“Oh, oh, uhn, uhn, oh. Pl..pl..pl..please don’t cum not just yet. Oh, pl..please. Push deeper, deeper, please. Oh God.”
She moaned with each push that I made into her tight asshole. I was in as far as I could go. Slowly and rhythmically I pushed in and out of her. Being very purposeful in each thrust going in as deep as I could. She felt so nice. I was trying not to shoot my load, not yet. No. She was enjoying it and so was I. I never thought that having anal sex with another crossdresser was so good.
Wait, let me back up a few days.
I heard about this party across town for crossdressers and figured that I would get out and go to it. Putting on a party dress with 4 inch heels and all the rest of the accessories, I went out and hailed a cab.
“Yeah, where to lady?” asked the driver.
“34 west 40th street please.” I replied. The driver never gave me a second look.
The cab ride took about 10 minutes. I could have walked it but in brand new heels that would have been painful.
Pulling the cab over the driver said, “That’ll be four dollars fifty cents.”
I took a 10 out of my purse and handed it to him, “Here, keep the change.”
“Thanks lady” and off he went.
The address was a 10 story apartment building and the party was on the 5th floor. I went in and took the elevator up to the floor and found the apartment where the party was. I knocked on the door and they let me in without question. Guess they saw that I was a dresser by my Adams Apple. Other than that I normally pass without a hitch.
I milled about and made small talk with a few of the girls there. I knew a few of them from past parties which made me feel comfortable.
I made my way to the buffet table and wanted to grab a lite nosh. While making a plate, this knock dead gorgeous girl came up to me.
“Try the Wellington, it is delicious.”
“Do you go to these parties often?” She asked.
“Not as much as I want to. How about you?”
“Maybe once a month. Oh, I’m Joan.”
“Hi Joan, I’m Jane” and we shook hands. Looking at her face, it was perfect. Her makeup was flawless as was her skin.
“Joan and Jane, what a combination. J J.” She said with a smile. We chatted a bit then we both grabbed a seat on a couch sitting close to each other. We talked and talked and talked. I really started to like her and I think she liked me. At least she didn’t get up and move on.
A few times she put her hand on my thigh while she was talking. I didn’t know if she was coming on to me or that was her speaking style, being very touchy touchy. I didn’t know if I should be concerned or not and simply went with the flow. It was nice in any case.
After a while I looked at my watch. “Oh shit, the time just flew. It’s almost 1AM. I’ve got to get up early for work.”
“Wow, that time flew. It seems like we just sat down.” Said Joan. “We better go for I have to get to work in morning also.”
We both got up and headed to the elevator. “You know, it was really wonderful talking to you Jane. I hope we can do it again soon.”
“So do I.” I replied. Then the elevator door opened and we both got into it. Joan pushed the button for the ground floor. The doors closed and we were alone in the elevator. Joan turned to me, put her hand on my cheek and next thing you know, she pressed her lips against mine. She took her arm and put it around me and pulled me in closer to her as she kept on kissing me.
“What the fuck is going on?” I wondered to myself. Oh yeah she’s kissing me, but under the clothing we are both men. My instinct told me to push her away but my sexual side didn’t want her to stop.
As the elevator stopped and the doors opened, “That was something to remember me by.” Then Joan slipped me a business card. “Call me tomorrow, we can do lunch or better yet, dinner.”
I put the card into my purse, “Sounds delish. I’ll call.”
As we both stepped out of the elevator, Joan turns to me, “Good nite honey.” and waves. I smiled and waved back.
My head was reeling. She was very attractive and we got a lot of looks mostly to her. Yet she is a man like myself I kept telling myself but I still felt strangely attracted to her. “Am I gay?” I was wondering.
“No!” I still prefer woman, but this one kinda turned me on for some reason especially when she kissed me. But I have to keep telling myself that “she is a man, a man got it!”
I went into my apartment, got undressed and lied awake in bed. The thoughts of what happened in the elevator and how I felt kept me up. Before you knew it, the sun was coming up and I had to get to the office.
