Confessions of a Sex Crazy Crossdresser Part 9
- 3 years ago
- 14
- 0
Confessions Of A Sex Crazy Crossdresser Part 7 free porn video
Chapter 13: One Hour Photo
I checked in at the motel and went to my room. It was a standard motel near the freeway, two levels tall and I was on the lower level in the room farthest from the office and facing away from the freeway. I opened the door and turned on the air conditioner. It was still about 85 degrees and it was after 5:00.
After a quick shower, I picked up my voice mails from home and returned a couple of calls for work and then got dressed into some nicer clothes. I knew there were a mall and a restaurant within walking distance of the hotel and I had also seen a photo store featuring fast film development next door.
I grabbed my three rolls of film and left the room to walk over to the stores. My first stop was the one hour photo store and gave the rolls to a young woman named Kate. She was a very cute tall Mexican girl about 25 years old with bright red dyed hair. She told me the pictures would be done by 8:00 tonight. I asked if there was a good place for drinks and appetizers within walking distance and she recommended Amigo’s in the mall next door. I told her I was definitely going there and asked her to join me for a drink after work. She laughed and said maybe.
The small mall next door had only about thirty stores. It had one large department store (Sears) on one end and the balance was small stores. I walked through and ended up finding a few cute things including a very cute dress that Sandy would love. It was a pink dress that looked like you could wear to a prom or a formal dance. It was very slinky, yet tight and clingy. I bought the outfit and found a matching pair of high help pink ankle strap strippy sandals at the Payless Shoe Store in size 11. My new dress also required a bra with no shoulder straps, and I found one in Sears that was surprising sexy and cheap. My lucky day continued.
I found Amigo’s at the end of the mall and went in and had a few cocktails. Unfortunately Kate did not show up, so I left around 6:45 and went back to my motel. I couldn’t wait to try on my new dress so I hurried back to my hotel. I started by showering again, shaving all over and thoroughly cleaning my feet. I painted my toe nails bright pink and did the same to my finger nails. I slipped on a clean pair of white panties, my new white bra and a white garter belt. I slipped a pair of very sheer white stockings and attached them to the garter.
I pulled out my new purchase and removed all the tags. I slipped the dress over my head and somehow managed to zip up the back. It was a beautiful fit on me. The top was an asymmetrical design so there was a ¼ sleeve on my right arm but no sleeve on my left. It was slinky over my flat chest, but very tight around my waist and remained very tight to the hemline which stopped about three inches above my knee. I went to the bathroom sink and applied my make up and put on my new long curly black wig. Finally I put on my silver jewelry including a new bracelet that had about thirty skinny bands. It went from my left wrist almost all the way to my elbow. I put on bright pink lipstick and slipped and strapped on my new sandals.
Spinning in front of the mirror gave me a thrill, I was glad that I had the little tuck device, or you would have seen my hard cock as I got all excited thinking of the fun I could have in this dress. I poured myself a drink and smoked a cigarette and looked at the clock, it was after 8:30 and I had forgotten to pick up my pictures. I needed to pick them up tonight, as I was going to leave before the store opened in the morning. I had three choices, go as I was dressed now, change into another Sandy outfit or take everything off and have Tony pick up the film. I knew I had to hurry up and decide as the store would be closing soon.
I decided to go as is. I grabbed my bag, my room key and started to take the short walk across the street to the photo shop. I had to admit I was nervous, I was walking across the main highway in pretty big town dressed like I was going to a fancy dinner. Cars stopped for me immediately to let me cross. A truck driver in a cowboy hat even took his hat off and smiled at me when he stopped. I waved at all the cars and trucks and gave them a real good shake of my ass while I crossed the street.
I entered the photo shop and it was empty except for one person working in the store. Kate had left earlier and Ricardo was the gentleman behind the counter working on developing pictures. He had a white apron, which was spotted and stained from working with all the film and pictures. He was at least 6’4” and big and strong. At least 250 pounds, but not fat just muscular. He had a black mustache and a full head of black straight hair. I would guess he was about 30, maybe a little older
He looked up as I walked in and immediately went over to a place on the counter and said “You must be Miss Sterling.”
“Yes, how did you know?” I asked.
“Because I recognize you from your photos.” He said with a grin.
I immediately could feel my whole face flushing. I had not seen the pictures, so I was unsure how they looked. I know it would have been difficult to tell I was a man in the pictures, but he must think I am either the biggest slut or something based on some of the poses and outfits I was wearing. I had never thought of this when I dropped off or more importantly when I was going to pick up the pictures.
“Don’t be embarrassed, I didn’t look at all of them, I just happened to notice a couple and you looked so beautiful in the pictures. But you even look lovelier in person.” He said.
I was still blushing as I leaned against the counter. Ricardo brought my packets of pictures over and asked me if I wanted to look them over before paying. I was starting to feel excited all over again, so I agreed to look them over first. I opened the first envelope and saw me in all my glory. There were pictures of me laying on the bed in lingerie, some with me in clothes and even a couple where I was mostly naked. They were only average at best in quality and some missed the target, but I was pleased with the first envelope.
Ricardo stood to the side and asked “Well, are they ok?”
“Yes, I am very pleased. I took these by myself with a self timer; I wanted to experiment with some new clothes.” I said.
“Next time call me, I am a good photographer, and I would love to take your pictures.” He said. “And you wouldn’t have to be concerned about your little secret with me, either.”
I looked up at Ricardo and I knew he knew. Think fast, which way do I want to take this?
“Oh so you like my kind of girl?” I asked.
“Sure I do, allow me to prove it to you. As a matter of fact, you can have those photos I developed for free.” He smiled.
I looked at the first envelope and it cost $11.50. So he was willing to give me at least $30 worth of prints for what?
“What do I have to do?” I asked.
“Let me take some pictures of you. I will develop them myself and you can keep the negatives to be sure nothing happens.” He said.
“And what will I be doing in these pictures?” I asked.
“Whatever you want to do.” Ricardo replied
“Why should I trust you?” I asked.
“I have an idea; let me buy you a couple of drinks. If you feel comfortable after that, I will take you to your room, I assume you are staying across the street, and we take a few pictures. If not, then you can either walk back to your room, or I will drive you.” He said.
‘OK, but I feel a little scared about this whole thing.” I said.
After another two or three minutes of reassuring me, he locked up the store and escorted me into his car and drove the couple hundred yards over to the mall and into the Amigos parking lot.
The place was a lot more crowded as the “after work crowd” from the mall were here drinking up a storm. Ricardo got us a small table in the bar and brought a margarita on the rocks for me and a beer for him. We chatted and I really liked him. He was very polite and soon we had been there an hour and had consumed two tequila shots each and I had downed three margaritas.
“Ok, Ricardo, I trust you, let’s go.” I said.
“If you want to make it really special, I have a friend who could join us.” He said.
“Let’s go, we can worry about him later.” I said.
Ricardo paid the bill and drove me across the street and pulled up next to my van. I opened the door and walked in the room. I had cleaned up before I left, so the room was spotless. He closed the door behind me and pulled me into his arms and kissed me. He smelled so masculine a combination of the photo chemicals, tobacco and sweat. His arms and hands were strong as he willed me closer to him so that our bodies were rubbing against one another.
I opened my mouth to be speared by his tongue as he ravished my mouth with his tongue inserting it everywhere. He slipped his hands under my dress and grabbed my ass with both hands. While kissing me he lifted me in the air and I put my legs around his waist and he carried me to the bed.
“Where’s your camera, Sandy?’ he asked.
I pointed to a bag that carried my supplies and he unzipped the bag pulled out the camera and turned it on. He knew what he was doing, as he checked for film, discarded the lens cap and took a picture of me on my back in the bed. He saw the tripod and set it up at the foot of the bed and attached the camera.
