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An Unexpected Birthday Gift

By: wishingiwas



It was my best friends birthday and I was taking him out for a night on the town. We have been best friends since we were kids and I was going to give him a special present. We started the night out with dinner at a nice sit down restaurant where we had a few beers and some really good steaks. This was his first birthday since he had finalized his divorce so I wanted him to have a good time.

After dinner we headed to a local strip club to check out the girls and have some fun before we went to try to find some pussy at one of the local clubs. We were there for only a few minutes when we had a couple girls hitting us up for some dances. There was a 6' blonde named Mercedes that had really caught my buddies eye. This girl could have been in the magazines. She was an Amazon with a body that should be worshiped. She was dressed in this tiny denim outfit that didn't leave much for the imagination. She had the most beautiful breasts I had ever laid eyes on. The g-string she was wearing barely covered her bare pussy when she was bending over whispering in my buddies ear.

I decided that it would be a good start to the night if she gave him a lap dance. I slipped her a 50 and told her to take her time and make it extra special. The dance lasted about 20 minutes and by the time she was done the g-string was laying on the floor by my feet and my buddies pants were soaked by her juices and being stretched by his hard cock. As soon as the dance was over she was called to the stage for her set. She left in such a hurry that she forgot all about the g-string that was laying on the floor. I picked it up and put it in my pocket for a souvenir. I had plans for it later.

We watched her set and let me tell you she was amazing. I never saw a stripper that could work a pole like that and command the attention of the entire club. Beautiful and athletically gifted. When her set was over my friend was read to go and hit a club so we stuffed some more money in her garter and hit the door.

Once we picked a club it was on. We started slamming beers and hitting the Kamakazi shots like a couple of sailors who hadn't been off the ship in months. The night was getting along quite well and my buddy was having fun. I don't think he thought about his ex the entire night. We drank a lot of beer and danced with a lot of fine women but we ended up striking out for the night. By the time we closed the club and headed out, we had to leave the car and take a cab back to our hotel. While in the cab Steve started talking about Mercedes and how much he wishes he could have hooked up with her. Through the street light pouring in I could see that his cock was getting hard again thinking about that lap dance.

We arrived at our hotel and we stumbled to our room. Steve was pretty trashed and I was really buzzed but my plans were not complete for the night. He said he was ready to crash and pass out so I told him to go ahead. I told him that I wanted to take a shower before I went to bed so I grabbed my beg and went to the bathroom. 

The one thing that I have not mentioned so far is that I am a cross-dresser and my good friend Steve has no idea. He may have been curious about me at times but he has never said anything and he knows I love women. What he doesn't know is that I love cock as much as I love pussy. When I booked our hotel room I booked it with a King size bed and told him we would have to share it because it was the only room available.

To describe myself, I am about 5'7" tall and about 145 pounds. I have shoulder length brown hair and green eyes. My body and looks are neither feminine nor really masculine. I am lucky in that I can transform myself to lean whichever way I want to go. If I have a purely feminine feature it would be my ass. If I am in a pair of tight jeans combined with the long hair you would have a hard time telling I wasn't a woman. I have been complimented on my ass by many embarrassed men.

Steve is about 6'3" tall with blonde hair and blue eyes. He has a rather large cock from what I have seen in the showers growing up but I have never seen it erect. That is something I am about to remedy for his birthday.

Once I was in the bathroom, I turned on the shower and got it nice and warm. I stripped out of my clothes and wrapped in a towel while I laid out the outfit I was going to be putting on. I had been planning this night for many weeks and I wanted it to be special. I shopped online and found a beautiful black strapless corset. I was lace and it fit my very well. It had attached garters with a lace up back and hooked front. I laid it out on the counter and placed with it a set of lace topped thigh highs with a line up the back of them. I had also purchased a pair of "C" sized falsies that actually managed to push up my chest and make it look like it was all me. I had also purchased a sexy pair of black lace boy shorts that hugged my ass perfectly but they were going to be replaced by the skimpy little g-string that Mercedes left behind. To top it all off I had a black Nylon mini dress that fit like a second skin and a pair of knee high black leather boots.

Just laying everything out that I was going to put on had me aroused. It was now time to get in the shower to clean up for my present. I washed my self from head to toe making sure I got myself very clean and girly smelling. Next I shaved my pubic area, balls and I took extra time to make sure I had a smoothly shaved ass. My cock was begging for attention after this pampering. I decided to relieve myself prior to my adventure with Steve. 