Climbing out of bed, I got washed up and into my suit. On the way out, I took her card out of my purse and put it into the pocket of my jacket. “Should I call or not?” I asked myself. I brought the card along just in case I decided to call.
I pondered that question most of the morning. “Should I or shouldn’t I” The idea kept going around and around in my head. I stared at the phone getting up the nerve to call her.
“I know, I’ll call her and tell her that it was a big mistake and that I have no interest in her.” Yeah, that’ll do it. That’s my plan.
Nervously I took out the card and set it down on my desk. Talking a deep breath I picked up the phone and dialed her number. I kept running what I was going to say over and over as the phone rang on the other side.
“Maybe she will not pick up and that will be the end of things” I told myself.
But she did pick up, “Hello.”
“Err hi Joan, this is Jane. We met last night at the party.”
“Jane. So good of you to call. I was hoping you would. That party last night was a lot of fun and I really enjoyed meeting you.”
“Same here Joan. I enjoyed myself..” Before I could go on, Jane jumps right in.
“Listen, I am making chicken marsala for dinner tonight. Why don’t you come over. I have plenty for the both of us. You can come DRAB or DRAG which ever you prefer. Of course DRAG is always best.”
“Errr” I had to think for a minute. I so wanted to say my little talk but the words just would not come out. Instead “OK, sounds like fun. I could be there by 7ish.”
“Fantastic! I live at 23, west 33rd on the upper east side apartment 17B. See you then honey. Oh, you don’t need to bring anything other than yourself.”
We exchanged a few pleasantries and hung up. “Oh shit, what am I getting myself into” I thought to myself.
I went straight home after work and changed into my femme things. A black skirt, red blouse, black bra with my breast forms, thigh high stockings and a pair of black kitten heels. I put on my wig than a quick makeup job and I was ready. I grabbed my purse and off I went. I didn’t want to go but figured that maybe I should.
Outside I hailed a cab and off I went to the upper east side. The ride was uneventful and we made decent time getting there. After paying the fare I went inside and took the elevator to Joan’s floor.
I stopped at her door and stood there for a minute getting up the nerve to press the doorbell. It still was not too late, I can still leave and head home. Nervously I pressed the doorbell and in a minute the door swung open and there was Joan standing there wearing tight jeans, collared button down blouse and 2 inch heels.
She smiled, “So glad you made it come on in.” Then she took my upper arm and gave me a peck on the cheek. She brought me inside her apartment. It was nicely furnished in earth tones. For some reason I envisioned a dive with things scattered about the place. But here everything was impeccable.
“Mmm that smells good.” I said.
“That’s dinner, it’s almost done. I hope you like chicken marsala. I used sweet marsala wine.”
Joan poured us a drink of white wine and we sat and made small talk. “First I want to apologize for last night. I was too forward with you in the elevator.”
I looked at her, “It did take me by surprise.”
Joan had a smile, “But I bet you liked it.”
I didn’t know what to say. I did enjoy it but, she’s a man. You know, having the same parts as I do. Gotta remember that.
She served dinner and we made more small talk during dinner. The weather, current events in Asia and Europe and of course the city. We even talked about fashion, something that crossdressers love to discuss.
After dinner I helped her clear the table and we then went into the front room and each had another glass of wine.
“So how long have you been dressing?” Joan asked.
“Oh about 15 years or so. What about you?”
“Maybe about the same I think. So what do you think?” Joan asked.
“About what? You do have a lovely place. Or about dressing?”
“Thank you but about me?” as she took a sip of wine. What to say back? I was at a loss for words.
“I think you’re wonderful.” I had to say something.
“Thank you, but that’s not what I meant.”
With a puzzled look I answered “No?”
“No sweetheart, about me. I am undergoing HRT.”
I took a sip, “HRT? Are you transitioning?”
“Yes. I decided to take it to a new level. The hormones have been working. I no longer have the hair I used to, my skin is much softer. And best of all, I have natural C-cups.”
I nearly choked at that statement. After she said that I could not help myself but to look at her boobs. Hey, I’m still a man and men love to look at boobs.
