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Redemption.

C. Charles Fenwick had it all, until his wife and child were lost in an accident. Now cold and hardened to everyone until a chance encounter with the homeless Amy Henderson changes both their lives.

My Husband’s Client

My husband had to go out of town at the last minute and asked me to take some papers to one of his clients for signing. I really don’t get involved in my husband’s business but have met many of his clients and occasionally run some errands for him. Patrick, his client, lived in a very exclusive neighborhood in a wonderful house on a large estate. He was obviously successful but I don’t know what he did or what the papers were that I was delivering to him.
It was a hot day so I dressed lightly in a white sundress with the idea of going shopping at the mall after I delivered the papers. Patrick met me at the door wearing a robe. He was a big burly man in his sixties, a bit of a pot belly but ruggedly handsome. He said he had been in the pool and asked me in. I hadn’t thought that I would be staying but he said he needed to read the documents and sign them right away so I could take them back to my husband’s office. We went back to the pool where he had a glass of chardonnay and offered me one as well. He read the docs as I sat back and sipped the wine. I got antsy so started walking around his yard while he read. In the sunlight, the dress became fairly transparent and I noticed Patrick take notice and start watching me walking around.
He spoke for the first time in a quite a while and apologized for being such a poor host. He walked over to me and poured me some more wine. It was becoming very hot and I drank the wine a little quicker than I should and began to feel it. He noticed that I was starting to perspire and suggested that I take advantage of the pool while he finished the reading the papers. He said he had some swim suits that would probably fit me or I could swim like he did; au natural. I realized he was probably naked under his robe. Since I felt that this was going to take longer than expected and my afternoon was blown, I took him up on his offer. He led me into the house, got 3 swim suits, all bikinis and offered them to me. The string bikini fit me best so I put it on and went out to the pool. He whistled when I walked past him and poured me some more wine but I left it on the table and went to the pool and jumped in. The water did the trick and cooled me off. I swam a bit then got out of the pool and walked back to the table where he was still reading the papers and my wine glass was waiting. The wet suit clung to my erect nipples and it made me feel so naughty.
He was sitting rather casually as he read with his legs crossed which made his robe gape open and that is when I confirmed that he didn’t have anything on underneath. For being an old fart, he looked pretty impressive although I couldn’t get a really good look at it. I sat beside him and downed my wine and asked him if he didn’t have something a little stronger. He quickly got up and made me a margarita; that was more like it. When he brought it back to the table he reached over my shoulder to put it in front of me and pushed his body against my back. He suggested that I should probably put some lotion on and offered to put it on my back. Before I could answer he moved his chair behind me, got some lotion and started rubbing it on my shoulders. It felt good and I bent forward to let him go down lower on my back as I sipped my margarita. He suggested we move over to a lounger and I could lie on my stomach. I finished the margarita and weaved a bit over to the lounger and lay down. I untied the back strap of my top and he proceeded to rub lotion over the rest of my back. He was very thorough, rubbing my sides so that he was able to feel my breasts that were bulging out a bit. He then went to my lower back and pushed up against the bikini bottom with one finger slipping under the waist band slightly. He then moved to my legs and I opened them up a little so he could get the insides of the legs as well. He started on my calves and moved up to my thighs all the way to my butt and crotch, slightly brushing my pussy through the suit’s material.
He stopped and got up. I closed my eyes and wondered what would happen next when I heard a splash in the pool. I looked over to the pool and saw him swimming with his robe lying on the deck at the deep end. I watched him swim around a bit and then watched as he walked up the steps and got out. He was completely naked. As I said, he was a big burly guy, probably 6’ 2’ or so, 250 pounds, hair over much of his body and his penis, though not overly thick, probably hung down six inches or so. He picked up a towel and started drying off, walking over to where I was lying. He commented on how good the water felt and asked if I needed another drink. I smiled and said sure, or perhaps slurred “sure”. He threw his towel on a neighboring lounger and walked naked into the house to get me another drink. I watched his behind which wasn’t tiny and tight like I always liked but still got me excited. I got up out of the lounger and took my top completely off and walked over to the table. He came out with my new drink and again handed it over my shoulder and pushed his body against my back. This time I looked back at him as he did it and smiled. He put my drink on the table then brought his hand over to my breast and began to massage it. He lowered his head down and put his lips on mine. I opened my mouth and let him slide his tongue into my mouth. He became more aggressive, squeezing my tit more forcefully and pushing his mouth harder against mine as he held the back of my head with his other hand. His tongue tried to reach my throat and I almost gagged. It hurt a bit but it was what I wanted. I wanted to be treated rough.
He stood back up and started rubbing his cock in front of my face. I couldn’t help but stare at his manhood, which was well over 8 inches now, circumcised with a nice big head. He grabbed my head and guided it over to this gorgeous piece of meat, pushed it into my mouth. I let it slide through my lips and he pushed it all the way into my mouth until it was banging against the back of my throat. I started to gag and he pulled it out then pushed it back in until I gagged again. Back and forth he kept fucking my face with his prick, holding my head with his massive hands. He then lifted me out of my chair and quickly pulled my bottoms off. He grabbed my hand and led me into the house and over to a sofa in the living room. He sat down and told me to get between his legs. I kneeled in front of him and his cock stood straight up into the air, made it easy to my mouth on the head and start sucking. My mouth concentrated on his smooth head as my hands were jacking off the base. He began to tense up and I moved my mouth to his balls. I took one ball into my mouth and began to jerk his cock, increasing the pressure of my grip and speeding up the motion. He let out his breath as his cock started to convulse and he began to spew his cum over my hand. I slipped my hand over the tip of his penis and rubbed his cum all over it. He jerked back and pushed it away and laughed…it was too sensitive. I looked up at him and smiled then took my mouth and started at his balls and licked up the shaft until I reached the tip and put the whole thing in my mouth and sucked up all of the cum that was still on it.
