I really hope you enjoy this story. It is one of many that I have experienced over the past few years or so. I enjoy sharing them so please give me feedback at looseboy_girl@yahoo.com.au if you want to hear more of my adventures.
I met this man called Richard one night in a sex shop in the city, well I actually met his penis before i met him. Our introduction was actually me sucking his cock through the peep hole in one of the booths in the shop. It was a nice penis too. Approximately 9 inches in length and quite thick it was surrounded but very neatly trimmed pubic hair making it much more pleasent to suck deep into my mouth. I also liked it much better when it gave me a nice warm present in the form of some very nice wark cum pouring down my throat. It was an enjoyable introduction with his penis. My introduction to richard was even more fun!
Richard left his both first and a few moment after i opened the door and walked out of mine. I wasn't really sure who he was at first but when I noticed a tall middle aged man staring me down I made the presumption that it was him. Standing about 6 foot 2 inches, Richard was not what you called overweight but wasn't skinny either. He had a bit of meat on him without being fat. His hair was dark brown ith a tinge of grey setting in and he wore black framed glasses on a strong looking face that sported quite a long nose.
His actions were subtle as he turned around to the counter and bought a bottle of lube and then walked towards the door. He didn't need to make any indications to follow, I just did. He walked upmthe street and around the corned and stopped and waited.
"I'm Richard"
I'm Jack"
"Do you want to have some fun?" Richard asked
"Sure do" i replied happily. "Where do you want to go?"
"My place is not too far, do you have a car?" He asked me
"No I caught the bus in here"
"My car is in the parking station just down the road, let's go" He said.
Some might say that I'm a bit too trusting of strangers when my hormones are raging but i like to think that I'm a pretty good judge of character and I knew I was in no danger here. the only thing coming my way was a good fucking!
It was about 8pm when we got in the car at the parking station, Richard closed the door behind him.
"How big are you?" he asked
"Not overly, about 5 to 6" I probably exagerrated. "I don't really need to ask you. I have already experienced it and really liked what I saw, and tasted for that matter.
He just smiled at me and started the car and started driving out of the station. I clutched my bag of goodies (Which goes everywhere with me now) to my stomach and we headed for his house. it was a smallish town house about 5 kilometers from the city. It was a nice old style house with no real yeard to speak of. As we entered the old timber door richards phone rang.
"Hello.............Oh hi Jasmine, how you going? ....................ohh ok, sounds good, listen I'm going to be an hour or so first before I can come but it's still early so I'm sure knowing you guys that it's not going to die down before i get there.............................ok see you soon Jazz.." and he hung up the phone. "So Jack, I've been invited to a party tonight at my friends house. It's nothing big, they just organized it this afternoon, what do you say we have some fun here and then head over there?"
Hmmmmm, I thought to myself, once again my alibi with my parents was pretty weak, "OK but I need to make a phone call myself." I quickly dialled home and called to say that I was staying at my imaginary friends place that my parents had somehow never met.
"Is your mummy ok with that?" Richard asked sarcastically "Aren't you a good boy?" He said as he came up beside me and started rubbing his hands on my thigh and ass.
"Do you want a drink?" Richard asked
"Sure", it was quite cold outside "Someting to warm me up a little" I repleid as Richard went into his Kitchen. I looked around, the house was very neat and tidy as Richard returned with two glasses filled with what appeared to be scotch or bourbon.
He passed it to me and i drank it quite quickly to shake off some nerves and also trying to warm up a bit. He went back to the kitchen and returned with the bottle. I drunk another and then another while we sat on the lounge next to each other. Richard had his nahd rubbing up and down my leg, I soon replicated his actions and it wasn't long before he leant over and kissed me. It was a powerful kiss very forceful on my mouth. Leant in towards him some more and soon enough out tongues were colliding and we were exploring each others mouths.He pulled away and I quickly reached for and drank bourbon number 4. I was starting to feel a little drunk by now.