Joan grabbed my hand and pressed it against her left boob. “See, feel how nice they are.”
Wow, talk about jumping the gun. Her breast did feel nice and firm. I didn’t feel a bra, just breast. A real joy. “Very nice.” I said.
Joan smiled, sat her glass down on the coffee table and leaned back against the couch. She started to unbutton her blouse starting at the bottom and worked her way up. Looking me in the face she opened her blouse exposing her breasts to me. They looked marvelous.
“Go ahead, I won’t mind.” She said.
I sat my glass down and started to fondle both of her breasts. They were so nice, so good to the touch. Her nipples started to get hard as I held onto her breasts. I so wanted to suck on them but didn’t know if I should or not for she is a man.
“What the hell” I told myself. I leaned over and put my mouth on one of her boobs and started to suck on it. She moaned a soft moan and held me behind the head. Yep, she was enjoying it and so was I. So much I was getting very erect.
I sat back and she was gazing into my face. “You like?” she asked.
“No buts honey. I know you wanted to for I see that you’re hard. I wanted you to. Maybe we should stop there for now and take it slow.”
“For now?” I wondered. What was she implying?
“I see I’m not the only one that is hard.” I replied back. Joan just gave me a big smile.
We sat there talking away. She left her blouse open with those lovely breasts exposed. I could not stop looking at them and she knew it.
During our conversation I learned that she once was married to a woman but when she found out that Joan was a crossdresser, she filed for divorce and left. That was 5 years ago. Joan has been on her own since. Sounded familiar except that I was never married for I was afraid of things going sour in a relationship like what happened with Joan and her wife.
As part of our conversation we talked about her transitioning. “I am scheduled for surgery in 6 months.” Joan said.
“Yeah. So far I’ve been living as a woman full time for the past 9 months. You know, real life test. The only time they had was 6 months from now. What I am going to miss through it all is when it is all done, I will not be able to shoot out anymore cum. I’m going to miss that.”
“Wow, sounds like a long way off but I bet it’ll go by very quickly.” I said still gazing at those breasts. Damn they were good looking.
“I don’t want to go it alone and hope I can find someone to go with me and take care of me afterwards.”
I took a sip of the wine, “Have anyone in mind?”
“Maybe. But I need to wait and see. They say that the first week is the worst and that is when I’ll need someone the most.”
We moved onto other subjects. I looked at my watch and saw that it was getting late. “I better run. I’ve got to get up early for work.”
We stood up and Joan walked me to the door. I turned to say good night and she took my hand and pressed it against her boobs. “Come over tomorrow and I’ll make something Italian. You do like Italian don’t you?”
This time I reached over and put my arm around her and pressed my lips against hers. I have no idea why, I guess it was instinct or was it something else? I was feeling attracted to her. But she’s a man! For now.
When I got home I went to bed in my panties and bra and unlike the night before, I quickly fell asleep.
Work the next day went by pretty fast. I kept thinking about Joan and our, well date. I was actually looking forward in going over tonight. Last night I had my fears, but now it was different for some reason.
At home I put on a dress that went mid-thigh, and of course the rest of the femme things. This time I put on pantyhose since thigh highs would not work with my outfit. Look at me, I’m getting gussied up for a date and my heart is pounding away like a kid. Oh my God.
I arrived at Joan’s and she met me at the door only this time she had on a short skirt and thin white button down blouse. I was able to see her nipples through the fabric. It turned me on something fierce.
After dinner I helped her clean up like before and we sat on the couch talking away. I could not keep my eyes off of her and those wonderful breasts. Damn what in the hell am I doing? I do think that I am beginning to fall for her.
As we talked she took one of her feet out of her shoe and began to run up my calf with it. Up and down, up and down she went. She went higher and higher with her foot to my thigh right to the hem of my dress and back down again. I felt myself getting real hard. She ran her foot up again only this time she slipped it under my dress and went up even higher. Part of me wanted her to stop and another part of me didn’t and wanted more.