“Get on your knees and face me.” He said.
He came over to the bed and unzipped his pants and I took his cock in my mouth immediately. He pulled it out of my mouth and zipped up his pants and said “Let my friend come over, and then we can take pictures while we are doing it. It will be so much fun!”
I wanted his cock so much and it sounded fun. I was scared I was going to get beat up or something, but I trusted Ricardo. He could have taken advantage of me without a friend, so I agreed. He went over to the phone and called a number.
“Hi it’s me.” He said to his friend. A moment went by and he said “Yes she wants you to come over. We are in her room at the motel. Room 128.”
He waited and looked at me, then flashed me a thumbs up “OK see you in five or ten minutes.”
I got up and poured myself a scotch. Ricardo poured one for himself and I lit a cigarette. I went into the bathroom and fixed my lipstick and make up and then returned to the room.
“Ricardo, I am nervous, yes I am drunk and horny and want to do this, but I am kind of scared.” I said.
“Don’t be scared, this is going to be fun, I promise.” He said.
“But I don’t know your friend.” I said.
There was a knock on the door and Ricardo started walking towards the door to let his friend in. “Sure you do, you met Kate.”
I was shocked, but sure enough when Ricardo opened the door, there was the cute Mexican girl from the photo shop.
She gave Ricardo a kiss then walked over to me and said “You look great. A lot better than this afternoon.”
Kate took me in her arms and kissed me right on the lips, I wanted to feel up this red head very badly and also take Ricardo’s cock at the same time. I kissed with Kate for at least a minute; she was fondling my entire body and giving my mouth a tongue bath. I was so mixed up but very horny! “You must be Sandy!” she said.
She was wearing a very tight pair of shorts made of denim and a skin tight t-shirt and a pair of tennis shoes. I got my first real good look at her body and it was a knockout. She was about 5’10” tall and built. She had long athletic legs and long red hair half way down her back. Kate was equipped with a nice tight ass and small but perky tits with nipples showing through her tight shirt.
I watched as she took a big sip of a drink that Ricardo made for her and light up a cigarette. Ricardo was removing the camera from the tripod as Kate pulled off her shirt and slipped off her tennis shoes. I walked up to her gave her a big kiss and I unbuttoned and removed her shorts. She was not wearing any underwear and she had a completely shaved pussy.
She lie down on the bed and spread her legs so that I had an unobstructed view of her pussy. I jumped onto the bed and started licking the inside of her thighs, slowly moving my tongue higher and higher. Before I reached her pussy, I lifted up her ass and started licking the area between her pussy and ass. I could tell she enjoyed this and this is when I saw the first flash go off. Ricardo was taking pictures of me eating this Mexican hottie.
Kate rolled onto her stomach and raised herself up on her knees and elbows to give me full access to both her ass and pussy. I started licking inside the crack of her ass and then started reaming her asshole. I felt my cock getting hard as I started to tongue fuck her ass. I could tell Kate was into it, as she was pushing her ass into my tongue so that it would go further and deeper into her butt hole.
I moved my tongue down so that could start working on her bald cunt. It was driving me crazy to look at this perfect pussy and I wanted to start eating it. As soon as I put my tongue on her very wet and hairless pussy, Ricardo took more pictures. As I licked Kate’s pussy, I slid my tongue inside her cunt and started to taste her lovely juices. I slurped up as much as I could and I started to hear Kate’s voice moaning lowly.
“Mmmmm yea, sweetie. You know the right way baby. Oh, yes” she whispered lightly in between her low moans.
Ricardo was now behind me and directed me to take off my dress. I crawled off the bed and had Ricardo help my unzip my party dress and slid it down. Kate looked at me, smiled and even whistled. “Nice body” she said.
I turned to go back to the bed and lay on top of Kate and kissed her deeply. I slid down to lick and play with her tits before returning to her pussy. She was very hot now and I started to finger inside her pussy to find her G spot. She was getting very aroused and her moans were louder and she was starting to really squirm in the bed.
“More, Sandy, give me more.” She gasped.
I slipped a second finger in her pussy and I felt her orgasm for the first time. Kate started bucking her hips and raising her ass of the bed with her first climax.
“Fuck, I am cumming. Don’t stop, give me more.” She said in a louder voice.
Ricardo was taking more shots of us. Kate was totally naked with two fingers of my hand in her pussy. I was now in my shoes, stockings, garter panties and bra. All white except for my pink shoes. I felt that Kate could take a lot more, so I inserted my ring finger and started fucking her pussy with three fingers as she was still cumming from her first orgasm. I was so fucking hot watching this fox go wild on my bed and I couldn’t stop, so I slid my pinky in her and now I was sliding my hand up to my knuckles in her pussy.
My camera man had taken off all of his clothes and was now standing next to the bed with the camera taking a close up of my hand inside Kate’s slobbering bald pussy. I was looking at his hard cock as he was taking pictures and had an idea. I guided Kate to spin 90 degrees so she was lying cross wise on the bed. I slid the back of my panties aside so the crack of my ass was now exposed to Ricardo with the camera. At this point, I was able to slide the tip of my thumb into Kate’s cunt and soon the entire length of my thumb and my hand was inside her.
“Fuck me with your fist, Sandy! I want you to shove your fist in my cunt.” Kate barked.
She was almost unconscious with delight as she started to have her second orgasm. I saw flashes as my hand up to my wrist would disappear into her bald cunt. I heard a moan coming from Kate that told me she was really exploding.
“Oh my god, here I cum again! She screamed. “Ohhhhhhhhhhhhhhhhh, yea. Ohhhhhhhhhh yea.”
With the screams from Kate I didn’t hear Ricardo lay down the camera, but I did feel his presence behind me. “Come on baby, come over here.”
Ricardo approached me from the rear as I pulled out my fist from Kate’s pussy very gently. I reached around and felt his hard prick and I knew I had to have it in my pussy now. I did not even bother lubing up or putting a condom on him, I was too horny.
I guided his cock right up to my puckered asshole and felt him apply pressure and then I felt the feeling a hard cock in my ass. His cock was a nice six or seven inches long and it was thick. He stabbed me hard with his hard cock and it went all the way in on his first plunge. It felt like his cock went right through me, as he was buried deep in my man pussy.
“Fuck me Ricardo; give me that hard cock of yours. Come on pound my ass hard, I want to feel your cock all the way up inside me.” I told him.
I was bent over the bed with my feet on the ground and my face buried in Kate’s pussy and started feeling his rod pounding me. I loved the feeling of his shaft gliding in an out of my ass. He held the front of my hips for leverage and shoved his hips forward so hard it made a slapping sound against my body. After two or three shots from Ricardo I started meeting his thrusts and was taking every inch of his cock inside me.
Kate was moaning again as I was licking her clit to another orgasm and I could feel Ricardo working on his. Kate shivered all over with at least her fourth orgasm as Ricardo started pounding into me at a quicker pace. Kate got up carefully and I could see her stand up beside me with the camera and start to focus in on Ricardo fucking my ass like a wild man. I was moaning in excitement and I could hear Ricardo moaning as well.
I saw flashes go off, but I was in a state of enhanced bliss as Ricardo was fucking my ass with his monster cock. I pushed Ricardo away and I stood up and ripped my panties off of my body and took off my dick hider. I lie on the bed on my back and put a pillow under my ass, because I wanted Ricardo to come on top of me and fuck me good.
He slid on to the bed and I immediately my heels on his shoulders and watched as my Mexican stud shoved his dick hard into my ass. I wrapped my feet around his neck and screamed “Fuck my fucking ass hard. I love your big fucking cock in my ass.”
