It started kind of strange. I am or at least was Len or Lenny - Dutch Leonard to my mother - a guy in my former 20s, kind of short and slender. I had a babe, Karen who was a few geezerhood previous than me. She'd had a tight breakup with a fiancé, and stayed with me for a while when she was trying to put her life back together.

It was a bit inconvenient, since I just had a one bedroom berth, and not all that big. Being a nice niggling brother, I let her have the bed, while I slept on the sofa. She had a ton of clothes and to a greater extent than filled my closet, leaving little room for my wearing apparel. Beyond that, we had to share one tiny bathroom, in shifts, since there was no way we were going to be in there at the Saame meter - too small and too weird.

Karen stayed with me for about six month before getting her own seat and moving out. Her station was smaller than mine, so while she took most of her material, she had more clothes than she had room for in the new place. She didn't want to donate them, so she asked if she could leave behind them at my topographic point until she could afford a bigger place. Again, being a overnice comrade, I let her do it.

Karen left behind all fashion of matter, skirt, dresses, blouses, brassiere, pantie, shoe, composition, and all that. After I while I got fascinated with it, which I speculation was my for the first time mistake. I started by just touching some of the dress. I was a somewhat nerdy guy who could never get anywhere with fair sex, so even touching the clothes was a turn-on.

I started by just touching her clothes while touching myself, then jerking off until I came. I progressed to smelling the wearing apparel and draping some of them over my head while doing myself. After a time, that didn't turn me on the way it once did, so I even began putting on some of her clothes. That seemed to be a bigger turn-on and her clothes seemed to fit, since we were almost the same size.

As time went on, I'd coiffure up completely in Karen's clothes for my self-abuse sessions, and even left them on after I'd cum. I began to meet with it all a lilliputian bit and even began to use some of the make-up she'd left behind. I'd pad her bra with air-sleeve or whatever, put on step-in, a annulus, blouse, and shoes, then brush my hair in a more feminine flair and learned how to do my makeup.

It all seemed destitute. I was in my place, by myself, using it all as character of self-stimulation. netherworld, I needed to get off too, and there were no girl unforced to help me. Before long, I'd come home from work, dress up all girly, and prance around my apartment before getting myself off. I'd even wear one of Karen's old nightdress to bed afterward.

I had a few friends who I'd hang out with occasionally. One of them, who I'd known since high schoolhouse was Matt. He was always the democratic sort, never had any problem getting girl, and often seemed to have one or More hanging off him. He'd take me along as a wingman sometimes, though I never managed to get any young woman out of it.

One night he and I were drinking, and I'd had more than I should have, and we began talking. He started telling me about how he got some doll to let him thumb her in public in a eating place. He said they'd also gone to a picture theater, sat way in backrest, and she hiked up her bird, sat on his lap, and fucked him in the theater during the movie.

"Hey, Lenny, what's the frizzly matter you've even done ?"

"darn, matt, I can't get little girl to do ordinary shit with me, much less anything kinky."

"Come on, guy, you must give birth done something just a footling bit out there."

As I said, I'd had too much to drink, and I confessed to dressing up in my sister's wearing apparel to hitch off.

"Seriously, Len. Do you just slip on her scanty to get turned on or do something more ?"

"Sometimes I'll go full-of-the-moon drag, clothes, shoes, makeup, and everything."

"Fuck, man, that I'd like to see."

"I don't know, dude. cipher has ever seen me that way. I'd be freaked out to have individual see me."

"semen on, Lenny. You know me. Let me see you dressed up, just one time."

"Matt, if anyone ever found out, I'd be totally screwed. I'd have to exit town."

"Lenny, I swear to God, I'll never tell anyone."

That was Th, and it was already latterly and I was too drunk and had to act the next day. He asked if I'd dress up for him the following Nox. I agreed and told him to get along by after body of work on Friday, but to sacrifice me some time to get ready.

"Lenny, do you recollect you can be set up in an minute ?"

"I think so. I get home about six, so come by my piazza around seven."

…………………………………………………………………………

The following day I really had some regrets about agreeing to let him see me dressed up. I called him during lunch and tried to back out, but he said I'd promised and he expected me to keep my hope. I was on border all afternoon. I got home about six and took off all my dress. I swear I was shaking as I cleaned up, showered with scented consistency washables, shaved my face, pegleg, underarms, and body.

I almost felt like I was going to cry, I was so humiliated at the thought of having this guy see me in my babe's clothes. I dried my hair's-breadth and styled it girlish, then put on panties, a bra, a nice doll, and a blouse, then sat down to do war paint. By now I had it almost to a science, putting on base, then some accent mark, eyeliner, eye shadow, lipstick, and of course of instruction I painted my toenails and fingernails.

I wore some low heels with unfold toes, to show off the toenail polish and looked at myself in the mirror. I knew I was a guy in puff, but I could hardly order when I looked in the mirror. I was still shaking and nervous when the bell rang at seven o'clock. My genu were wobbly as I walked to the door. I looked through the peephole and sure enough it was mat. I opened the door and let him in.

lustrelessness was gaping and staring as he walked in my blank space. I closed and locked the door and he turned me around then stepped back to hire a good tone at me. After looking at me a bit, he walked around behind me. He stroked my hair as he walked behind me, which made me nervous. He came back in movement of me and grabbed me gently by the shoulders.

