Obedience Pays Off

A few years ago when Craigslist was still a thing. I was browsing the M4M personals and i came across an ad listing "Masculine Straight acting man seeks Femme."

I responded and learned his name was Kyle he was 45 6' and built like a fucking god.

So after about a month of texting and talking on the phone we agreed to go on an actual date.

From getting to know each other he was aware that although i have a below average cock that I refuse to tuck when I am dressed in public. He said he was ok with that as long as we were not going to a "Straight " venue. So we settled on dinner at a drag club.

So the afternoon of our date i had a friend style my hair and do my makeup (she does an amazing job) as i really wanted to impress Kyle.

Earlier i had Douched shaved and applied rose scented lotion to my whole body(except for the naughty parts). as evening fell i picked out extremely tight leather low rise pants. A white see through blouse with long sleeves,a black lacy push up bra and 5" Toilet ankle boots with padlocks on them. No panties as i didn't want panty lines as the pants had a pattern of their own (a choice i would regret later).

Kyle arrived promptly at 7:00 As i opened the door to greet him I couldn't believe how Gorgeous he was.

He walked me to his car and opened the passenger door for me.a gesture I thought was sweet.

Driving to the highway he complimented my hair and makeup and said he loved my outfit.

I told him he looked amazing and i would probably have to fight off every queen in the club he just smiled.

As we waited for the light to the on ramp of I-95 he asked if i was really as submissive and obedient as i alluded i was and i told him i was.

Then he said "prove it". As we were merging on the highway.I told him his wish was my command so he put on the flashers and pulled the car to the shoulder put it in park.

He then asked if i agreed to do exactly what he said without deviation and i stared in his beautiful blue eyes and replied "you're the boss".

So he carefully got out came around the passenger side opened the door and ordered me out and to step to the rear of the car as i got past the window still basically on the side of the car he told me to put my hands on the trunk and spread my legs and he pretended to pat me down like a cop.

My little clitty got instantly hard. He stepped back, told me to turn around and squat which i did. He unzipped his pants and pulled his half hard cock out a said "start sucking" I took him in my mouth in full view of the passing traffic as it was summer and still an hour or so until sunset.

He got fully erect very quickly and told me to assume the position so i stood up turned around and placed my hands on the trunk again and spread my legs. He reached around and opened my pants and lowered the zipper and started trying to pull them down so i had to put my feet together so he could get them down around my calves. Then he spread my cheeks and used his mouth and saliva to lubricate my hole without being able to spread my legs all i could do was lean forward and stick my ass out as far as i could (pretty much the same pose as the chrome girl on truck mudflaps).

It helped that he was much taller than me. I knew that my being in this position, his cock was probably going to cause me some pain but I'm a good Gurl so I wasn't going to complain.

i felt the head of his cock at my entrance and heard him say "sorry no time to be gentle" and with one shove he was inside me to the hilt. I let out a loud yelp and he started fucking me like a rabbit on speed. It hurt but at the same time I loved it.

The occasional horn would blow and a couple guys screamed something out of their window and after just a minute or so he buried his cock as deep as possible and let out a primal grunt and came for what felt like 30 seconds straight shooting his cum in me. I could feel his cock pumping the entire time.

He pulled out i pulled my pants up he had me do a quick clean up of his cock with my mouth then he opened the door and I got in and before we pulled onto the road he pulled me to him and gave me the kind of kiss that makes your knees weak.

The whole event only took about 5 minutes or so. But it was so fucking hot.

When we got seated in the club at our table i could feel his cum leaking into my pants and it felt very slimy but also very erotic at the same time

We had a wonderful time and he fucked me 2 more times before he left my place in the morning.