She went down then back up under my dress only this time she went up to my hard-on and started to rub it. It was exhilarating I didn’t know what to do. She just looked at me and smiled. I gazed back at her with part of me wanting to try to ignore her advances yet I loved it.
She pulled her foot out, slipped off the couch onto her knees. “Now you’re in for a treat.” She said as she made her way to me on her knees. She slipped both hands under my dress to the waist bands of my pantyhose and panties.
“Lift hun.” Motioning for me to life my butt up a bit. As I did she quickly pulled down my pantyhose and panties in one move. I put my ass back onto the couch as she pulled the garments off my legs.
She then lifted the hem of my dress exposing my rock hard boy clit.
“Well, well, look at that. Your dick looks so yummy.” And with that she leaned over and gently kissed it on the head. She then pursed her lips, put them onto the tip of me then pushed down taking my clit into her mouth. It was like breaking a hymen only better. Her mouth was so wet and warm.
I felt her hold onto the lower half of me as she started to suck on my clit and move her head up and down. How wonderful that felt, so nice. I could tell that she has done this before. So I wondered how many times. But that didn’t matter now, I was enjoying getting a blow job from her.
As she sucked on me, I saw her free arm go down and it was obvious that she was masturbating at the same time. I guess that is how she was going to please herself.
My breathing was picking up and I was starting to get edgy. She stopped and looked at me, “Try to hold off as long as you can lover. It will be more intense if you do.” Then she went back to work on me.
I was doing my best not to cum but it was not an easy task. I held off as long as I could.
“Oh shit, oh shit, I can’t hold it, I can’t. You feel so fucking good. Oh damn, Uhnnnnn” As the orgasm hit, she deep throated me and I shot my cum right down into her waiting throat. It was intense like she said. Real intense.
Then her breathing was getting heavy, I had a feeling that I was not the only one to cum tonight. She got up off my clit, and got up into a crouching position aiming her clit at mine. She balanced herself with the arm that was not jerking herself off with. Then her hand squeezed my thigh and she looked into my face.
“This is for you honey. Ohhhhhhhhhh” With that she shot her load all over my clit and lower half. It was hot, very hot and felt so nice. She really covered me there with her love juice. Her head went down as she was catching her breath.
After a few minutes she went back down on her knees. “Oh look at this. You are so messy. I better clean you up.” She then started to lick her cum off of me.
I’ve had women in the past give me hand jobs then lick me clean, but never from another crossdresser. That was a whole new experience in itself.
Joan finished licking me than moved to out her body on top of me and she kissed me deeply. By instinct I put my arms around her holding her tightly as she kissed me. All kinds of thoughts were racing through my head. The biggest one was how enjoyable that was.
We stayed like that for about fifteen minutes just basking in the glow of a sexual encounter. It actually seemed normal to me, or at least it was starting to.
Joan looked at me, “How was that?”
“Wonderful.” And that’s all I could say. I was speechless.
“You better go into the bathroom and freshen up. I’ll fix us a nightcap.”
Joan gave me a kiss and got up off of me. I pulled up my panties and pantyhose and went into the bathroom to wash up my lower half. Afterwards I went into the front room and Joan poured us each a glass of wine.
“Tomorrow night I have something special planned for us. Especially since it is a Friday.” She said after she took a sip of wine.
After that was done she saw me to the door and gave me another kiss.
On the way home I was thinking to myself, “What the fuck just happened? I mean she’s a man and I allowed her to give me a blow job. It was great alright, best that I’ve had in a long time, but still, she’s a man. Yet I enjoyed the whole experience, even making out with her. What is going on with me?”
She said she had something special planned for tomorrow? I guess that was another invitation for another date. I was curious and excited yet I still had to keep telling myself that she was a man, a man with a dick and balls for now. OK she was transitioning into a woman, but she was still a man. The more I thought about it, the more confused I was getting.
I got home and went straight to bed.
The next morning I headed to work and there really could not get anything done. The memory of last night was going through my head time and time again. I could not shake how wonder that blowjob was and how I was starting to feel. I keep seeing her going down on me and going deep throat as I came. And she didn’t spill a drop. If she did, I’m sure she’d lick that off of me as well.
