4 comments/ 8930 views/ 15 favorites Sometimes a Cigar... By: Lacey_Peters My name is Bradley Steele, and I'm a psychologist. A therapist. A pretty good one, I think, but I've developed a ... well, let's just call it a "quirk" that would probably make me suspect in the eyes of my colleagues. I've been in practice a couple of years now, and done pretty well. Every now and then I get a client who wants to be counselled about gender identity issues - always cross-dressing men, and they always want me to somehow cure them of their femininity. I'm not comfortable with that: these aren't men who just enjoy occasionally wearing women's lingerie, or they wouldn't be coming to see me. They seriously believe they are women in men's bodies, and I can't help them to be something they're not. So, I refer them to doctors who specialize in the field and, as far as I know, they've all eventually made the decision to transition and live full time as women - whether or not they've actually undergone hormonal or surgical therapy. My practice consists of a waiting area, overlooked by a receptionist's office, and my own inner office with its own exit, so that my patients don't ever run into each other. One evening, I'd seen my last client, sent my receptionist home and finished some paperwork, and was just about to head home. Ellen, the receptionist, always locked the front office door as she left, and I was leaving through the back door. As I turned to make sure the door was locked, a woman's voice behind me said "Hello, Doctor Steele." "Oh. Hello - do I know you?" I faced a rather plain brunette whose distinguishing features seemed to be enormous breasts, barely contained by a too-tight blouse above a too-short skirt - that, and the fact that, even though I'm over six feet tall myself, in her high-heeled boots she was noticeably taller than me. "Indeed, you do. But you won't remember. "I used to be called Carl, but now I go by Karen. I wanted to thank you for everything you've done for me." "Carl?" I remembered. Carl had been the first transvestite who'd wanted me to make him a happy man, and now here he - no, she! - was. Apparently, content in her new life. "Sure, I remember you, Car ... er, Karen." I had a sudden feeling that it might not be in my best professional interest to be seen standing in the hallway talking to this strange woman. I didn't know what she really wanted, but decided it would be better if I found out in the privacy of my office. "Why don't we go into my office and chat?" I asked her and, unlocking the door, I hustled her inside. As she walked over to my couch, I quickly activated the keyboard sequence on my computer that turned on the hidden video camera. I always tape my client sessions, to ensure that nobody could come back later and accuse me of anything improper, but in this case I was more worried that perhaps Karen actually felt I'd ruined her life and wanted revenge - and I felt I needed an objective record of events. I'd been too involved in my own actions, though, to see what Karen was doing. As she reached the couch, she turned around. Her blouse was wide open, and she was already shrugging it off her shoulders, as she pinched open the front clasp of her gigantic bra. "Do you like them?" she said, as she let the bra and blouse fall to the floor. "38DD." She cupped them in her big hands and pointed them at me. I tried to answer, but my mouth had gone dry, and I couldn't say a word. "Oh, I see you do!" She stared down at my rapidly expanding crotch, then dropped to her knees in front of me and began to stroke it through the fabric of my pants. "Ooh - is it as big as it seems?", she asked. "St..." I tried to tell her to stop, but I still couldn't get a word out. Before I knew it, Karen had my pants down around my ankles, and was lovingly licking my full nine inches. "It's beautiful, Doc. And so much bigger than my boyfriend's. I bet you have to beat off the women with a stick." Before I could even try to answer, she had engulfed my cock; her hot velvety mouth sucking me in deeply before almost spitting me out, and then repeating the process. "Oh, my God!" I finally found my voice. "That feels incredible!" Somehow, even though I'd had dozens, maybe hundreds, of blow-jobs, this one from a transsexual woman was turning me on more than I'd ever been before. I looked down to see her staring back up at me, as my shaft pistoned smoothly into the back of her throat. Karen had managed to unzip her skirt as she worked, and it was