I got up and sat next to him and asked him if he was going to sign the papers I brought. He laughed and said he had already signed them. I screamed at him and hit him on the chest with my fist and walked into the kitchen to get another drink. I came back into the living room. We were both still naked and I asked if he minded me hanging around the rest of the day. He got up, walked over to me and smiled, you can stay as long as you want as he patted me on the ass, but you can’t put any clothes on. I didn’t go home until the next morning.

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The first cock i would ever suck

I was 12 or 13when i noticed my moms clothing. I often wondered what it was like to dress as a woman so when my parents where out one night, i tryed my moms bra and panties on. I put a pair of my dads winter socks in the bra to fill the bra out (my mom has large tits) I looked in the mirror and liked what i saw. I continued to dress up for along time, then i found my mothers dildos in the night stand, i would fantisize about what it would feel like to suck on a real cock while i sucked and licked the dildo. When i was 14 , i thought i would be fun to fuck my ass with my moms dildo, I was dressed in my mothers clothing, bra, panties, garder belt with stokings and a nice blue dress that was slit up the side. I pretended i was sleeping and a burgler entered my home and found me dressed like this and wanted to fuck me. I stood in front of the mirror and took my dress and panties off, all the while thinking the boy in the mirror was ordering my to so. I went to the bed and sat down, I then slowly lubed my ass with vaseline, inserting a finger then two in my ass. It felt tight and hot, at first it hurt alittle but as my ass loosened up it felt good, I sat up and put the dildo to my ass and pushed down slowly untill i felt the head of the dildo touch my ass, then i took a deep breath and sat down slowly, the dildo parted my ass and was inside me, it sent painfull shockes up my ass and i took it out quickly but the pain did not stop right away, a few seconds later i was ready to try again, This time the dildo entered much easyer, I sat there my leggs holding me in place and realized the dildo was only i my ass about 1 inch, I slowly pushed down untill i dident think any more would go in and then i pulled it almost out then i pushed down again. I felt great and started to go faster and faster until a came without touching my self. I just kept bouncing up and down for what seamed like hours. I came two times that night and thought this was the best feling of my life. I continued to dress up all through my teens and twentys untill i got marred in my mid twentys. I dident tell my wife what i liked by myself. But i was misurable. I devorsed and started to dress up again in my early thertys. I started to go out dressed as a woman at night, walking in the park by the river when one night i was spotted by the police, I was horrafied and had nowere to hide. So i just kept walking until i was face to face with both of them. Thay asked me what i was doing in the park at that time as they were shining a flash light on my? I said just out for a walk. the taller of the two said the park was closed and i should not be there. I just wanted to get out of there and said i was going to my car that was parked in the parking lot by the lake. H e said ok and walked me to my car all the while my high heals where clicking on the sidewalk, The shorter officer said i should dress more conservitivly as i was wareing a short skirt and top that showed more skin then most would show, But i dident think i was going to be talking to two men let alone two police officers. I got in the car and started it up and drove home watching as they stood there. I was so exited that when i got home i noticed i had come in my satin panties. I striped my top and skirt off and jerked off thinking of my incounter. A few months later, I found an adult movie and book store in th city i live in and told myself i should go there some time, So one night when i was dressed as a woman i went in and looked around. I was scared shitless but walked around looking any way. The man at the counter kept looking at me as there was nobody els there. I was trying to stay behind some shelves but they were only alittle higher then my belly.I thought to myself if he wanted to look, what could i do about it. I looked at everything thay had and decided to buy an 8inch cyberskin dildo and some lube. I walked up to the counter and boldly put my purchases in the counter, the man said is there anything else i can get you with a smerk on his face, i said what is in through the curtan at the back? He said the coin oporated peep shows, i thought ok i will watch a couple of showes and then buy my things and go but then 2 men walked in and i turnd red and thought what do they want. The 2 men got some tokens and whent downstairs. I asked the man behind the counter what was down there and he said more peep shows. i said ok and bought son tokens myself and went to the back of the store and whent in through the curtan. I saw about 15 cubicles inside and whent in one in the middle. there were holes on each side of the chair and a tv screan behind glass. I put a token in the slot and a movie came up. It showed a redhead sucking this cock and i sat down to watch. a short time latter i discovered the cock was on a shemale, I was totaly blowen away. I did not think this was possable to have a cock and tits wow. I kept pumping tokens in to the slot and watched with all my atention and did not notice the cubicle next to me was now occupied, suddenly i herd a voice say suck me baby. I looked around and saw a cock sticking through the hole, i looked at in for a second and thought this was my chance to taste a real cock for the first time. I was scared and said not with out a condom on, thinking he would leave but he pulled the cock back an a few seconds latter put it back through the hole again this time with a condom on, he said now suck bitch. I got on my knees and looked at it up close and like i was under some trance i opened my mouth and put the