"hoot, that is hot, girl."

"I'm not a missy, I'm just dressed like one. I'm Lenny, you know that."

"The way you look, Lenny doesn't employment. How about I call you Lynn ?"

"okey, Matt, you got to see me, now let me interchange back."

"Hold on, Lynn, not so fast. Don't run off on me already. Come sit on the sofa with me."

"I don't think we should do that, Matt. I'm not one of your little girlfriends, I'm Lenny."

"While you're like this, you're Lynn, and I like Lynn. Come on, delight sit on the sofa with me."

"This was a fault. I shouldn't have done this. I want to change."

flatness put and arm around me tight and walked me over to the couch, pulling me down beside him there. He had his arm around my shoulders and seemed to be getting way too much pleasure out of this.

"Lynn, sister, you are one hot fox."

"matte, this flavour really weird."

"Not weird, Lynn, just a little kinky, baby."

"No one has ever seen me like this before. I feel uncomfortable."

"You shouldn't be uncomfortable. You look tremendous, one of the sexiest girlfriend I've seen in a while."

"You've got scores of young lady - real girls, not false one, like me."

"Don't shoot yourself down. near of those lady friend have nothing on you."

"Jeez, now you're really embarrassing me."

"Let me take you out to dinner, Lynn"

"Just let me alter into some normal clothes, Matt."

"No, babe, just like this."

"God, I can't go out in public like this."

"Sure you can, baby. You look absolutely stunning."

"What if soul sees me - recognizes me ?"

"No one will recognise you as that nerdy guy."

"Doesn't it bother you to be out in world with a guy in drag ?"

"No one but you and I will sleep together, and besides I like a little bit of kinky sometimes."

"I don't know."

"Come on, Lynn. A nice dinner party, and I'll goody you the way a dame should be treated."

"That makes me feel really weird."

"And maybe a slight turned on ?"

"I don't know if we should be doing this."

"I do, and we should."

With that, matte got up and drew me to my feet. He wrapped his weapons system around me and pulled me close. I think my eyes were the size of discus and my genu were getting weak as he leaned forward and kissed me on the cheek. He let go with one arm and walked me to the door. When we got there, he stopped and turned.

"Do you need a purse, samara, and such ?"

"I think Karen left a couple of purses here too."

"Grab one and your keys and let's go."

This was already getting way beyond anything I'd ever intended, and I was really afraid of where it was going to go. lusterlessness went with me in the sleeping room, and I went in the wardrobe and found a purse that didn't look too bad with what I was wearing. I took my key fruit and billfold and dropped them in the purse before turning to Matt.

"I'm really not certain we should be doing this, Matt."

"Everything is going to be just ok, Lynn."

lusterlessness actually had money, which is yet another reason why most of the girls fell all over each other to get to him. We went downstairs to his stigma new bluing BMW Z4 convertible security and he opened the door of the car for me. I managed to sit down in a somewhat ladylike fashion - I don't think I showed too much. He got in and drove us to a very nice restaurant.

He used valet parking and walked me in, holding the room access for me. I still felt weird as shit, but just tried to brush aside how I looked and savour myself. matte ordered a nice bottle of wine for us, and I really needed something to drink. I downed my first chalk before he'd taken More than a couple sips of his wine. Matt poured me another glassful, but I took it a little slower.

The waiter seemed very taken with me, and when he thought I didn't notice, tried looking down my blouse. respective early men seemed to detect me, which made me squirm in my bum. One guy who works with Matt stopped at the table to utter with us. I'd met him several times before, but he clearly didn't recognize me.

"well, lusterlessness, who is this beautiful lady with you tonight ?"

"This is my date, Lynn. Lynn, meet Joseph Oliver, he ‘ s another section manager where I work."

"I'm so please to converge you, Oliver."

"And I'm very pleased to play you, Lynn. matte is clearly a very favourable man. But if you want a variety of scenery, give me a vociferation, I'd love to show you a skilful time."

With that, Oliver handed me a business organisation card. I think I turned red, but slipped it in my purse.

"Thanks, King Oliver, but I'm not really looking for anyone else at the present."

"Well, Matt, if you get tired of Lynn here, palpate detached to send her my way."

Joseph Oliver bent down and kissed my cheek before walking off.

"I do not fucking believe that."

"I tried telling you, Lynn. You are one hot chick. Half the men in this place would dump their escort for a opportunity to take you home."

"That's only because they don't know what I really am."

We had a cover girl dinner and I continued to drink way Sir Thomas More than I should possess. This whole scene had blown my mind so a good deal I didn't know what else to do. A few other men stopped to talk to us. They invariably seemed to pay inordinate care to me, when they stopped to blab out to Matt. We finished dinner party and I thought Matt would lease me back to my place.

"Lynn, honey, it's still early, why don't we go dancing ?"

"Are you sure about that ?"

"You're taking a manner of walking on the godforsaken position, just take a bit longer walk."

flatness wouldn't take ‘ no'for an resolution and push back us to the hot club in town. This was the sort of place that would never let the the likes of of me inside. They must hold had a one hundred people lined up waiting to get in. mat was obviously pretty well known, and he walked us up to the front man, and we were waved in, though I noticed he slipped the guy some money.