now puddled around her knees; her right hand diving into scarlet lace panties to stroke her own rigid tool. The sight was too much for me, and I came explosively in her mouth. "Ah!! Oh, God! Ahhhhh!" The first wrenching burst of come filled her mouth to overflowing, and she opened her mouth to take the second ejection full in her face, as she tried to swallow the first load. Then she took me back in her mouth for one last spurt, which she allowed to dribble down onto her massive tits. She looked up at me with a grin as she cleaned my softening member with her tongue, alternately scraping my come off her cheeks and licking her fingers. Karen stood and, putting her arms around my neck, kissed me deeply. She'd swallowed everything, but I could still taste myself on her tongue, and was surprised to find that even that excited me. "You got some on my tits," she said, breaking the kiss. She pulled my head down slightly and I let her guide me to those amazing globes. My lips touched the first glob of semen and I knew what she wanted from me. I let my lips open, and tentatively swirled my tongue over the sticky mess. "Yessss!" she hissed. I cleaned both orbs thoroughly, taking extra care to tease and stretch her swollen nipples. Karen gave me approving murmurs as my tongue and lips did their job, guiding my head to new locations as necessary, but always letting me come back to play with her stiff nubs. When she'd had enough, I felt a gentle but insistent pressure on my shoulders, and let her push me to my knees. At eye level, I could now see her cock poking out of the top of her panties. Hooking my thumbs in either side of the waistband, I peeled them down, freeing a sizable appendage. It was smaller than mine, but probably larger than average. It looked like heaven. I leaned forward to kiss the head, but Karen was through being patient. I felt her large hand wrap itself in my hair, and twist. As I gasped, I heard her say "Suck it, bitch", and she thrust her whole length inside me. I had no control of the situation, and Karen wasn't asking for a blow-job. She was face-fucking me, hard. With each thrust, I felt her huge knob tear into my throat. I gagged and choked, and she'd hold me there, with her pubes tickling my nose, until the tears streamed down my face. Then she'd pull out and let me gasp one small breath before slamming back into me. I should have felt abused and demeaned. I should have felt violated. I should have felt pain. Instead, all I felt was excitement. My cock was already hard again, and I was jerking it for all I was worth. From a distance, I could hear Karen encouraging me. "Yes, that's it faggot... Suck it, suck it deep... Oh, yes, Yes! YES!!" She pulled out, and holding my head at arm's length, sprayed my face and shirt with her seed. Simultaneously, I came all over my hand and the lower half of my shirt. She pushed her cock back in my face, and made me clean it off as she had done for me. Then, when she released her grip in my hair, I collapsed, exhausted. I slowly dragged myself over, and on, to the couch, then turned back to look at Karen. "Thanks, lover," she said. "I needed that." She'd zipped up her skirt, and was refastening her bra. Now, reaching for her blouse, she grinned at me and said "We've both been very, very, bad. I'm going home to my boyfriend to confess. He'll spank me, and fuck my ass so hard, I won't be able to sit down for a week. Have you got anybody to spank you?" Again, I couldn't talk, but now there was a reason. My throat was raw and starting to throb. I just shook my head. "Oh, well, I'm sure you'll find someone, now that you're the Bitch Doctor. Thanks, again." With that, she turned and walked out the door. I never saw Karen again, but she'd changed my life. I slumped, exhausted, on the couch for at least a half-hour. Finally, I realized I needed to clean up. It wouldn't do for Ellen to come in and find any evidence of what had just happened. First, I made sure that both doors to the office were securely locked, then stopped the video recording. I had to erase the recording, but first... I decided to watch it. I watched it three times, getting more and more excited each time, before finally coming again. As I watched, I was greedily cleaning the come off my face and fingers, swallowing every drop, then sucking every drop off my shirt, trying to tell the difference in taste between mine and Karen's, and deciding which I preferred (hers). I couldn't decide which was the best part of the