Alexa finds out detention isn't as bad as she thought.
The Young Crossdresser Part 2
So after my little adventure at mom and dad's bookstore,the next couple of years were uneventful.
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I did have sex a couple of times with Phylis,the older lady that was part of mom and dad's swinger group.
I knew that I was wanting something more,something was still missing and I kept thinking back to how the guy's cock felt as it spewed cum into my panty covered ass.
Now I was 15 and one weekend my parents went away with some friends and I knew that this would be the perfect oppurtunity to fulfill my strongest urge and desire to be fucked completely by a man.
Friday evening arrives and my parents head out for their trip and I waste no time in getting dressed up.
Tonight I was not going to fuck mom's dildo's but I was going to find the real thing.
I put on a pair of satin purple polka dot string bikini panties a purple bra,black thigh highs and garter,black mini skirt and black blouse,I stuffed my bra with water filled balloons to give me some tits,black heels and a brunette wig,applied my make up and found the keys to the car left sitting in the driveway.
I took one last glance in the mirror and got in the car and drove away.
I didn't care that I had no license,I was only going about two miles down the road to mom and dad's adult bookstore where I knew I would find some to fuck me.
I arrive at the store and park. Once inside I got over to the counter and give Bob,who know's me as the boy but not as the "girl",a five dollar bill and ask for tokens to go into the back where the video booth's were.
He doesn't even bat an eye,just hands me the token's and goes back to reading his book.
My heels make a loud noise as I walk through the halls of the booths looking for an empty one.
A few guys hanging around outside of the booth's grab me and grab my ass as I walk by them.
I continue walking until I find an empty booth near the back,I go in and drop my tokens and find a hot she male movie to play.
It doesn't take but two seconds for a cock to come through the glory hole.I drop to my knees and suck it for all it's worth. In moments he is spewing his hot creamy load across my tongue and down my throat. I milk it for every last drop and he pulls away.
two or three minutes later another cock is poking through the hole,nice and thick. I take him in my mouth ,his salty precum wetting my tongue,he taste good.
I suck this nice peice of meat for 10 minutes when he lets loose with what seemed like a gallon of cum deep into my throat,and being the good girl I am I swallow it all.
Now I am horny as hell and need to find someone to fuck,I leave the booth and scan the hallway's for a potential lover.
I notice near a back corner,an older man 60ish,standing there,rubing his cock through his pants as he stares at me,he looks like a business man of sorts.
I walk over to him,and as I approach,he pulls out a very nice cock,fat and not too long,but very hot looking.
I walk over to him,grab his cock and whisper in his ear, "I want you to fuck me".
He replies "where?"
I tell him "there's a room in the back,I have a key for,it has a bed,porno and anything else you might want."
He ask's me how I know about this and I tell him my parents own the store.
I tell him no one ever comes back here,only my parent's when they meet someone here.
So I lead him into the back room,pretty small space,just big enough for the mattress the was on the floor.
We go in and lock the door behind us. He ask's me if I have ever been fucked before,and I tell him sorta,that it was very tight and the guy came almost immediately.
He then say's "oh...you have a tight pussy huh?"
I smile and say "yeah something like that."
I help him take off his clothes and go down on my knees and start sucking his hard cock,rubing my cock through my panties as I take him in my mouth as deep as I can,gagging a few times.
After a few minutes,he pulls me up and put's his hand on my "pussy" and let's out an "OH I thought you were a girl"
I said "Tonight I am".
His smile gets bigger as he rubs my cock through my panties and he ask's how old I am,I tell him 15 and the smile gets even bigger.
"Mmmmmm...a hot young sexy girl looking to get fucked...I like that!"
He ask's me if I'm ready and I say "I've wanted this for a long time,yes I am ready!"
He pulls my skirt off and says he want's to fuck me with my panties on and this turn's me on soo much. I always wanted to be fucked while wearing my panties.
I root around the nightstand next to the mattress and find some KY lube and hand it to him. I lay down on my back on the cum staind mattress.
He slides my panties to one side and spreads some lube on my awaiting ass,my cock straining in my wet precum panties.
He takes and works one finger into me,then two and he slowly fuck's me with his fingers.Getting me nice and ready to accept his thick hard cock. Once he has three fingers in me ,he tells me I'm ready. Just relax I tell he I'm way beyond relaxed.