Richard hopped up "Let's go upstairs"
I got up straight away and poured yet another Bourbon and grabbed my bag as well.
"You can leave that here?" he said
"No there's some stuff in here you may want to see later" i told him
"Really such as?"
"Well I always bring a spare outfit with me when I come into town. You never know who you might meet" I said.
Richard was intrigued "You look fine now though, why would you get changed?"
"Because some think I look beter when I'm dressed up" I said cheekily
"What have you got in there?" Richard asked curiously
I unzipped the bag and just pulled out thye first thing I came to which was a short black mini skirt. His eyes lit up.
"Well well, things aren't always what they seem no are they. You know what? I think i'd really like to see you get changed" The smile on his face was very prominent.
"Gladly" I said "Where's the bathroom"
"UPstairs, straight down the hallway" and off i went taking my bourbon with me. I closed the bathroom door and pulled out al my clothes. Tonight attire was Black singlet, Black mini, Black thong (which I was already wearing and black bra Tonight I also had a pair of fishnet stockings. I also had my black wig and dark lipstick and eye liner. It would appear that I was feeling very gothic tonight. I drank the bourbon and got dressed.
I opened the door "Are you ready!" I called
"Yes, please come in" came the response from a few doors down. This must have been the master bedroom. I was very pretty drunk by now and made my way into the room. At first sight he just stared silently.
"Jack you look amazing!" He exclaimed
"Please call me Jacki, Jack went home"
"well then Jacki, please join me on the bed" and i went and sat next to him
Richard seemed hypnotised by me and his hands quickly found my legs. He gently rubbed up to my upper thigh and back down again. once again he leant in and started kissing me. It was nice, I'm much more comfortable kissing men when I'm Jacki. His hands worked under my skirt and he started flicking the edge of my panties with his finger. Soon enough he had his whole palm firmly on my bulging thong and if I wasn't already hard i sure was now.
"Do you like being a girl?" he whispered
"Yes I like it" I almost gasped as the tough of his hand on my crutch was driving me crazy
"Do you like having men fuck you like a girl?"
"Yes, I love it"
"Would you let me fuck you like a girl?"
"Yes, i want you to fuck me"
"Do you want to feel my big cock deep in your pussy?"
"Yes, please put your big cock deep in my pussy"
The entire time he whisprered to me he was in total control and i was ready to explode in my panties
"Stand up" he said "Let me see wat's under those clothes"
I stood up and slowly slipped off my singlet. I think he was impressed that I even had fake boobs stuffed into my bra. I then teasingly faced away from him and slowly slid my skirt down. once it was down I bent over all so slightly and gave him a nie look of my bum.
"Ooh yeah baby, that's a nice white ass you have there and that black G-String looks amazing on it. Come over here and give me a feel"
I stood in front of him and he started rubbing me all over. It was quite cold in his room and i soon had goose bumps fro the temperature and the soft touch of his hands. he leant in and kissed me on the ass cheek, he moved his mouth around kissing and licking me all over the ass. I could hera him undoing his belt while doing this and he stood up son afetr and dropped his trousers to the floor. that was followed by his underwear and he then took off his shirt.
"Sit on the bed" he said. He was very hard and once again it looked magnificent. I couldn't wait to taste it again. He moved in close to me and i grabbed it with both hands. Within seconds I was opening my mouth and taking it in. I made it nice and juicy by building up heaps of saliva and I took it deeper and deeper into my mough to make even more saliva. I then clamped my lips tight and started sucking ferociously up and down on his wonderful rod. He started moaning and it increased by the second.
Taking his cock out of my mouth I said "Do you want to fuck me Richard? Do you wan to put your massive cock deep into my pussy? Do you want to fuck me real hard and make me moan like a whore? Do you want to fuck me hard until you are ready to explode and have me take your cock in my mouth and swallow every last drop?"
I actually thought he was going to cum right then "Yes" he whimpered " I want to fuck you right now!"