video - seeing her stroke her own cock as she swallowed mine, or watching myself gag on that first thrust as she raped my face. Both were pretty exciting, and the third time Karen climaxed on-screen, I let myself come with her, spurting into my hand and then cleaning myself with my tongue once again. Quickly, I edited out the dead space from the end of the video, and put the resulting file on a memory stick, before removing any evidence of it from my computer. Then I set about cleaning up the office. The first thing I discovered was the lacy red panties - in the middle of the office floor. I hoped that was the only souvenir she'd left. I'd be in trouble if a client found something like that tucked in the couch! I only found a few spots of semen on the floor, which I hastily cleaned up with a tissue - I'd get the office cleaners to do a more thorough job in a few days. No doubt the office smelled of sex, but I knew Ellen kept a bottle of Febreze in the office, and hoped that would take care of any scent. I sprayed the carpet, couch, and my desk chair. At last I was ready to clean myself up. I must have looked a mess - there were surely cum-spots I'd missed, particularly in my hair, but I had no mirror available. I grabbed my sports bag from under the desk, and started to change into tee-shirt and shorts. My eye was caught by Karen's panties, and on the spur of the moment, I put them on beneath the shorts. I put on my trainers, and stuffed my work clothes and shoes into the bag. I dragged a comb through my hair and left my office. The men's washroom was just twenty feet down the corridor, and at this time of evening I wasn't likely to meet anyone. I was able to get cleaned up - indeed, there was still a huge gob of come in my hair, just above my right temple, which of course I wiped off and swallowed gratefully. I washed my face, cleaning up the evidence of tears and semen, but there was nothing much I could do about the bruising around my lips - and headed home to my penthouse apartment. Sometimes a Cigar... Pulling back, I said "Come for dinner. 7pm." He looked at me shyly: "OK." Then I leaned forward and whispered in his ear: "and wear a dress." He blushed bright pink and whispered "How did you know?" "I've known ever since I met you," I lied. "I recognized you." As the elevator stopped at his floor, I kissed him again, quickly, and pushed the key-card he'd need, to get the elevator to come up to the penthouse, into his hand. "Later..." I said as the door closed on his stunned expression. Sometimes a Cigar... "Wonderful, baby! I knew you could do it. Again!" I thrust hard, again, before she could change her mind. This time, I felt her consciously try to relax. I buried my meat deep in her throat, and her hands felt like vices on my thighs, but her throat was noticeably looser, and the spasming was much less. "Perfect, sweetie! You've almost got it." I held in position for twenty seconds, and Susie managed to relax even more. I let go of her head, and rested my hands on her shoulders. She slowly withdrew, maintaining the suction until just the barest tip was left between her lips, then thrust herself savagely down on my tool. I felt my cock slide smoothly all the way in, her lips mashed against my groin, and her nose pressed hard into my pubic hair. She started to pump her face on my dick, taking it to the base each time. "Oh, Fuck! That's good. Ooooohhhhh... You'd better stop, babe, if you want me to fuck you. I can't hold on much longer." "Uh-uh!" I heard her mutter around my cock. She just started moving faster. I couldn't stand it any longer. "Ahh! Here it comes! Aiii!" I shot my first load straight into her stomach. She opened her mouth and pulled back and I shot two more loads onto her face. She took me back into her mouth and licked my wilting cock clean, before looking up at me with a grin. "Did I pass the audition?" "With flying colors!" I lifted her to her feet. Susie looked at me, then closed her eyes. "You made a mess, mister. I think you'd better clean it up." I licked the come from her eyebrows and cheeks, caught the drip starting down her chin, then kissed her. We snowballed my come for a while, before she reached down and took me in hand, again. She swallowed. "Well, lookee here! I don't think I missed anything after all. Now, you owe me Bradley." She started for her bedroom, dragging me by the dick. I quickly kicked of my shoes and pulled up my pants, as she left me no choice but to follow her. In the bedroom, she