He takes and puts some lube on his massive meat and slowly slides it into my ass.
The feeling is incredible comapred to my mom's dildo's. As his balls hit my ass,I start cumming in my panties,soaking them all the way through.
He takes a pillow and slips it under my ass to make it easier for him to fuck me. My legs slightly bent and up in the air. His hands caressing my stocking covered legs as he starts to pump in and out of me slowly.
My fake tit's swaying up and down ever so slightly. His cock feels amazing in me. I moan soflty as he continues to pump me slowly.
After about fifteen minutes he quickens his pace,my legs swaying back and forth as he continues to rub the stockings covering them. Telling me how hot I am,that his wife never dresses this way for him.
I slide my cock out from underneath my purple silky,wet panties and start stroking as he fucks my virgin ass and I soon start cumming again,shooting another big load all over me.
He pulls out,scoops up my cum and puts it all over his cock and slides it back into me,fucking harder now.
Our moans getting louder and our breathing heavier.
He then pushes my stocking covered legs all the way back,pinning them by my head,and now he is fucking me like I always wanted,hard and fast.
Soon his eyes close and and he has one last hard pump and I feel his cock expand in my ass as he dumps his hot creamy load into me. His grunts and moans are really loud as he let's go of spurt after spurt of hot,white creamy cum.
I moan loudly too,as it is incredible to feel this man dump his load into me.
He stops sliding his cock in and out of me he finishes cumming,my lags still behind my ears. I slowly gyrate my hips as his cock grows limp inside of me. He pulls out,lights a cigarette and tells me how great I was.
We make small talk for a few minutes,I tell him I will be here every night until Tuesday when my folks get back home. I then tell him he should leave first and then I will come out a few minutes later,as to not raise any suspicions.
As he leaves the room,I glance out the door and see no one standing around,so I know we are safe.
I straighten up my panties and put my skirt back on and start to head out of the room 15 minutes later,his cum dripping out of me and into my panties.
Before I go home,I need one more cock to suck. As I walk past the booth's,a door opens and a man,in his 30's maybe grabs me and pulls me in.
He is all over me,kissing me,rubing his hands up and down my body. Tells me he saw me go into the back room and heard everything through the door.
Without hesitation,he picks me up and puts me against the wall,slides my wet panties down and slips his cock into my already well fucked ass and starts fucking me like crazy. Saying "is this how you like baby?","you're such a dirty whore aren't you?" all I could do was say "YES!!!!".
My ass squishing with every thrust ,my previous lover's cum being forced out of me by his hard pounding.
It only takes him no more than ten minutes when he shoots his load into my well worn ass.
We both see a cock poke through the hole,he lets me down and forces my head down and tells me to "suck it..suck it dry".
No problem there. He forces my head up and down on this strangers cock and soon he is exploding in my mouth,I am told to swallow every bit of it.
Again ,no problem. Once the stranger's cock is gone,he pulls me up and hugs me,and say's "I hope I didn't frighten you". I tell him absolutely not,that I am a horny little slut and that how we should be treated.
He says "Thank You" and leaves the booth.
I compose myself and head out to the front of the store to leave,and on my way out Bob says "looks like someone had fun tonight". I just smiled and walked out the door,if he only knew...maybe he did,I don't know.
The Break In
My wife, Julie and I live in a very nice home with a back yard pool. I have a good job, were I put in some very long hours. Julie runs a day care center, where she also puts in long hours. So we don’t have a lot of time to spend together.
A few weeks ago, we celebrated our 23 rd wedding anniversary. I decided to take her out to a dinner and a movie. It was the middle of June, so it was a very hot day. Julie surprised me by dressing up in a very sexy outfit, consisting of a low cut blouse and a short skirt. She also wore black high heeled boots. I love it whenever she dresses this way, but she seldom does. She still looks great for her age, nice large tits and a great tight ass.
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Not long after we arrived at the restaurant, Julie got up to use the restroom, I noticed a few men glance at her ass as she walked past them. I Love it when other men look at her. After dinner we drove to the movie theater. Again, I noticed a few men looking my wife over, as we were standing in line for the movie. All of this was turning me on very much. I didn’t pay much attention to the Movie, I just wanted to get home and jump in bed with Julie.