We went in and got a drink and then lusterlessness wanted to dance with me. I felt strange as shit, but it was a dissolute identification number and I was already one-half plastered so I went out to dance with him. We danced several immobile dances, then a tedious numeral came on. I thought we'd go sit down, but instead, lustrelessness pulled me fill up to him to dance.

He had one hand on my upper back, holding me tight, as his other hand came down on my ass. He began to caress my ass, which made me wriggle. I could sense that Matt had a hard-on as he did that. That scared me more than a little, but I wasn't sure what I could do. I felt helpless as we danced. When the number ended, matte stopped, held me tight, and kissed me.

My knees got so decrepit that if he hadn't been holding me cockeyed, I'd probably have slumped onto the floor. He gave me a long kiss, and to my surprise, I began to kiss him back. I felt contravene - I didn't feel like I should be doing this, not with a guy, but I seemed to be enjoying it. We kissed for a instant before he walked me back and we had another boozing.

I'd been drinking pretty good before, but I didn't slack down. I was half afraid of what was going to happen, and felt like I needed to be very imbibe. We drank more and danced more than, and the more we drank and danced, the to a greater extent flatness kept feeling me up and kissing me. My creative thinker was blown - mat knew I was a guy dressed like a woman, yet he was acting like I was the real thing.

As I said, I'd been matte's wingman more than a few times, and had seen him this way with cleaning woman many times before. I also knew that in most suit he ended up taking those women abode and fucking them. That scared me, but also seemed to become me on, and it scared me that I was turned on by it. I don't know how long we danced and drank, but by the time mat was ready to leave, I was really plastered.

I thought lusterlessness was going to drive me back to my place, but instead he drove me to his flat. As I said, Matt had money, and he had a very decent two bedroom flat - nice furniture and all that. Part of me hoped that he was going to let me crash in the bare bedroom. Another office of me wanted anything but that.

"Matt, I really involve to get home and change."

"Lynn, love, there's no hurry. Just relax and enjoy your walk of life on the tempestuous side."

mat got us each a crapulence, like I needed any more alcohol, and sat me down on the sofa, sitting right alongside me. Matt put his arm around me and pulled me tight, then began to buss me. He started just with the rim, then added in some tongue, while feeling up my ass and my fake titty. I seemed to be enjoying it, but felt that it was wrong.

"matt, we shouldn't be doing this."

"Sure we should. You seem to like it, and I told you I occasionally like kinky shit."

"I don't know if I'm ready to go any farther."

"Lynn, baby, I've shown you a good time. I've made you find salutary. You seem to be getting into this. Can't you avail me feel honest too ?"

"What… What did you need me to do ?"

"If nothing else, can you at least go down on me ?"

"You want me to… ?"

"Please, Lynn, baby."

Matt kissed me and stroked my ass as he unzipped his pants with his other hand. He pulled out his dick, which was already hard and standing straight up. He kissed me again, then gently pushed my head down toward his mother fucker. I got conclude and looked at it. It was yearn and intemperate and it twitched as I got near it. I decided I was not going to get away without doing something, so I took the headspring of his dick between my lips.

flatness moaned and leaned back, still keeping a hand on my forefront. I let the drumhead of his stopcock slip from between my lips, before taking it back and going just a little farther with it. I bobbed up and down on his tool, gradually taking it deeply and bass into my mouth. I'd never had a hawkshaw in my mouthpiece before and it felt strange, but in another way, it felt very natural.

I slowly but steadily fucked his cock with my sass and Matt seemed to like it. Some precum came from the tip, and it had a salty taste, but I was so far gone I no longer cared. I could not get him all the way in without gagging, but stroked the base of his hawkshaw as I sucked the rest of it. By now, mat was moving his hips, almost fucking my mouth, as he held my head tight.

matte moaned loudly and got very fixed as his peter erupted in my rima oris. He held my head with both handwriting as he emptied his orb into my throat. I swallowed his cum and gasped for breath, though it took a span of drink to get it all down. It gradually eased and I cleaned his gumshoe off as I pulled my head back from it.

Matt pulled me up on him and began to kiss me some more. I know he had to taste his own cum in my rima oris as we kissed, but that didn't seem to get to him. Matt continued to buss me and I didn't even realize it as he pulled my wench up over my ass and began to fondle my ass through my panty. He even snuck his hand into my panties and fondled my bare ass.

I don't know why I didn't notice, I don't know why I didn't stop him. Maybe I was enjoying it all too much, and maybe I was just too drunk. Before I even realized it, Matt had removed my skirt and blouse and was carrying me into his bedroom. I was so far gone at this point I didn't know or care, or maybe it was what I really wanted.

"Lynn, baby. You are wonderful and beautiful, and I love what we've done, but I need to fuck you."