I laid back and rolled over onto my stomach where I raised myself onto all fours. Pulling my thong to the side I shoved a finger into my ass, I pulled it out and licked it and made it all wet as well as the next finger and put them both in my ass again. I did this with a third and then pulled them out.
"It's all yours big boy" I said smiling to him. "Put it in there nice and deep, let me feel you fill me up with your beautiful cock"
He moved in and I could feel his head press against my waiting hole, with one big shove he pushed it right in, not just a little bit but deep in. I gasped. It felt good but forceful. He moaned as did i.
"You like that?" he said, I think he was starting to get into the groove of things again after the initial shock
"yes, i love it, It feels amazing, fuck me Richard, fuck me long and hard". he didn't need a second invitation and his tempo lifted considerably. He was really slamming it into me now. I was really playing it up.
"More Richard, give it to me, ohhhhhh, that feels amazing, keep going." It felt amazing as he slammed all 9 inches deep into my delighted man pussy..
After a few minutes "I'm going to cum!"
Withing milli-seconds I had swung around and positioned my face in front of his throbbing member and opened up and said ahhhh. he placed the tip just inside my mouth and pumped all of his goodness into my tummy. I moved down his shaft and sucked it hard to ensure that there was nothing left.
It sure wasn't a very long session but it was intense. We both collapsed on the bed taking deep breaths.
"Very good Jacki" he said
"Thank you" I replied.
we lay there a few minutes and he finally said "Lets get cleaned up and go to the party"
"ok then I'll get changed"
"No,I want you to go as Jacki"
"Jacki isn't really keen on public appearances" i protested
"At this party i think that jacki will be accepted just fine" he said rather assuringly. I looked at him scared " Seriously" he said, "You have nothing to worry about. you have to trust me. Now go to the bathroom and redo your makeup.
"ok" i said hesitantly and left for the bathroom. While in the bathroom I could hear Richard on the phone:
"hey Jazz, you mind if I bring a friend.......................thank Jazz, i really think that you will like her, see you in about 30 minutes."
I reapplied my makeup and straightened out all my clothes. My biggest problem was that I only had my black walking shoes with me. I put them on to see how they looked over the fishnets, it looked a bit strange but would have to do. I put my black hooded jacket on over the top as it was cold outside (in case I hadn't said that)
I went downstairs where richard was waiting "Do you want another drink?" Richard asked
"Yes please"
I actually had another two before we left. I was starting to get considerably drunk by now. At least I was relaxed.
"Lets go" Richar said and made his way for the door. I must have been feeling very relaxed by now as I was unfazed by the young couple walking along near us. I just hopped in the car and off we went for a small drive.
Pulling up outside another modest looking townhouse a few kilometers away we got out of the car and Richard went and knocked on the door.
"Richard!!" exclaimed the host as she opened the door and embarced him.
"Hi Jazz, how you doing? Jazz, this is Jacki"
"well hello Jacki, how are you gorgeous"" Jazz said very welcomingly with a kiss on the cheek
Trying to sound all sexy I said "I'm good thank you, nice place you have here" It wasn't that nie but I was being polite...I hope. I hope i didn't just sound drunk.
"Come in, come in" Jazz demanded "It's too cold for the door to be open"
This was a very intersting party. the first thing that I noticed. Jazz was not female, she was shemale, no mistaking that. She stood just over 6 foot and had lovely black wavey hair and darkish skin. She looked like she had some islander in her. She was quite chunky in body shape and I'm not sure if it was the extra girth that allowed her boobs to look natually big or whether she had implants but she looked sexy, especially in the tight sheer black dress that she had on exposing her lacy black lingerie set underneath.
The second thing tat I noticed after walking doen the hall a bit was the two guys in the first room to the right get seriously down and dirty. The guy on the bed was sucking what looked like a considerably large cock on the guy standing up. Wow! I thought.
