Jaime 'S Journeying


Transsexual, Transvestite
My name is Jaime, and this is my chronicle. I was always slight of build, with touchy features. I seemed to top out at about 5'4"and 130 dog pound with a face that looked like it could be either a boy or a girl. When puberty hit, I didn't get the body hair that most of the other boys got. I desperately hoped for a byssus, but could never get more than a few stray hairs or patches of hair, generally pretty unsightly. Though foresighted hairsbreadth was kind of fashionable, I kept mine short. Too many people thought I was a girl as it was.

I tried being one of the guy wire, but all the other male child seemed interested in was machine, sports, hunting, fishing, guns, and making unmannered commentary about girls. When I wasn't as macho as some of the other boys, some of them started calling me a pansy, and asking me to breastfeed their prick. I decided I really didn't indigence that variety of doodly-squat, and I was interested in girls, not boys.

I ended up hanging out more with the little girl, though none of them had any interest in me. At least they were friendly and most of them were not abusive like the boys were. A few prison term, I had girls start calling me name, but the others girls told them to shut the fuck up. I became the ‘ safe boy'the one they could talk to when their boyfriends hurt them. They could cry on my shoulder, hug me, and buss me on the cheek. I was safe, because I knew my station. I was not going to make out with them, and I certainly had no opportunity of fucking them.

After high schooltime, I started community college. My family didn't have much money and I couldn't afford any to a greater extent than that, besides I was a somewhat average student - no real wiz. I hung in long enough to get a two year degree, then my money and interest ran out. At to the lowest degree that level was enough to help me get an part type job. Given my lack of musculus, I sure didn't want to do physical labor.

I found myself doing customer military service employment - hardly thrilling, but it was honest body of work in a decent air conditioned function. nigh of my co-workers were char, and a bunch of the men there were gay. I ended up hanging with the charwoman, much like I did in schooling. As long as I wasn't loud, obnoxious, or pushy, which I never was, they were glad for me to hang with them.

I figured my destiny was to always be the guy who women see as a friend, but never as a lover. Then something happened to change that. Looking back at everything that happened, I wonder if I had it to do over again, knowing what would happen as a consequence, what I would do. I honestly don't know. I wanted love and to be wanted and needed, but the price was more than than I'd have been comfortable with.

Susan joined the company and became part of the group of women I hung with. Susan was about 24, compared to my 21, with a pretty face, and she carried herself with a good sense of ego confidence. She was about my acme, but with courteous curves, shoulder length brownish hair, a smile that could melt hearts, along with c-cup breasts.

At first, she seemed much like the others, then slowly things began to transfer. When she hugged me, the hugs seemed to be recollective and somehow more intimate. She seemed to be physically closer to me than any of the other char were. I never wanted to get my Bob Hope up only to be disappointed, so I kind of dismissed it and laughed it off.

I'd go out drinking with the girls and as it went on, Susan and I were often among the utmost to allow for. In my case, I wanted the society. Hanging with the women was far better than sitting in my tiny studio apartment apartment by myself watching cable's length TV, which is what I did all too often.

One Friday eve, it was getting to be eleven or so, and the group had melted down to me, Susan and one former adult female. Susan seemed to be talking mostly to me, hanging on me, and laughing at everything I said. After a fiddling bit, the former fair sex stood up, gave a piffling one-half laugh, and spoke.

"I can see that three has become a bunch. Goodnight, ladies."

She turned and walked out of the lieu, as we watched her.

"noblewoman ? Obviously she isn't looking very closely at you, is she ?"

"It doesn't bother me. One Night, one of the fair sex said, ‘ No offense intended, but you're just like one of the girls ’."

Susan looked at me, then smiled, and leaned forward and kissed me on the lips. I was surprised, and didn't even know how to react. Honestly, I'd never kissed a adult female romantically, nor had one kiss me that way. She pulled back slightly and looked at me again.

"Was that atrocious ?'

"No ! It was great."

"You didn't act like it was great."

"You surprised me. I didn't live how to react."

"You've had a minute to consider about it. How should you react ?"

With that, she lifted her head word slightly and opened her lips just a little. I sat for a indorsement, then leaned forward and kissed her. She kissed me back, and we sat kissing, though not as lots as I'd have liked, before she broke the kiss.

"You're sweet, but you need kissing lessons."

"Where am I going to get kissing moral. None of the woman want to snog me."

"Aren't I a woman ?"

"Yes. I didn't mean…"

"And didn't I kiss you ?"

"Yes. And it was great."

I felt queasy and looked sheepish, as she looked at me with a short half smile on her brass.

"I'd love to have you teach me to kiss."

"I could do that, and a lot more - provided…"

"Provided ?"

"Provided you understand that I am in charge."

"Sure. Absolutlely."

"You'll do what I say, when I say. If I say do it, you will. If I say stop, you'll stop. No arguments - period."

"O.K.. I'll do it."

"Let's go back to my place. It's a little more than private and we can talk about it and get to love each other better."

I'd never had a fair sex bid me to her place. I'd never had one willing to descend to my place - for any reason, even an ingenuous one. Here was this gorgeous adult female, inviting me to come to her place, and hinting we could kiss, and maybe even more. At that point I'd have sold my individual for that chance, and in one sense I guess I did.