head of his cock in my mouth. I was hard yet spongy at the same time. It was also hot not like my past experence with my moms dildo. I started to suck harder and deeper, then he pulled his cock back through the hole and i thought i hurt him but all he said was meat him in the end cubicle and left. i stayed there for another min or so then headed down to meet my new friend. i opened the door and saw the man with the cock i had just been sucking siting there. I went in and sat down, (this cubicle had more room in it) i said hi, he said he had to stop me or i was going to make him cum. i just looked at him and he said i could continue now, i got between his legs and went at it again this time he put his hands in my head and pushed down and let me come up again then he would push down again. I thought i was going to gag but i dident, after a few minites he took one hand and put it on my lower back by my ass, i shot up in a hury and he said it was ok. I said i was not looking for any of that. He just smiled and said what did i want then, I told him i lost a bet with my husband and this is what i had to do to pay up. He said that was ok but becouse i sucked one mean cock he just wanted to know if i wanted to fuck. I again said no and tryed to stand up but he put his hands on my shoulders and said ok can you finnish the blowgob. ok i said and went back to the cock, I started to lick from the bace of the shaft all the way to the tip then put his cock back in my mouth (all the while thinking this cock would feel good in my ass but was scared at the same time). I sucked for a few min then his cock started to swell in my mouth and i thought this is it, suddenly he pulled his cock out of my mouth and riped the condom off and came all over my face, I tryed to get away but was too late. His first shot landed on my lips and the second across my nose and eyes. I was suprised and just sat there as he stood up pulled his pants up and said thankx and left. I used some tishu to clean my face and went back to the front counter to make my purchase and left. When i got home i fucked my self with my new toy thinking of the man i just sucked.

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Scarlett’s Fingers

An oldie, from 2012. Originally, I’d published this at Literotica, but my old account there is now deleted along with my earliest few stories. I’ll be republishing them here, except for maybe one.

THE AMOROUS ADVENTURES OF JULIANA L., PART 1

My real name isn’t Juliana L., but that’s the name I am going to use in these accounts. Almost all of what I will write in these pages really happened; the remainder is changed to protect the identities of those involved, and for dramatisation purposes. After all, I can’t possibly remember verbatim conversations that happened fifteen or twenty years ago. Can you?

beginner crossdressing

I am 20-year-old short gray hair about twenty pounds heavy but not fat, with a round big ass. I am seeking to give oral to completion for nothing in return.’
In my younger day, I was constantly searching to meet strangers for adult fun, to give them oral without the man having to give anything back in return. I had regularly posted advertisement to personal encounters of Craigslist, resulting in receiving several e-mails a week from men wanting to meet. I answered every e-mail asked them when they could they meet, where could we meet and when we met, what did they want to do. When they responded, with the necessary information, I reviewed their information then decided if I were willing to meet. E-mails were from local men or from men traveling and want to play when they were away from home.
I received one e-mail from a stranger in San Diego; his name was Ray. Ray was coming to my town for a few days on business, mentioning my advertisement posted on Craigslist. He wanted to meet me, so I could give him a blowjob. Ray and I exchanged a few e-mails and I agreed to meet him because he could host at his hotel room. In his e-mails, Ray asked a strange question, “Do you know any transvestites?” Ray mentioned he had a fantasy about meeting a chick with a dick. In my e-mail back to Ray, I told him that I had a fantasy about a Tranny topping me. I told Ray I would look around for what we both had erotic fantasies. I provided Ray my phone number should we need to speak about our threesome. The next-day Ray, my cell-phone rings and it was Ray.
First question after hello, Ray said, “Do you swallow or spit?”
I responded boastfully, “I like letting a man shoot off in my mouth and having him tell me to swallow his load.”
Ray continued, “Good; I am straight man, and not interested in sucking any cock. So you’ll do fine.” Ray continued his questions; he asked, “Did you find a chick with a dick yet?”
I responded, “No, not yet; I will check Craigslist today. You know that most she-males charge money. I am willing to split the cost with you.”
Ray scoffed, “No, not fine. I do not pay to get my rocks off. You need to find a chick with a dick to meet us, and one that does not charge. I want to see her sucking your cock; I take her from the rear. Then I want to see her cock fucking your ass.”
After Ray’s phone call, I started my search on Craigslist for a chick with a dick. I found several and sent them all an e-mail. The next day, I received an e-mail from Crystal, a thirty-five-year-old transvestite with silicone breasts. Crystal lived about thirty miles from the town I was living in. Crystal provided her phone number to call confirming our meeting arrangements. When I called her, it rang six times, and I wondered if I had the correct phone number. Finally, when someone answered the phone, I said, “Crystal, Roger.”
Crystal answered in a low, soft whisper, “Oh, hi sweetie; I’m Crystal, so nice of you to call.”
I did not want to catch her at a bad time, so I asked, “Crystal, is this a good time to talk?”
Crystal replied, “Sure Roger; I just got out of bed and fixing my first cup of coffee.”
The conversation was going as planned, I continued, “So, are you OK meeting Ray and me on Friday night?”
Crystal stretching her words, “Oh yes sweetie; I have two holes that loved to be filled.”