We entered the main room. I looked around, there was only about 9 people here, 7 men and two transexuals or quite unnatractive females. From ther outfits I don't think that they were females but i was drunk.
"Would you both like a drink?" we have vodka, scotch, tequila or if you don't want a drink and would prefer to powder your nose I can helkp you out there as well. I'm sure she could as the guy at the kitchen counter snorted what i presume was a large line of coke off it. Richard actually went for that options and I asked for a Scotch.
We sat and talked, Jazz was asking questions like I was in an interview and i answered away. I had a few more drinks and I was seriously drunk by now.
"How did you two meet?" Jazz asked.
"I sucked his cock thought the peep whole in the sex shop earlier tonight and then we went back to Richards place where he fucked me well and now we're here" i answered honestly and drunkenly
Jazz didn't at all seem very shocked as i looked over her shoulder at one of the transexuals and the guy that was snorting off the counter before having a tongue wrestle in the corner of the room. They soon adjourned up the hallway. Gradually people started to pair off until only 5 were left in the room, Richard, Jazz, two unknown men and me.
We kept talking and I got drunker "Doug, Neil come and meet Jacki. She's Richards friend."
I said hello and we all sat and talked a while longer. To my surprise very soon l I looked to my left and Richard and Neil were getting serious and were feeling each other all over. That was a shock, I was with Richard i thought.
Jazz looked at me "How about we make this party a bit more intersting" She said as she sat on the seat next to me. Her hand quickly found it's way to my leg. Doug was already on the other side of me. His hand found my other leg. This was really about to get more intersting. Jazz started kissing my neck and carssing my leg up and down, Doug kept caressing my other leg. The feel of Jazz' lips on my neck was soft and tingling. I arched my head back in ecstasy, Doug took that as an invite and leant in and started kissing the other side of my neck. Both Jazz and Doug were kissing either side of my neck like a vampire sizing up his feed. i turned my head towards Jazz and our lips met. It was a nice kiss. After a few moments I turned the other way and kissed Doug. It was much firmer but still nice.
Richard and Neil were over on the couch, Neil was undoing his Jeans and Richard has taking off his top. There were soon both naked.
"Lets join tham on the couch" Jazz suggested so we got up and squeeze ourselves on the couch. It was a large couch, one of those ones that sits in the corner and has the bend in it (I forget what they are called)
Looking next to me Richard was bent over with his head in Neils lap sucking his nice looking cock with vigour. Doug had stripped naked and sat next to me on one side with Jazz again on the other. I grabbed Dougs cock and leaned over to take it. It was about 8 inches and without being anything special was nice enough. I took it all in my mouth and started sucking up and down builing up the speed increasingly while Doug began to moan. Neil was also moaning from Richards service. Jazz started pulling my skirt down past my knees until it was off. She then got on her knees between my legs and started licking up and down my inner thoighs. She'd put her head into my crotch and kiss my hard cock through my panties. It felt so good.
Something quire rare to Jacki happened next. Jazz slid my thing down and took it off exposing my small but smooth cock and balls. She looked up at me with a smile as I caught her out of the corner of my eye without leaving Dougs cock unattended. The next moment was heavenly as Jazz wrapped her lips around my small shaft. wow! it was amazing, i really wasn't used to this while being Jacki. Jacki gave blow jobs, not received them.
I kept sucking on Doug while Jazz kept sucking me. Soon enough Jazz lifted my balls into her mouth and started sucking them and then started licking under my balls down towards my pussy. when she got there she licked all around my hole making it nice and juicy. She kept licking me and I kept sucking Doug.
"Doug, i think Jacki is ready for you" Jazz said and Doug got up off the couch. Jazz pushed me back further until I was almost on my back and lifted and spread my legs. Doug quickly took hold of my legs and replaced Jazz. He moved in closer and placed the head of his cock on my asshole. with another lean forward it slid in. Once again having a cock in my ass felt great. Doug increased the pumping and i increased the breathing.