It didn't take long before I sprayed a huge load of my cum all over the shower curtain. Now I was ready to get dressed. I turned off the shower and toweled off. My hairless body felt wonderful as I admired myself in the mirror. I covered my body with jasmine scented lotion and started to get dresses. I put on the corset and laced it up tight. It squeezed my body into a very sexy feminine form. Next I slid the thigh highs up my legs and attached the garters. I installed the falsies and adjusted myself until it looked like I had a nice set of cleavage. I was trying hard not to get aroused because I knew the stripper's g-string would not hide my excitement. I pulled on the g-string and admired myself in the mirror.

If I do say so myself I looked very hot. Since my hair was rather long for a man I didn't have need for a wig so I took some time to style it into a feminine look. After the hair was done I applied some makeup and mascara and topped it off with some bright red lipstick. I slid on the painted on mini-dress and put on my boots. I looked so fucking hot that I wanted to fuck myself right there in the bathroom. As I finished getting ready, the nerves finally hit me. I couldn't believe that I was going through with this. I had never been with a man but I have fantasized about this moment for years. I hope it worked out the way I wanted it to. I hoped he would not react badly and make me feel like a fool. I almost stopped myself from opening that door because I valued our friendship so much. I decided to put my faith in beer and Kamakazi and the dreams I am sure Steve was having about Mercedes.

I opened the door and left the bathroom. I turned off the bathroom light so that I didn't wake him before I got into bed. I strode to the bed and turned back the covers. Steve was lightly snoring so I knew I hadn't disturbed him so far. Once I was under the covers I decided the boots were not a good idea so I swung over the side of the bed and took them off. As I was doing so Steve rolled onto his back and murmured some gibberish but went still. I laid back down and pulled the covers over me. I lay there for awhile gathering my nerve for what seemed to be an eternity. I decided to go for it and I slowly reached over and laid my hand on Steve's penis. It was limp and slumbering just like he was. 

I lightly played with it for awhile growing bolder and bolder. The whole time his cock remained flaccid and Steve kept lightly snoring. I decided to be a little more courageous. I slid down the bed until my head was waist level to Steve. I pulled his boxer briefs down as gently as possible and he did not wake up. I moved my face closer and prepared for my first taste of cock. I used my left hand to grab the base and lift him upright. He was only about 3" when he was limp. I could not wait until I brought him to his full length and girth. 

I had seen Steve in the shower at the gym but never erect. I had no idea how big his cock was but I was guessing 8" in length and an inch and a half in girth. I leaned over and licked my first cock. I could not believe how my cock twitched when I licked him the first time. I slowly took his cock into my mouth and loved how soft and warm it felt in there. I started to swirl my tongue around his cock head and felt a stirring in him for the first time. He was still lightly snoring but his member was waking up to say hi to me. I started moving my mouth up and down his shaft very carefully and I could feel his cock growing to my work. First it was 4" and I started going a little bit faster. Within a couple of minutes it had grown to 6 and it was nowhere near done. 

After 5 minutes, he was at 8" and very thick. The more he grew in my mouth the more I wanted of his cock. By the time he was fully erect he was 10" long and at least 2" thick. I was going to love every minute of this night. 

I had been working on him for about 10 minutes when he finally moved a little bit. He moved a leg off to the side which gave me access to his huge shave balls. I couldn't resist pulling one of them into my mouth for a swirl. This elicited a groan from him and I believe that is when he started to wake up. I played with his balls for a few minutes and then moved back to his cock. I licked from the bottom of his balls up and around both of them to the base of his cock. I was licking and kissing my way up to his swollen cock head when I felt his hand grab the back of my hair and say, "Shannon". Shannon??? He thought I was his ex wife.

He pulled me lightly by the hair and brought me to the head of his cock. I took him in my mouth once again and took as much of him in as I could. I could only get half of his length into my mouth before I could tell I was going to gag so I backed off. I spent some time licking the head and his shaft as I tried to relax my throat muscles. Once I felt a little more relaxed I tried it again and was able to take a little more. 

I had practiced head many times but it was always on toys and never one as big as my best friends cock. I keep at it until I was getting 8" inches into me and sliding into my throat when I heard the light click on. I hadn't realized it but Steve had pulled aside the covers so as soon as the light came on and I looked up I was looking right into the eyes of my best friend and his cock was in my throat.