My ass was sliding forward to catch every deep thrust of his cock. Faster and faster he pounded me. I was so turned on as I felt like a helpless slut as my stud fucked me. I could feel his strength as my legs wrapped around his neck. Kate took more photos as he pounded my ass and then he started to breathe deeper.
“I love your tight pussy Sandy. I could fuck you all night. I love shoving my big cock in your tight ass pussy. Take this!” He said as he shoved his cock even harder inside me. It felt like it was all the way up my ass into my stomach.
“Ohhhhhhhhh!” I moaned and I saw Kate slide up next to me. “Fuck you are so deep in me.”
Then he did it again and I almost blacked out in pleasure. When I came back to reality, Ricardo was fucking me harder and faster than I had ever felt in my life and I now hand Kate playing with my hard cock. She bent over and took my cock in her mouth as I felt Ricardo’s cock building in pressure. Kate went down on my cock as Ricardo fucked me harder and harder.
Ricardo slowed down and pulled his cock out of my ass as I started to shoot my load into Kate’s mouth. She eagerly sucked up all of my cum and then she lay down beside me and kissed me. She had her mouth full of my cum and shared her mouthful so that I could swallow half of my own load of cum.
Then Ricardo straddled my chest with his knees and put his cock in my mouth. He started bucking his hips so that his cock started to disappear in my mouth. I gladly accepted it and licked his shaft as he fucked my mouth and could smell and taste the effects of this huge cock in my ass. Just as I was ready to take the whole length of his cock, he shifted position and stuck his cock in Kate’s mouth. She also took a face fuck thrust or two from Ricardo and then he pulled out of her mouth and started to stroke his cock fiercely.
A jet of cum shot from his enormous cock and it landed all over Kate and my faces and chests. When he finished the load we took turns licking his cock and balls getting all the remnants. Then we licked each other off to get the rest of his fabulous cum from our faces and tits.
Ricardo took pictures of us with our cum soaked faces and cleaning each other off. “Wow, we finished a whole roll of 36 pictures.” He said.
A few minutes later my new friends got dressed. We shared kisses good bye and they and promised to have the pictures to me before I left the next morning. I hung up my new dress and slipped into a silk negligee, as I felt so sexy. What a great start to my road trip. I hoped each day would be filled with so much fun!
Chapter 14: Red Headed Love
As it turned out to be a relatively early night (I was asleep by 1 AM), I woke up early and after washing off my make up, I threw on a t-shirt and shorts. I walked to the lobby and got a cup of coffee and returned to my room and went through my photos. There were about forty photos of me that were good. I took a permanent marker from my brief case and wrote on the back of some of the photos to remind me what outfit I wore for those special occasions.
There was at least one good picture of every outfit I had worn for my adventures except for the conservative outfit on my trip with Brian, the school girl outfit I wore with him and the pink dress from last night. I finished labeling the pictures and sorted them into different envelopes including one envelope with all the blurry and bad photos to throw away.
Around 9 AM as I was in the shower Kate or Ricardo must have come by, as there was an 8 ½ X 11 envelope on the floor of my room by the front door. I sat at the desk and opened the envelope and saw another packet from the one hour photo store. The pictures were amazing! 35 out of the 36 photos were developed and true to his word Ricardo had included the negatives. There were only two clean photos (the first two Ricardo took) and the rest showed scenes of outrageous sexual details including a stunning shot of my fist in Kate’s pussy and several of Ricardo fucking my ass.
I sorted these photos in with some of the others and packed up the van. I checked out of the hotel and was on the road to Phoenix. I pulled into the Valley of the Sun around 1 PM in time for a great lunch. After lunch I used a pay phone to check my messages and to make all my necessary phone calls including confirming my appointments for the next two days in Phoenix. Last, I called my friend Billy and told him I had arrived and asked if we could meet for drinks.
Billy was one of my best friends in Phoenix. He was always in touch with someone that could get me cocaine at the best prices. I think he was actually the dealer, but would never admit to it. He did own a small book store in a suburb of Phoenix and I think that was only a cover for all the cash he carried. I met him at a local pub around 4:30 and we had a few beers and I bought enough cocaine from him for partying all weekend in Vegas and enough for the few days before and after! He had to go back to his store as his night person called in sick and he had to close the store, so we left after a couple of drinks.
It was Thursday night in Phoenix and I thought I would keep it kind of quiet tonight. I was going to check into my motel and have a few drinks and maybe try out a couple of lines of my recent purchase. The last couple of times in Phoenix, I have stayed down in the “bad section of town”. Actually it is not too bad, but there are some hookers and crazies. I use to stay in the Scottsdale area, but now that Beth and I broke up, I didn’t need to stay on the expensive side of town.
The Motel 6 at Van Buren Ave. and 24 th St. was my place for the next couple nights. I headed in that direction after stopping off and buying a bottle of scotch and a bottle of rum. I pulled up to the office and checked in. I added my “fiancé’s” name to the register and headed to my van and drove to my room. It was 6:30 as I pulled my van up in front of my room and grabbed my brief case and headed for the door. My room was on the first floor of the three story motel and it was the last room on the Northwest corner of the motel. I paid a little extra and got a big room with a desk, a round table with two chairs, king size bed and a full bathroom.
I was making my third and last trip from the van taking in all my bags when I saw a girl walk down the stairs at the end of the building. She walked in my direction and said hello with a big smile. I returned the greeting and went into my room with the last suitcase. I grabbed the ice bucket and started down the hall towards the ice machine and saw the woman again this time walking towards me with a full bucket of ice.
“Ice machine doesn’t work on my floor.” She said.
“Too bad, but this one works?” I asked.
“Sure does.” She said. “My name is Peggy, who are you?”
“Tony” I replied.
I checked her out thoroughly in the few seconds of our conversation. She was very pretty. I had always had a weakness for redheads and she was the perfect example of a beautiful “ginger”. She had deep orange red hair with a freckled face and beautiful green eyes. Her body was thin, but she had a nice set of breasts, beautifully curved at the hips and a fantastic smile. She was about 5”8” tall, just a little shorter than me.
“Well I see you are checking in, do you think you might want to party a little later?” She asked.
I should have guessed she was a prostitute, as I have picked up several in this area, but I didn’t know for sure until she asked me that lead in question.
“I think I might like to do that Peggy, but I am going to do a few things first. Where can I find you?” I asked.
She thought about that for a minute and told me that she would probably find me later. Just leave the do not disturb sign on the door if I wanted company and she would check my door from time to time tonight. We shook hands and I went to the ice machine and filled up.
I needed to get a little organized with my clothes so when I got back to my room, I did a nice fat line and poured a drink. An hour later I had reorganized my bags, drawers and closet. I had also had a couple of lines a few drinks and a couple of cigarettes. I thought about Peggy the pretty red head hooker and thought a nice old fashioned fuck would be a perfect way to wrap up the night.
I went outside and scanned the area to see if I saw her near-by, but she was no where to be seen. I decided to take her advice and put the DND sign on the doorknob. I sat down at the desk did another line, hid the coke in the desk drawer and turned on the TV with a fresh drink and a smoke. About 30 minutes later there was a knock on the door and I rose out of the bed and answered the door.
Peggy was there in the same outfit as earlier. Black jeans, white tank top with a black motorcycle style jacket and a pair of white sneakers. She did not dress the part, but with her beautiful looks, I was sure she got all the action she needed.
“Come on in.” I offered.
We sat at the round table and did the small talk avoiding the key words. After a couple of minutes we trusted each other enough to determine that neither of us were cops and I negotiated a price of $40 for a blow job and fuck. She kicked off her tennis shoes, slipped out of her jacket. We each had a drink and a cigarette and she told me a little about herself. She had a three year old daughter living with her mom and that she needed money after her dead beat husband left her. She had been “hooking” for two weeks and she was making enough money to get a room for the night and maintain an apartment. She also worked during the day at a store on the other side of town where her apartment was located. We were the same age and she was originally from Tucson, and that is where her mom lived with her daughter.