"Do it, Matt. Do it."

lusterlessness set me down on his bed on my hands and human knee and pulled down my panties. My prick, which had been ignored for so long sprang to care, but lustrelessness was worry in former thing. He took off his pants and shirt and got in bed behind me. He reached into a draftsman in the table beside the bed and got a tube of lube.

lusterlessness rubbed lubricating substance over his prick, then onto a fingerbreadth which he eased into my ass. It hurt a bit going in, but my ass relaxed and he was able to move it pretty freely after a minute or two. He snuck a s finger's breadth in and began to feel fuck my ass, and in malice of myself, I began to eff him back. mat leaned down and kissed the spinal column of my neck as he pulled his finger out of my ass.

I felt the head of his cock at my asshole and tensed for just a second before relaxing. At this point, I think I wanted him as much as he wanted me. I felt the head get just inside me and I sighed and moved my ass back, getting more of him in me. It hurt a bit, but matte took it easy and retard at kickoff, until I really started to get into it.

I soon felt his pelvic girdle slapping up against my ass as he fucked me. If you had told me beforehand that I'd enjoy having a guy fuck my ass, I'd have thought you were brainsick and told you to go forth me the fuck alone. Now Matt was fucking me and I was in heaven. I felt his cock slide deep in me and fill me up. It turned me on in way of life I'd never have expected.

matte slid his dick in me so far, I could almost find him jab my stomach. I'd almost swear I saw my corporation bulge as he got all the way in. In spite of whatever reservations I'd had, I was loving every indorsement of this, every solidus of his cock. I wanted his dick in my ass, and when he came with a outburst in me, I came right onto his bed.

flatness collapsed onto me and I collapsed and we rolled onto our English, with his prick still inside me. I was on a sexual high and wanted goose egg more than to keep feeling his cock in my ass. His prick was getting delicate, but I wanted to keep him in me as long as I could. As we came off our high, Matt began to stroke my shoulder and snog the backrest and side of my neck.

"Lynn, sister, you are beautiful, sexy, and marvelous, and I just wish I could stay inside you forever."

"I wish you could abide inside me forever too. I'm yours whenever you want."

"I just might check you to that, Lynn, baby."

Essentially, lusterlessness was spooning me as we lay there in his bed with his putz slowly easing its way out of me. I moved my ass back, trying to keep as much of him in me for as long as I could, as we drifted off to sleep.

……………………………………………………………………………..

I woke the next forenoon with matt still spooning me and with his hard putz pressing up against my ass. Something had changed. If I'd woken up yesterday with a guy's heavily prick against my ass, I'd have leapt from bed and gotten out of the room as fast as I could. Instead, I moaned and moved my ass around against his prick.

lustrelessness woke up and began stroking me and kissing the vertebral column of my neck as he eased around so his cocksucker was up against my arsehole. I could feel it and wanted it back inside me. I reached around, grabbed his cock and guided it into my ass, as we lay on our sides. It was a gentler piece of tail, instead of the hammer that we had at the end final nighttime, but I still loved it.

My gumshoe got firmly as I felt his pick me up. It was a slow leisurely shag, almost loving, and I reached behind me to stroke Matt's soundbox as he fucked me. He pressed tight against me as he came deep in my ass. I couldn't believe how much I enjoyed having this guy fuck me, but I knew I wanted it to continue as long as he wanted me.

"Lynn, infant, thank you for last dark, and for this sunrise too."

"I hope we'll have Thomas More than just finish dark and this morning."

"If that's what you want, we don't have to check with one date."

"I want it. I want your prick in my ass, in my mouth, wherever you want, and whenever you want."

"I want Lynn. I don't want Lenny."

"I never thought I would, but for you, I'll be Lynn."

"What happens to Lenny ?"

"Lenny has a job, and I don't think they'd appreciate Lynn showing up in shoes of Lenny. I need to be Lenny at work."

By then, Matt's dick had slipped out of my ass and I'd rolled over look Matt. I kissed lustrelessness, and he kissed me back and began stroking my body. We spent a hanker clip cuddling and touching each other before we got up and went to the shower together. Without my clothes, my bra, my step-in, I looked more like Lenny, but we washed each other, continuing to kiss.

After we washed off his dick, I got down on my knee and sucked him off again. With my makeup off and pilus wet, I didn't look quite the same, but I dried my whisker, styled it as Best I could and got dressed in my clothes from last Night. I had a little make-up in my purse and could do lipstick, eyeliner and a little base, to make me more like Lynn.

The more I looked like Lynn, the more Matt seemed to be warm. He fucked me once more before taking me domicile, and we made a appointment for that eventide.

When I got home base, I looked at myself in the mirror, then just slumped onto the put and shook my forefront. I could feel Matt's cum leaking out of my ass as I sat there. Who was I ? Was I Len or Lynn ? Who did I want to be ? I wasn't sure, but guessed I'd have to work it out along the way. For now, at least, I guess I was Lynn, until Matt got tired of me or I got tired of it all. I dead reckoning Karen's redundant clothes were now Lynn's clothes till promote notice.

Matt took me out again Saturday night, and took me back to his place. We were not as tired or drunk and after I went down on him, he fucked me three times. I enjoyed it but as I drifted off to sleep, I was starting to feel run afoul. Was this really how I wanted to live on out my life history ? And how farsighted was Matt in all probability to be interested in me ?

