I kissed Jan when we were in the car. It was a strange feeling. It was like I was kissing my girl-friend. Jan's lips were so soft and supple and then there was her skill in using her mouth...
I found myself lusting for this man/woman, this gorgeous lady. Earlier in the evening, I was not sure, thinking this might be just a one night stand, I would feminize this man and then fuck him and toss him aside - fuck toys - as I liked to call them. Jan appears to be different. She is so willing to be my girl, I am surprised. It is no longer just a matter of domination, it is one of pleasure.
I kissed her again and wondered if we could head back home. I asked, "Jan, could we shop for lingerie another nite? Tommorrow is Saturday and we could visit the mall and shop for lovely dressed for you. I would like to be with you tonight and maybe even make love to you." Jan looked surprised. She had never heard me say "make love" before - it had always been fuck. She nodded. I called Heather again and told her that we would not be coming tonight. Heather sounded a bit disappointed, but she understood.
We drove home in silence. My right hand was on Jan's thigh, carassing her gently. I would take her hand in mine and bring it up to give her hands a kiss.
We got into my apartment and headed into the bedroom. I took my clothes off and headed to the shower. I showed Jan some sexy night clothes, asking her to wear the one she liked most. As if she had done for years, Jan went to the vanity and busied herself taking the lipstick off, cleaning off her make up and applying moisturing cream. I came out of the shower with a towel around my waist and found Jan sitting on the bed wearing a lovely yellow teddy. You could see the outline of her breasts and the lovely nipple. She had also left wig on. She playfully grabbed my towel and gasped. I stiil had my strap-on and it appeared that I had a hard-on.
It was exactly what I wanted to here from her.. yes I so much wanted to make love to my new bf.... To go to the lingerie store would have been awesome, and a great fantasy..but this was getting very hot, and i think i am feeling the same way about her as she me.. I thought this was going to be a one night or one evening as well, but the passion was more than I could stand.. When i looked in her closet I found the yellow teddy.. put it on, she saw me and I could tell..but I wanted something hotter.. so I went back and found something else... a white and red teddy and red and black crotchless panties.. they dont match but it looked so hot..and I wanted to please my man.. in any way I could while we made love..
I walked out and this is what she saw as I walked out of the closet.. i was soo aroused and wanting to just "make love to her"... it was soo soo erotic... and hot..
As I stood looking at her, with her strap on and erection showing, I suddenly became very submissive. She put her arms around me, pulled me close, and grabed the back of my head.. Our mouths met, hers wide open as her tongue instantly explored my mouth.. I found myself melting in her arms. Then I felt her strap on cock on my chest. Without any heels on, her cock was now rubbing against mine.. then she reached down and placed her cock between my legs and under my balls.. she started to slowly hump back and forth,, as if she was teasing my pussy.. I could feel the wetness of her running down her legs and assumed her strap on was slidding in and out of her pussy and it stroked my balls.. she put both arms around me, and held me tighter as she kissed me even deeper.. then the motions sped up.. I sensed she was nearing another climax!! How many times would Ven climax before this evening ended....?? It didnt matter, all I wanted to do was to plz her...
Then she kisses me even harder and starts to scream while we kiss.. I can tell she is climaxing... she pumps herself between my legs faster.. and faster,... and then she screams out one last time and her head falls back.. I reach for her to hold her up..
She looks deeply into my eyes and says she needs to lie down.. I carry her gently to the bed.. she lies down.... with her strap on cock straight erect in the air..