She told me tonight was slow that she was staying here all night as she did not have to work her day job tomorrow. I asked her if she liked cocaine and her eyes lit up. We shared a couple of lines and we chatted and drank and smoked. It was a great hour we spent together. Peggy excused herself to go to the restroom after we did another line.
When she returned she walked in the room and shut off the overhead light in the room, leaving only the lamp on the desk to light the room. She stood in front of me and pulled off her tank top showing me her white bra that was way to small and a nice set of tits just about ready to jump out of the bra. Then she pulled down her jeans to show a sexy pair of pink thong panties. She spun around once and leaned over and kissed me on the lips.
“You are a nice guy, Tony.” She said. “Do I look ok to you?”
“Wow, Peggy. You are fantastic. I could eat you up.” I replied.
“Why don’t you try? She asked as she kissed me again, this time very passionately and long.
She guided me out of my chair and slipped off my shirt and then I slipped off my pants and underwear and jumped on to the bed. She leaned over on top of me and unsnapped her bra letting out a perfect set of 34 B Tits. I slid her panties off of her hips and she slid them the rest of the way off.
Peggy took a condom from the bedside table and placed it on my cock and started sucking it for all it was worth. She spent about five minutes sucking my cock and licking my balls until I had a full raging hard on. Then she slid forward and lay on top of my chest and leaned over to say in my ear “I want you, Tony. I am not just saying that. I really want you to make love to me.”
Her red hair was draped all over my face as she slid her pussy onto my dick. She cooed in my ear as she slid her chest against mine as her cunt ate up my cock. Her pussy was wet, tight and slick and it sucked in my dick like a vacuum. She raised herself up and started playing with her own tits as she straddled my cock and started slamming up and down on my dick.
“Oh Tony, you feel so good. I have not cum in so long, but your cock has me going crazy.” She said.
This was not your typical hooker and “John” adventure. Peggy was really trying to please herself and was working herself up for an orgasm as she continued to ride my cock up and down. Five seconds later she slid back down on me chest to chest.
“I am cumming, Tony. Look me in my eyes as I cum all over your cock.” She said.
I looked her straight in the eyes and increased my rhythm so that my cock was deep inside her. I fired my thrusts upward to fill her pussy and then I heard the sounds start from deep inside her.
“Oh, oh, oh, Oh, Ohhhhhhhhh, Ohhhhhhhhh, OH MY GOD, HERE I CUM.” She moaned.
Peggy started slamming her chest against mine and then kissed me hard shoving her tongue inside my mouth. “I love you, Tony. I love you. You made me cum for the first time in months, I love you.” She kept repeating this and kissing me.
She slid beside me on top of the bed and threw her arms around me and we lay side by side on top of the bed and she started to cry very softly. “I am sorry, Tony. I just needed to feel something between myself and someone else and boy do I feel it with you.”
“Come hug me Peg.” I said.
We held each other and kissed deeply. I looked at this beautiful girl and felt sorry for her, but at the same time felt we had made a connection that we would both feel good about as we looked back.
“I am sorry you didn’t cum, Tony.” She said.
”Baby that is no problem, it was so cool seeing you get off like that, I wanted to hold back so that you came.” I said.
Peggy held me close and asked me if she could leave for a while and come back later. I got up and poured us each a drink and set up a line of coke for each of us.
“Peg, no problem. Have another drink and a line.” I said. “I am going to chill out for a while, call me when you want or just come by.”
I got dressed as did Peggy and then I sat at the table and took down my line of coke and handed her the rolled up bill. She inhaled the coke and then sat on my lap and kissed me deeply.
“I need to do leave for a while, I am so sorry.” Peggy said. “You really set me for a loop. I was expecting a quickie and then gone, but Tony….aw shit, I am sorry. I will come back in a little while, how late will you be up?”
I looked at the clock and it was only 10 PM. I looked at her and said “Peg, come see me anytime tonight. I am sure you won’t be dropping by at 3:00. Hey, I owe you some money.”
“No way on the money.” She said. “I just need to clear my head and maybe make a little cash. I will be back before midnight, I swear.”
We kissed good bye and she left my room. I pulled off the Do Not Disturb sign and returned to my room. I put away the coke and placed it and my valuables in a room safe in the closet. I decided to change into some gym shorts and a t-shirt then relax and watch TV. I figured I have experienced so much the past two weeks that I should chill out and see if my newest fuck buddy wanted to return.
The next thing I remember is a knock on my door. I woke up in a startled manner and looked at the clock on the bed side table. I was stunned to see it said 12:49 AM. Despite the coke, I had fallen asleep for at least two hours. I stumbled out of bed and looked out the peephole of my hotel room door. I saw Peggy’s pretty face staring back at me.
I opened the door and she glided in my room and shut the door behind her. “I am so happy that you let me come back.” She said.
Peggy kissed me gently and asked me if I had been sleeping. I told her I had fallen asleep a while ago. “Go ahead and lay back down, I just wanted to see you again.” She said.
I told Peggy to relax and get comfortable as I pulled down the covers and lay down on the bed. She came up to the bed and asked “May I lay down next to you for a while?”
“Sure.” I said.
The TV was still on, but all the lights were turned off, I fell asleep and when I woke up I was in the bed and Peggy was sleeping beside me. She had snuggled up next to me so that her back was nestled against my chest and our legs were intertwined. She had taken off her clothes and was wearing her tank top and panties. The room was quiet; obviously Peggy had turned off the TV and decided to sleep next to me.
I went to the bathroom and opened up a coke on the counter and took a sip. I returned to the bed and Peggy was stirring a little bit. I slipped under the covers put my arms around her and she snuggled even closer. She turned around still appearing to be asleep and put her arms around my neck and gave me a kiss. She was so beautiful even after she had been sleeping a few hours.
“Will you make love to me, Tony?” She asked. “Please I want you to hold me and make love to me.”
I slipped off my shirt and my shorts and then gently removed her tank top and panties. I gently started to rub her pussy and slipped my middle finger in her already moist cunt. I gently started licking and sucking her right tit. Her nipples responded immediately and became very hard and erect. I concentrated on her left nipple as I gently sucked and nibbled on it while playing with her pussy with my right hand.
Peggy reached over to the night stand and handed me a condom and I placed it on my hard cock. I moved my body on top of Peggy’s and gently inserted my dick in her wet cunt. I slowly eased my cock in and out of her pussy. I fucked her very slowly and gently sliding my rod as deep as I could in her cunt. It made a very soft but slurpy sound with the friction of my cock going in and out of her pussy. Peggy raised her legs so they were wrapped around my waist and started to move gently into my slow thrusts. We got into perfect rhythm of sliding so that my gentle probes with my cock met her gentle counter thrusts. Each time I jabbed my cock into her hole I strained to get it as deep as I could. My balls would slap her ass as my cock continued to go in and out of her wet pussy. It was a nice gentle slow fuck and the pressure was building in my cock. I lay down so that my chest was against Peggy’s and she let her legs down and spread her legs wide.
She brought her mouth to the point where my neck and my right shoulders met and bit me gently and started to suck on my skin at that point. She released her kiss and whispered to me “Tony, you feel so good, I am going to cum, will you cum with me?”
“Yes baby. I am going to cum right now.” I answered.
“Me too, honey. Me too.” She said.
I gasped gently and said “Peggy here I cum.”
We both had a powerful orgasm at the same time. We looked into each others eyes as our bodies convulsed with the overpowering climax. My dick was shooting a full load of cum and it felt like it was going off on its’ own.
“Peggy, that was very special.” I said.
“Yea, it truly was.” She said.
