my hands on the back of her panties, yet quickly slid them over to the thick, heart shaped flesh underneath.
I pulled my lips back, needing to exhale again. Gabrielle smiled, more teasingly than wide this time. She put her hips up again, which I took as a cue to slide the back of her panties completely down. With her legs still around me, I couldn't take them off, but they weren't covering the juicy parts anymore.
I let myself put both hands on her naked, glorious behind for a few moments, but I did need to take one of them away. So I did, letting my left hand go back over to her pussy, fingering it anew while my right hand stayed on her ass.
With that, Gabrielle resumed bucking herself against my finger and rolling her ass over my clothed, throbbing cock. Between that and cupping her smooth, gorgeous behind, I was barely holding it together.
Then I had the bright idea of actually thrusting my hips and groin against her. She then had the bright idea to lower her dress straps. My next bright idea was to take my hands up and lower the top of her dress, revealing her braless, full breasts and mouth wateringly hard, chocolate nipples.
My hands returned to her pussy and ass as my mouth latched onto her breasts, barely keeping myself from completely biting her nips. I settled for suckling them and her boobs while she rode me and arched against me harder and faster than ever.
"Oh God, that's it. Taste me, fuck me..." Gabrielle started saying. "You wanna cum in your pants, I won't stop you..." That almost made two of us. "Then you'll have to go somewhere to dry them off and take them off...won't you?"
The logic was almost airtight. Not to the extent that her pussy was tightening on my finger, but close.
In response, I wiggled my finger inside her, squeezed a perfect cheek from behind, and deeply sucked on a perfect nipple in front. Gabrielle just kept riding my lap, rubbing herself on my finger and on top of my cock. She even held my face as I kissed in between her tits.
Finally, she lifted it up to kiss me, slide her tongue into my mouth, and then take it out and glide it over my cheek. Her wet, full lips and mouth started kissing and rubbing my face and neck as much as mine had on her. It was all too much.
When Gabrielle went to my ear, rubbed her lips over the lobe and suckled it down, my finger went out of control. So did my other hand as it palmed her ass, tempted to start spanking it. However, she groaned right into my ear and started cumming before that.
Not too long later, so did I. Right in my pants.
Gabrielle's wetness started coating my left index finger, while my own went all over the inside of my underwear and my thighs. I would have been more embarrassed, if not for everything other than me cumming in my pants. Even when that fully registered, I remembered her practically giving me the green light.
In fact, she seemed to encourage it. There was too much sexy evidence to suggest otherwise. Indeed, I would really need to go home and wash my underwear and pants. And Gabrielle's home was closer than mine.
Now I got it. She tested me out, gave me an actual legitimate, urgent excuse to go to her house - and it seemed like she had ideas on how to pass the time there. Ideas that involved more than fingers, and more clothes coming off.
Currently, my top idea was to get my finger out of her, which Gabrielle quickly kissed and licked before kissing and licking my lips. She shot me another big smile after that, unwrapped her legs around me, and sorted herself back to normal. Once her panties and dress were back where they were, she got herself out of the backseat and got up front to drive.
I stayed in the back, not particularly fit to walk just yet. Besides, walking around at the moment, with what was going on in my pants, wasn't something I wanted to hurry up. At least things would start to get drier by the time we got to her house.
Indeed, I was in somewhat better shape to walk out when we arrived at Gabrielle's. I adjusted to walking with damp underpants - remembering Gabrielle was probably doing the same thing. It gave me an odd sense of equality as we made our way inside her house.