Looking to my right, Richard was on all fours with Neil deep in him. That was a different site. He wasn't the man now was he. Richard has a pleasurable look on his face as he looked at me with e smile. He was really enjoying it.
I hadn't even noticed but Jazz had left the room and re-entered. She was totally naked apart from her bra (by the way, they were not implants. It was just the extra fat pushed up into the pushup bra) She looked sexy as hell. But that wasn't the best thing i noticed. She was huge!!!!! Without a lie she was at least 11 inches!! Yeahhh!!!!!!!!!
Slightle to my dissapointment she did not come to me first. She went over and stood in front of richard. He quickly obliged and took her massive shaft in his mouth sucking it firmly and making it nice and wet, preparing it nicely for me. Doug was fucking me with real force now, each thrust pushing the wind out of me, Neil was doing the same to Richard.
"I'm about to cum!' Neil screamed
"No not yet!" Demanded Jazz, "Pull out!" and he did just in time to stop the potential gush.
"Kneel next to each other" Jazz ordered both me and Richard. Doug pulled out of me and i rolled over and got on my knees with my hands on the top of the couch. Richard assumed the same position. Jazz moved herself in behind us. Who was going to get her first i thought.
"Who wants it?" she asked
I didn't give Richard a chance "Me please!!!!!!" i pleaded
"Well someone likes it big by the looks of it" Jazz said. the couch was not up against the wall so Neil and Doug came and stood in front of us offering us a cock each. I took Neils this time. it was about the same size and Dougs but he was cleanly shaven making it nice and smooth. Doug was trimmed but not shaven.
I felt Jazz push her pole up against my ass. It was big, not just in length but width as well. She pushed forward, it opened up my ring and she left it there a moment before pushing forward again, it must have gone in about 8 inches and i could really feel myself being opened up. I had felt large things in my ass before most notably a girl called Paige's fist but it always gave an overwaing sensation feeling yourself being filled up by something large like tis.
"Is that enough Jacki, or do you want more?" Jazz asked
"I want it all Jazz, push it all the way deep in me" and with that invitation Jazz thrust into me with serious venom. I felt winded like I could not breath from the force.
"You asked for it" she said and continued to thrust it all the way in and all the way out giving me the entire length with each stroke. I took Neil in my mouth and started sucking on him hard again. He was even being pushed by Jazz thrusts. The force was going through both of us.
It was Richards turn. She was less forceful with him but I was impressed that he could take her but as I said it was not the entire force. I looked at richard and leaned towards him and kissed him as Jazz slowly slid her rod deep into his rapidly loosening ass. I kissed him deeply almost to comfort him as I could see the strain on his face with each push from Jazz. He soon adapted though and we both went back to sucking the cocks in front of us.
"Ok, your turn" she said looking at Neil and Doug. Fucking Richard and I wasn't enough, she wanted to fuck everone. And she would.
Replacing Us on the couch Neil and Doug assumed position. Doug was first, he took Jazz quite comfortably, within moments she was giving him a hard fucking. Richard stood in front og Doug and Doug proceeded to service Richards stick. I sort of sat to the side watching the show.
"We can't have you left out" Jazz said to me " Kneel behind Neil and make his man hole nice and ready for me"
I knelt down behind him and started licking away at his nice and smooth butt occaionally lowering myself a bit further and taking his balls and cock in my mouth. I sat on the floor and turned around arching my neck back taking his cock in my mouth again. it was his tun for Jazz and I wanted a close up. I looked up and watched Jazz push herself firmly into Neil. As with Doug he took it well. Jazz rapidly increased the tempo and I had to take Niles cock in my mouth to stop it slapping me on the forehead. She kept going and screwing him hard and i kept sucking him hard albiet getting a bit uncomrtable from arching my neck back so far.
