Cross-Dressers, Female Orgasms, Tandem Couples Erotic Massage And More!

Wow this was an amazing weekend and I just had to share a quick overview.  Hopefully I will have time to write about some of the stories in greater detail.

The fun started Friday night when I got to meet with my cross dressing friend/client.  I will write more about this on my BDSM site MistressIvana.me but suffice it to say – HOT KINKY FUN!!!

Saturday morning my husband and I went to a workshop to learn about orgasmic meditation.  This is the website of the organization that gave the workshop http://www.onetaste.us/index.php It was an amazing experience and I can’t wait to start OMing on a regular basis!

That evening we went straight from the workshop to the Bellagio to meet with a couple that wanted to receive sensual erotic massages at the same time from my husband and I.  It was very different because he only comes on appointments with me once in a blue moon.  The couple was amazing – I hope my husband and I are as connected and happy as they were after over 30 years of marriage!

Sunday was good and busy!  I got to give a cute young man amazing anal stimulation and have hot completely satisfying sex.  Then I met with a gent who has a pantyhose/foot fetish.  We stretched his boundaries a bit and then he stretched my behind a bit as we had an orgasmic greek session followed by a very deep and completely satisfying climax for him orally.

Yes, it was a good weekend!  Now to get the brakes fixed on my car:)

90 Minute Massage With Experimentation

He was younger than the average of most my clientele with a bit of a baby face and amazing piercing heart melting blue eyes. OMG if it was available I would have gone on a date with this one just to lose myself in those eyes!

Any way… back to the session:) I brought him in my apartment and up to the room where I have the massage table. Since he booked 90 minutes I wanted to make sure to give him some really good therapeutic massage. I had him lay face down on the table while I used the restroom and washed my hands.

Returning to the room I take off my dress and bra leaving only my lacey red panties. I began with his neck and shoulders. We chatted about this and that (I love it when I get to talk to other entrepreneurs!). He was really tight and I took time to warm up each area before going deeper into the muscles and pressing harder to give him some release. I worked on each arm and hand. Massage on the hands feels amazing in general but I know it feels even better if you do something where you’re working with your hands everyday!

I moved down to his legs and buttocks. Doing the same thing – warming and then going deeper – with each body part I took a break from the therapeutic as I worked the inside area of the upper thigh. At the top of each one I bent over and dipped my tongue into the crack of his ass and licked. I was rewarded with sighs and whispered words of pleasure. I love it when I get that verbal confirmation that what I’m doing feels good! He stroked the backs of my legs and when I looked back I saw those blue eyes checking out my booty. So hot!

I didn’t let that go on for too long since I had more massage to finish. I gave him the tongue treatment again when I got to the top of his other thigh and again I heard the vocalization of amazing pleasure. As soon as I finished with the rest of his leg and foot I got a towel, toweled off the excess oil from his ass cheeks and crack, laid on my stomach below him on the table and spreading his ass cheeks firmly planted my face in between them so I could lick up and down giving him a great experience.

I pulled his cock and balls back from his body and got them totally covered with saliva. I gave extra long licks that started with a suck on the head of his cock, ran up the length of his shaft, over his balls and up his ass crack to the tip of his tail bone. I would repeat this several times and then change the stroke of my tongue so that I was gently and wetly tongue fucking his ass.

Being satisfied with that part of the treatment I got up and had him roll onto his back. I gave his cock a couple of sucks and then his nipples before putting my boobs in his face so he could lick them and suck on the nipples. His hands were caressing my hips and thighs. I asked if he’d like me to take off my underwear and he said yes. Turning my back to him I bent over as I slipped my panties down. I was totally bent over so he could see my ass and pussy right in front of his face. I asked him if he liked it. In answer he put his hands on the sides of my hips and pulled me closer. Sitting up from the table a little bit he put his tongue in my ass returning the favor of some terrific analingus.

After a few minutes of that I wanted his cock back in my mouth. I turned around and started to suck him. I paused to ask him if he liked to eat pussy. When he said he did I removed the head rest from the table and climbed onto his face. While he was tonguing my clit I leaned forward and sucked his rock hard cock. I pulled on his ball sack and then getting his nuts I pulled on them creating space between them and his body. I massaged his still wet asshole with my finger and eventually slipped it in as I deep throated his cock. He started to play with my ass too but I told him I needed lube if he wanted to go there.

We got up and I went to wash my hands quickly. I returned and put a finger cot on his finger and got out the lube. I climbed on the massage table and while resting on my elbows and knees with my ass in the air I coached him on massaging the lube into my asshole. It felt great – he was amazingly gentle and as he got more of his finger in my ass I had him add more lube. Eventually it was sliding in and out and he was finger fucking my ass. I reached down to play with myself and my pussy was sloppy wet. I played with my clit and fucked back onto his finger. I asked him if he was imagining his cock sliding in and out of there. He said yes. I asked him if he thought he could go that slow while fucking my ass and he said he didn’t know. I said what if you lay on the table and I climb on top of you and sit on your cock with it up my ass. He said that sounded really good.

He lay on the table and I put a condom on his cock. I climbed on top and slid onto his cock with my pussy while I worked even more lube into my ass and tried to stretch it out a bit putting in first one then two fingers. Finally I couldn’t wait anymore and I lifted up slipping his cock out of my pussy. I held his cock in place and positioned it right at my asshole. I slowly started to go down on it. I had to go slow so I could relax and open up to him. As I did bit by bit I took more and more of him into me until finally I was sitting all the way down on his pelvis with his entire cock in my ass. I slowly rocked back and forth grinding my pussy against his pubic bone feeling the heat of his cock up my ass. As I became even more aroused he began rocking his hips with me intensifying the whole experience even more. I put a hand on my pussy to press harder against my clit and after a minute or two at this intensity I came hard with his cock in my ass. It was totally amazing.