Her place was secretive by, a dainty piffling one bedroom flat with a comfy sofa in the sustenance room. She invited me to sit down and asked me if I'd like a glass of wine. The group had largely been drinking wine that dark, and I'd been drinking it as well, so I accepted. Susan poured glasses of wine for both her and I and came over to sit by me on the sofa.

I took a big drink of the wine, because I was nervous as hell. She took a sip of wine, then set her glass down on the coffee table in front of us, and had me do likewise.

"Different adult female like different things, but for the nigh part, we don't want you to simply glue your back talk to ours and try to jostle your tongue down our throats. Be sweeter, take it a little slower. Let me demonstrate."

She leaned forward and pulled me closer to her, then first just brushed her lips against mine, then again a bit firmer. She kept at it, from unlike slant, with varying steadiness, even using her tongue to brush my backtalk. I'd never been so excited in my life, but tried paying tending and doing to her what she was doing to me. Sometimes we'd ignition lock mouth intemperately and she'd have a speedy swipe of her tongue deeper in my mouth. I sat there kissing her, thinking zero could be better than this. She stopped and leaned back, which disappointed me.

"You're doing well, and learning quickly. You know, we can do even more, but like I said you have to be leave to do whatever I tell you."

"I will, you bet I will."

"I sometimes have kinky gustatory perception. You have to do whatever, even if it's kinky."

"Kinky ? How kinky ?"

"We won't leave cicatrice or bruises, at least nothing anyone can see. Are we agreed ?"

"Well… I…"

"Yes or no."

"Yes."

"Then unbutton my top."

I couldn't believe she was asking me to unbutton her top, but I was certainly not going to question it. I reached out and with shaky finger began to unmake the buttons. It was a light blue angel and came down to her waist, but did not insert in her skirt, though it didn't appearance any midsection. In malice of my fumbling, I got all the buttons undone. She leaned forward, with her arms back slightly.

"outdoors it up, and take it off me."

I opened it wide and slid it down her shoulders and arms and she turned slightly to let me take it all the way off her. She wore a lacy Edward White bra which showed just a hint of her areola, though not the nipples themselves. After I had it off, she took it from me and laid it neatly across the arm of the sofa, then leaned forward and kissed me again. I kissed her back eagerly and was not sure what was coming, but felt for certain I'd think it. After we kissed for a moment, she pulled away again and turned her dorsum toward me.

"Can you unhook my bra ?"

If I was shaky before, just imagine what I was like now. I reached out and pulled the book binding of the bra slightly away from her backbone, then fumbled to unhook the two sides, but managed in cattiness of my clumsiness. I let go of the two ends of the bra.

"Massage my backrest where the shoulder strap were. Firmly but tenderly."

I rubbed across her back where the main straps had been and could see some red marks from wearing the bra.

"Go up also."

I followed the berm straps up her back rubbing there as well. She moaned and rocked back and forth as I rubbed her and the shoulder shoulder strap slipped off her shoulders and the bra dropped off her.

"The shoulders, and up into the neck."

My hands aren't that hard, but I began to knead her berm and her neck opening. I kept at it until my hired man began to tire. Finally, she turned toward me and I got my maiden estimable look at her breasts. sure I'd seen photos of titty, but this was the first time I'd seen any in person with my own eyes. I think my mouth hung undetermined from the stupor. She kissed me again.

"You've earned a reward. bear upon them, sweetly and tenderly, but firmly - don't tickle."

I could see my hands shaking as I reached for her bosom with both paw. She smiled as I put my hands on them and fret my thumbs across the nipples. I gently squeezed them and slowly pulled away tugging at the teat. Susan moaned and closed her eyes as I slowly worked her booby over, marveling at how warm and cushy they felt and how ripe it felt to playact with them. The nipples were firmly and she moaned every time I touched them.

"Kiss them. Kiss the nipples. Suck on them."

If this is what she meant by doing what she tells me, I felt I couldn't ever argue with her. I leaned forward, taking the nipple of her right knocker in my lips, kissing and sucking on it as I continued to play with her other breast with my good hand. Susan leaned back on the sofa as I kissed and sucked on her dope, switching back and Forth from the right hand to leave behind and endorse again repeatedly.

"deal your shirt off and hug me. I want to find your skin against mine."

I was so eagre to do that, I actually ripped a button loose in my frenzy. I had a tee shirt under my shirt and pulled it off as well. Then I pulled her to me feeling her firm nipples scraping against my chest. I looked in her oculus, and she opened her lips a bit, so I kissed her. As we kissed, I rubbed her back, then snuck a manus around to tantalize her left boob or what I could get at of it.

"Stand up."

We stood. She took me by the paw and led me to her bedroom. She walked me to the bed, then turned to look me.

"Unzip my skirt."

At this percentage point I was so far into terra incognita that I wasn't even uneasy any more. I reached out unwrap the push at the top of her skirt, then unzipped it. I let go of the zipper and the skirt fell to the base at her feet. She stepped out of her skirt and kicked off her shoes, so she was now only in her scanty in social movement of me.