Jazz must have been getting close to cumming as she pulled out suddenly and her rod hit my on the chin. I couldn't resist, I quickly replaced Neils cock with hers and sucked all of Neils juices off it. after gagging on her for a few minutes I spat it out and gaave my neck a rest.
"All of this fucking is making me feel too manly" Jazz said "Who wants to give it to Jazz?"
Richard got the vote and Jazz lay herself on her back on the lounge. Lifting her legs Richard postioned himself in there ready to go. I watched closely as he entered inside this beautiful shemale. I wanted to get involved again, I straddled my legs on etiher side of Jazz chest and pushed myself back until my ass was in her face. She could eat me again i thought. I leaned forward and grabbed her cock quickly taking it in my mouth again. By leaning forward we were now in a good 69 position. Neil also took the opportunity and got in behind me and before I knew it he had entered me again and was quickly pumping away. Richard pulled out of Jazz and offered me a taste, I took it quickly tasting Jazz off his cock. He then put it back in. Down the other end Neil did the same offering Jazz some of my taste and she took the opportunity as well.
For some reason I suddenly felt that Doug may have been left out but after a quick turn of my head I saw otherwise. One of the other transexual girls and her "partner" had come back into the room and she was servicing them both on the chairs on the other side of the room.
Neil kept fucking me and Richard Jazz both occasionally putling out for some oral relief when Jazz said "Jacki, do you feel link a shower?"
I wasn't really sure what she meant, for some reason i was thinking that she meant a golden shower but that as not the case.
"Kneel on the floor, everybody gather around Jacki"
I knelt in the middle of the floor, Richard, Jazz, Neil, Doug and th other couple all stood around, cocks out. I took Dougs first and started sucking while the rest stroked each others cocks, I worked my way around the cirlce, I heard someone moaning loud, it was the mystery man, "I'm cumming!" he yelped as I sun around to face him. His first shot hit my cheek but i quickly aimed him at my mouth and got a few shots in before sucking it all out of him, next was Doug, I spun to him, he got three shots in my mouth and one nearly in my left eye, Richard was next, two big shots hit my forehead and the rest down the throat, the other transexual was next, only a few small shots but they both found the target, Neil starting breathing heavily as i turned to him his load was big, he shoved it in my mouth and had me gagging from the downpour but I kept swallowing. Jazz was the only one left, she was stroking herselg furiously, I got under her hand and licker her
balls. Her breathing increased she was just about ready, fucking booom!!! the first shot covered half my face, second shot fired straight down my wide opened waiting mouth forcing me to gag again as did the third and fourth, i kept swallowing but could not keep up, the fifth and sixth shots went all over my fave again. my face was absolutly smothered in cum. Jazz was using hr finger and spooning it all into my mouth and I just kept eating more and more until it was all gone. What a shower!!!!
I fell to the floor exhausted with a full stomach. Jazz clapped " that was fantastic Jacki, thank you for livening up the party"
I just laid their looking up at everybody standing naked above me. eventually I got up and headed for the shower. Jazz followed me into the bathroom. "My makeup is in the cupboard if you want to refresh after your shower. my bag was still at Richards so i had to get dressed as Jacki still. I showered and put my panties back on. My singlet was soaked with cum and saliva and everything else so i did not put that back on just the bra. Luckily I had my jacket. I had ripped a hole in one of my fishnets which pissed me off a bit. I put some makeup back on and my wig and when dressed left the bathroom. there was a line to go in after me.
we all said goodbye and gradually made or way out. Jazz gave me a kiss on the lips and said how nice it was to meet me and she hoped to see me again (She would). Richard led me to the car and we went home. I actually started to feel a bit ill on the way home after the alcohol and probably cum mixture in my stomach. When we got back to Richards i got changed back into Jack. I had told my parents that I was staying out so i could nt go home so I slept next to Richard in his bed.
I woke up the following morning to Richard looking at me witha big hard on in his hand. Richard then proceeded to give me a solid fucking once again, and once again i loved it.