Once I arrived at the hotel, I stuffed my overnight case with all my new girly goodies! I could not wait to get into my room and try everything on!
I finally got my room key and headed to my room. Once in, I stripped off and dug out my clothes. I strutted around the room for 5 minutes in my new heels, sexy underwear and mini skirt, I was already beginning to feel like a real slut, it felt wonderful!
I then ran a bath and poured in some bath oils which I keep in my overnight bag, it makes my skin feel so soft and moisturised. Before I got in the bath, I had to make sure I was well groomed in the appropriate areas including the little stubble I have in my face. Using wax strips that I purchased from the pound shop, I began to wax ready for my first anal experience with a man. It was difficult reaching but I eventually did it with the assistance of my razor afterwards. Perfectly shaven pussy! I also trimmed around my cock to neaten the area and shaved the bottom of the shaft in the bath, I felt so sexy!
Once done, I emptied the bath and turned on the shower, grabbed my makeshift dildo, which consisted of a thin torch from the pound shop, wrapped in blu tac from the tip, all the way down for extra girth. I slipped a condom on it and lubed up with petroleum jelly. Whilst in the shower, I slowly slid the dildo into my anus.
The warm water helped me to relax and enjoy what I was doing, I then began to thrust it quicker and harder, I could feel my whole body tingling, what an amazing feeling. I then pulled out and released my bowels before inserting it again. I continued to thrust, I even went on all fours and pounded my ass, the warm water dripping down my face made the experience so much more sensual, I just could not wait for the real thing, it nearly made me cum!
When I had finished in the shower, bowels empty, ladylike skin and groomed intimate areas I made my way over to the dressing table, with my heels on of course and towel wrapped under my arms.
I sat down, with all my makeup spread along the table and began applying foundation to my freshly smoothed face. I felt so sexy, it was cold on my face but soon faded once applied all over. Then I added the powder to remove the shine.
Next I added my false eyelashes and mascara. I was now beginning to look the part. The most difficult thing was getting the eyeliner and eye shadow right, I was aiming for really dark eyes that said 'come to bed', I've always found this look to be seductively slutty.
Now to enhance my cheek bones, I added a lovely girly pink colour to my cheeks, ensuring I made the pouty face that girls pull. Then I applied a generously layer of pink lipstick. Can you tell that my favourite colour is pink??
I blew a kiss into the mirror and was proud of my new look. All that was left to do was fit my new wig, my word I looked fit! I'd definitely do me!
I then touched base with my man and gave him an ETA. I asked him if he wanted me to wear hold ups or whether he preferred skin on skin, he opted for the hold ups so I made the decision to wear my pink high heels opposed to the second hand peep toes.
I painted my finger nails with the pink nail varnish and practiced poses, positions, expressions and strut whilst they dried. I loved it!
I then slipped into my pink C cup bra and matching thong, my black mini skirt, which I pulled up to make even shorter, hold ups and tight pink top.
I thought, I really do look convincing! My legs perfectly shaped and my petit body which naturally isn't hairy made a big difference!
I attached my rings, bracelets, necklace and dangly earrings and make the cock sucking motion in the mirror, I could see and feel my earrings moving backwards and forwards to the motion as well as the clanging of my bracelets. So so girly! I am now ready and by this point I'm really nervous! He was about half an hour after I was finished, during which time I kept applying hair spray and body spray to make sure my hair didn't get in the way whilst servicing his cock and that I smelt really feminine. The 30 minutes felt like hours, I nervously sat in a corner chair with my legs crossed. I could see how sexy I looked in the mirror opposite. Then I heard a knock at the door. This is it, I thought. I made my way to the door in a sassy walk that I practiced earlier. I opened the door, and he was there, a tall, dark handsome man who I knew was going to show me a good time. I said come in, trying to keep my voice as softly as I could and tried to avoid talking where possible. He made his way in and very soon began to undress himself whilst making small talk. At this point I acted very lady like and was grateful my cock was inactive.
