You’ll never guess what happened. Go on try.

Nope, you guessed wrong.

Last Friday was payday and on my way home I had a hunch and stopped at the casino. I walked in the front door at 5 am with $20 in my pocket and was back in my car at 5:15 am with $1137 cash in my pocket. How cool is that? I stopped at Tim Hortons and got a coffee for ♀ and drove over to her place of employment and asked her to take an early coffee break and meet me in the parking lot. When she got into the car I told her to close her eyes and I put eleven $100 bills on her lap.

We decided we should treat ourselves and booked a room at the hotel where ♀ proposed to me five years ago. We told the kid we were just going for dinner; we didn’t want any parties happening while we were gone. So Saturday afternoon we headed out. Of course with money burning a hole in my pocket, we needed to make a couple of stops first. You’ll be amazed to hear we didn’t buy any lingerie. We bought these and these. Well to tell the truth they’re knock-offs and a third of the price, but they are darn cute. And yes we both tried them on at the store. The sales person took it in stride *lol* and told ♀ she was lucky to have a husband with the same size feet. Actually hers are about a half a size smaller, but what’s a half a size between lovers, right?

We also looked at a dress for me. It was soooo cute. Picture late 50′s prom dress; It came down to just below the knee with a built in crinoline (nice and poofy), silky material, polka dots and a little pink bow. It would have been my very first brand new dress and it was on sale for half price ($50) and I wanted it soooo bad, but there was no way in hell I was going to fit into a size 10. Sigh. If it had fit I would have seriously consider wearing it to dinner. The restaurant has a formal dress code, I wonder what they would have done if I’d showed up in a dress.

We had a quick dunk in the hot springs then got ready for dinner. Because we’d been in a hurry to pack, neither of us saw what the other had packed and we both ended up bringing the same stockings. Want to bet we were the only couple there both wearing black fishnet? ♀ wore the bustier pictured above for the first time. She looked incredible. We danced and touched and I felt totally connected with her. Dinner was fabulous. The lobster bisque was first rate. I tired cariboo (caribou?) for the first time. It was very moist and tender. It was expensive, but good. I also discovered that I really like cognac. So dinner ended up being expensive. We had cocktails before dinner, a bottle of wine with dinner and I had cognac after dinner so it was probably a very good thing that we had a room booked.

The hallways in the old part of the hotel reminded me of the Shining. I half expected to see Jack come bursting through a doorway with an axe and an evil grin, Here’s Johnny or twin girls on tricycles riding towards us, Come play with us Danny.  But the only little girl in the deserted hallway was ♀, necking and groping me like a sex-crazed teenager. The ancient elevator was slow enough for her to get my pants down to my ankles. I watched her in the mirror as she pulled my white lace panties aside and took my thickening cock into her mouth. She held onto my pink garter and her long blonde hair brushed my naked thighs and the tops of my black fishnet stockings.

<!–[if !supportEmptyParas]–><!–[endif]–> ♀ jumped up when the bell sounded to announce our floor. The door opened and she stood in front of me and explained to the old gentleman waiting for the elevator where the nearest ice machine was as I tried to do my pants up without getting Mr. Happy caught in the zipper.

<!–[if !supportEmptyParas]–><!–[endif]–> When we got back to the room, ♀ insisted I call junior to let him know we wouldn’t be home until the next day. He was a little disappointed as he was hoping for a sober ride home from the house party he was at. I did the responsible ‘dad’ thing and told him to take a cab home; I’d pay him back the fare and take him to pick up his car when we got home later. It was hard to concentrate on the conversation because ♀ had taken her skirt off and was playing with herself, then rubbing her fragrant fingers in my mustache.

<!–[if !supportEmptyParas]–><!–[endif]–> Once I’d hung up, I grabbed her black garter belt and buried my face in the pussy I’d so carefully shaved the night before.  She watched me for a few moments then pulled me up. I kissed her gently and she turned her head.

“Would you mind if I asked you to take off your camisole?” I did as she asked.

I kissed her again. Gently. Again she stopped.

“I want you to make love to me like my husband.”

I held her face as I kissed her again. Harder. I lifted her legs up to my shoulders and rubbed my cock across her moist cunt lips; up and down, up and down cock against clit until she was purring like a pampered cat with eyes half closed. I slid further back then thrust forward, entering her completely in one hard push. She gasped and her eyes flew open. I pinned her wrists behind her head and fucked her like that. Hard. Fast. Masculine?

<!–[if !supportEmptyParas]–><!–[endif]–> When I was done I sat on the edge of the bed and finished my beer watching her play in my cum and giving herself a small orgasm. We went for a midnight dip in the hot springs and when we got back she was asleep before her head hit the pillow.

<!–[if !supportEmptyParas]–><!–[endif]–> The problem I have with going away is I don’t sleep at night. So after ♀ is asleep there’s not much for me to do (camping is worse).  I finished reading Life of Pi by Yann Martel, a truly wonderful novel and watched Little Miss Sunshine, a very fun movie and fell asleep around 6am.

<!–[if !supportEmptyParas]–><!–[endif]–> ♀ did manage to get a noon checkout time, but even still 11 am came mighty early. She was packed and horny again. I’m not at my best when I first wake up, but was willing to try my best. I laid back and she straddled me, held my face and kissed me hard like I’d done the night before. She kissed and sucked and bit my nipples until I was hard again and she eased herself onto my cock. After a few minutes she moved her legs together and put mine on the outside wrapped around her hips. I love this position; it looks and with a little imagination almost feels like she’s fucking me with a strap-on.

<!–[if !supportEmptyParas]–><!–[endif]–> She handed me the digital camera and told me to start shooting. I clicked and she talked trash. Telling me how she was going to get me that prom dress and she’d do my make-up thick and dirty and she’d whore me out to all her friends, males and females. I’d be her sissy slut. She’s quit her job and live off my horny little ass, fucking and sucking anyone she told me to.

<!–[if !supportEmptyParas]–><!–[endif]–> When I was done, she rolled off and spread her lips. She wanted a picture of my cum dripping out of her freshly fucked cunt. Then she pushed me down and I licked and sucked and nibbled and fingered until she yelled, “Here it comes Baby, I’m going to shoot my hot sticky load right down your throat! Swallow it all bitch. That’s it!” And she made up for the little O she’d had the night before.

<!–[if !supportEmptyParas]–><!–[endif]–> On the drive home we talked about her request from the night before that I make love to her like her husband. Her point was that she’d felt really good all night. She felt sexy and could see the desire I had for her in my eyes. She just wanted that to continue. She wanted me to take her like a man. No sissy stuff.

<!–[if !supportEmptyParas]–><!–[endif]–> My response was that it doesn’t matter if I’m in a dress or a suit my desire for her is the same. Many cross-dressers have completely separate male and female personalities. I don’t. I’m a mixture of both. Her request made me feel like I needed to act like something else. We talked about my ongoing requests for her to be more dominate versus her very rare requests for me to be less of a sissy.

<!–[if !supportEmptyParas]–><!–[endif]–>I’m delighted to report that we were able to have this conversation without hurt feelings or getting off track. It was a real achievement for us both.

<!–[if !supportEmptyParas]–><!–[endif]–> Cheers,

<!–[if !supportEmptyParas]–><!–[endif]–> sss