I think back to the janitor... and the act I did for Ven , and felt she needed it now here... I tried to repeat all I did to his cock for my new lover... I had taken his cock, in my left hand.. held the base of his hard shaft.. I now took her shaft... then I ran my tonque over the tip of the Janitors cock.. I did the same to Ven., then I took the bulb head and ran only the bulb into my mouth, sucking lightly.. and gently stroking the shaft.. I could feel the shaft moving on Ven, so I stroked it more agressivly so she could get the feeling.. for the Janitor, my fingers slipped up and down his shaft... .. For the Janitor I squeezed his balls with my right hand.. for Ven.. I ran my right hand fingers under the shaft and down between her legs to her anus... I teased her anus with one finger then two.. the whole time taking more of her cock into my mouth.. running my tonque over the entire length of the shaft and sucking loudly on it... just like I did to the Janitor.. then I pulled my right fingers away from her anus.. and inserted a small vib into her rear.. I took my righ hand and just like the Janitor now had two hands stroking her cock.. the only difference is I slightly pulling it in and out of her pussy.. I see her nearing climax again.. I reach up with my right hand to her left nipple and start to squeeze it tightly.. she starts moaning louder.. I can tell she is getting even nearer.. then I take my left hand , slide it under the strap. and start to rub her clit... it is rock hard... I am pulling her cock in and out of her pussy using my mouth and stroking her clit.. at the same time as i squeeze her nipple.. she sits ups and starts to scream again.. this time she grabs my head and starts pulling my head up and down on her cock.. she is having a massive orgasm this time.. she is shuddering and pumping my head up and down.. then she falls back in the bed and whispers...enough.. let me rest for a second... but leave the strap on in your mouth.. a bit longer.... I lay my head on her leg and hold the cock in my mouth... she seems quite relaxed right now.. I feel quite content watching this massive orgasm... from my Venus..
I see tear of joy in Jan's face. I can tell she loves to be held, to be cuddled and kissed. I decided to surprise her a bit more. I held Jan's erection, playing with Jan's cock, feeling it throb in my hands. I sat up on the bed and kissed the erect cock, removing the panties covering it. I took the cock in my mouth, teasing it, playing with tongue at the tip. I could see that Jan was enjoying this. I reached over to the side table and pulled out some lubricant and applied it to Jan's cock. I climbed on top her and impaled my ass against her stiff cock. With the smooth lube, the cock disappeared inside my ass. I asked Jan to stroke my "cock" with her hands, sending waves of pleasure inside me. As I moved myself up and down Jan's cock, I found myself reaching yet another orgasm, thanks to her expert stroking of my strap-on. I could feel Jan shudder. As she started to cum, I abruptly stood up and held her cock tight. I asked her to stand up and walked up to the bathroom holding her cock.
I made her stand in front of the toilet bowl and stroked her throbiing cock. Two deft strokes of my hands and Jan came with force, her cum flying into the bowl. Once the last of the drops was drained, I took a washcloth and wiped her cock. Then just as I has thought, Jan said, she had to pee. I held her cock in my hand and directed the stream to the bowl. I shook her cock to drain the last of the drops of urine and again watched her clean herself. It was my turn now, I loosened the harness and peeed into the bowl standing up. I heard Jan look at me in surprise again and once I had completed peeing, she sat down on the bowl and offered to clean me. She wrapped her arms around me and ran her tongue deep inside me, cleaning me.
We headed back to bed and I tightened my strap-on and asked Jan to remove the teddy she had been wearing. We held each other in our arms and fell asleep.
I awoke around 7:00am. There I was completely naked being held by this wonderful and gorgeous woman.. and as I looked down.. but with a huge strap on.. so was I sleeping with a woman or a man.. Actually it didnt matter!! I was feeling sexual bliss at this point.. I looked over at her lying there on top of the sheets.. long sexy legs, small but firm breasts.. her nipples rock hard from the cool air of our A/c, a gorgeous slinder tanned body.. a beautiful face.. and a cock... she was soo yummy... I slid out of bed, went into the bath room.. then it hit me... what did I really do last night...!!?? What had I become?? I still had the wig on, and even though no lingerie I had an incredibly feminine look.. as I looked atmyself I started to get a hard on again.. , I looked back in the bedroom at Ven again.. and I knew it was all worth it.. an incredible fantasy evening... and it was still just Saturday morning.. I had the entire weekend ahead of me!!
I couldnt help but to look into her closet.. there was nearly all mens clothing.. upon closer inspection i realized it was the same size as what she wore last night.. she really enjoyed taking on a male role.. I found a small section of womens clothing, but it was all much larger than her size.. closer inspection I found a few more wigs, lacy lingerie, long dresses, bikini swim suits, tank tops, etc.. and a variety of larger womens shoes.. then I found a silk robe.. I wanted to put something on.. actually I wanted to try on all of the lingerie!!! But I controlled by urge and felt I needed some coffee and maybe to make my "man" some breakfast. I put on the silk robe. It was very very short, and barely covered the bottom of my ass cheeks... the silkiness felt wonderful on my nipples as they got hard immediately.. which sent electricity down to my cock,... instantly my erection returned.. I looked in the mirror admiring myself.. wig on and a womens silk robe.. I actuallly looked quite good.. except for the erection coming out from underneath the front..