About half way through the movie, Julie whispered in my ear, “Can we please go home, I’m not into the movie and I’m horny as hell.” I leaned over to her and said. “That’s sounds great to me, but this isn’t like you to talk this way.” She then told me that she had gotten horny from having all of those men looking her. “Oh, I didn’t think you had noticed them watching you.” I said.
“It was kind of hard not to notice, almost every man around us was looking at me.”
“So that turned you on huh?” I said smiling at her. “Yes.” she said shyly.
We stood up and walked out of the theater. When we got outside she grabed me and gave me a very wet kiss. After we got into our car she reached over and unzipped my slacks. She reached in and pulled out my cock. As she stroked my cock, I reached over, lifted her top and put my hand up under her bra. As soon as my finger touched her nipple, she jumped and began moaning. We sat there in the theater parking lot fondling each other for over a half hour.
It was quite late when we finally arrived home.
I unlocked the front door and turned on the light. I was certain that I heard a noise coming from our bedroom. I whispered to Julie, “stay here and keep quiet.”
I then crept down the hallway towards our bedroom. I could see the door to our bedroom was open and the light was on. We never leave that light on and we always leave that door closed. As I neared the door, two very young men suddenly ran out into the hall. They were both very dirty and gruby looking. One of them pointed a large knife at me.
“hold it right there mister.” he shouted.
Julie screamed when she heard this. Then the other man ran over to her and grabed her, putting his hand over her mouth and his other arm around her neck.
I was then instructed to go back into our living room. And sit down. While the other man continued holding onto Julie.
“What are we going to do now, Billy.” The one holding Julie asked.
“Shut up stupid, now you let them know my name.”
“I’m sorry Billy.” the young one holding Julie said, obviously ashamed.
“Just shut up Jimmy, and let me think.” Billy yelled again.
“Oh Shit!“ Billy just realized that he had now told us the name of his sidekick.
Billy appeared to be a few years older than Jimmy.
“Get over here and sit down, while I think.” Billy again yelled.
Jimmy then pushed Julie onto our couch,
Her skirt went up almost revealing her panties, as she landed on the couch. Jimmy sat next to her. Julie was so scared that she didn’t notice her skirt was up. But I could tell that Billy had noticed it.
“OK, here’s the plan. Jimmy, Take the women outside by the pool, while I explain to huby here what I plan to do.”
Jimmy then stood up and pulled Julie with him, they headed out to the back yard. After they had gone, Billy turned to me. “Here’s the deal, you and I are going to go out back with Jimmy and your wife. Then I’m going to undress your sexy little wife and you will get undressed also. I’m going to take all of your clothes and lock them in the house with your house key’ s, so the two of you cant get back inside to call the cops. The two of you will be stuck out here naked as jay birds.
He then instructed me to stand up and walk outside. We found Julie and Jimmy sitting on lounge chairs by the pool. Billy told Jimmy to take the knife and keep an eye on me. Billy then walked over to Julie. He grabed her blouse and ripped it off. She screamed loudly. But our neighbors are far enough away that I’m sure they didn’t hear her. He then reached around her and with one swift movement her bra fell to the ground.
“Damn Billy, what cha doing.” Jimmy shouted.
“Shut up stupid.” Billy yelled back.
Billy wasn’t finished, he then pushed down her skirt. To my surprise, Julie had only a G string on. I didn’t even know she owned one.
“Very Nice!” Billy said. “Now I got a better idea. I’m going to watch the old man, while he fucks this sweat little thing.”
“No Billy!” Jimmy again shouted. “For the last time, Shut up!” Billy yelled back.
Billy then turned to face me. “Okay old man, its your turn to get undressed.”
I slowly began unbuttoning my shirt, I wasn’t about to hurry, I didn’t see any reason to. I slipped my shirt off of my shoulders and dropped it to the ground. Then I sat down and started to untie my shoes.
“Hurry up! We ain’t got all night.” Billy hollered at me.
I slipped off my shoes then unbuckled my belt. I stood up and let my slacks fall to the ground. I was now standing in just my boxers and Julie in her G string.