Five O’Clock came and off to home I went. Now what to put on for tonight’s date? Maybe a little black dress? Yea, that’ll be perfect. I got dressed and head to Joan’s apartment like I’ve done for the past two nights.
When I got there I rang the bell and she opened the door wearing a pink satin bathrobe. “Hi honey, I love that dress, you look so sexy in it.”
She then put her arms around me and we started to kiss. I ran my hands down her back to her ass and gave both cheeks a squeeze. She looked into my eyes, “Oh my, you naughty girl you.”
She closed the door took me by both hands and led me inside. Instead of going to the front room where we normally go, she brought me to her bedroom. I knew exactly where we were headed.
Once in there, she took off her robe and tossed it aside. She was wearing a small pink satin nightgown and nothing else. Her dick was already hard and sticking out. “Now, I did promise you something special for tonight. I hope you like.”
I kicked off my heels and Joan ran her hands down my sides and lifted the hem of my dress. She then put her hands into the waist bands of my pantyhose and panties. “You won’t be needing these tonight.” And she pulled them down and as she did that she went to her knees.
“Lift” she said as she took them off each leg. I was getting hard and it was showing. “My my my. Aren’t we looking for something.” And with that she kissed my clit and then took it into her mouth and went up and down the shaft sucking away. She felt so good.
She stopped, stood up and put her lips against mine and held onto my clit with one hand. She whispered into my ear, “I douched for you.”
Douched? How? Oh my, did she mean she gave herself and enema? Does that mean?
She climbed up onto her bed kneeling. She had me kneel on her bed in front of her. She then reached over to a nightstand and brought over a tube of lube and a package of wet wipes. She opened the tube and put a good amount of lube into her hand. With the free one she pulled up my dress to my waist then she took the lube and rubbed it all over my clit.
Next she wiped her hands with the wet wipes, turned with her back to me and went into the doggie position with her shoulders on the bed. She took both of her hands, grabbed each of her butt cheeks and pulled them apart.
“You know what to do lover. Take me. Shove that into me, I know you want to.”
She was right for inside I wanted to yet a small part of me didn’t. I moved closer to her and put my clit against her waiting asshole.
“That’s it baby, that’s it. Push in, I want you in me.”
Now this is not the first time I’ve had anal. I’ve had it with a few women in the past so I know I have to go slow and careful. But this is the first time with another crossdresser. So I started to push and the muscles of her ass resisted my pushing. I backed off then pushed again and I was able to penetrate her.
As I went in she gave out a moan, “Oh God, Oh yesssss.”
I allowed her to tell me how deep to start with for when it was uncomfortable she’d have me stop for a minute then proceed. Finally I was in all the way and it felt so warm, so tight, so nice.
“Don’t do anything yet honey, I just want to feel you in me.” She said. I took the time to pull my dress up over my head then after a minute, “Come on honey, make a baby in my ass. Fill me with your sperm.”
Make a baby in her ass? Well, I know what she meant. I held onto her by the hips as I started to pump away slowly. I also wanted to enjoy the feeling and much as she did.
As I pumped she let out soft moans, “Yes, yes, yes. Mmmmm you feel so good. Don’t stop fucking me, don’t stop.”
Now we are up to the present,
“Oh, oh, uhn, uhn, oh. Pl..pl..pl..please don’t cum not just yet. Oh, pl..please. Push deeper, deeper, please. Oh God.”
She moaned with each push that I made into her tight asshole. I was in as far as I could go. Slowly and rhythmically I pushed in and out of her. Being very purposeful in each thrust going in as deep as I could. She felt so nice. I was trying not to shoot my load, not yet. No. She was enjoying it and so was I.
“That’s right, fuckkkk me, fuckkk mee, Oh God you feel so fuckking good.”
I was getting the urge I felt the orgasm getting close. I stopped pumping to let it rest a bit for I didn’t want to cum just yet either. After a minute I started to pump in her again just as slow and just as purposeful.