He said, " What the fuck are you doing?"

I got scared really fast and wasn't sure what to do. I slowly pulled my mouth off of his cock and said to him, "What does it look like I'm doing?"

After I said it, I took his cock into my mouth until he was buried into my throat and my lips were around the base of his cock.

His eyes rolled back a little bit and he said, " I know what you are doing, but why the fuck are you doing it?"

I pulled him from my throat again and said, " This is your birthday present." And then I deepthroated him again. I fucked my throat with his cock a few times and released him again.

I had his cock in my left hand and was stroking his cock while I asked him if he wanted me to stop. I pulled one of his balls into my mouth while he thought about answering that question. I was working on his balls when he said, "What if someone finds out?"

Right then I knew i had him where I wanted him. I told him, "No one is going to find out unless you tell someone about this."

I kept stroking his cock and swirling my tongue around the ball in my mouth. I could tell he was having a hard time concentrating thanks to my oral skills and the booze. Next he said, " What the hell are you wearing?" I released his ball from my lips and slid off the bed so he could see my entire outfit. As he got a full look at me I saw his cock jump with excitement.

" My god, you look amazing in that outfit." he said. "I can't believe that that is really you!" 

"If I was you on the street I would never have guessed it was you and I probably would have hit on you." he said.

I looked him in the eye and told him, "Just pretend I am some hot little stripper you picked up and brought back to the room and we are going to have a good time."

I watched him think about it as I seductively crawled back up between his legs and took his cock to the base in one swift motion. I used my throat to fuck him for a few minutes before I had to come up for air. Once I had my mouth off of him I used my hand while I licked and kissed his beautiful cock. I was stroking him and milked up a huge drop of precum that formed on the head of his cock. I licked his cock head clean and started sucking him again. It wasn't long until I could feel his balls tightening up and his cock started to spasm. I was about to get my first mouthful of cum and I didn't want to miss a drop. I took his cock to the base and felt the first hot stream of cum hit the back of my throat. He had a hold of my hair and was forcing my head down on his cock as he was thrusting into my throat and shooting load after load into me. 

I could feel the g-string I was wearing getting soaked from the precum that was oozing from my cock. As Steve went still I let his cock slide from my mouth. I took some time and made sure there wasn't a drop of cum left in that heavenly cock of his. Steve looked spent but I was nowhere near done with him for the night. I laid there with my head on his stomach just lightly running my fingers up and down his cock. I kept making him twitch and jump and it was nice to be on the giving end of that for once.

After about 5 minutes Steve said, "That was the most amazing blow job I have ever had. Is that the only present that I am getting tonight?"

I looked up at him and said, "We haven't even gotten started yet!"

to be continued.....

An Unexpected Birthday Gift Ch. 02



In my first story I forgot to mention my name. My "male" name is Michael. When I am dressed I prefer to go by Tanya. Now, back to the story.

Having given my best friend some time to recover, I decided it was time for round 2.

"You said that it was the most amazing blow job you ever had." "Does that mean you are ready for another one?"

As he started to answer, I moved my mouth to his cock and took him in my mouth. It was only a matter of minutes before I had him growing and getting ready for more action. I loved the feeling of his cock growing in my mouth. Just knowing that I was giving him that kind of pleasure made me hotter. When it came to his cock I was insatiable. I could suck him for hours.

As I was getting him back to full attention, I started to play with and tease his balls with my left hand. With my right I was grasping his cock and stroking him while I swirled my tongue around the head of his cock. I was amazed that I already had him to the point that pre-cum was arriving at the tip. I maintained my grip as I pulled my mouth away so that he could watch me lick the pre-cum from his slit. I milked his cock from the base clear to the top to get all that I could.

I was on my hands and knees while I was pleasuring him. This left my ass sticking straight up in the air. I felt Steve's hand touch my ankle and start to caress up and down my leg. The feeling of his hand touching me and rubbing my leg through my nylons was like nothing I had ever felt. Every time he would rub up my leg he would go up a littler farther. It didn't take long and his hand was slipping up under my painted on mini dress and starting to rub the bottom of my ass. As he was rubbing me, I maneuvered my ass closer too him so he could have a little better access.