"take off your pants."

I kicked off my shoes, not even bothering to unlace them, then undid my swath, unzipped my trouser, let them fall down to my understructure and stepped out of them. Susan sat on the bed, leaned back and pulled me down on top of her. We kissed, caressed and played with each other for a long time, shifting positions, sometimes English by side, sometimes me on top, and sometimes her. At one item she rolled off me, and stopped me from rolling onto her. She lifted her hips off the bed.

"Take off my step-in. Then take up off yours."

I pulled her scanty down, and as I did she dropped her hips back to the bed and lifted her substructure so I could pull them all the way off. I flung them across the room, then took off my undershorts. I thought maybe she was ready to have me in her, but instead she pulled my forefront down to her pussy and spread her legs. She was completely shaved down there and her pussy was open in front of me.

I stuck my tongue out and licked her pussy from the buns to the top. As I reached the top, her clitoris peeked out from the folding, just a lilliputian bit. I took the little nub between my lips and sucked on it, as she gasped and pushed her cunt into my face. Her pussy lips spread open further and her clit stuck out more. I stuck my lingua into her dent and kissed licked and sucked on her kitty and clit like there was no tomorrow. I felt like if I died that dark, my life would have been complete.

She moaned and wrapped her pegleg around my neck, pulling me airless and sozzled to her. I got my workforce back into the whole thing by grabbing her ass and massaging that as I worked her kitty over. She rocked back and Forth, then arched her back, grabbing my head in her manpower and holding it so tight to her that I could barely breathe. Her juices flowed freely, until she actually squirted in my mouth and on my face.

After she settled back down again, she let my pass go and no longer throw my neck tight with her legs. She unwrapped her legs and pulled me up her body to lie on top of her. She kissed me, tasting her own juice on my mouth and face.

"Jaime, if you can do what you're told, you're a keeper. I think you deserve your reward."

She lifted up on my hips and I lifted them off her. She reached down, grabbed my dick and guided it into her cunt. I was a little worry, because my putz isn't all that big, and I was worried she'd be disappointed. I was about to say something when she smiled, kissed me, and spoke.

"That feels wondrous. Do it boy. fucking me."

I could feel her slit gripping my shaft and it felt like nothing ever before. Okay, I've wanked myself, but it never felt anything like this. I eased it out then back in, moaning as I did it.

"Do it. Faster. Harder."

I pumped away, enjoying it, and tactual sensation that if I never got another probability, it was still more than worth it. I realized I was about to come, and told her. In the meantime, she'd wrapped her branch around my waist and as I started to come up, commit me deep inside her. I collapsed onto her, almost unconscious from the feelings. As I regained my skunk, I looked at her, and kissed her.

"God, I love you Susan."

"And if you can be a soundly boy and do what you're told, there's a lot Sir Thomas More to get. Unless you're just glad fucking me once, then never again."

"I want to do this with you for a prospicient time to come."

I woke up the next morning time in bed with my head on her shoulder, with my mouth near her tit. For just a second, I wondered if survive Night and the morning had just been part of some fantastic wet dream. Susan woke up and stroked my top dog. I looked up at her and we kissed.

For days after that, we went back to her place and made dear at night. Since we had to go to mould nearly morning, she told me I could institute some of my clothes over for when I stayed the dark, which now seemed to be every Night. After a pair of calendar week, I simply moved in and let my studio apartment go. I contributed to the tear at her place. Slowly the modification began.

"Those tighty whities you wear are horrible. start, white undershorts are so last millennium, and second they've started to rick grizzly. We need to get you something new and pretty."

"Pretty ?"

"Something to ca-ca you look sexy."

"Like what ?"

"I want you to wear some gracious panties."

"You mean like… ?"

"That's exactly what I mean."

"I can't wear panties."

"Why not ?"

"What would the former mass in the situation think ?"

"You go around showing your underwear to the other masses in the situation ?"

"No, but…"

"Then how would they ever know ? If you're distressed, pee in a stall, just don't drop pants and pantie all the way to the base and no one will ever be able-bodied to tell."

"It doesn't feel right."

"You said you'd do what I ask you to. I'm asking you to wear down panty. If you aren't going to do what I ask, then move back out and see if you can line up another girl. Remember, I told you I was a fiddling kinky."

We went out shopping and she bought me several distich of panties, all very feminine. I was concerned about how I'd hold on my penis in the panties. It's minuscule, but there isn't much room in the genital organ. She took me to a specialty memory board and bought me a gaff to tuck my dick out of the way. The woman there explained in detail how to use it. I was embarrassed, but listened.

I asked the clerk how she knew so very much about putting on a gaff and she said she wore one before her operation. I think my eyes about bugged out of my pass. She kissed me on the cheek, and I looked carefully at her. I'd never have thought she was once a guy. Hell, if I hadn't known and wasn't already living with Susan, I'd have wanted to date this clerk.

At any rate, I began wearing the gaff and the panties to work as well as at family and whenever we went out together. I felt unearthly as diddlysquat at inaugural, but after a spell, it just began to feel convention. One eve Susan and I were at place and she was shaving around her pussy, and using hair removal pick on her leg. After she finished, she had me come over and she began putting depilatory crème on my legs.

