Assignment for the 13th of August 2011

Synopsis:
This assignment was more a date. i had a date planned with the shemale friend once again, that my Miss approved of.

Assignment:
Waking up in the afternoon for Saturday, i was excited. My work week was over, my bad luck Friday was done, and i was that much closer to having my Miss back from Her family emergency. Slipping from my bed to a kneel next to it, i would begin thoughts of my Miss, and i even thought maybe i would come up with some tasks. i did have a date tonight with my new shemale friend tonight. However she was planning everything, so without knowledge of what was going to come, i did just save on tasks and instead choose to do things tonight that would make my Miss proud. i pictured my Miss more, and how tough this week must have been, wishing i was there to aid Her more. i did take solace that Miss has felt my reports all week have cheered Her up. i would begin to smile, before removing my mask and collar slowly, following lastly with my cuffs.  Removing all of them and placing them to my night stand drawer, i would stay in my kneel for a few more minutes to give more thoughts and prayers to my Miss.
Next part of my afternoon was dedicated to my usual routine in the washroom. Only difference about today would be i did not re-insert my catheter and bag after i removed and cleaned it. i know for the nights that i may have sexual activity i do not wear the catheter for sanitary reasons. Also before my shower i did apply depilatory cream all across my body, coating everywhere from my neck down. i stood around for ab it to let the cream settle and do its job before hitting the shower to wash it off of my body, along with every little hair. At the end of the shower, i did follow with my routinely 2 liter enema. Just because i was not assigning tasks did not mean i would stray away from my set routine that my Miss made for me.
The rest of the afternoon was spent to myself. i went out to the track so i could run a few laps. i spent time sitting by the television and enjoying an iced tea. Even went to make myself a soup and sandwich to enjoy while channel surfing. i did enjoy not having to be at work, and spending some relaxing time to myself. i did keep my Miss in my mind through the whole time, as She always dominates my mind. i feel this way no matter what happens, or where ever we are, She will always be with me.
i let time tick away, and when around 4:00 came around i decided to get myself ready for the night. i did hear from my shemale friend, who said to be over anytime after 6:00. She was going to have me over with a pair of her friends so we could have a small fun night of randomness. She did say to not get way to dressed up. Deciding to stay away from any giant ballroom gowns, i would dress with my purple sleeveless top that showed a lot of back, blue jeans, and my black heel sandals. Like for most of my dates, i did avoid wearing underwear, knowing my Miss would approve and my date would not need to waste time removing it from me. i did take some time with my hair and makeup, trying to make it look good and make it look like i did not spend hours on it.
i did make it to my friend's place by around 6:30. Not before making a pit stop to a liquor store before hand to purchase a bottle of vodka. i did not wish to show up empty handed. Showing up at her door, she would let me in. She was dressed in a short black dress that had a portion missing around her stomach to show it off. i did give her a look, thinking of how she said to not dress up too much. i commented wondering what she looked liked if she dressed up then, before passing the vodka to her. She laughed at my comment and the offering of the vodka, showing me the bottle of rum and gin she had bought earlier. Also telling me her friends were bringing wine for dinner. She did inform me that the Asian transsexual friend she was with the night we met was coming over with her boyfriend. i did ask about her friend's boyfriend not knowing she had one, and then asked about her friend as i knew very little of her. My friend said very little except that they were good people and that i would enjoy their company.
We spent some time together, even making a short drive to pickup the dinner my friend had ordered for us. Picking up the Greek food, then some munchies for later. We also took the time to get some 2 liter bottles of soda, so we had some thing to mix with all the liquor we had. During our setting up with the table, her friends did arrive with that bottle of wine, and a bottle of vodka that was identical to mine. i did greet them, and say my hellos, even commenting on how great minds think alike. The Asian transsexual girl was wearing apair of black caprice pants with a red and white top. Her boy friend was very well groomed, wearing a white t-shirt, black vest and black pants that looked rather shiny.
We spent dinner all getting to know each other better. We ate, chatted and joked around. i did have to admit that i felt comfortable with my shemale friend's two friend right away. They were open, and seemed like they were very laid back. We ate slowly and discussed what we would do for the evening. We said we should watch a movie and play some games. We were all in agreement though no matter what it was we were going to do, we would make sure to have a ball of it. Dinner would end, and my date brought out a truffle cake she had made for us. Cutting pieces for each of us, we would all keep chitchatting, and trying to finish off the bottle of wine before we left the table.
After dinner we were all in agreement that we needed to sit around for a bit and enjoy a movie. We fixed ourselves some drinks, and some popcorn and got all comfortable on the couch. i sat with my date, with my back to her chest so we could spoon. We would keep sipping our drinks as we decided on watching the last Austin Powers movie. We chose a movie we all had seen and think is hilarious. Also this way we could still talk, as we all have seen this movie multiple times.
We did have fun watching the movie, getting more unwound and relaxed with more alcohol consumed. i did begin to feel at ease with all the people there. As the movie ended we all began to dance and play music. With the Lady GaGa loud, and more run in my hand we were really letting loose. My date's friends even pulled out cocaine for everyone. i did politely decline as that is something that did not interest me, although i did encourage them all to go ahead, in which the three of them did. i could tell this was going to be a long fun time. We spent the next long while drinking and playing games. We played some charades and pictionary. We danced more, they all did more hits of cocaine. We were all full of life and energy. i could tell as we got more inebriated, i was dancing and grinding more to my shemale date's body.