I checked in at the motel and went to my room. It was a standard motel near the freeway, two levels tall and I was on the lower level in the room farthest from the office and facing away from the freeway. I opened the door and turned on the air conditioner. It was still about 85 degrees and it was after 5:00.
After a quick shower, I picked up my voice mails from home and returned a couple of calls for work and then got dressed into some nicer clothes. I knew there were a mall and a restaurant within walking distance of the hotel and I had also seen a photo store featuring fast film development next door.
I grabbed my three rolls of film and left the room to walk over to the stores. My first stop was the one hour photo store and gave the rolls to a young woman named Kate. She was a very cute tall Mexican girl about 25 years old with bright red dyed hair. She told me the pictures would be done by 8:00 tonight. I asked if there was a good place for drinks and appetizers within walking distance and she recommended Amigo’s in the mall next door. I told her I was definitely going there and asked her to join me for a drink after work. She laughed and said maybe.
The small mall next door had only about thirty stores. It had one large department store (Sears) on one end and the balance was small stores. I walked through and ended up finding a few cute things including a very cute dress that Sandy would love. It was a pink dress that looked like you could wear to a prom or a formal dance. It was very slinky, yet tight and clingy. I bought the outfit and found a matching pair of high help pink ankle strap strippy sandals at the Payless Shoe Store in size 11. My new dress also required a bra with no shoulder straps, and I found one in Sears that was surprising sexy and cheap. My lucky day continued.
I found Amigo’s at the end of the mall and went in and had a few cocktails. Unfortunately Kate did not show up, so I left around 6:45 and went back to my motel. I couldn’t wait to try on my new dress so I hurried back to my hotel. I started by showering again, shaving all over and thoroughly cleaning my feet. I painted my toe nails bright pink and did the same to my finger nails. I slipped on a clean pair of white panties, my new white bra and a white garter belt. I slipped a pair of very sheer white stockings and attached them to the garter.
I pulled out my new purchase and removed all the tags. I slipped the dress over my head and somehow managed to zip up the back. It was a beautiful fit on me. The top was an asymmetrical design so there was a ¼ sleeve on my right arm but no sleeve on my left. It was slinky over my flat chest, but very tight around my waist and remained very tight to the hemline which stopped about three inches above my knee. I went to the bathroom sink and applied my make up and put on my new long curly black wig. Finally I put on my silver jewelry including a new bracelet that had about thirty skinny bands. It went from my left wrist almost all the way to my elbow. I put on bright pink lipstick and slipped and strapped on my new sandals.
Spinning in front of the mirror gave me a thrill, I was glad that I had the little tuck device, or you would have seen my hard cock as I got all excited thinking of the fun I could have in this dress. I poured myself a drink and smoked a cigarette and looked at the clock, it was after 8:30 and I had forgotten to pick up my pictures. I needed to pick them up tonight, as I was going to leave before the store opened in the morning. I had three choices, go as I was dressed now, change into another Sandy outfit or take everything off and have Tony pick up the film. I knew I had to hurry up and decide as the store would be closing soon.
I decided to go as is. I grabbed my bag, my room key and started to take the short walk across the street to the photo shop. I had to admit I was nervous, I was walking across the main highway in pretty big town dressed like I was going to a fancy dinner. Cars stopped for me immediately to let me cross. A truck driver in a cowboy hat even took his hat off and smiled at me when he stopped. I waved at all the cars and trucks and gave them a real good shake of my ass while I crossed the street.
I entered the photo shop and it was empty except for one person working in the store. Kate had left earlier and Ricardo was the gentleman behind the counter working on developing pictures. He had a white apron, which was spotted and stained from working with all the film and pictures. He was at least 6’4” and big and strong. At least 250 pounds, but not fat just muscular. He had a black mustache and a full head of black straight hair. I would guess he was about 30, maybe a little older
He looked up as I walked in and immediately went over to a place on the counter and said “You must be Miss Sterling.”
“Yes, how did you know?” I asked.
“Because I recognize you from your photos.” He said with a grin.
I immediately could feel my whole face flushing. I had not seen the pictures, so I was unsure how they looked. I know it would have been difficult to tell I was a man in the pictures, but he must think I am either the biggest slut or something based on some of the poses and outfits I was wearing. I had never thought of this when I dropped off or more importantly when I was going to pick up the pictures.
“Don’t be embarrassed, I didn’t look at all of them, I just happened to notice a couple and you looked so beautiful in the pictures. But you even look lovelier in person.” He said.
I was still blushing as I leaned against the counter. Ricardo brought my packets of pictures over and asked me if I wanted to look them over before paying. I was starting to feel excited all over again, so I agreed to look them over first. I opened the first envelope and saw me in all my glory. There were pictures of me laying on the bed in lingerie, some with me in clothes and even a couple where I was mostly naked. They were only average at best in quality and some missed the target, but I was pleased with the first envelope.
Ricardo stood to the side and asked “Well, are they ok?”
“Yes, I am very pleased. I took these by myself with a self timer; I wanted to experiment with some new clothes.” I said.
“Next time call me, I am a good photographer, and I would love to take your pictures.” He said. “And you wouldn’t have to be concerned about your little secret with me, either.”
I looked up at Ricardo and I knew he knew. Think fast, which way do I want to take this?
“Oh so you like my kind of girl?” I asked.
“Sure I do, allow me to prove it to you. As a matter of fact, you can have those photos I developed for free.” He smiled.
I looked at the first envelope and it cost $11.50. So he was willing to give me at least $30 worth of prints for what?
“What do I have to do?” I asked.
“Let me take some pictures of you. I will develop them myself and you can keep the negatives to be sure nothing happens.” He said.
“And what will I be doing in these pictures?” I asked.
“Whatever you want to do.” Ricardo replied
“Why should I trust you?” I asked.
“I have an idea; let me buy you a couple of drinks. If you feel comfortable after that, I will take you to your room, I assume you are staying across the street, and we take a few pictures. If not, then you can either walk back to your room, or I will drive you.” He said.
‘OK, but I feel a little scared about this whole thing.” I said.
After another two or three minutes of reassuring me, he locked up the store and escorted me into his car and drove the couple hundred yards over to the mall and into the Amigos parking lot.
The place was a lot more crowded as the “after work crowd” from the mall were here drinking up a storm. Ricardo got us a small table in the bar and brought a margarita on the rocks for me and a beer for him. We chatted and I really liked him. He was very polite and soon we had been there an hour and had consumed two tequila shots each and I had downed three margaritas.
“Ok, Ricardo, I trust you, let’s go.” I said.
“If you want to make it really special, I have a friend who could join us.” He said.
“Let’s go, we can worry about him later.” I said.
Ricardo paid the bill and drove me across the street and pulled up next to my van. I opened the door and walked in the room. I had cleaned up before I left, so the room was spotless. He closed the door behind me and pulled me into his arms and kissed me. He smelled so masculine a combination of the photo chemicals, tobacco and sweat. His arms and hands were strong as he willed me closer to him so that our bodies were rubbing against one another.
I opened my mouth to be speared by his tongue as he ravished my mouth with his tongue inserting it everywhere. He slipped his hands under my dress and grabbed my ass with both hands. While kissing me he lifted me in the air and I put my legs around his waist and he carried me to the bed.
“Where’s your camera, Sandy?’ he asked.
I pointed to a bag that carried my supplies and he unzipped the bag pulled out the camera and turned it on. He knew what he was doing, as he checked for film, discarded the lens cap and took a picture of me on my back in the bed. He saw the tripod and set it up at the foot of the bed and attached the camera.
“Get on your knees and face me.” He said.
He came over to the bed and unzipped his pants and I took his cock in my mouth immediately. He pulled it out of my mouth and zipped up his pants and said “Let my friend come over, and then we can take pictures while we are doing it. It will be so much fun!”