“Okay get over here.” Billy gestured for me to move over next to Julie. As I stood next to her, I noticed that she was trbling, so I placed an arm around her for support.
“Now, both of you, take of your underwear.” Billy instructed.
“No!” Julie screamed. I turned and held her with both arms. “Please baby, just do as they say, I don’t want you to get hurt.”
She then reluctantly reached down to her G string and slipped it off of her sexy little bottom. Her thick pussy hair was now visible for both men to see. My cock quickly sprang to attention, I looked over at Billy, I noticed he also had a bulge growing in his pants.
“Okay your turn old man.” Billy said. I reached down to my boxers and pushed them down. My erection sprung out. “Ha! someone is horny already.” Billy laughed. I blushed with barrassment.
“Okay little lady, lye down on that lounge chair, and huby, you climb on top of her. I want to see how old people fuck, ha, ha, ha.” Billy laughed.
“Billy what cha doing.” Jimmy said.
Suddenly Billy took a swing at Jimmy and hit him in his stomach. “Ah!” Jimmy moaned and he fell back onto the ground.
“I told you to shut up for the last time! Now stay down there and watch this.”
“Okay old man, put your dick in your sexy wife’s hole!” Billy said, now more angry then before.
Julie was already lying on the lounger. I very slowly kneeled over her, She looked so sexy, I wanted to fuck her as much as Billy wanted me to. I eased my hard cock down against her waiting pussy lips. She winced as I started to enter her, but as I went deeper I heard a soft sigh come from her lips.
“Yes! That’s it old man, Now fuck her hard!” Billy shouted.
I didn’t need to be instructed on what to do, I began pumping my hard mber in and out of Julies sweet tight pussy. “Ummmmm.” Julie was beginning to enjoy it now. She reached her arms around me and began pulling my buttocks into her with each stroke. “um, yes, Yes, OH, YES!” Julie continued to get louder with each thrust.
I pounded her harder than I have in years, but I didn’t last as long as I used to. I shot my load deep inside of her. I held it inside of her for a few minutes, then pulled my limp cock out of her now cum filled pussy.
“Yes, that was great for an old man.” Billy said, not so loudly this time. I then looked at Billy for the first time since I started fucking Julie. He now had his cock out of his jeans and was pumping it.
“What do you think of that Jimmy, good huh?” Billy said looking down at Jimmy who was still lying on the ground.
“Yes, Billy, that was something.” Jimmy said.
“Hey, I just rbered. You’ve never fucked anyone before have you, Jimmy?” Billy said with a sly look on his face.
“No, why?” Jimmy said quietly, with a puzzled look of his face.
“Well, Hey, it’s about time you lost your virginity, young brother.” Billy said. So these two are
“What cha mean, Billy?” Jimmy asked.
“Well, just Look over there, Jimmy boy, a naked pussy, just waiting for you to fuck.” Bill said with a smirk on his face.
“You want me to fuck her?” Jimmy said, raising his eyebrows.
“Sure, why not brother? She’s just lying there ready and waiting for you.” Billy exclaimed.
Jimmy slowly stood up, while starring over at Julie. When he was up he began unbuckling his jeans.
“NO!” Julie screamed.
“Hey wait a minute, Billy, this wasn’t part of the plan.” I said.
Billy swung around towards me with his knife in his hand.
“Shut the hell up, old man. There has been a change in the plan, and you don’t have anything to say about it. You interfere and I‘ll stick you with this knife.” Billy said pointing his knife at my stomach.
I glanced at Julie, she had a terrified look on her face. I then looked at Jimmy, he was fumbling with his clothes. Billy was still standing next to me with his knife against my gut. I knew there wasn’t a thing I could do to stop this.
Jimmy was now completely undressed, I looked at him, his cock was amazingly large. At least 9 inches long and about 2 inches around. He began walking towards Julie.
“No!” she screamed again, But when she noticed his large cock, her facial expression changed. It went from a fearful expression to one of shock. Her eyes widened and her mouth fell open. Jimmy was now standing right next to her. Julie reached up to touch his cock with what seemed to be a reflex move. As soon as she touched it she pulled her hand back and looked over at me.
I felt a strange twinge in my cock. I looked down at my dick and it had grown hard again. Julie seen this and smiled at me, she then looked back at Jimmy’s large cock.