I was surprised when he lifted me up and put me straight in line with him in a 69 position. My own cock was straining to get out of the little g-string because this excited me so. 

My thighs were on either side of his head and he was using both of his hands to rub and explore my ass. It just made me devour his cock as I got heated up.

As his cock made love to my mouth, Steve started nibbling and sucking and licking my thighs and the cleft of my ass. It was such an erotic feeling to have my best friend exploring me like I know he had his wife. His hands were kneading my ass cheeks and spreading them apart while he licked me. The hotter his exploration got the more I sucked his big beautiful cock. I was so into it now that I only pulled him from my throat when I had to take a breath. Each time I took a breath I would withdraw to the tip and then take him back into my throat until my lips were tightly around the base of his cock.

I could tell he was getting more daring because his licks and nibbles were getting more aggressive and closer to my little pink hole. I reached a hand back and pulled the g-sting to the side so that he knew I was inviting him to that spot. As soon as I moved it aside he licked me from my perineum right to my tight little puckered hole. It almost drove me right over the edge.

Steve was getting braver with every swirl of his tongue. I could feel the pre-cum oozing from my own swollen cock. I could feel his cock getting harder and harder in my mouth. I could feel the pulse throbbing on my tongue. I picked up my pace and increased my effort because I wanted another hot load of his cum in my throat. 

He had my ass spread apart and he was trying to slide his tongue into my hole when I felt the load of cum rushing up from the base of his cock. I took him as far in as I could and he started shooting thick jets of cum straight down my throat. My god did he produce a lot of cum and it tasted salty but sweet at the same time. It was one of the most amazing things I have ever tasted. 

I never gave his cock a break once he came. I was not done with him yet so I kept sucking and stroking him to keep him hard.

He was really getting into pleasuring my asshole and I was loving every minute of it. I raised up off my elbows until I was basically sitting on his face with his tongue buried in my asshole. The feeling was amazing as I rode his tongue.

His cock was still nice and hard and I was ready to ride my first cock. I lifted myself up off of his tongue and slid off the bed.

"Where are you going?"

"I have to get something from my bag. You just keep that beautiful cock hard for me!"

I went to my bag a grabbed a tube of lubricant and came back to the bed. I laid the bottle on the bed and turned around to remove my mini-dress. I slid it slowly down my body and bent over to push it to the floor so he could get a good long look.

"Do you like what you see baby?"

The look of lust on his face said it all. He lost all thought of me being his best friend, he was only craving the sweet piece of ass he was looking at.

I walked to the bed and crawled up beside him. I grabbed the bottle of Silk lube that I brought and opened it. I grabbed my best friends cock and started to lube him up. I stroked his cock up and down to get him good and slick before I attempted to put that huge piece of meat into me.

Once I had him lubed up, I straddled him with me facing away from him. I pulled the g-string way to the side and backed my ass up till it was just touching his cock. I used my ass to push his member flat against his taught stomach so I could work some of the lube onto my asshole. I used my ass to rub his cock for a few minutes to keep him aroused. 

Next, I shifted forward some so that he could watch as I prepared myself to be entered. I told him to stroke himself while I got ready. 

I took the bottle of lube and squeezed a generous amount onto my puckered hole. I reached my hand back and used my middle finger to massage the lube into my hole. Then I slowly worked that finger into my box until I was 2 knuckles deep. I gave him a little show of me finger fucking my ass. I worked in another finger and really started turning myself on. I could see the lust in his eyes. After about 5 minutes I was ready to try my first cock.

I reached back and grabbed my buddies cock and lined it up with my tight little ass. It was so hot when the tip touched me. It felt like it was on fire. I started pushing myself back while I held him firmly. I could feel his cock pushing against me but he was so big it was going to be a struggle to get him in. I tried to relax myself to ease the process and kept up the pressure. 

He felt so good against me that I wanted him in me badly. I was pushing back against him so hard that I was hoping I wasn't hurting him. Just when I thought I was going to have to try something else, my sphincter relaxed just enough that the tip started to enter me. What happened next was not what I was expecting. I felt the most intense pain as his swollen cock head started to penetrate me. My asshole was trying to close to keep him out but pain or not I was not going to be denied. I pushed back harder until the fat head of his cock passed my sphincter and the pain eased just enough that I knew I could keep going.