I was beginning to be excited about having a threesome with Ray and Crystal, but needed to check, not sure how to ask I blurted, “Crystal, I have to ask. Do you charge when you meet someone?”
Crystal replied, “Oh no sweetie; I am always free.”
I replied, “Great Crystal, Ray and I are not looking for a professional, just someone who likes to meet men and have fun.”
“I love to have fun, and with the two of you, there are more possibilities. I am versatile. Why don’t you two meet me at my place, where I have my things?” Crystal said with a playful sound in her voice. Crystal continues, “Now Ray is the straight guy who wants to fuck me and you are a bottom which likes to give oral? Crystal continues by asking, is it OK for me to top you?”
I responded, “Yes that sums it up, and I also like to give oral.”
The meeting was set for seven PM at Crystal’s house on Friday night. I sent Ray a text message giving him Crystal’s facts. ‘Thirty-five TV, 40D, seven inches cut, versatile.’ Crystal provided a photograph that showed that she had large silicone boobs and a male member, a chick with something extra. Ray was all excited about meeting Crystal. The plan to meet as threesome was set.
On the Thursday evening, Ray calls me saying, “Roger, bad news my meeting has been canceled. I will not be arriving until Monday.”
I said, “No problem Ray, I will reschedule.”
I called Crystal to update her on the change of Ray’s arrival date. She apologized, but she was going to be out of town on Monday and could not change her plans. I called Ray back and I told him, “Ray; Crystal will be out of town on Monday night. She cannot change her plans. Looks like it is going to have to be, you and I”
Ray, in an upset and loud voice, said, “Roger, you will have to find another, she-male.”
Taken aback from his outburst and demand, I said, “I have tried, there are none available. I did find one, but she wants two hundred dollars an hour.
Ray retorted, “I am not paying for anyone’s service; I want to meet a cock sucking she-male slut, or cross-dresser will do.”
I apologized for not being able to meet his needs, “I have looked on Squirt and on Craigslist, and I’m telling you on short notice, I can’t find someone.” I started to be perturbed with his demand and in frustration I said, “Look, what you want me to do, wear pantyhose for you?”
Ray paused, with a devilish sound in his voice he said, “Yeah, you do that, you dress up for me.”
I was jesting, was not inclined to play dress up for anyone, not even Ray. I tried to talk my way out of his demands, by offering an excuse, “What, are you kidding, right? I have never dressed, ever. You have to be crazy to want to see me in pantyhose. Ray, I don’t have any pantyhose to wear.”
Ray insisted, “Well, go out and buy some pantyhose. While you are at it, get a matching bra and panty set. Make it something sexy.”
I continued to offer every objection not to dress, but Ray continued to press the demand. Resigned by his persistence, I agreed, “Well all right; I will find pantyhose, panties, and a bra. I am not going to buy a wig and a dress, or wear makeup, OK.”
My agreement to play dress up for Ray excited him about our meeting. Ray urged me on by saying, “Yeah that will be fine; I want to feel nylon stockings rubbing on my legs.” Ray agreed I would wear pantyhose and anything else I could find on short notice. I would meet him at his hotel room Monday night at seven PM.
I went to Walmart that Saturday. Walking around the woman’s department, spying at the panties and bras’ sets from a distant, my heart was pounding. I felt self-conscious about the thought of buying woman’s clothes. Someone from work or my church might see me with large woman garments when they know my wife is small. I knew that husband’s shop for their wives, so why would anyone notice or care what I was buying.
Embarrassed, I walked down the panty display, grabbed a red lace ruffle panty with matching bra. Next, I walk to the stockings and selected several pantyhose; I made sure they were large. I raced to the automatic checkout; I did want a cashier to remark what I was buying. Quickly, I left the store. Five minutes later, I could still feel my heart pounding. I had an Adrenalin rush caused by buying woman garments as directed by a stranger named Ray.
In my e-mails and chats with Ray, we talked about me giving him blowjob while I was dressed in pantyhose, panties and a bra. Ray called them sissy clothes. The date, time was set, and everything confirmed; I would wear the pantyhose, panties and bra. I would rub my nylon-clad legs against Ray’s legs, and Ray would get hard. I would perform fellatio for him, and we would both be happy.
Ray arrived on Monday and attended his business meeting. I got a call from him about six PM, Ray questioned, “Are you ready?”
I replied with an excited voice, “Sure, I’m ready to meet you and can be there at seven.”
Ray continued, “Do you have sissy things on now?”
I responded with sound of humiliation in my voice, “No; I was going to get dressed at your motel room.”
Ray shot back quickly, “No-good. I want you to arrive with your wear your sissy things.”
I tried to offer my objection by saying, “No way; I do not want anyone to know.”
Ray in a convincing voice, saying, “Who is to know, wear your stockings, panties and bra on, then your pants and shirt; no one will notice.” Ray says, “I want you to arrive with wearing your sissy things. No sissy things, I will cancel our meeting.”
I did not want to disappoint him, I reluctantly said, “OK I will. I will do as you ask. It should not take me long to get them things on.”
Now Ray ordered me, “When you arrive, the door will be open, you knock, and I will go into the bathroom, you enter and remove your shirt and pants. When I walk out I want to see you in pantyhose, panties and bra.”