I wanted his cock so much and it sounded fun. I was scared I was going to get beat up or something, but I trusted Ricardo. He could have taken advantage of me without a friend, so I agreed. He went over to the phone and called a number.
“Hi it’s me.” He said to his friend. A moment went by and he said “Yes she wants you to come over. We are in her room at the motel. Room 128.”
He waited and looked at me, then flashed me a thumbs up “OK see you in five or ten minutes.”
I got up and poured myself a scotch. Ricardo poured one for himself and I lit a cigarette. I went into the bathroom and fixed my lipstick and make up and then returned to the room.
“Ricardo, I am nervous, yes I am drunk and horny and want to do this, but I am kind of scared.” I said.
“Don’t be scared, this is going to be fun, I promise.” He said.
“But I don’t know your friend.” I said.
There was a knock on the door and Ricardo started walking towards the door to let his friend in. “Sure you do, you met Kate.”
I was shocked, but sure enough when Ricardo opened the door, there was the cute Mexican girl from the photo shop.
She gave Ricardo a kiss then walked over to me and said “You look great. A lot better than this afternoon.”
Kate took me in her arms and kissed me right on the lips, I wanted to feel up this red head very badly and also take Ricardo’s cock at the same time. I kissed with Kate for at least a minute; she was fondling my entire body and giving my mouth a tongue bath. I was so mixed up but very horny! “You must be Sandy!” she said.
She was wearing a very tight pair of shorts made of denim and a skin tight t-shirt and a pair of tennis shoes. I got my first real good look at her body and it was a knockout. She was about 5’10” tall and built. She had long athletic legs and long red hair half way down her back. Kate was equipped with a nice tight ass and small but perky tits with nipples showing through her tight shirt.
I watched as she took a big sip of a drink that Ricardo made for her and light up a cigarette. Ricardo was removing the camera from the tripod as Kate pulled off her shirt and slipped off her tennis shoes. I walked up to her gave her a big kiss and I unbuttoned and removed her shorts. She was not wearing any underwear and she had a completely shaved pussy.
She lie down on the bed and spread her legs so that I had an unobstructed view of her pussy. I jumped onto the bed and started licking the inside of her thighs, slowly moving my tongue higher and higher. Before I reached her pussy, I lifted up her ass and started licking the area between her pussy and ass. I could tell she enjoyed this and this is when I saw the first flash go off. Ricardo was taking pictures of me eating this Mexican hottie.
Kate rolled onto her stomach and raised herself up on her knees and elbows to give me full access to both her ass and pussy. I started licking inside the crack of her ass and then started reaming her asshole. I felt my cock getting hard as I started to tongue fuck her ass. I could tell Kate was into it, as she was pushing her ass into my tongue so that it would go further and deeper into her butt hole.
I moved my tongue down so that could start working on her bald cunt. It was driving me crazy to look at this perfect pussy and I wanted to start eating it. As soon as I put my tongue on her very wet and hairless pussy, Ricardo took more pictures. As I licked Kate’s pussy, I slid my tongue inside her cunt and started to taste her lovely juices. I slurped up as much as I could and I started to hear Kate’s voice moaning lowly.
“Mmmmm yea, sweetie. You know the right way baby. Oh, yes” she whispered lightly in between her low moans.
Ricardo was now behind me and directed me to take off my dress. I crawled off the bed and had Ricardo help my unzip my party dress and slid it down. Kate looked at me, smiled and even whistled. “Nice body” she said.
I turned to go back to the bed and lay on top of Kate and kissed her deeply. I slid down to lick and play with her tits before returning to her pussy. She was very hot now and I started to finger inside her pussy to find her G spot. She was getting very aroused and her moans were louder and she was starting to really squirm in the bed.
“More, Sandy, give me more.” She gasped.
I slipped a second finger in her pussy and I felt her orgasm for the first time. Kate started bucking her hips and raising her ass of the bed with her first climax.
“Fuck, I am cumming. Don’t stop, give me more.” She said in a louder voice.
Ricardo was taking more shots of us. Kate was totally naked with two fingers of my hand in her pussy. I was now in my shoes, stockings, garter panties and bra. All white except for my pink shoes. I felt that Kate could take a lot more, so I inserted my ring finger and started fucking her pussy with three fingers as she was still cumming from her first orgasm. I was so fucking hot watching this fox go wild on my bed and I couldn’t stop, so I slid my pinky in her and now I was sliding my hand up to my knuckles in her pussy.
My camera man had taken off all of his clothes and was now standing next to the bed with the camera taking a close up of my hand inside Kate’s slobbering bald pussy. I was looking at his hard cock as he was taking pictures and had an idea. I guided Kate to spin 90 degrees so she was lying cross wise on the bed. I slid the back of my panties aside so the crack of my ass was now exposed to Ricardo with the camera. At this point, I was able to slide the tip of my thumb into Kate’s cunt and soon the entire length of my thumb and my hand was inside her.
“Fuck me with your fist, Sandy! I want you to shove your fist in my cunt.” Kate barked.
She was almost unconscious with delight as she started to have her second orgasm. I saw flashes as my hand up to my wrist would disappear into her bald cunt. I heard a moan coming from Kate that told me she was really exploding.
“Oh my god, here I cum again! She screamed. “Ohhhhhhhhhhhhhhhhh, yea. Ohhhhhhhhhh yea.”
With the screams from Kate I didn’t hear Ricardo lay down the camera, but I did feel his presence behind me. “Come on baby, come over here.”
Ricardo approached me from the rear as I pulled out my fist from Kate’s pussy very gently. I reached around and felt his hard prick and I knew I had to have it in my pussy now. I did not even bother lubing up or putting a condom on him, I was too horny.
I guided his cock right up to my puckered asshole and felt him apply pressure and then I felt the feeling a hard cock in my ass. His cock was a nice six or seven inches long and it was thick. He stabbed me hard with his hard cock and it went all the way in on his first plunge. It felt like his cock went right through me, as he was buried deep in my man pussy.
“Fuck me Ricardo; give me that hard cock of yours. Come on pound my ass hard, I want to feel your cock all the way up inside me.” I told him.
I was bent over the bed with my feet on the ground and my face buried in Kate’s pussy and started feeling his rod pounding me. I loved the feeling of his shaft gliding in an out of my ass. He held the front of my hips for leverage and shoved his hips forward so hard it made a slapping sound against my body. After two or three shots from Ricardo I started meeting his thrusts and was taking every inch of his cock inside me.
Kate was moaning again as I was licking her clit to another orgasm and I could feel Ricardo working on his. Kate shivered all over with at least her fourth orgasm as Ricardo started pounding into me at a quicker pace. Kate got up carefully and I could see her stand up beside me with the camera and start to focus in on Ricardo fucking my ass like a wild man. I was moaning in excitement and I could hear Ricardo moaning as well.
I saw flashes go off, but I was in a state of enhanced bliss as Ricardo was fucking my ass with his monster cock. I pushed Ricardo away and I stood up and ripped my panties off of my body and took off my dick hider. I lie on the bed on my back and put a pillow under my ass, because I wanted Ricardo to come on top of me and fuck me good.
He slid on to the bed and I immediately my heels on his shoulders and watched as my Mexican stud shoved his dick hard into my ass. I wrapped my feet around his neck and screamed “Fuck my fucking ass hard. I love your big fucking cock in my ass.”
My ass was sliding forward to catch every deep thrust of his cock. Faster and faster he pounded me. I was so turned on as I felt like a helpless slut as my stud fucked me. I could feel his strength as my legs wrapped around his neck. Kate took more photos as he pounded my ass and then he started to breathe deeper.