I heard the slight pitter patter of feet and smelt the aroma of coffee and eggs and bacon. I opened my eyes and there (s)he was. Jan was holding a tray of breakfast. When I looked her over, she was wearing Monique's robe. The robe bare covered her bottom and there was no mistaking that erection. Jan leaned over and kissed me. I woke up and turned off the A/C and opened the patio door, so we could sit in wonderful morning sun. The gentle cool breeze of the ocean and sight of waves on the beach was wonderrful, but so was the sight of my (wo)man companion. We ate our breakfast and drank some coffee when I could hold back no longer. I kissed her in her mouth and got up. I asked Jan to tame her errection down. When I saw tears in her eyes, I kissed her again and said that I would like her so a strip-tease just for me.
Sitting on the patio with my wo(man) was an incredibly erotic way to the start the day.. As I looked over at her every few seconds, and seeing her naked body, I just couldnt keep my erection down.. Her beauty was intoxicating. When she got up and kissed me again after breakfast it was like a drug.. I was intoxicatied with this wo(man). I was also his (hers) to satisfy her every need and desire.. When she looked down at my erection I felt a bit embarrased.. I knew she didnt want to see an appendage coming out from her GF.. so it didnt surprise me when she said she wanted it to go away... Then, seductively she tells me she wants me to strip for her.. on the patio.. in broad daylight... again, I would do anything she wanted.. I told her to wait a second..
I went into the bathroom, I found some flesh colored shoe laces.. I proceeded to tie the end of my cock head and pulled it down between my legs and up the crack of my ass.. I took another silk robes tie and tied it around my waist.. This way I was able to tie the end of my cock head up under my ass and tie the shoe laces to the silk tie behind my back.. As I stood in the bathroom, I looked at myself, and where I once had a cock, all you could see was dark brown mound of hair... I looked very much like a woman now..
I turned on some slow jazz music and with my robe on, walked out onto the patio.. standing on the edge of the patio, I started a slow bump and grind, tilting my head back and forth and looking deep at my lovers eyes.. s(he) sat there there looking at me, clearly getting turned on.. I slowly started to pull the robe asside of my shoulders and niipples.. I left the robes tie on.. keeping my pubic area covered so she couldnt see. She then mentioned, that she was pleased that she didnt see an appendage anymore from her GF, and those belonged to men only, and right now there was only one man in this room.. and it was jen..
Then I pulled the robe tie off, but kept the fabric covering my male pussy.. she couldnt see but my motions were starting to imply I was being fucked by her.. then I turned around, facing the ocean.. and its fresh air, I pulled the robe entirely off, but covered my ass crack so she couldnt see the ties I had arranged, then very slowly I turned around and came up next to her,.. I slowly slid the robe away and rubbed my cockless pubic hair up against her shoulder.. she looked in awe as she realized the cock was gone.. and I was now completely transformed into her gf sex slut...
I loved what Jen was doing. I started to stroke my "cock", slowly heading towards an orgasm. Noticing how Jan was trying her best to hide her cock, I motioned her to come towards me. I loosened the tie thus freeing her cock. She was afraid I could see. I felt sorry for the lovely person in front of me. I told her that she should pleasure herself. I saw her hesistantly take her cock in her hands and begin to stroke herself. She seemed to like that. I asked her to come close to me and kissed the tip of her cock where pre-cum was forming already. I ran my fingers over the tip and taking the pre-cum, rubbed it over her lips.
(S)he started to stroke herself with one hand and inserted the middle finger of the other hand into her ass. She fucked herself in her ass while masturbating. This was an incredoble turn on for me. I began to stroke myself harder and harder until both of us came at the same time. She came over her hands and rubbed her cum all over her stomach and chest. I loosened my harness and took out the strap-on. Jan looked at me in anticipation and I gave her the dildo. She took the end of the dildo which was inside my pussy and swallowed it into her mouth. She licked it clean, looking at me to see what would follow next.