Submissively, I responded, “Ok; I’ll be there at seven.”
I got naked and took the pantyhose out of the package. The package said they were large, but looked small. I looked if there was a front or back. I could not tell. I looked for instruction, there was none. The pantyhose were black and sheer. I asked myself, how do you wear pantyhose, one leg at a time? I had to roll up the leg, slide my foot into the tip, then pull and unroll the stocking to the knee. I did the same for the other leg, I stood, pulled on each side so the pantyhose and covered my butt to the waist. I smoothed out any wrinkles in the stockings; I looked at my stocking covered legs. I commented to myself; I had pleasurable and womanly shaped legs. I shaved my legs so to look more feminine for Ray.
I put the panties on first then the bra. Ouch, the Bra was unyielding. I bought a large, but the straps pressed into my skin restricting. The bra around my chest restricted my ability to take a deep breath. I covered up my sissy things with my pants, shirt and shoes. I drove to Ray’s hotel dressed in woman underwear and had the filling others watching. I prayed not to have an accident or pulled over by the police. You could not tell I was wearing pantyhose, panty, and a bra. Nevertheless, I was self-conscious about my sissy condition.
I did not want to be late, and arrived at Ray’s motel before the scheduled time. I sat in my car, feeling how smooth and silky the pantyhose were against my shaven legs. The bra was still tight and restricting my breathing, or maybe I was excited about being dressed.
At seven o’ clock, I arrived at Ray’s motel room door. I knocked on the door; I heard an answer, “Come in.” Pushing on the door, I found it unlocked. Once I entered the motel room, I closed the door behind me. As instructed, I took off my shirt, pants and shoes to reveal my male body wearing black sheer pantyhose, red ruffle panties and a red under wire bra. I do not have big breast, but the bra did giving the appearance that I had small breasts.
A stranger appears out of the bathroom with a towel wrapped roughly around his waist. He said, “Well helloooo, I am Ray.”
We shook hands; I replied and said, “Roger.”
I lifted my arms, and twirled, so he could see all of me. He sat on the bed and asked me to stand in front of him. The pantyhose were sheer and black, but you could see my moderate erection bulging off to one side. He undid the towel exposing his genitals. His cock was limp. He turned me around, so I was facing away from him. He pulled on my hips causing me to sit on his lap.
I was in the typical lap-dancing position; my butt was hovering above his crotch. Moving my butt in circles, I pretended to grind his package with my cheeks. I changed the pace. I switched to a revolving motion; I was simulating riding him in reverse cowgirl position. Looking back at Ray as I grinded against his body, I could see the grin on his face become a smile. Sitting for full-body contact, wiggling my bottom on his legs, and rocking back and forth on his male member caused Ray to be aroused. The contact between my pantyhose and his flesh did not take long to awaken his hardness between my legs.
I continued to rub my bottom on his erection while he felt my breasts and slipped his hands into the bra from the top to play with my nipples. He got my nipples erect; I got his limp member erect.
He told me to sprawl on the bed on my hands and knees facing him. I did as ordered. I saw his erection for the first time and could see a cut phallic about six inches. He stood in front of me, placed his hands on each side of my head, pulled my head forward and down, directed me to give him oral. I opened my mouth; accepted his hardness into my warm wet mouth. I heard him moan and tell me how that feels good. He kept his hands on my head moving his hips up into my mouth, using his hands to restrict my moving.
Ray used my mouth for his pleasure for a few minutes, he stops and ordered me to stand. He slid my panties down to my ankles. He turned me around, forced me onto the bed, so my knees were on the edge, my hands starched in front; I am in the doggy position. He rubs his cock along my crack and tries to rip the pantyhose, but no luck. Ray rips hole in the pantyhose at a location in line with my anus. I did not expect to receive anal intercourse that night; I was only hoping for oral.
As he rubbed his erection on my pantyhose, aroused, he grabbed my hips and dry humped me. Ray forced me on my elbows, pulled my hips up. He positioned himself with his cock aimed at the hole in my pantyhose. He slides his cock through the pantyhose and touches my rosebud. I have had been anal a few times, and I know I need to relax and let him do what he was going to do.
I needed to relax for his shaft and gland head to slip pass my anal sphincter muscle. I relaxed more with Ray being able to insert his erection halfway into my man-cunt. I was tight and there was no lube; I had to reach behind me and spread my cheeks. With a last push, he was all the way in. Ray started to thrust in deep then slowly withdrawal.
He grabbed my bra began to squeeze, pinching my nipple at the same time. I tighten on his member inside me, gave him pleasure. The speed picked up; the thrusts were deeper, and each time I cried a moan of pleasure. Ray held my hips, so I could not move, and he climaxed was way up inside me. Everything happened so fast that I did not realize Ray did not wear a condom.
I collapse on my side, Ray rolling with me, his manhood still inside me. We lie there for a few minutes, when his relaxed cock slipped out of my now dripping wet anus. He patted me on my butt and said I was hot in pantyhose. He started to dress, mentioning that he had nothing to eat. He told me to stay dressed. I went to the bathroom to go clean up. I kept the stocking on, put the clothes back on and wore the bra; I was dressed as a sissy .