We fucked a twain more times the next morning time and I went domicile. I decided that Lynn would only be on Friday and Saturday nights. I was going to live and work as Lenny, the rest of the fourth dimension. It was hard. We all want to be appreciated. We all want someone to think we are limited. Lenny is n't particular to anyone, though Lynn is.

Occasionally during the week, I would be Lenny and go out as mat 's wingman. mat always found an attractive adult female to take home. I was a petty envious - both of Matt and of the woman. On rare occasions, I 'd be Lynn during the hebdomad, and mat would fall to my space to fuck me. Usually Lynn was a weekend thing, but some weekends, mat had early plans.

... ... ... ... ... ... ... ... ... ... ... ... ... ... ... ... ... ... ... ... ... ... ... ... ... ..

One Friday Nox, Matt and I were at a club and I was being Lynn, though mat seemed to be giving most of his aid to a very pretty blonde. I sat there feeling pretty neglected, when Nicole came up to utter to me. Nicole was a brunet, about my age, a bit taller, but with a very nice shape, b-cup boobs, and a pretty face.

'' wellspring, honey, your day of the month seems to be ignoring you. ``

'' I guess I 'm old news. ``

'' anserine guy. If you were mine, I would n't dump you like that. By the way, my name 's Nicole. ``

'' Hi, Nicole. I 'm Lynn. And Matt and I have kind of an unusual relationship. ``

'' fountainhead, your guy appears to be about cook to pace out with another fair sex. Would you have any pursuit in doing the Saame ? Or are you strictly into Guy ? ``

'' You mean ... you 're interested in adult female ? ``

'' I like women. I like men. And sometimes I straddle the line. ``

'' What do you think by straddling the line, Nicole ? ``

Nicole reached up, and stroked my expression. I 'd shaved as cleanly as I could before going out with Matt, and my facial whisker is not chummy, but there was the slightest vestige of very ignitor stubble and I could tell by her expression that she felt it. Nicole leaned forward and kissed me.

'' Well, Lynn, something tells me that you straddle the personal credit line. ``

'' And you like that ? ``

'' Let 's dancing a bit, beloved. After all, your guy seems to be diverted elsewhere. Unless, of path you 're not into fair sex. ``

'' I like char, I 'm just ... ''

Nicole took my helping hand and led me out onto the saltation floor. I glanced back at mat and he was so fixated on the blonde that he never even noticed that I left. We did a couple of fast terpsichore, and I really enjoyed dancing with Nicole. Hell, as Lenny, I had worry getting women to even trip the light fantastic much with me.

A slow telephone number came on and Nicole grabbed me and pulled me close. She put one bridge player in the heart of my back and the former one down over my ass. I giggled and squirmed as she caressed my ass through the dancing. I glanced around and no one seemed to even notice us or what we were doing.

At the end of the dance, Nicole gave me a kiss that almost buckled my knees. I could palpate my dick getting knockout and barely being restrained by my pantie. My mind was blown. We stood there kissing for I'm not even sure how long. I'd never had a woman osculate me like that before, and I was in no hurry for it to end.

We went back to get a drink, and Matt appeared to be gone, as did the blonde he'd been flirting with. It bothered me, but at the same meter, it didn't bother me that much. I wasn't sure that I wanted a long terminus relationship with Matt, and he seemed to still be pretty practically sleeping around. Besides, now Nicole seemed to be interest in me, or at least I hoped she was.

"wellspring, Lynn love, it looks like you lost your guy."

"wellspring, I guess I don't idea, at to the lowest degree as long as I have you for company."

"Are you sure that's what you want, Lynn ?"

I leaned forward and kissed Nicole, and she returned my kiss. We finished our drinks, danced a bit more then Nicole invited me back to her blank space. Nicole was an inside sales rep for a technical school company. She worked near where I did and made some decent money. I was still amazed that she had any interest in the the likes of of me.

"Are you sure that's what you want, Nicole ?"

"I know your appearance belies what you have down below, but I'm good with that. As long as you like female child, I think we can deliver some fun."

"I like girls, I just never had much luck before."

"So maybe you never met the right female child before. As long as you're open minded and elastic, I think we can consume lots of fun."

I felt a little unsealed. Nicole was pretty and she seemed willing. I just didn't understand why she'd have any interest in me - not after knowing that I was a guy dressed as a girl who'd been out with a guy. Look, I'd never had any woman volition to give me the meter of day, much LE get intimate with me. Nicole figured out what I really was and still seemed interested. Now that was kinky.

lustrelessness had left me and gone off. I could either hollo an Uber or find out what Nicole had in brain. Honestly it was probably better than what Matt had done, even though I seemed to enjoy fucking Matt. I sat for various seconds, just pondering the theory. I looked at Nicole who sat there with a slight puzzling smile on her human face, then I leaned forward and kissed her.

"I take it that's a ‘ yes ’, then."

"Why not ? If I'm walking on the hazardous side of meat anyhow, why not walk a little farther ?"

"That's my girl."

Nicole kissed me, then wrapped an arm around me and we walked out of the club. She had a car nearby, nothing as expensive or flashy as Matt's BMW, but a Nisan 370Z a couple of years old. It was certainly nicer than my eight year old Civic. Nicole opened the car door for me, which surprised me a bit. Yes, lustrelessness had been doing the same, but Nicole was a woman and knew what I was down below.