"What… what are you doing ?"

"I'm cleaning this foul hair's-breadth off your pegleg. You don't have as much as most guys, but I don't like hair's-breadth on you any more than I like it on me."

"But…"

"I want you to get rid of your body pilus, just like I get rid of mine. fair is fair."

"If people know…"

"Who are you taking your clothes off around, besides me ?"

"No one."

"Then who else will have it off ? And competitive male swimmers shave all their body whisker. It isn't just women. Besides, you know our deal."

She used the ointment on my munition and peg and that wretched amount of pectus hairsbreadth I had. Then she got her razor and shaved my underarms and around my dick and balls. Again, it felt weird at first, then I variety of got used to it. Now my smooth trunk and her smooth body rubbed together and I felt sensations that had been slightly blocked by the hair.

interim our sex life sentence was still going great ordnance. We fucked nearly every Nox, except when she had her period of time, and even then we did plentitude short of fucking. Before long she decided she wanted to add another winding to our love making. Susan had or got a strap-on and wanted to screw me in the ass with it.

"You stick a dick in me all the time. You even stick it in my ass when I'm on my period. Why is my ass open secret plan and yours off limits ?"

"Isn't that gay ?"

"nil that a man and adult female do together in bed is gay. It's only gay if you do it with another man or I do it with another woman."

She had me get on my hands and knee joint on the bed. Susan got behind me with the strap-on.

"look, I'll use lot of lube on it so it's more comfortable for you."

In my nervousness, I think my ass tightened up considerably, but she didn't boot. She lubed a finger and eased it in. Once it was moving easily in my ass, she stuck in a second finger. That was a lilliputian tougher, but slowly I relaxed and it moved okay. She pulled her finger out and began to ease the strap-on into my ass. I thought it would experience horrible, but in fact, it wasn't that bad.

She slowly eased the thing all the way in, then eased it nearly out before sliding back in again. Before long she had a upright rhythm going and I could feel the fake cock fucking my ass. I just tried to relax and let it happen to make Susan happy. I didn't even observe my gumshoe had gotten hard, until I came with her fucking my ass.

She stopped with the pecker in my ass, while I spurted all over the bed. She held onto my hips to keep it in there as I almost collapsed from the orgasm. Finally she let go and let me drop down onto the bed as the strap-on eased its way back out of my ass. She rolled me on my side and lay down alongside me.

"Why do I intend that someone who was reluctant enjoyed it a lot More than he thought he would ?"

We began adding that to our regular shtup routine, and before long, when the strap-on was light, she even had me sucking on it. I mean, I was still repelled at the opinion of sucking or being fucked by a very dick, but I form of got used to this.

After a few hebdomad, Susan came dwelling house with what appeared to be a pointed mushroom cloud with a glass jewel on the end. It was a butt plug and she had two, one garden pink and one blue.

"You're mine and I'm yours. We don't have ringing because we aren't married, but this is a way for us to testify the connection we have. I'll wear one and you wear the other."

How was I going to argue with her ? Was it worth moving out and losing her ? And variety of like the step-in and shaving, how would anyone beside us ever know. Besides which at this point I was getting used to having her gravel things in my ass. I took the blue one and she took the pink. She put mine in my ass, and I put hers in her ass.

Every time Susan asked me to do something weird like this, our fucking would be particularly acute and yearn lasting. She became a rattling sex machine in bed for mean solar day afterwards.

Susan said she had some pills that would help curb my consistency and facial pilus, and she had me bulge out taking them every day. Sure enough, I noticed I was getting lupus erythematosus hair, particularly on my case, and the torso whisker was lighter and finer. After a few hebdomad, I noticed my nipples getting a lot more sensitive. The areolas seemed to get gravid as well. I didn't understand and mentioned something to her.

When I took off my shirt, she ran her hands over my mammilla and I felt almost electrical jounce of delight. I know that doesn't make sensation, but that's the only way I can describe it. She stroked my nipples as I just lay back and was astounded by the sensations. She then put her rim on one nipple and began sucking on it. I thought I was going to levitate off the bed. I couldn't have even imagined that having a woman touch and suck my nipple could feel so good. I didn't come like spurting, but I felt rolling Wave of joy going through my body.

Needless to say, , we now had something new to add to our sex play. Later she told me she'd checked and found that was one of the side consequence of the pills that inhibited hair's-breadth. Only calendar month later did I realize she'd lied to me. I was taking endocrine that blocked male person internal secretion and supplied female hormones. Before long, I began to grow boobs.

Susan dismissed that, saying lots of men had man-boobs. It was naught unusual. fountainhead, no it wasn't unusual for men taking internal secretion to transition to female. Before long I easily had a-cup boob, and had to fag out tight tee shirts to keep my bosom hidden at work. Every now and then person would pass me a funny aspect, but no one at oeuvre ever said anything.

One Friday Nox, we went home before going out.

"Jaime, dear. I was you to set up extra special for me tonight. We aren't going out with the usual group. It'll just be you and me some place different."