I went into the kitchen to cook something, he gave me a pair of high heel shoes, to cook for him dressed like this.
to be continue…

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“MOM SECRET LUST”

Moms Secret Lust
By Blueheatt
___ I started to look at my mom differently now that girls was all I thought about. Me and my little buddies learned to jack off at about 7 or 8, when an older boy showed us how to ‘feel good’ We would go into the woods and jack off, in our bathroom together, and any place we could sneak a jack off. Alone or maybe one or two others we trusted not to tell about our ‘naughty’ thing we did. One day the older boy said let’s find a secret spot in the woods and go jack off. I said sure! We found a very secluded sport and got naked. We laid side by side so we could watch each other jack off. This was new and exciting to me. Watching each other was hot and I watch him cum and he watch me, only I didn’t cum yet. Next time he said I could jack him while he jacked me, and maybe some white stuff would cum out my dick like his. So…I jacked him as he jacked me. He gowned and lot’s of ‘white stuff’ cam out of his dick this time. He jacked me fast then and for the first time I had a little ‘white stuff’ come out the end of my dick. It felt wonderful to both of us, and we left. Typical little boys playing with their now found self toys.
It was when I was young. Who we’d like to fuck and who was getting some pussy, We all claimed we were getting pussy, but only a few actually were. At 13 for me, things began to change for most all of us. Guys talked secretly about seeing their sisters or mom naked.
I would try and see my mom naked too. I only got glimpses of her. I had no sisters. I had a shock once when my buddy said he could watch is mom, (a sexy woman) taking a shower, outside their bathroom window. We waited on night to watch. She pulled the shade down to far and we saw nothing. Then the shock. One after noon we decided to we wanted to jack off, and he said we could use his house, his folks were at work. We sat in his living room think about the girl we’d like to fuck and jacking off. When we had both shot our cum….he yells out….”JEN!, bring me some toilet paper.”….wtf!..that was his 12yr old sister! I scrambled to pull my pants up and in came ’Jen’ with a roll of toilet paper. No expression on her face. Didn’t directly look at our wet dicks, and went back into her bedroom. I learned later he was fucking his sister.
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My mom was a looker, I saw pictures of her when the was in her teens. She was tall, 5’10”, long brown hair, 34D tits, a nice shapely figure and oozed with sex appeal. Being tall she had the hottest legs ever. I was real little when I got the hots for my mom. As time went by, it increased. She knew it and would rub my head against her tits, and just smile at me. She knew when young boys had the hots for her, and she really liked it.
Now I was 13 and I jacked off thinking about fucking her, like lots of my buddies did with their mom‘s or sisters. When my buddies would come over, she always hugged them and rub their head into her nice tits, then just smile at them.
———————-
The First Time.
One late evening my mom was sitting up in bed reading a hot romance novel. She had on a blue night gown with a top that blocked out her nipples from showing. The gown came down to just above her knees. She had on white panties and I could see a dark area where her pussy hair was. I laid beside her on my one elbow and talked. All I talked about was this girl and that girl and went on and on about girls.
She finally smiled at me, took of her glasses, put the book down and said: “So it’s girls, girls, girl, is it?” I smiled and chuckled and said yeah. Her Dr. had given her a huge bottle of some new pills for occasional back pain. She for the first time took one, and we talked about….girls. She asked me some questions and knew I didn’t know a thing about girls and babies or anything. I just had on my pajama bottoms. She started telling me about girls and all the details. A girls nipples and what felt good to them when a boy feels them. I started getting a hard on. I moved my leg over it to hide it. Mom knew this and just smiled at me. She then decided to show me on her self how to feel a girls tits. She took out one of her nice full tits and pointed to the areas that girls like to have suck on and kissed. My hard on got bigger now. She smiled knowing she was turning me on and stepped it up. She said to come closer to her. My face was now inches from her big tit. She said to try licking on her tit for a little practice. I gulped….and she pulled my head into her tit. I did as she instructed and sucked and kissed her nipple. I looked up once to see her eyes closed just enjoying this. She made a little moan, and said I was doing a wonderful job and to keep doing it. Soon she pulled her top completely down and turned the light down real low. Now she had me doing both her tits, holding my head and guiding to where she wanted sucked next.
I figure it had been about 3 years since she her last boyfriend. He was married and moved on after fucking her for a while. So she must have been ready for some kind of sex. There I was, all green and young and willing to do what ever she asked me too. She started talking about how a woman was built. She pulled up her nightie to show me where a woman likes to be kissed on her tummy and lower.
I think the pill was kicking in real good now.
I got to watch her take down the side of her white panties to show me things. Then she took them complete off, then her nightie too. I thought my dick was going to start cuming by itself I was so excited. Now she was completely naked beside me. My dick was going crazy as I had to lay on it to keep it hidden. My eyes feasted on her beautiful body. My eyes locked on her pubic hair, her tits, her hot looking hips, her smooth legs over and over. She just smiled and let me look all I wanted. She knew I was in a 13yr old boys heaven, and it made her excited letting me gaze at her, knowing I wanted so bad to have sex with her. She watched my eyes as I wanted to never forget what I was seeing right now. She started rubbing her arms and legs slowly. She was teasing me by slowly feeling herself up. She squeezed her own tits and moaned a little. She squirmed her hips and lifted them up and down. She ran her fingers thru her pubic hair and combed it with her fingers. She smiled at me so sexy and then asked me if I knew how a girl masturbated. I said, ‘no’. She smiled real big and turned to me on her side. She lifted up one leg and showed me her pussy and where a girls clit was.