“I love your tight pussy Sandy. I could fuck you all night. I love shoving my big cock in your tight ass pussy. Take this!” He said as he shoved his cock even harder inside me. It felt like it was all the way up my ass into my stomach.
“Ohhhhhhhhh!” I moaned and I saw Kate slide up next to me. “Fuck you are so deep in me.”
Then he did it again and I almost blacked out in pleasure. When I came back to reality, Ricardo was fucking me harder and faster than I had ever felt in my life and I now hand Kate playing with my hard cock. She bent over and took my cock in her mouth as I felt Ricardo’s cock building in pressure. Kate went down on my cock as Ricardo fucked me harder and harder.
Ricardo slowed down and pulled his cock out of my ass as I started to shoot my load into Kate’s mouth. She eagerly sucked up all of my cum and then she lay down beside me and kissed me. She had her mouth full of my cum and shared her mouthful so that I could swallow half of my own load of cum.
Then Ricardo straddled my chest with his knees and put his cock in my mouth. He started bucking his hips so that his cock started to disappear in my mouth. I gladly accepted it and licked his shaft as he fucked my mouth and could smell and taste the effects of this huge cock in my ass. Just as I was ready to take the whole length of his cock, he shifted position and stuck his cock in Kate’s mouth. She also took a face fuck thrust or two from Ricardo and then he pulled out of her mouth and started to stroke his cock fiercely.
A jet of cum shot from his enormous cock and it landed all over Kate and my faces and chests. When he finished the load we took turns licking his cock and balls getting all the remnants. Then we licked each other off to get the rest of his fabulous cum from our faces and tits.
Ricardo took pictures of us with our cum soaked faces and cleaning each other off. “Wow, we finished a whole roll of 36 pictures.” He said.
A few minutes later my new friends got dressed. We shared kisses good bye and they and promised to have the pictures to me before I left the next morning. I hung up my new dress and slipped into a silk negligee, as I felt so sexy. What a great start to my road trip. I hoped each day would be filled with so much fun!
Chapter 14: Red Headed Love
As it turned out to be a relatively early night (I was asleep by 1 AM), I woke up early and after washing off my make up, I threw on a t-shirt and shorts. I walked to the lobby and got a cup of coffee and returned to my room and went through my photos. There were about forty photos of me that were good. I took a permanent marker from my brief case and wrote on the back of some of the photos to remind me what outfit I wore for those special occasions.
There was at least one good picture of every outfit I had worn for my adventures except for the conservative outfit on my trip with Brian, the school girl outfit I wore with him and the pink dress from last night. I finished labeling the pictures and sorted them into different envelopes including one envelope with all the blurry and bad photos to throw away.
Around 9 AM as I was in the shower Kate or Ricardo must have come by, as there was an 8 ½ X 11 envelope on the floor of my room by the front door. I sat at the desk and opened the envelope and saw another packet from the one hour photo store. The pictures were amazing! 35 out of the 36 photos were developed and true to his word Ricardo had included the negatives. There were only two clean photos (the first two Ricardo took) and the rest showed scenes of outrageous sexual details including a stunning shot of my fist in Kate’s pussy and several of Ricardo fucking my ass.
I sorted these photos in with some of the others and packed up the van. I checked out of the hotel and was on the road to Phoenix. I pulled into the Valley of the Sun around 1 PM in time for a great lunch. After lunch I used a pay phone to check my messages and to make all my necessary phone calls including confirming my appointments for the next two days in Phoenix. Last, I called my friend Billy and told him I had arrived and asked if we could meet for drinks.
Billy was one of my best friends in Phoenix. He was always in touch with someone that could get me cocaine at the best prices. I think he was actually the dealer, but would never admit to it. He did own a small book store in a suburb of Phoenix and I think that was only a cover for all the cash he carried. I met him at a local pub around 4:30 and we had a few beers and I bought enough cocaine from him for partying all weekend in Vegas and enough for the few days before and after! He had to go back to his store as his night person called in sick and he had to close the store, so we left after a couple of drinks.
It was Thursday night in Phoenix and I thought I would keep it kind of quiet tonight. I was going to check into my motel and have a few drinks and maybe try out a couple of lines of my recent purchase. The last couple of times in Phoenix, I have stayed down in the “bad section of town”. Actually it is not too bad, but there are some hookers and crazies. I use to stay in the Scottsdale area, but now that Beth and I broke up, I didn’t need to stay on the expensive side of town.
The Motel 6 at Van Buren Ave. and 24 th St. was my place for the next couple nights. I headed in that direction after stopping off and buying a bottle of scotch and a bottle of rum. I pulled up to the office and checked in. I added my “fiancé’s” name to the register and headed to my van and drove to my room. It was 6:30 as I pulled my van up in front of my room and grabbed my brief case and headed for the door. My room was on the first floor of the three story motel and it was the last room on the Northwest corner of the motel. I paid a little extra and got a big room with a desk, a round table with two chairs, king size bed and a full bathroom.
I was making my third and last trip from the van taking in all my bags when I saw a girl walk down the stairs at the end of the building. She walked in my direction and said hello with a big smile. I returned the greeting and went into my room with the last suitcase. I grabbed the ice bucket and started down the hall towards the ice machine and saw the woman again this time walking towards me with a full bucket of ice.
“Ice machine doesn’t work on my floor.” She said.
“Too bad, but this one works?” I asked.
“Sure does.” She said. “My name is Peggy, who are you?”
“Tony” I replied.
I checked her out thoroughly in the few seconds of our conversation. She was very pretty. I had always had a weakness for redheads and she was the perfect example of a beautiful “ginger”. She had deep orange red hair with a freckled face and beautiful green eyes. Her body was thin, but she had a nice set of breasts, beautifully curved at the hips and a fantastic smile. She was about 5”8” tall, just a little shorter than me.
“Well I see you are checking in, do you think you might want to party a little later?” She asked.
I should have guessed she was a prostitute, as I have picked up several in this area, but I didn’t know for sure until she asked me that lead in question.
“I think I might like to do that Peggy, but I am going to do a few things first. Where can I find you?” I asked.
She thought about that for a minute and told me that she would probably find me later. Just leave the do not disturb sign on the door if I wanted company and she would check my door from time to time tonight. We shook hands and I went to the ice machine and filled up.
I needed to get a little organized with my clothes so when I got back to my room, I did a nice fat line and poured a drink. An hour later I had reorganized my bags, drawers and closet. I had also had a couple of lines a few drinks and a couple of cigarettes. I thought about Peggy the pretty red head hooker and thought a nice old fashioned fuck would be a perfect way to wrap up the night.
I went outside and scanned the area to see if I saw her near-by, but she was no where to be seen. I decided to take her advice and put the DND sign on the doorknob. I sat down at the desk did another line, hid the coke in the desk drawer and turned on the TV with a fresh drink and a smoke. About 30 minutes later there was a knock on the door and I rose out of the bed and answered the door.
Peggy was there in the same outfit as earlier. Black jeans, white tank top with a black motorcycle style jacket and a pair of white sneakers. She did not dress the part, but with her beautiful looks, I was sure she got all the action she needed.
“Come on in.” I offered.
We sat at the round table and did the small talk avoiding the key words. After a couple of minutes we trusted each other enough to determine that neither of us were cops and I negotiated a price of $40 for a blow job and fuck. She kicked off her tennis shoes, slipped out of her jacket. We each had a drink and a cigarette and she told me a little about herself. She had a three year old daughter living with her mom and that she needed money after her dead beat husband left her. She had been “hooking” for two weeks and she was making enough money to get a room for the night and maintain an apartment. She also worked during the day at a store on the other side of town where her apartment was located. We were the same age and she was originally from Tucson, and that is where her mom lived with her daughter.