“Don’t just stand there stupid, climb over her and fuck the hell out of that pussy.” Billy said grinning from ear to ear. Jimmy clumsily moved over top of Julie. Julie again looked over at me. I could tell she now wanted this huge cock in her pussy.
“Go ahead, sweaty.” I said. With that said, she reached down to Jimmy’s cock and helped to aim it at her waiting pussy.
“Um.” She whimpered as the tip of it touched her pussy lips. Jimmy slowly began to push his now even larger cock into my sexy wife’s pussy.
“OH, NO, STOP. PLEASE STOP, IT‘S TO BIG!“ Julie suddenly screamed in what appeared to be great pain. Jimmy quickly stopped and pulled back out of her.
“I’m sorry Lady, are you okay?” He asked.
“Um, Yes, just give me a minute, please.” Julie whispered. Then after just a couple of short seconds, she said. “Okay, lets try it again.”
Jimmy nodded his head in agreement and again began entering her.
“OH!” Julie again moaned. Jimmy stopped. “No, don’t stop, it’s good.” Julie said.
I then witnessed in amazement, as Jimmy’s huge cock disappear deep into my wife‘s tight little pussy.
Suddenly Julie started shaking uncontrollably. Then a loud scream escaped from her lips. “OH GOD!”
“What’s wrong now!” Jimmy shouted.
“There ain’t nothing wrong stupid, you just made her cum, ha ha!“ Billy said to his brother while laughing. I looked at Billy, who was again jacking off on his cock. Billy then looked down at my cock which was hard again.
“I got another idea.” Billy said. “Okay old man, take your old cock and put it in your wife mouth, she can suck it while Jimmy there, fucks her pussy.”
I had no objection to this. I quickly walked over to Julie, she eagerly grabed onto my cock and put it in her mouth. She began sucking on it like she has never sucked it before.
“Hey Jimmy, what cha waiting for, get busy at fucking that pussy.” Billy said. Jimmy slowly started gyrating his cock in and out of Julie. After a short time of this, Julie pulled my cock from her mouth and moaned, “Harder Jimmy, Please, Fuck me harder.” She then quickly sucked my cock back into her mouth.
Hearing her talk this way caused me shoot my loaded into her mouth, she tried to swallow it but it was way to much for her. It ran out of her mouth and all over her face. I then stepped back to watch the rest of the show. I glanced over at Billy, he had now shot his load and his dick was now limp in his hand, but he continued pumping it.
Jimmy was now bucking his hips in and out of Julie, like a bronco rider. Pulling his long cock almost completely out of her pussy, then slamming it back in all of the way to his balls. Julie was screaming at the top of her lungs, over and over. “Oh, Oh, Oh, Oh, its Ooooooooooh So, GOOD!.
I could see Julie’s juices flowing out of her pussy with each of Jimmy‘s thrusts. I’m sure that Julie came at least three times, since Jimmy first entered her. But it appeared as though Jimmy wasn’t ever going to cum.
There was now sweat rolling off of both of their faces.
Then, suddenly without warning, Jimmy let out an extremely loud grunt. “AAAAAAHHHHHH!” I could see his load of cum running out of Julie’s pussy and down the sides of her thighs. Jimmy collapsed on top of her. He lay there for a few minutes, totally exhausted. Then he very slowly backed his limp but still very large cock out of her pussy. His entire shaft was glistening with their cum. This turned me on again, seeing Julie’s cum, all over young Jimmy’s large cock.
Neither of the boys said another word. They both simply got dressed and left.
After they were gone, I walked over to Julie and sat down beside her. We hugged and kissed.
“What do we do now?” Julie asked.
I thought for a moment, then rbered, “Hey, wait a minute, Billy didn’t take our clothes and he didn’t lock us out of the house.” I said with a grin. “Come on, grab your clothes and lets go back inside.” After we were inside, we both walked around the house, we couldn’t find anything missing.
“Should we call the police?” Julie asked.
I looked at her, I knew she had enjoyed this experience as much, or more then I had. “No.” I said.
She smiled at me saying. “Yes, it was fun, wasn’t it?’ she giggled. I gave her a passionate kiss.
Then said, “it’s late, lets go to bed.” She agreed.