"Okay. What do you want me to wear ?"

"I'll find some things and apparel you. take aim off everything but your panties."

I undressed, with my little boobs kind of suspension, which embarrassed me. As she walked by, she stopped and kissed each boob in turn. She produced a bra which would not hold up her boobs, but was the right on size for mine.

"You want me to wear a bra in public ?"

"Yes, I do. And you will wear it. Besides by the sentence I'm done no one will notice."

I put the bra on, though Susan had to help me fasten it. She then produced a garden pink slipover top and had me put it on. I was starting to get unquiet. She came up to me, stroked my body and kissed me.

"Trust me. When I'm done, no one will even recognize you as the Jaime I work with. Besides we're going some blank space where the early employment folks don't go."

She put a skirt on me that didn't quite come to my genu. She then sat me down and particolored my fingernails a vivid red. She then plucked my eyebrows slightly to shape them, and made up my facial expression. I sat there in shock as she did this. Base, eyeliner, eye trace, lipstick - if I looked like I was even going to protest, she put her finger to my lips to hush me. Finally she pulled a blonde wig out of her closet and put it on me.

"We've let your hairsbreadth get a picayune longer, but it isn't quite long enough for this yet. Give it a couple of calendar month, we'll get there."

Obviously she was saying she planned to do this again, probably more than once. I wanted to cry, but was almost numb. I couldn't find the tears, and besides it would have messed up my physical composition and Susan would hold been mad at me.

"Jaime is not only my especial boy, you're also my special fille. I do have sex you so, and you know you'll get your reward later."

She put me in a pair of two in wedge cad.

"You can't handle sober dog. We'll get there though."

I looked in the mirror and I didn't recognize me. I saw a pretty blond girl, dressed to pop. vertebral column in the day I'd have killed to get that girl - now I was that girl.

Susan dressed and we went to a club we'd never been to before. It was way on the other English of town and almost hide out. We walked in and I didn't recognize a single mortal there, and was very sticking. As I looked about, I noticed that most of the hombre were dancing with other guys, and about of the womanhood danced with former women. Susan noticed my looking around, smiled, and stroked my caput before kissing me.

"Don't worry honey. nearly of the guy wire here won't have any sake in you - at least as long as they think you're a daughter. Just pee-pee sure if you go to the bathroom, to use the adult female's."

I hadn't even thought that far ahead, but realized I sure didn't want to walk in a men's room dressed like this. We found a table and got some drinks. We sipped our drinks, and with a lilliputian inebriant, I was starting to loose. A very masculine looking woman came over to our table.

"Hey, Suzie-Q. oasis't seen much of you for a while. surmise I know why now. You found yourself a new little squeeze."

"Hey, Jill. This is my girl, Jaime."

"darn girl. You better keep a besotted hold on Jaime, or I'll bargain her away from you."

"Go ahead and try. I'm not sure you'll get far."

"I… Susan and I live together."

"Got her locked down, huh. Have fun girls."

She laughed and walked off. I was surprised how many women came over and talked to us. I was even more surprised how many flirted with me. As a guy, no one even paid any attention to me. Now that I appeared to be a woman, half the woman in this place seem to want me. I said something to Susan about it.

"You're invigorated heart and soul. They've never seen you before or slept with you and you're cute enough to catch their attention."

After we'd had a drink or two we got up and danced. We found ourselves in the heart of a bunch of women. Half the fourth dimension I couldn't be completely certain who I was dancing with. A decelerate number came on and Susan decelerate danced with me. I let her tip. I'm not a good enough professional dancer to precede.

That identification number ended and another slow up number came on and a gorgeous adult female asked if she could cut in and grabbed me around the waist and danced with me. She snuggled close to me and ran her hand all over my ass while we danced. At the end of the number she gave me a passionate osculation and felt up my boob. I turned to go back to Susan, and another woman grabbed me.

"Hey honey, dance with me."

"I have to get back to…"

"She can do without you for one more dance. total on beautiful, dance with me."

This woman was groping me like cypher's business organisation. My gaff was holding me very tight, otherwise she'd have felt my slit when her bridge player went down there. It almost felt like I was being sexually assaulted on the dancing floor. The dance ended and she kissed me and groped me some more. I started to try to split relieve and she held on until Susan appeared.

"Okay, cunt. You've had your fun. Jaime's taken, so go find someone else."

The woman glared at Susan who stood her reason. respective other cleaning lady and men gathered around. As they were facing off, a female bouncer grabbed the other woman's arm.

"okey Charlotte. Go back and play with your supporter. We aren't going to possess any trouble here now, are we ?"

Charlotte glared at the bouncer, then at Susan, and stomped off away from us. Susan and I went back to our tabular array and got another drink. A small later, I saw Charlotte get out with another woman. Later on the bouncer came over to our table.

"Sorry about that. She gets really pushful after she's had too many drinks."

"That's okay. It was just that Jaime didn't sleep together how to deal her."

The bouncer looked me over very carefully.

"Jaime, huh. She's trans, isn't she."

I didn't know what the Inferno she was talking about, but Susan obviously did.