She had a good size clit, and started rubbing it all around. She put two fingers in her wet pussy with her other hand and moved them in and out while she fondled her clit with the other.
Damn, she was going to masturbate right in front of me now. She turned on her back, put one leg over me so her pussy was facing me, opened her legs wide and started using both hands, rubbing her pussy. She whispered: (“ get closer.”)
I scooted right up to her wet pussy. It was making clicking sounds as she ran her fingers in and out of her wet pussy.
I’ll never forget the look on her face of contentment and excitement all in one look. I think she had fantasized about doing this and now it was happening.
The aroma of her pussy was taking my mind and locking it on her pussy, wanting so bad to lick it. That aroma still haunts me today. If I smell her perfume, I smell it mixed in with her sex and my dick instantly starts getting hard. I would look in our laundry, and find her panties and bury my nose in them for a jolt in my dick, every time. I took a light blue pair of panties she had that had that wonderful smell heavy on them and put them under my pillow. Later when I was ready to jack off thinking of fucking her, I smelled them to get that jolt in my dick. I would touch my tongue to them just as I was about to cum, and I started shooting way more and way more intense. Those cums took my breath away as I would squirm and moan and shoot all over my self and the bed. I called them ’super cums’, and once you had one, that all you want from then on.
I must have looked like a robot. I was frozen in place, afraid to blink as I might miss one second of action. She was the sexist woman alive in front of me, stripping for me and now rubbing her hot pussy for me, inches from my face. She put her legs now over my shoulders as I lay on my stomach. I could smell her perfume and her wonderful womanly sexy aroma.
She was really turned on and started talking about erections and how normal they were. She talked in a low sweet feminum voice now, so sexy to me. She smiled and said for me to take my pajama bottoms off and let my erection go free. I know my face was red, she soothed me and said don’t be embarrassed, that it was perfectly ‘ok’ for a mommy to teach her son about sex, but…. this was very secret and we would never tell anybody about this, ever. I agreed. Now she could see my 13yr old erection standing straight out in plain view as I was up on my knees now. I think I had about 6 and ½ inches then. She smiled big and whispered to come closer to her.
——————
Mom started to think……
…’.well I’ve done it now. If he talks I’ll have to find a way out of it. This muscle relaxer is really making me horny for my own son, but not really. I’ve had secret hidden thoughts about him for a long while now. He’s a sexy little guy and needs me to teach him…but I have secretly yearned to for him to have sex with me, and not with some other girl. I’ve watched him grow up and he never knew it but I loved touching him. I would get chills. I hid these thought for so long now, I’m tired of hiding them, I want him to want to have sex with me, his mom. I’ll just let him know it’s ‘ok’ because I’m only ‘teaching’ him about girls. I’ve hid my lusty thoughts long enough, now it’s time I got satisfied and he’s got a nice warm penis to do it with. He’s as big as his dad at only 13.
Mom’s have needs and I’m going for it. I’ll make sure he won’t talk. I’ll just make it ‘our private secret’. I know he wants me bad. I overheard him talk to his buddy one night about how he would love to fuck me and I’m going to make it happen, the sooner the better. I’m going to have him touch me all over, like I’ve been holding back touching him. It’s time, I want to feel his hands on me and make me so hot, he’ll just want to have sex with me or die. I’ll tell him it’s perfectly ‘ok’ and no one will ever know. I want that hot erection in me….now. He’ll love watching me masturbate. I love looking at his penis, so big and hot looking. I bet I can make him cum so hard, he’ll never forget it.
In a way,…. I wish he would just take me, and hold me down and put his penis in me and fuck me good saying he just had to have me. I wish I could say to him:…” Oh baby…., take mommy, take me now!,…..then we’d both moan…. as we squirmed…. cuming both together finally….
…..but that will come later. I know how to tease him till he wants to just take me!…that will be so hot…I want him to do that so bad, and he will….he will….
—————-
I moved closer to mom. She smiled so sweet and whispered: (..”it’s ok if you want to touch me, anywhere you want to…just go right ahead ”…)
She closed her eyes and waited for me to touch her. I was dizzy with excitement. I moved around to her side and I started with her big tits. I had wanted to feel them for a long time, and now I was free to feel them bare all I wanted. My jittery hand squeezed one tit and she quietly moaned. It was so thrilling to feel. I touched her where she taught me to, I pulled in close to suck on her nipple, I could feel her warm skin under my arms, and felt her breathing heavy. I just knew she was as excited as I was. Her hands started feeling my hair, and she ran her fingers thru it. Next I started kissing her tummy. She would jump and moan now and again. I wanted her to be pleased with my new teachings. I kissed closer to her pussy. She started squirming while she smiled with her eyes closed.
———————
Mom began to think more………….
‘Damn my son is making me so turned on, I can hardly stand it. I haven’t ever felt this hot, ever. This is the naughtiest thing I have ever, ever done, and I’m taking it till I climax big, there is no stopping now. I have him now and he’s mine to pleasure me. I’ll train him how I want to have good long sex. How I want to have my vagina licked. How I want his penis in me and how I want to cum at the same time with him. This is only the start. I’ve got him now, and we’ll lead a new life of pure pleasure anytime we want.