She told me tonight was slow that she was staying here all night as she did not have to work her day job tomorrow. I asked her if she liked cocaine and her eyes lit up. We shared a couple of lines and we chatted and drank and smoked. It was a great hour we spent together. Peggy excused herself to go to the restroom after we did another line.
When she returned she walked in the room and shut off the overhead light in the room, leaving only the lamp on the desk to light the room. She stood in front of me and pulled off her tank top showing me her white bra that was way to small and a nice set of tits just about ready to jump out of the bra. Then she pulled down her jeans to show a sexy pair of pink thong panties. She spun around once and leaned over and kissed me on the lips.
“You are a nice guy, Tony.” She said. “Do I look ok to you?”
“Wow, Peggy. You are fantastic. I could eat you up.” I replied.
“Why don’t you try? She asked as she kissed me again, this time very passionately and long.
She guided me out of my chair and slipped off my shirt and then I slipped off my pants and underwear and jumped on to the bed. She leaned over on top of me and unsnapped her bra letting out a perfect set of 34 B Tits. I slid her panties off of her hips and she slid them the rest of the way off.
Peggy took a condom from the bedside table and placed it on my cock and started sucking it for all it was worth. She spent about five minutes sucking my cock and licking my balls until I had a full raging hard on. Then she slid forward and lay on top of my chest and leaned over to say in my ear “I want you, Tony. I am not just saying that. I really want you to make love to me.”
Her red hair was draped all over my face as she slid her pussy onto my dick. She cooed in my ear as she slid her chest against mine as her cunt ate up my cock. Her pussy was wet, tight and slick and it sucked in my dick like a vacuum. She raised herself up and started playing with her own tits as she straddled my cock and started slamming up and down on my dick.
“Oh Tony, you feel so good. I have not cum in so long, but your cock has me going crazy.” She said.
This was not your typical hooker and “John” adventure. Peggy was really trying to please herself and was working herself up for an orgasm as she continued to ride my cock up and down. Five seconds later she slid back down on me chest to chest.
“I am cumming, Tony. Look me in my eyes as I cum all over your cock.” She said.
I looked her straight in the eyes and increased my rhythm so that my cock was deep inside her. I fired my thrusts upward to fill her pussy and then I heard the sounds start from deep inside her.
“Oh, oh, oh, Oh, Ohhhhhhhhh, Ohhhhhhhhh, OH MY GOD, HERE I CUM.” She moaned.
Peggy started slamming her chest against mine and then kissed me hard shoving her tongue inside my mouth. “I love you, Tony. I love you. You made me cum for the first time in months, I love you.” She kept repeating this and kissing me.
She slid beside me on top of the bed and threw her arms around me and we lay side by side on top of the bed and she started to cry very softly. “I am sorry, Tony. I just needed to feel something between myself and someone else and boy do I feel it with you.”
“Come hug me Peg.” I said.
We held each other and kissed deeply. I looked at this beautiful girl and felt sorry for her, but at the same time felt we had made a connection that we would both feel good about as we looked back.
“I am sorry you didn’t cum, Tony.” She said.
”Baby that is no problem, it was so cool seeing you get off like that, I wanted to hold back so that you came.” I said.
Peggy held me close and asked me if she could leave for a while and come back later. I got up and poured us each a drink and set up a line of coke for each of us.
“Peg, no problem. Have another drink and a line.” I said. “I am going to chill out for a while, call me when you want or just come by.”
I got dressed as did Peggy and then I sat at the table and took down my line of coke and handed her the rolled up bill. She inhaled the coke and then sat on my lap and kissed me deeply.
“I need to do leave for a while, I am so sorry.” Peggy said. “You really set me for a loop. I was expecting a quickie and then gone, but Tony….aw shit, I am sorry. I will come back in a little while, how late will you be up?”
I looked at the clock and it was only 10 PM. I looked at her and said “Peg, come see me anytime tonight. I am sure you won’t be dropping by at 3:00. Hey, I owe you some money.”
“No way on the money.” She said. “I just need to clear my head and maybe make a little cash. I will be back before midnight, I swear.”
We kissed good bye and she left my room. I pulled off the Do Not Disturb sign and returned to my room. I put away the coke and placed it and my valuables in a room safe in the closet. I decided to change into some gym shorts and a t-shirt then relax and watch TV. I figured I have experienced so much the past two weeks that I should chill out and see if my newest fuck buddy wanted to return.
The next thing I remember is a knock on my door. I woke up in a startled manner and looked at the clock on the bed side table. I was stunned to see it said 12:49 AM. Despite the coke, I had fallen asleep for at least two hours. I stumbled out of bed and looked out the peephole of my hotel room door. I saw Peggy’s pretty face staring back at me.
I opened the door and she glided in my room and shut the door behind her. “I am so happy that you let me come back.” She said.
Peggy kissed me gently and asked me if I had been sleeping. I told her I had fallen asleep a while ago. “Go ahead and lay back down, I just wanted to see you again.” She said.
I told Peggy to relax and get comfortable as I pulled down the covers and lay down on the bed. She came up to the bed and asked “May I lay down next to you for a while?”
“Sure.” I said.
The TV was still on, but all the lights were turned off, I fell asleep and when I woke up I was in the bed and Peggy was sleeping beside me. She had snuggled up next to me so that her back was nestled against my chest and our legs were intertwined. She had taken off her clothes and was wearing her tank top and panties. The room was quiet; obviously Peggy had turned off the TV and decided to sleep next to me.
I went to the bathroom and opened up a coke on the counter and took a sip. I returned to the bed and Peggy was stirring a little bit. I slipped under the covers put my arms around her and she snuggled even closer. She turned around still appearing to be asleep and put her arms around my neck and gave me a kiss. She was so beautiful even after she had been sleeping a few hours.
“Will you make love to me, Tony?” She asked. “Please I want you to hold me and make love to me.”
I slipped off my shirt and my shorts and then gently removed her tank top and panties. I gently started to rub her pussy and slipped my middle finger in her already moist cunt. I gently started licking and sucking her right tit. Her nipples responded immediately and became very hard and erect. I concentrated on her left nipple as I gently sucked and nibbled on it while playing with her pussy with my right hand.
Peggy reached over to the night stand and handed me a condom and I placed it on my hard cock. I moved my body on top of Peggy’s and gently inserted my dick in her wet cunt. I slowly eased my cock in and out of her pussy. I fucked her very slowly and gently sliding my rod as deep as I could in her cunt. It made a very soft but slurpy sound with the friction of my cock going in and out of her pussy. Peggy raised her legs so they were wrapped around my waist and started to move gently into my slow thrusts. We got into perfect rhythm of sliding so that my gentle probes with my cock met her gentle counter thrusts. Each time I jabbed my cock into her hole I strained to get it as deep as I could. My balls would slap her ass as my cock continued to go in and out of her wet pussy. It was a nice gentle slow fuck and the pressure was building in my cock. I lay down so that my chest was against Peggy’s and she let her legs down and spread her legs wide.
She brought her mouth to the point where my neck and my right shoulders met and bit me gently and started to suck on my skin at that point. She released her kiss and whispered to me “Tony, you feel so good, I am going to cum, will you cum with me?”
“Yes baby. I am going to cum right now.” I answered.
“Me too, honey. Me too.” She said.
I gasped gently and said “Peggy here I cum.”
We both had a powerful orgasm at the same time. We looked into each others eyes as our bodies convulsed with the overpowering climax. My dick was shooting a full load of cum and it felt like it was going off on its’ own.
“Peggy, that was very special.” I said.
“Yea, it truly was.” She said.
Jayla
- 18.01.2023
- 12
- 0
- Category:
- Crossdressing
Confessions of a Sex Crazy Crossdresser Part 9
- 2 years ago
- 14
- 0
Confessions of a Sex Crazy Crossdresser Part 7
- 3 years ago
- 13
- 0