I led her to bathroom, and told her that we would shower together, and that I wanted her to shave the little hair on her mound...
The taste of my mans cock juices was intoxicating as ususal.. as was it wonderful to get to cum this morning... I was dying to cum and when she allowed me to... it was heaven.. then when she told me we were going to shower togehter, I started to again build a very slight erection.. no matter what my mate did, it seemed to turn me on. As we moved into this party shower.. I watched as she pulled out shaving cream, and started to cover my pussy hair. then she takes her razor and starts shaving off my hair... I look down at her and again watch as she clearly enjoys the tryst that is happening..While she is on her knees, I notice she has taken another dildo, placed it on the floor of the shower and is lightly riding it.. (s) he never seems to get enough..
I look down and notice in no time I am completely hairless in my pussy area... an erection again starts to build..
This time though Jan's erection was actually a BIG help. I was able to shave off the hair around the balls and top. I asked her to turn around and shaved off all the hair around her ass hole. The dildo up and down my ass was so stimulating, that I held Jan's cock in my hand. I got out of the shower and peed standing up into the bowl. I got back into the shower and allowed Jan to soap and wash all over my body. Jan then closely shaved her facial hair and applied her make up again.
I suggested that we go to the mall for some shopping. I was also anxious to show off Jan and make her comfortable in women's clothes. For her outfit, Jan chose to wear a miniskirt and a tank top that showed off her belly button. I wore a pair of shorts and t-shirt.
We drove off to the mall to shop for some new clothes for my new lover....
Gail Blake
5'6"
140 lbs
22
hair brown eyes brown but nateral color hidden with contacts and hair dye.
She has several piercings. Rather punkish looking.
IC:
Gail Blake chewed on her gum watching couples and other people walk back and forth around the cafiteria of the mall. She sketched in her artbook for a class assignment at college.
Running her hand through her short hair she pulled on a curl looking at the multi colored lenth before letting it go to fall back were ever it wanted. Then sighed with fustration. Maybe she should head over to the body tattoo shop and get a new peircing or something. She was bored.
Some cute guy walked by and she watched aprecitively till he was out of view then closing her notebook shouldered her leather jacket and headed for the tacobell stand for something to eat before heading off. She had enough sketches for class. At least for now.
I notice a punkish looking girl with piercings and tattoos. I have never had any tattos or piecings (except for my ears) I love them. I follow her to the food court. I signal Jan to follow me as well. I point out the girl to her and whisper in her ear, "How would you like her to with us?" Seeing Jan's eyes light up, I know I can get set.
While the girl was fumbling for cash to pay at the Taco Bell counter, I stepped forward and said, why dont I pay for your Taco. She is embarrased, then nods okay. I order mine and she mubles about paying me back. I point Jan out and say why dont you join us? She seems a bit confused and concerened, but agrees.
Gail was surprised when the woman, a rather atractive most masculine seeming woman she'd seen paid for her taco and then invited her to join her friend. She blinked when they aproached another.... woman? Gail was not so sure of that she sipped her drink and raised an eyebrow with amusement, crossdressers? Cute.
She sat down with her nachos and taco eating and watching the two seated acrossed from herself her celtic knot acrossed the side of her face enhancing the raised brow as she looked on the 'couple' in ovious amusement "Thanks for the taco, I'll pay you back lady. Gail," she intraduced last minute. not holding out her hand since she rather had things full at the moment "Out for a stroll?" she looked up the two and wondered what would bring a couple crossdressers out in public, it didn't bug her none, she seen worse at rave parties. At least these two were cute.
Going into the Mall dressed in womens clothes was difficult enough.. and now we're sitting eating with a seemingly straight woman... I could tell Ven really wanted this to happen and was getting into it. I also knew she liked to be in control over female partners and wondered what mischivious activities she had in store for...now all three of us... funny.. what ever she wanted somehow she managed to get...