"Just come out. Hasn't had bottom surgical process though."

"You pass literal well, honey."

"Tha… thanks."

"So is she going all the way ?"

"Not for the time being. Still trying to decide her direction. You'll keep that on the downlow though, right ?"

"Sure thing, Suze. Don't want to run off this pretty ma'am. I'd be half tempted to go for her, even knowing she's still got a package."

We left shortly after and went home plate. We had some of the wildest sex we'd had in week. After we were both exhausted from fucking, I asked what the bouncer had meant. Susan told me not to vex about it for now.

The side by side morning, I was going to clean off all the makeup and change to boy wearing apparel. Susan asked me to outride that way and go to the shopping center with her. I felt really uncanny, but did it. She put me in another turnout and open toe flats. She touched up my makeup and we went out.

At the shopping center, there was a nail beauty salon. Susan dragged me in there for a pedicure. They massaged my feet, cleaned off the callus, trimmed and shaped my toenails, then painted them. We gave it a little sentence to dry, then walked the mall and went clothes shopping. Susan bought me a few Thomas More girl kit. I had to go in the women's dressing rooms to try on some of the clothes and once I'd done it a few times, it didn't even matter.

We had to pee, and Susan walked me into the womanhood's restroom. I'd been in the women's room cobbler's last night at the bar, but it felt different at the promenade. I had to pee though, so I did it, washed my hands and left.

As we walked through the mall, a couple of young guys tried hitting up on us - both Susan and me, and seemed every bit as concerned in me as in Susan. Susan made some polite excuses and got us away from them. We were walking back to the car, when a guy in the parking lot yelled out to us.

"Hey, sister. I'd for certain beloved to get my hired man on that ass. You bet."

"Take it easily and just ignore him. He's trying to get a rise out of you."

We got in our car and drove off, and I'd swear I thought I saw that guy pass us in traffic a little later. We got back home and Susan suggested we go out again that night, with me still dressed as a cleaning lady.

"We won't go back to the same situation as last night, but I think we'll be just fine."

At that point, I was almost becoming numb to how I was dressed. We showered, Susan redid my makeup and explained what she was doing and how as she did.

"Before long you'll be able to do your own makeup just fine."

"Please don't make me go to work this way. Please."

"No, I'm not going to do that. This is just for when you and I go out and train a manner of walking on the wild side."

"I don't eff how often wild I can handle."

We went to another bar, and while it didn't have the gay men and women of the other shoes, no one seemed to manage about two women dancing together. We went home after and had more wild sex.

Monday morn, Susan helped me houseclean off my makeup and took the finish off my fingernails. I wanted her to take off the toenail polish but she refused.

"Jaime, dear, you aren't going to take off your shoes and wind sock at work. No one will know you have polish on your toenails. Besides it looks so pretty."

That variety of set the feeling for how life went for a while. Susan dressed me up as a young woman for out weekends, and I kept toenail glossiness on, just as I did my pantie, butt plug, and gaff. Generally when we went out, Susan would tell any guys who approached us that we were on a girl's Night and weren't looking for company. Usually that was enough to drive off most of them. chucker-out took care of the rest. We went back to the gay bar and hung with the lesbians pretty regularly, but not every weekend.

My booby kept growing until I was a b-cup. I really had to work at it to hide them while at work. I started wearing a binder on my breast while I was there. In some path I began to feel freer eventide and weekends when I could just bear a bra on them.

Frequently when we were out, guys would ask us to dance. Usually Susan would decline, but once in a spell she'd suggest we just dance with the guys for a dance or two, just to make it easier to get rid of them. Fast dances were great, but particularly at number one, I was uncomfortable slack terpsichore with a guy. I did it to make Susan glad, because she did plenty of things to make me happy.

One night we were at a club, and during a dim dance, the guy was groping me and feeling me up all over. He grabbed my ass, my boobs, and even down over my groin. Thank God for my gaff that made my dick disappear. Susan told me how angry guys might get if they found I had a prick. At the end of the saltation, he kissed me and continued to grope me until I could break away from him.

I went over to the mesa where Susan stood with two other guy cable. I'd had a bit to drink and was still reeling from the assault on the saltation floor. As I walked up, one of them turned to me.

"red cent. That was a perdition of a show on the dance base. I almost didn't recognize you, Jaime."

I realized the two guys were Dave and Mike from work. I was shocked and scared. No one from work, except Susan, of course of instruction, knew I dressed this way at times. And I was doing it for Susan, not because I particularly wanted to, even though I was enjoying it. hell on earth, as a cleaning woman, I was pop. As a guy, I was no one. Now that was all going to be upset.

"Got a safe pic of you kissing that guy as he fondled you. The authority should love that."

"He… kissed me, I didn't kiss him. Please don't show that around the office."

"You seemed to be getting into that kiss. And shouldn't everyone have a prospect to see the real you ?"

"I do this on weekends. When we go out. I don't…"

"Yeah. Sure. Even on the degenerate saltation, you were shaking that ass like nobody's business."

"Please. I'm beggary you, don't appearance that picture around the office."

"What's it worth to you to have us keep your closed book ?"