I stood slightly puzzled for a second before smiling at her and sitting down in a ladylike style. Before she closed the car threshold, Nicole leaned over and kissed me. She came around, sat down in the driver's rear end and started the car. Before she put it in appurtenance, she smiled at me again and gave me a fast kiss.

"We'll go to my place, Lynn, unless you have an objection."

"Best offer I've had in a hanker time."

"better than your little beau ?"

"No question."

We were stopped, getting cook to exit the parking lot. I leaned over and gave Nicole a kiss. She smiled and stroked my head, before taking us out on the route. She drove us a few knot to her apartment. It was on the bit storey and we had to take the air a flight of steps of stairs, but we had our arms around each other, giggling and petting each former as we went.

Nicole had a gracious lilliputian one bedroom seat, clearly feminine, with a muted flowered sofa and chairs, along with some art photographic print on the rampart. The photographic print were largely of women and men, along with a few where it wasn't quite clear if it was manly or female. She walked me over and we sat on the couch, and she put her arm around me.

"So when did you realize that you were Lynn ?"

"I really just started dressing up in my sister's clothes as a turn-on. I told matt one time when I was rummy and he wanted me to dress up for him."

"Obviously, you did."

"He liked the way I looked and wanted to take me out dressed like that."

"Had you never gone out dressed that way before ?"

"Oh my God, no. Even now, the solely time I go out this way is with him."

"But you were into guys ?"

"I didn't think so, until he took me out as Lynn, then took me home and fucked me."

"Have you been with any early guys than him ?"

"Never. Most of the time, I'm Len or Lenny, and I never look at or think about guys."

"Well, I like Lynn, and I might even wish Lenny. How do you feel about that ?"

"I'd erotic love that, Nicole."

"And if I want you to be Lynn for me, at least some of the time ?"

"I'd do that, if that's what you want."

"What about your slight boyfriend Matt ?"

"I think he's getting a niggling tired of me."

"What if he isn't ?"

"I think I'd rather be with you anyhow."

"well, Lynn, let's see how you feel about that later tonight or tomorrow morning."

With that, Nicole began kissing me. I kissed her back enthusiastically. We sat kissing for the longest clip. I wanted more of trend, but I didn't want to rush things and discompose her and maybe pee her send me on my way. Nicole stroked my soundbox, mostly back, arms, and ass, so I followed her lead and did the Lapp to her. After a long stint of kissing and touching, Nicole stopped.

"Lynn, would you unbutton my blouse, delight ?"

I was more than happy to do so, though my hands were shaking as I began to undo the buttons. As I did, Nicole began to unbutton my blouse. Her blouse was tucked into her skirt, and she asked me to pull it free and train it off her. She sat there with only her bra on the upper one-half of her eubstance. I hardly even noticed as she took my blouse off me.

Nicole took one of my paw and placed it on her chest over her bra. I think my eyes must have gotten very all-inclusive. She smiled, then leaned forward and kissed me as I held her dope. I wasn't sure where she was setting limitation, but I couldn't supporter but rub her boob through her bra. Nicole moaned and continued to kiss me.

My bra, of course, was filled with padding, not boob, but she began to stroke me through my bra anyhow. Even though she was not touching me, only the cushioning, it still sent a quiver of pleasance through my dead body. She had both helping hand on what would have been my boobs, if I had any, so I placed my early hand on her other breast.

I was a slight bear on about pushing it too far, but Nicole seemed to get even more change by reversal on. We continued like this for a while before she asked me to unhook her bra. I had been fastening and unfastening the ones I wore for some meter, but never messed with anyone else's bra. I reached behind her and fumbled a bit before getting it unhooked.

I rubbed her back where the bra had been, and Nicole moaned and squirmed, then shrugged, which let the bra fall forward. She had her arms around me, as I had mine around her, so the bra didn't fall off. She reached behind me and unhooked my bra. We continued to kiss for a spell before she leaned back to appropriate our bras to fall off each of us.

My bra and padding fell to the floor, leaving my bare dresser out there. I got my first of all look at Nicole's titty - actually the first off bosom I'd ever seen live and in person. I wanted to touch them but I was hesitating. I didn't want to motivate too fast and queer thing. Again Nicole put my hand on one of her boobs, then began to stroke my flat, boobless, chest.

Her dumbbell felt vex, warm, gentle, and just so wonderful. I began to fondle her bosom and nipples as Nicole played with my breast. After a little spell, she stopped kissing me and guided my back talk down to one of her delicious tit. I looked up at her, and she smiled at me, so I moved forward and kissed the breast right on her nipple.

Nicole leaned back, pulling me with her as I began to kiss and lick her chest all over. Her tit got very hard and stood out farther than I realized they even could. Not only was I reveling in this, her breast seemed to jollify in my attention. After a bit, she shifted my head over to the former booby, and I began to reach it the same care that I'd been giving its partner.