Sitting at the table talking she leans over to me, and lighltly kisses my ear, and whispers... do you like our additional little play thing my dear?? With that she also slides her hand under my skirt and grabs my cock.. the answere was only to be : "she looks wonderful sweetheart".. is all i can mumble back. With that she kisses me softly on my lips and looks back to Gail and explains we were out shopping and would she like to join us? At the same time Ven is stroking my pussy under the table as she ignores me talking only to Gail...
At first I am a bit nervous, but then remind myself that I will do anything my (wo)man wants..
Under the mini skirt I am wearing the shear g-string she likes so much and unfortunately my cock starts to reach a mild erection for her... i know she likes the g-string.....so another pic for her..
After the rather gruff intro from Gail, I nudged Jan to chime in. Right on cue, she said, "Gail, what a nice name. I think of a summer storm when I see you." I said in my most gruff voice, "Gail I am Joe. How would you like to join us for some dessert. We live quite close by." Gail looked at me curiously. I felt her hand brush against my crotch area as if by accident. Her eyes widened a bit when she touched the strap on hardness. Suddenly her demeanor became softer. She said, "Sure. I can skip the fucking class." I tell Gail," We are also planning a party later. Can I buy you some new clothes?" Gail looks at me and says, "sure. I think I know what you and your gal here want. I am ok as long as you dont fuck me in my ass".
I take her to Victoria's Secret and let her pick a thong and g-string. Jan picks up a similar underwear. I pay for the underwear and then we go to a shop to shop for party dresses. Gail picks up a dress with slits on both sides and back cut so low, that the top of ass crack would show. I like the look, so I ask her to try it out. She goes into the change room and I wait outside while Jan looks for a dress as well. In a few minutes, the sales girl comes up to me and says, "Sir, you girl friend is ready to show you how she looks. This way please Sir." I follow her and I am completely speechless. She looks gorgeous, her well developed arms and legs showing. A lovely tattoo covers her rear and a rose on one leg and a dragon on the other. I see a dolphin near one breast. Through the sheer fabric of the dress, there is a hint of a nipple ring and the sight is making me all wet.
We pick a matching dress for Jan and I pay for them both. The sales girl smiles back at me and I even try to flirt with her briefly, complimenting her on her name and her dress.
Gail has changed back into her jeans and tank top and the three of us head out.
Gail was rather shaocked with herself. Following these two with a bag over her shoulder, she found it highly amusing that the sale's girl had been totaly clueless that 'Joe' was a girl and "Jan' was the guy and Gail was the only member of the group her own sex.
It was quite amusing really. Joe was a rather hansome woman. Gail never really been atracted to women before, really to tell the truth wasn't still but the entire sitchuation was oddly... Interesting. Erotic weird and one of those things you usualy only read on a porn site.
So gail walked with her book bag on one shoulder her new 'party' dress over the other shoulder two go out with a couple dtrangers she never met before in her life. And most likely from the state of conversation is going to fuck and have her brains fucked out.
On the drive home, I could see that Gail was excited but also a bit nervous. Jan was a bit subdued, but I could see that she was excited as well, the way her hands kept moving to her crotch frequently. Couple of times when I stopped at the light, her hands would seductively touch my crotch and she kissed me deeply.
We reached home and Gail looked around and said, nice place you got here. Being a hot day, I suggested, lets go for a swim. Jan seemed petrified and mumbled that she would rather watch. I started to remove my clothes and Gail looked at me quizically, "where are the swimsuits?" I replied, I dont have any, I love to swim naked. I wondered if that would turn her off and she would beg off. To my surprise, Gail said, "Ok". She dropped her jeans, revealing a thong. She then lifted her tank top and threw it aside. She was not wearing a bra and her breasts were exposed in all their glory. Her lovely 34C breasts were firm and nipples hard. Her nipples had been pierced and it just took my breath away. That combined with the tattoos, just made me totally wet. She lowered her thong and stepped out, revealing her lovely body. She was completly smooth pussy, with a lovely tatoo of a tiger poised to strike. To set me completely going, her clit was also pierced. I felt weak kneed. I stepped out t-shirt and shorts. Gail looked at my tiny 32A breasts and my strap-on and her eyes went wide open. "Does that work like a cock?" Gail asked. I replied, "You have to check that out for yourself."