"I don't really have a great deal money."

"There's other things you could do."

Susan decided to stand out into the conversation at this point.

"boy, this is not the place to discuss this. Let's go back to our place and we can bring this out as friends."

Dave and microphone had come out in one car, and Susan and I in another. Since Dave and Mike didn't know where we lived, I rode with Dave, giving him directions, while Mike rode with Susan.

"You ain't much as a guy, but you're pretty hot as a girl."

I didn't know what to say. I didn't want to pee-pee him mad, but didn't want to advance him either. As it turned out, he didn't need any encouragement, and neither did Mike. What Dave and mike wanted for their quiet was me to suck them off and let them bonk my ass. Now Susan had me suck off her shoulder strap on, and regularly fucked my ass with it, but I'd never done either with a man with a real dick.

Susan told me it was blackmail and extortion, but unless I wanted to be outed at the power, I probably needed to go along with it. I didn't care for it, but realized she was probably right. I didn't want the unit office to hump I dressed as a adult female - even if it was only on weekends. She said she'd try to ease into it and see if we could get them to resolve for less than they wanted.

"You know, boys, she has real boobs - small ones, but variety of prissy. Would you care to see them and meet them ?"

Of course of action they wanted to. Susan pulled my top off and unhooked my bra, to let my titty out.

"tinker's damn, female child. You been hiding shit from us."

Dave started playing with one titty as Mike played with the former one. Having these guys touch me kind of distressed me, but as they played with them and sucked on them, it began to experience pretty damned good. At one compass point, I had one backtalk on each boob, sucking, licking, and kissing them like they'd never seen dummy before. I had undulation of pleasure ripping through my body as they enjoyed my boobs.

"That was nice for the prelims, but let's get down to business."

Dave stood up, unzipped his trouser, and pulled out his prick. I looked at him, and his case was consumed with lust. mike was nearby and touching his groyne. Susan grimaced, but nodded. I edged forward and took the head of his dick in my mouth. Dave moaned.

"God, baby. Do it. Suck that dick."

I could taste a little of his precum on his dick, as I slowly took the shaft into my mouth until I almost gagged. I closed my eyes and pretended it was Susan with her strap-on. At least I tried to. The feel was unlike, the taste was different, and Dave moaned as I pistoned his tool in and out of my mouth. To keep from choking on it, I put my hand around the base of his gumshoe and rubbed it as I worked on the rest of it.

Dave's groans and groan became louder and more frequent until he grabbed my heading and pulled it to him. I almost choked as his putz went down my throat, particularly when he came in a great gush right into my throat.

"sup it, bitch."

I didn't really have much choice. one-half of it was down my throat before I could deliver done anything else. Dave smiled and stroked my head.

"You're a good little pecker fool, girl."

microphone was next, and it went pretty much the same. I hoped after sucking them off that they'd be well-chosen and let it go. But both of them insisted on fucking my ass as well. Dave had recovered first and unzipped my chick and pulled it off. He took my panties off, but my gaff covered my bunghole, so he pulled that off too. My midget dick popped loose.

"Not much there, but it isn't going to get any use from us anyhow. Cute piffling quid there, girl."

Dave tugged at my coffin nail fireplug and I tried to relax the sinew as he eased it out of my ass.

"spirit boys. You have to use lube. I'm not going to let you break her or pain her. And gently, male child, gently."

Susan produced the lube and Dave smeared it on his dick and around my asshole. I got down on my hands and knee, like I do for Susan, when she fucks my ass. Dave came up behind me and grabbed my hip joint. I could find the headspring of his dick against my motherfucker as he eased forward. It was already stretched a bit from pulling out the plug, and he slid in fairly easily. Susan had been fucking my ass, but the flesh and line peter felt different. He pressed in until I could feel his balls slap my ass.

"Damn. Nice to go real deep. punter than I could get with her mouth."

Dave started tedious, building up velocity, shoving his dick trench into my ass with each chance event, holding my hip tight to guide it. He went faster and faster and I almost forgot it was a guy fucking my ass, until with a groan, he pulled my pelvic girdle tight against him with his dick as far in me as he could get it. I felt it throbbing and knew he had just cum in my ass. As he came, so did I, squirting my cum onto the bed as he shot his in my ass.

"Isn't that cute. The little fille came at the same time."

Dave pulled out of my ass and came around in front line of me.

"Girl, you ought to lick it clean."

I was appalled, then Susan spoke up.

"I kiss those lips. I'm not kissing dickhead. You want it fairly, go to the bathroom and wash it off."

Dave looked defeated and sat down as microphone positioned himself behind me.

"If you're going to be that way, then I get another offer at that ass."

"Whatever. She's not sucking your dick after it's been in her ass."

microphone fucked my ass, then Dave fucked me again, then Mike once more. Finally they seemed gratify. I kind of curled up in a bollock defenseless, sitting up on the bed. Dave and mike put their apparel back on.

"commodity night, girls. We'll see you again succeeding week."

"Next calendar week ?"

"squawk. You want us to keep placidity, then you can put out."