I spent a farseeing time snuggling and pleasing her breasts, before Nicole clutched my top dog tightly to her as she moaned and writhed on the sofa. As it settled back down again, she pulled me back up and kissed me before sitting us both up. I was afraid that she was indicating that we were done and was going to send me on my way. Instead Nicole stood and pulled me to my groundwork and led me by the deal into her sleeping accommodation. She walked us over to beside the bed then stopped and kissed me again.

"Lynn, babe, unzip my skirt."

I unzipped her and she let the dame slide down her physical structure onto the base. She stepped out of the skirt, then kicked off her shoes. She now wore only panties, and I could see a decidedly wet spot in the front of them, as Nicole unzipped my skirt. My scanty were having trouble restraining my prick, which had gotten very hard. She brushed lightly over it before lying back on the bed and pulling me down with her.

"Lynn, I'll please you, but I want you to please me first. okay ?"

"Anything you want, Nicole."

"offset, choose off my panties."

I moved down her dead body and Nicole lifted her hip joint off the bed. I slid her pantie down and once they were clear of her ass, she dropped her hips back to the bed and lifted her human foot, letting me take up them completely off her. Nicole spread her legs and for the first time I got to see a cleaning lady's puss. Nicole had shaved most of it, except for a contract landing strip just above her labia. Nicole gently pulled my school principal to her chthonian regions, though I had no musical theme what I was supposed to do.

"okeh, infant. snog it, lick it, stick that natural language in me."

Nicole directed me as I ate her out, until she wrapped her legs around my head, almost crushing me, while humping my mouth and moaning. My expression was wet with her juices as she released me, then pulled me back up to buss me. We kissed for a spell, until she rolled me over and got on top of me. She lifted up on my hips, so I raised them off the bed, and she pulled off my pantie.

I was still in full physical composition as Lynn, even if I basically looked like Lenny from the neck down. As she pulled my panties off, she kissed the straits of my prick, which was as hard as I've ever seen it. Look, I'm no great milkshake in that department, but I've got about six in, and it was in its full resplendence as Nicole slid back up my body.

I could feel my prick, sawing between her second joint, even rubbing across her pussy lips as Nicole writhed around on me. Finally, she lifted her rosehip, grabbed my prick and guided it into her odoriferous pussy. She was so wet it slid in easily and very quickly I felt her hips up against mine as I was thick inside her. Once in, she paused a bit, getting us both used to the feel of me being in her.

"So, Lynn, do you think you like this ?"

"I want to stay with you like this forever."

"I don't think you can keep it up that long, but let's delight what we can."

Nicole began moving her articulatio coxae taking my shaft nearly out of her, then deeply in again. I was in heaven, and wished it could never end, even if I knew she was right. I'd spent so practically time jerking off that I didn't cum immediately. She continued fucking me and kissing me as I played with her boobs and fondled her ass. After a while, I realized I was getting close.

"I'm going to cum, Nicole."

"Do it baby, right inside me. Fill me up with it."

As I started to cum, I grabbed her ass and held her closely and as close to me as I could. I filled her with my cum until I had no more to give. I let go of her and just slumped back on the bed. Nicole leaned forward and kissed me sweetly.

"I know that isn't quite what your boyfriend would do to you, but I hope you enjoyed it anyhow, Lynn."

"That was wonderful. unspoiled than anything I've ever done with Matt."

"We don't want you to miss out on anything though."

"What do you mean."

Nicole got off me, got up and walked over and opened a draftsman. She pulled out something that looked like a penis, but with straps. She came back over to the bed and strapped it on herself, so it now appeared that she had a putz. She had me get on paw and knees, then got some lube from a nearby drawer, before lubing up the phallus and my ass.

Nicole eased the thing into my ass, until I was comfortable with it, then began to slowly get laid my ass with this strap-on. I wasn't sure I wanted her to do that, but at this item, I wasn't going to argue with her. As she began fucking me, I began to get into it. For obvious grounds, she was capable to keep going a lot longer than Matt even could, and my cock got hard again, and I came on the bed.

With that, she stopped and eased it out of my ass, then turned me over and kissed me some more. She kept the device on her even through that. We kissed for a tenacious fourth dimension before she turned me on my side and spooned me, with her strap-on pressing up against my ass. We fell asleep that way and I had the most content eternal sleep that I've had in ages.

………………………………………………………………………………..

We woke up in the dayspring, still spooning that way. Nicole and I kissed before she fucked my ass again, and then took that off and let me fuck her twat. We showered together, playing as we washed each other. I went down on her in the exhibitor and she went down on me after.

"So, did you have any plans for tonight, Lynn ?"

"Nothing particular, but I'd lovemaking to spend it with you, if you're available."

"That sounds bang-up. I've got some errands and things to do this afternoon, so you need to get your cute minuscule ass home, and I'll see Lynn back here at seven."

"You'd rather be with me as Lynn than Lenny ?"

"For now. Do you have a problem with that ?"

"Not as long as I can spend my time with you."

"That's my girl. Now get dressed and scoot."

I put my clothes back on. All I had was Lynn wearing apparel, so I wore those and did my makeup before I left. I got back to my flat and sat on the sofa, just amazed at the last 24 60 minutes. While I sat there, my sound rang - a call from Matt.

"Hey, babe. Sorry I left you close night, but Toni wanted to get out of there and you seemed all tied up with that brunet you were dancing with."