Once he was completely naked I made my way over to him, he pulled me towards him and grabbed my arse. I felt so weak in his power, I felt dominated already and was ready to be degraded and do anything he wanted. He loved my arse and asked if I worked out, which I don't, what a nice compliment. I soon grabbed his cock which was already at a semi before I even touched it.
I knelt down on my knees and began to wank his cock, I could feel the adrenaline rushing through me, there's no going back now, but I was more than happy to continue. He got to a full erection very quickly and my god it was a big cock! A lot to take for a first timer!
I got took my first lick before taking the tip of his cock in my mouth. It felt so so good, I could feel my cock getting harder and slipping out of my tight thong and I knew it was on show.
I began to take more in, switching between kicking his shaft and attending to his balls. I was in my element and I felt like I knew what I was doing. He had his hands in the back of my head and forced me to take all of his manhood down my throat, I inevitably gagged and drooled. I felt so used but it felt so sexy! I ensured the drool covered his cock and I continued. I could tell he was enjoying it.
I then led him down on the edge of the bed so he was a bit more comfortable, I continued to deep throat him, his cock was so slimy and slippery. My mouth was drooling with excess saliva. I give him my phone and asked him to take photos of me servicing his cock. He obliged and this made the experience so much better, acting up to the camera to ensure I get great photos.
He was letting out small groans so I knew I was doing a good job, he then said to me 'are you trying to make me cum?', I said no, but I wanted to. I wanted to feel what it was like to have a man blow a load of warm gooey cum splatter my face and fill my mouth. But I thought no, I want to be taken, taken doggy style.
After a couple more minutes of sucking his big hard cock I softly said to him 'fuck me, bend me over and fuck me hard'.
So I got up and assumed my position, I bent over the bed still in my pink high heels, legs spread, face down into the bed, eagerly anticipating his penetration into my tight pussy.
There was a small delay whilst he took some lube and condom from his pocket. This made me want it even more. Then he grabbed my arse cheek and applied some lube to my anus, he even slipped a cheeky finger in there to ensure my ass was slippery wet. After all, my ass is very tight!
Once the condom was on, be began his grand entrance. I felt so powerless but I loved it! He started pumping slowly before the whole shaft was in, I could really feel every single inch deep inside my, I could feel it hurting, only slightly but that's what I wanted. He then began to thrust harder and faster which made the pain inside me more intense, He then reached around and pulled my thong to one side and began fondling my cock, I let all my inhibitions go and tried to relax. Before I knew it he let out a loud moan and stopped thrusting. It was over, I had my virginity taken. I wanted it to go on but knew it couldn't last. He pulled out and just as he removed the condom I took it off him, I got down on my knees again and continued to suck it clean. His cock was semi and tasted delicious. I wanted more. So I tipped my head back and proceeded to empty the contents of the condom into my mouth. In amazement he said 'really??' To which I continued to pour the lot into my mouth. Mmmm I said and opened it up to reveal his freshly unleashed load before a swallowed it all. It tasted wonderful and I felt like a compete and utter slut knowing i just swallowed another mans love juices.
He then led on the bed, naked and we talked little before he upped and left.
At this point, I felt so used, the thought of what I just done was so hot! I hasn't orgasmed myself yet. So to finished the job I got on the floor and threw my legs over my head and began to wank my cock. I kept thinking about everything that had just happened and how I wanted more. I jerked my cock faster and harder, quickly reaching climax. I set aim and blew my load all over my face. It felt so warm, I could feel the layers of makeup and the weight of my cum on my face. The cum soon running down my face as it got cooler and runnier. I got up a strutted to the mirror. I looked at myself and realised that I couldn't be anymore humiliated unless this was out in public. At this point I felt ashamed, but pre climax, this is what I wanted. I had achieved my goal. To be a total submissive cock loving sissy slut named Anna Lovecock xx |