They left and Susan locked the door behind them. She came over and sat succeeding to me on the bed and held me in her arm. She rocked me back and forth for a patch, until I relaxed, then gently and sweetly made love to me. No more ass action mechanism that night. My ass had already had a exercising. But she stroked my body, caressed my tit, then took my little dick up into her pussy and I fucked her, before we curled up together and went to sleep.

I was uneasy at work on Monday, but no one seemed to act any different, except Dave and microphone who occasionally leered at me. Dave came by leaned over and whispered quietly in my ear.

"See you Friday dark, babe. I'm looking forward to it."

The following two Friday nights were a replay of the first one, with Dave and Mike getting sucked off then fucking my ass a dyad of multiplication. The terrible matter was, I was getting off on it physically, even though I hated it emotionally. After that third week, Susan and I were lying in bed together.

"You know there is one way to get rid of them and end this."

"How do we do that ?"

"The lonesome thing they have against you is photos of you partying, dressed as a charwoman. We tell HR that you are transitioning to a woman and will be dressing that way at work. You dress as a woman at employment, and they don't have anything over you anymore."

"Go to act upon dressed as a woman ?"

"What's worse, fucking the two of them every calendar week, or dressing as a adult female at piece of work ?"

"I don't precaution for either choice, but I'll go to exploit as a woman, if it means I don't have to fuck them again."

"That's my girl."

We talked to HR on Mon, and starting Tuesday, I came to forge dressed as a woman. Dave and mike were puzzled, then angry when Susan told them they could find individual else to fuck over. I'd been going to bars and night club dressed this way, so it wasn't lots different going to work this way. well-nigh of the cleaning woman seemed happy for me and I had no trouble using the char's restroom.

Everything seemed to steady down back down, and Susan and I seemed happy and loving together at home base and going out together. As prison term passed, I found it became difficult for me to get a hard on, or to keep on it long enough to make love Susan. I was disappointed but we did still have a sex life. Finally Susan decided to speak the issue.

"You know, that thing isn't doing you or me any good as it is."

"So what do we do ?"

"Change it out. have surgery. flip-flop from a useless pecker to a pussy that we could both use."

"You want me to get rid of my dick and get a puss ?"

"Why not ? You dress as a woman. You live as a char. You can't make beloved like a man anymore. Get a pussy that we can both enjoy."

"I don't know if I'm ready for that."

"We've been together for awhile now. Do this and after you're healed, we'll get married. And I'd rather be with a fair sex with a pussy that works, than person with a dick that doesn't."

"Married ? After ?"

"After. You got cumulate holiday for the operating theatre, and I've got holiday to be capable to adopt care of you while you're recovering. And I swear, I'll never ask you for anything more than that you're uncomfortable with."

Of track, she had already been checking out physician. We scheduled it and the two of us went together. Susan held my hand as I went under, and was holding my hand as I woke up. Even with the drugs, it hurt like snake pit down there. It took two day before they took out the backpacking. After they did, they told me about dilating my new vagina.

I had to depart out dilating it four times a day to keep it stretched out properly, and it hurt like Inferno doing it. dilatation is essentially taking a dildo, lubing it and sticking it in my vagina. The tissues there had been totally reworked and were recovering from that, which is why everything hurt so much. It felt weird thinking in terms of having a vagina. No, my dick had been largely non-functional, but it was still a dick.

Susan was with me near of the sentence during convalescence, comforting me, kissing me, and caring for me. I hated the dilatation, but Susan and the doctor told me it was necessity, so I kept at it. It happened slowly enough that I didn't observance it but slowly, it quit hurting as I dilated. What shocked me was the day I stuck my dilator in and it felt unspoilt for the maiden metre.

I took it slowly and prosperous - I didn't want to mess anything up. I eased the dilater in and out of my pussy, and instead of the pain I once felt, I now felt pleasure. I began rocking my rose hip back and Forth River as I slowly and gently fucked myself with the dilator, until I leaned back, arched my spinal column and had a broad on orgasm, like zilch I'd ever felt before.

Susan was out running errands when all that happened, but I told her when she returned. She kissed me very sweetly and told me that while we still needed to demand it sluttish, we could now go to have some fun.

We both returned to turn shortly after that. I still had to consume it easy and walked for exercise and to dilute all those affair out. At work, some of the fair sex hugged and kissed me. Yeah, there were a few who were moth-eaten, but that always happens.

We made plans for a small wedding and Susan and I went out shopping for wedding dresses. I wore a lacy white garb, which came down just below the knee, while Susan wore a silklike white dress. I remember looking in the mirror at how I looked, which was fantastic, but then thinking back to the nerdy guy I'd once been. I'd gained something, but I shed a teardrop over what I'd lost on the way.

looking back, I know that Susan had this all planned from the showtime. She picked a guy who would be so thankful for her love and affection that he wouldn't balk at the decelerate stiff little changes. By the time the changes became fabric, I was so far along, it was almost unsufferable to go back. It is done. I am who I am now, and I am hers and she is mine. The Jaime I was before is short. Jaime, the girl, is carrying on as respectable she can .
Sign-in {% trans 'to add this to Watch Later list' %}
{% trans 'Sign-in' %} to perform this action