"That was Nicole. We were enjoying ourselves."

"I figured either she'd give you a lift home or you'd catch an Uber or something."

"Actually, she took me back to her blank space, and I spent the night there."

"So she was nerveless with Lynn and what Lynn was ?"

"Yeah, she was."

"So, Lynn, I was thinking that tonight…"

"Tonight, Nicole and I are going out again. Besides, you have Toni to go play with."

"You're spicy than Toni."

"Maybe you should make thought of that before dumping me for her."

"Come on, young woman. If it weren't for me, you'd have had no sex life and no chance at that Nicole."

"But I have Nicole now, and I really like being with her."

"There are things I can do to you that she can't, unless she's like you."

"She's all girl, but she's got devices. I'm not missing out on anything, and I'm getting matter I could never get with you. I get to work with booby, I get to fuck a pussy."

"Are you fucking dumping me, bitch ?"

"matt, you've been a respectable friend, but I think we both need a change."

"Lynn, how long do you recollect that gripe will go before she dumps you ?"

"Don't know, but I'm going to run with this for as long as I can."

"I give it two weeks at the outside."

"Well then, I'll take that two workweek. In the lag, you have Toni or one of the other many char who fall all over themselves to be with you."

"Don't think I'll forget this."

"Just commend, if you out me as a cross vanity, you also out yourself as fucking a guy who cross clothes. Your little lady friend might not acquire that very well."

"You know that everything you've got with this Nicole, you owe to me."

"And you've gotten defrayal for that. And if or when Nicole dumps me, if you aren't too big a bitch, you might even get more. In the lag, I hope you have a great evening."

So who was I ? Who did I want to be ? Matt only wanted me as Lynn, and it was starting to look like Nicole did too. The deviation was that I got more out of it with Nicole. It wasn't just me being fucked, I got a probability to get mine too. Fact is, given a choice, I'd rather be with Nicole or some other char than to be with Matt.

I guessed I was bisexual enough to get off on what I did with mat, but why give up on cleaning lady if I had any chance with them ? I was still sitting there in clothes as Lynn, when there was a knock on the door. I was puzzled, because I wasn't expecting Nicole, matt, or anyone else for some time. I was a lilliputian leery of opening the threshold, when it was unlocked from outside.

I sat there shocked as my baby Karen came in the apartment. She didn't spot me immediately, but turned to fold and lock the room access. She saw me and her rima oris hung capable and she seemed fixed in office until she began moving slowly toward me. Karenic got over to me, reached out a hand and touched my face.

"Lenny ? What the piece of tail ?"

"Karen, I'm not quite for certain how to explain this."

Karen sat down beside me on the lounge, looking at me, then gingerly reaching out to have-to doe with what I was wearing.

"You're obviously in my clothes."

"Yes. It's kind of a longsighted story."

"Are you wearing my step-in and bras too ?"

"I am."

"I got a giving place and was going to pick up the residuum of my dress, but if you've been wearing them, I don't think I want them anymore."

"I'm sorry. I'll pay you back, or buy you more stuff."

"So is dressing like this what makes you glad ?"

"Not especially, but it makes the girl I spent the Nox with happy."

"A girl ? A really missy ? Not some in between or forge thing ?"

"Nicole is a real char. For some reason she gets off on being with me like this."

"Could be risky. You could be dressing like that and fucking guys."

I looked at my brake shoe. I couldn't look Karen in the face. She understood immediately.

"shag. You mean you did that too ?"

"As long as I have Nicole, I don't want or need any guys."

"But if she dumps you and you can't get another woman, you'll go back to fucking hombre ?"

"Karen, please."

"Lenny, it's your life story. ass who you want. Just don't show up at habitation or my blank space dressed like that."

I was crying by this time. Karenic made me ashamed of what I'd done and what I'd become. At the Saami time, I needed love too, and if being Lynn was what kept Nicole then I was going to continue to be Lynn. I wept on Karenic's shoulder, and she took some pity on me and stroked my head and tried to soothe me. It took a patch before I regained my composure.

"The really beef is that you look better in those dress than I did, Lenny."

"I hope you can understand and forgive me."

"I forgive you, and I guess I understand that you'll do whatever you have to do in club to get off."

"You were always popular with the guys. I could never get any of the girls to contribute me a s look."

"So you dressed this way to get guys ?"

"I just dressed like this to get myself off, until a guy I knew saw me. He liked what he saw, and while I wasn't completely well-heeled, it was better than being alone."

"And this girlfriend you're with now ?"

"Saw me, liked me, and figured out what I was. She liked woman and men and seemed happy with me dressed like this."

"fountainhead, I guess I should be felicitous for you, even if I'm not thrilled about how you got there."

"I don't know how long it'll finis, but I'll do what I have to do to hold on it going."

"Should I still call you Lenny ?"

"When I'm like this, I'm go by Lynn."

"Well, Lynn, I wish you well with your girlfriend. And I'm not going to outwear any of the wearing apparel I left here, so they're all yours."

Karen left, and I went in the lav to fix my makeup and then changed clothes. I'm not sure where the family relationship with Nicole will conduct me, but I guess fourth dimension will severalize .