threw herself on her back on the bed. "Fuck me, Bradley. Please!" For the second time this evening, I pulled down her pretty panties, this time sliding them down her nylon covered legs and over the spikes of her stiletto heels. Seeing that she'd come in the panties - probably just now as she deep-throated me - I made a show of licking them clean, before tossing them on the floor, then bent over to do the same to her clit. Susie whimpered. "Please, Brad. Don't tease me..." I reached into the pocket of my pants and removed a tube of lube and a condom. "NO!" Susie yelled. I was stunned by the sudden change of heart, but I could wait. "That's okay, baby. If you're not ready..." "No, dumbass," she laughed. "No condom. I'm yours now, and I want to feel you come inside me." I tossed the unopened condom aside, and slid my pants and boxers off, kicking them to join the panties and condom. I knelt between her legs as she pulled her knees back and out to show me the puckered ring that was exciting us both. I worked a lubed finger inside her anus as I stroked her clit with my other hand. "Oh, that feels so good. OH!" I massaged her prostate, causing a small ejaculation to erupt over her stomach. "More, Bradley, more!" I worked another finger into her ass. Susie raised her legs and rested them on my shoulders. With her hands no longer needed, she started wiping up the come, and licking it sexily from one finger at a time. "More!" As I kept massaging her hole with my right hand, I lubed my cock with my left. "Okay, you asked for it. This will probably hurt a bit, but if it's too much, just say 'Stop', and I will, I promise." "Do it!" she hissed. I pulled my fingers free with a slight pop and positioned my shaft at her entrance. Keeping a steady pressure, I soon had the knob firmly inside her anal ring. Susie squealed slightly as it popped through. "Ohhhh. It hurts a bit, but it hurts so good... Fuck me, Brad!" I'd never fucked anybody, male or female or in-between, in the ass before, and I couldn't believe how tight it was. It was glorious. I'd push in a little way, then pull back a bit before pushing again. Susie glared at me: "Don't. You. Fucking. Stop!" She was jerking at her clit now. "Did you say 'Stop'?" I asked - pulling almost completely out. "Bradley!!" She screamed. So I gave her what she wanted. She let out an ear-splitting scream as I buried all nine inches deep insider her. "AAAIIIIIIIIIIIIII!!" "Ohhhhh..." as I pulled out. "AAAAAAHHHHHHHHHHHHH!" I plunged in again. I held her legs in my hands as I used them to lever myself in as far as possible, pounding her as hard as I could. "What are you?" "I'm your girl, Bradley. AH!" "Who owns your body?" "You-oooo!! do!" "That's right. What's it for?" "For your pleasure, Bradley! OH GOD!" "Excellent. When?" "Whenever... aaahhhh! Wherever... ohhhh!", she could barely manage a word at time, panting heavily between the moans. "HOWever! Oh, Braaadlleyy! I'm coming!!" "Me too! Unnnhh!" We came together, and I felt my seed spurt deep inside her, as her own splashed onto her belly. "God, Susie, that was incredible! Thank you." I knelt in front of her, with my softening cock still in her boy cunt. I was sure I must have had the goofiest grin on my face. Susie smiled back, dragged two fingers through the puddle on her tummy, and then held them out to me. I licked her fingers clean, then did the same, offering my fingers to her. As it became harder to keep my wilted member inside her, I let it pop free, and flopped onto my back. Susie wasted no time, turning over to straddle me, then taking my cock back into her mouth to clean it. "Fuck! I can't believe you're doing that after I just had it in your ass!" "I made sure I was good and clean, in case things worked out, and I'm not letting you waste a drop of that yummy cum!" Well, how could I answer that? I shifted over a little, so that I could take her little clit in my mouth and we 69'd until we were both clean. "Will you stay the night, Bradley?" "Sure, but I should probably leave before Stu gets up for work." "OK. Now I need a shower - and someone to scrub my back." Honestly, I don't know how that saying originated, because I don't remember much back scrubbing... I did, though, spend quite a bit of time analyzing her tits. I knew they weren't real, because I'd seen Stu without a shirt, but they were surprisingly realistic. Except for feeling - Susie could feel it when I tweaked her nipples, but elsewhere it was just a waste of time for either of us.