I didn't move a muscle for a couple of minutes. I looked back over my shoulder and asked him if we wanted more.

"I want to fill you up."

"Mmmmmm, I lilke the sound of that baby."

I started to gyrate my hips around so that there was only a little in-and-out motion. My asshole was stretching now and it wouldn't be long until I could start taking more. As I allowed my body to relax for my buddies cock I used my hand to tease his balls. He was really loving the tightness of my hole and the teasing I was giving him because he started trying to push more of that monster into me.

During all of this my own cock had went limp. Must have something to do with the initial pain. I figured I would worry about that later. 

I decided it was time to see just how much of him I could get into me. I raised up some and slowly lowered myself onto his cock. I got about half of him into me and drew myself back up until just the tip was left in me. I repeated this a few times and decided I wanted it all so I just left myself fall back and impaled myself on Steve's cock. It was the most wonderful feeling in the world to feel that full of cock. Once I had him all the way in, I sat there and reveled in the feeling of this 10" twitching cock in my ass.

My ass was stretched out good now and I was ready to fuck my best friend. I started rocking back and forth on his member. Slowly at first then I started picking up the pace. I was using my ass to grip and ride up and down the entire length of his beautiful cock. It was amazing. His breathing was very heavy and I could tell it felt as good to him as it did to me.

I loved it when I could feel his thick cock head rub against my g-spot. Every time it did it made me feel like I was going to cum but my cock was still limp. It was really amazing how it felt. I had settled into a nice slow rhythmic motion. After about five minutes I decided to give Steve a little bit of control. 

I got up on the heels of my feet and leaned back towards him. I place my hands on either side of his head and he grabbed onto me by my hips so he could support me. Steve too his cue and started to guide me up and down his stiff shaft. It felt amazing to have him taking control. the change in position had his cock pressing hard on my g-spot. My cock had finally started to come back to life. It didn't take long until Steve was slamming his cock up into me. His balls were slapping against mine and he was grunting loudly. I let him fuck my like this for a few more minutes and then I slowed it back down.

I leaned forward and stood up off of that huge cock. 

"Get up on you knees baby."

"I thought you'd never ask!"

I was on my knees and Steve positioned himself behind me. I reached back and grabbed his cock and guided it right back into my ass-pussy. I took his full length in one hard motion. I held him there to revel in the fullness for a minute before I started to move. He was quick to grab my hips and start pumping. 

"You just hold still baby and let me do the work."

I started fucking myself up and down that cock of his. It didn't take me long until my cock was hard as steel. I pulled it out of the g-string and the head was covered in precum. I kept working his cock. I would relax my muscles on the way down it and then grip him as tight as I could on the way back up him. The feeling was exquisite. After a few minutes I had some much precum coming from my cock that it was dribbling onto the bed. 

I turned my head to look back at my friend and told him, "Fuck my with that big beautiful cock baby."

He grabbed me by my hips and started to pound me like the little cock hungry slut that I was. 

"Your cock feels so good baby. Fuck me harder."

"Mmmmm!!!"

"Your ass is so tight."

"Fuck it baby, fuck it good."

Steve was pounding me so hard that my own cock was slapping me in the stomach. Steve moved his right hand up to grab a handful of hair and wrapped it around his hand. His other hand was tight on my hip as his cock pounded into me over and over again. He was pulling my hair and pounding my little ass-pussy so hard. My back was arched and I was pushing myself back to meet his every thrust.

"Fuck it baby. Fuck it harder. Deeper."

"I'm getting close baby", he says.

I pushed back harder. I want to feel his hot jets of cum filling my insides.

"Harder Steve. Fuck me harder. Please give me that cock. Harder. Harder. Faster baby. Fuck me Steve!!"

"Fuck that ass baby."

"Fuck that ass nice and hard!"

I could feel his grip get tighter on my hip and he plowed his cock all the way into me and I felt the first shot of his cum.

"I feel you baby."

"Fill my little ass-pussy with that cum!"

Steve kept pumping my ass and I felt at least 3 hot shots of his cum go into me. After he came, we rolled onto our sides with his huge cock still in me. I used my ass to grip him and milk all that I could into my ass. After a few minutes he started going limp while he was still in my ass. He slowly withdrew his cock from me and turned me towards him and kissed me.

"Thank you."

"Happy birthday Steve."

We laid there together cuddled up until morning........