——————–
I went around between her wide open legs, and watched her masturbate. Both hands working her pussy. She moaned as I put my hands on her knees and pull my dick in close to her pussy. I pulled my knees up under her warm raised legs. My dick was inches from her pussy as she ran her fingers in and out. She said to thrust my hips forward like I was having sex with a girl. I did, holding my dick and watching it so close to her wet pussy. I thrusted it like she said and she moaned and just open her content eyes to watch my dick. It took about 5 stokes and I felt a super good shock in my dick and I shot a big stream of cum way up across her hands, arms, tummy and some even went on one of her tits! She moaned loud as she fast rubbed her pussy. She leaned way forward to watch, then another cum shot way out, landing on her lips and chin. She gave out a real loud moan licked her lips and leaned back and started shaking the whole bed, raising her pussy to touch my dick. Her head went side to side in ecstasy as I guessed she had a beautiful girl cum. She raised her hips, and shook and moaned loud…’Oh Yes!!!…oh baby…yes..” My eyes were locked on my cum on her pussy and watching her feeling it with her fingers and even putting her fingers in her mouth to taste my cum. Her pussy squirmed as she lifted her hips again, moaned and shook. I think she had a cum again as she licked her lips more.
My dick was numb from cuming so much, as she reached out rubbed my dick on her clit and pubic hair.
I put my face down to her pussy and I wanted to lick it so bad. She watched me, then pulled me up and we started kissing, like we kissed a hot girlfriend or boyfriend.
She whispered: (“ That was the most sexy beautiful thing I’ve ever had happen to me , and we’ll be doing a lot more of it, anytime we want.”)
I laid my face on mom’s pussy and loved the feel of my cum on her hot and wet pussy. I could smell my cum and her sweet pussy juices, and licked her wet pussy clean. My cum went all over her and her pussy. She kept scooping some on her fingers and tasting it, then swallowing it till it was all gone. I kept licking deep in her pussy and tasting her pussy juices. We licked all of the cum and juices up and both tasted it. I loved the feel of her soft and beautiful pubic hair. I rubbed my hands all over legs and tits as she shook with delight as I did it. Her sweet eyes were closed as she played with my hair and pulled my face around her pussy, and smiled with contentment and moaned quietly. I wanted to feel her pubic hair forever with my fingers and face. I fell asleep with my face on her pubic hair, and her legs wide open to let me lick her pussy, all I wanted.
—————-
The Second Time
Everything began to change now. That next day was heaven. She let me watch her dress and undress. No more closed doors. I watched her shower so beautiful as she felt her own tits, all wet and soapy. If I wanted to touch her, she let me. I could feel her tits now, and kiss them anytime I wanted. She would hold my head and whisper: (“I like that.”) I never stopped checking the windows in our house though, to make sure no one was looking. She liked that too. I couldn’t stop thinking about the night before and how it went off the pleasure scale.
She teased me that next day too, putting her ass up to me and rubbing it on me. Walking by me and feeling my dick through my pants. We loved getting behind one another. I would reach around and un button her blouse to feeling her nice big tits, and slip my hand under her bra and feel her bare tit skin and nipples. She would reach around and put her warm hand down my pants and feel my constant hard dick. She whispered: (“did you like last night son.?) I nodded as she felt my dick….(…“well tonight will be even better….. mom’s like to feel cum inside them, and that’s what were going to tonight son….you‘ve made me so happy, we have lots of hot things we‘re going to do from now on. I‘ll just be your ‘special‘ girlfriend from now on. No one will know but us, you have to understand that“….I nodded my head… “Can you wait until tonight, or do you need to cum right now?”)
Moms mind was racing as she thought…
———–
‘oh my god, I’ve wanted to do this for so long. I haven’t felt hot cum in my mouth for a long while. My tummy is shaking, my hands are shaking, my vagina is tingling and wet and I’m doing it right now. Tonight I’ll feel his warm penis in me finally. I need that, I’m not only over due, but it will be my first son to cum in me. The taboo thing is not stopping me, I want him in me and I’m going to make it happen. Oh damn the feel of his hot penis head on my lips is so erotic and wonderful. I can make him cum fast or take my time and just savor it. He’s so excited he may just cum fast and I’ll have no choice…I better jack him fast.. OH YES! HE’S CUMING…MMMMM…oh damn that’s hot and good. Cum for mommy, keep it cuming, I want it all….mmmmm…now that was thrilling beyond words…mmmmm…(swallow)…mmmm, damn I love that feeling and taste!
I love feeling him explode in my mouth, he jumps with pleasure, and moans so hot. I like the way he runs his fingers thru my hair as he moans…..
———-
She knew I was about explode and with the door locked, she sat me on the couch got on her knees and took out my dick. I watched her lick and suck as she felt my full balls. She moaned saying …”oh yes…mmm..Mmmmm ah huh, cum for mommy.” as she put my dick all the way in her mouth and moaned something about ‘giving my cum to mommy‘. She then started jacking me fast until I shot all my big load right in her mouth. She moaned with pleasure. I got so dizzy I shook with ecstasy. She swallowed all my many shots of cum, then licked her lips over and over and moaned and licked my dick for a long time….…. as I ran my fingers thru her hair…..

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