Sometime past midnight i do not remember how we got into this discussion. i did discover that The Asian transsexual could rarely get a hard on due to the hormones. She did say that she could sometimes, but it would take a lot of work. i don't remember how i got into this but i got into a bet saying i could do it. With her boyfriend's blessing ,and my date's we would all get to the couch. With the Asian one in the middle, her boyfriend to her right and my date to her left i would kneel in front of her. Sliding her caprice right off, then her white lacy underwear i had my hands to either of her thighs. i must have been drunk because i remember not feeling any hesitation, but more motivation to get her hard. i wrapped my lips around her soft cock and began to suck at it emphatically. Working my lips and tongue, concentrating on my suction control. i let my head bob, as i tried hard to get her stiff. i did stop a few times to try to stroke her cock with my hand, and i remember getting it to stir a few times. i think i went on for 10-15 minutes, with it only stirring a few times, but i was unsuccessful in getting it to it hard. i did lose the bet.
i pouted at my failure, and i got a few laughs. My date went right over to kiss me and stroke her hands over my whole body trying to console my losing. At the same time i could tell her friend and BF were kissing and doing the same next to us. i may not have gotten her hard, but i did get the others hard, and also make all four of us extremely aroused. i kept trying to feel my date's body as she felt me up. Our clothes slowly being removed until we were both naked in the middle of the living room. Next thing i knew we would eventually be on the couch. My date and her friend's bf both sitting on the couch, with myself and that friend kneeling in front of our partners. It felt like we were all synchronized. We were both using my mouths and lips to give blowjobs to our partners. No words needed to be said, as we let our lust carry us further. i felt like i was riding a canoe with no paddle, just enjoying the ride as i float down stream. We carried on like this for a while, not caring how long it was going for, just enjoying the time at that moment.
i could feel my date guide me up from my kneel as i stood up. i looked to see all four of us were standing. We all shared a toast and eack took shots of rum. At the end of the shots i remember giving a "woo" holler before i was guided to being laid onto my tummy across the coffee table that was in front of the couch. There i knelt on my knees to the ground, and my tummy across the table. Next to me i looked and saw my date's friend was very much in the same position. Not long into my realization i felt my cheeks parted and i felt my date's tongue stroking over my pussy and to my butt. i laid the side of my head to the table and moaned, hearing her friend next ti me moaning at the same time. i knew we were both being pleasured orally by our partners. i grasped the end of the table, then staying still trying to take in every last feel from her.
Some time passed before she would pull away. My feel of emptiness was not long as she would position herself behind me and slip her cock right into my drenched pussy. i moaned out and my back arched. Once again i would hear my date's friend with similar sounds. i opened my eyes to look next to me, seeing her being fucked up her butt by her boyfriend at the same time i was being taken by my shemale date. My earlier feel of slight failure for losing the bet was all gone now, replaced with pleasure and extreme arousal. She kept thrusting, and i kept feeling lustful. It felt weird being fucked with another being fucked next to you. It felt kind of like sharing our experiences. Even felt like i was watching myself being fucked, although it was not really that. The feeling were hard to describe, they were new to me, yet they were just wonderful. i was lost in what felt like a dazzling haze. i would be flipped around all over. i was fucked on my side, with my back on the table, then with my tummy. i had my legs pulled so my knees were next to my head. i was contorted in as many ways as my flexible body could. i could tell the couple next to me was doing the same as well. We were all in a state of sweaty lusting sex. i do think we went on for over two hours before both my date and her friend both came inside us.
We stayed in our embrace on the couch for a while. i looked over at the other pair, and they looked much like us, spent and curled close. My date did after a while take my hand to lead me to her room, saying that we will leave them their own privacy and the couch so they could crash on.
We spent some time on her bed wrapped up, naked and snuggled together. We did sneak a peek out of the room to check on the pair. They were snuggled up, in and out of sleep. We could tell they were exhausted. We both had a little more energy left. We would not say too much just stare at each other, kiss occasionally, and even a few gropes of the others' body. It felt nice, we kept relaxed in our snuggled form for a while. That is until she took my hand, and with us both wrapped in the blanket walked us to the balcony. There was access to the balcony through her sliding glass door of her room. We walked out and snuggled right against the railing. We at a good distance up. She pinned me to the railing and our bodies were tight. i could feel her cock was already hard again and it was poking to my bare bum. We embraced for a while before she would unwrap the blanket from us, draping it over the railing and the glass front so no one could see our bodies even if they walked by at such an awkward hour. She spun me around and kissed my lips, pressing my back to the railing. She pulled my right leg up around her waist at that time, pulling me in so she could slide her cock right into my pussy once more. i groaned, and felt the electricity surge through my body. i could feel the cold night air as it hit my body. She slowly slid her cock in and out of me a few times, each time slow and and lengthy thrusts, resulting in me making long moans. i could tell she was using this as a slight warm up. i did take a glance inside seeing the pair fast asleep on the couch. that was the last thing i saw before she spun be around, my legs straight and with my butt pushed out. i had my hands on the railing, with her hands to my hips. She once again slid into me, but with more aggression. She began to pump her cock in and out of me, pulling my body into each of the thrusts. i groaned and grunted, resisting none of this as i let the pleasure carry me once more. Her hands would eventually make their way up my body, sliding across my sides and to my chest. My body arched up a bit as she kept caressing my body, i was just feeling ravaged by so much arousal. My head was swarming, i could feel my body weak from the building spasms.
 This was the last thing i truly remembered, but i do have flashes. i know my date did cum once more inside of me, and i came with her. At some point through all the haze we stumbled to the bed to pass out in a heap snuggling each other. The next thing i was aware of was that it was 8 am. i got dressed, leaving my date still out cold in her bed. i walked out seeing the couple still out on the couch which made me smile.i made it to my car to drive home slowly. My body was very much tired, but my mind was still very much dedicated. i did think that this date would please my Miss, and i hope the writeup for it will aid my Miss as my other tasks all week have.