“Come on baby, cum into me, I want your sperm. Pl..pl..pl..pleeaasee. Fill me with your sperm, come on baby, come on. Oh my…”
As I got closer my pumping was becoming more forceful and Joan moaned more with each push in to her. Closer and closer the feeling was getting. Then I approached the point of no return and drove myself even deeper into her ass with each shot of cum.
I leaned over her and wrapped my arms around her firmly holding onto her breasts. I let out my own moan, “Oh unnnhhhh” as I shot each load of cum into her. Her asshole was so tight that it help back the orgasm to the point that is made it more intense.
“Oh God Jane, you feel so fucking good. Fuck me lover, fuck me. Make me pregnant.” Joan blurted out.
Make her pregnant? Cumming into her ass? I knew what she meant and it certainly didn’t mean make a baby. The heat of the moment.
I shot my last into her and tried to catch my breath while I held onto her. Slowly I pulled out of her ass and rolled over onto my back. She slid over to me and started to kiss me deeply. As she was kissing me I felt her masturbating.
“My turn to cum lover. I’m going to give you a cum bath.” Then she went back to kissing me.
It didn’t take long when her breathing started to get heavy. She looked up at me, gave me a smile and said, “This is all for you honey.”
She started to move close to kiss me as she came and whispered “I love you.” Then our lips met again. Next thing you knew she started to cum all over me.
What did Joan just say to me? What the fuck? Only after giving me a blow job one night and no having me fuck her in the ass, she said what? How should I answer? I mean I am beginning to get some feelings for her, but damn it, she’s still a man.
Joan got up , turned off the lights lied down next to me pulling up the covers and then nestled up next to me. “Good night sweetheart.” She said. “You felt so wonderful up in me.”
With that we closed our eyes me still covered in her cum.
The next morning we got up and I headed to the bathroom to wash off the dried cum. I took out my breast forms then took off my bra and wig and started to wash. I heard Joan say that there is a razor I can use to shave with.
After cleaning up and shaving I left the bathroom carrying my things into the bedroom and Joan was there waiting for me.
“No, no, no honey. I want you to stay enfemme with me. Please put those things back on. OK?” She scolded me.
So I put the bra back on, inserted the breast forms and then my wig. Joan came over with a red nightgown for me to put on. She was actually about my size and the nightgown fit pretty good. She then took a brush and fixed my wig. As she was brushing she gave me small kisses on the side of my neck.
“There, you look much better honey.” She said. “You know, I am hungry and can use something to eat.”
And with that she dropped to her knees. “Mmm, let’s see what’s on the menu.” She then lifted the hem of the night gown and gave my clit kisses and licked it. I started to get hard as she fondled me with her mouth. She took the shaft in one hand then put it into her mouth and closed her lips on it.
She began to suck and move her head back and forth over it. It felt real good, an early morning blow job. She held onto my balls with one hand as she worked on the shaft and with her other hand held onto my ass.
It wasn’t long before the urge was beginning to hit. I felt another orgasm approaching and she knew it for her sucking and moving became more purposeful.
“Hold it honey, try and hold it. Not so fast.” She said softly. The urge was real strong and I did what I could not to cum. It was not easy. But I could not hold off for long and I shot another load of cum into her eager mouth.
After cumming into that wonderful mouth of hers, she stood up, put her arms around me and pulled me in tightly. She then put a forcefull kiss onto my mouth and shove her tongue into my mouth.
“So of a bitch!” I said to myself. She didn’t swallow and put my own cum in my mouth. I’m no stranger in tasting my own cum. I’ve done it several times, but this way?
Joan looked at me, “There honey, now we both have a share of that love juice of yours.” Then you could see that she swallowed what was left in her mouth. I had little choice but to swallow what she put into me.
We spent the morning talking away while wearing nightgowns. It was very relaxing and sensuous at the same time. What a wonderful was to spend the morning. But I did have to get back to my own apartment and got dressed.
Joan walked me to the door as normal, put her arms around me and gave me a deep and passionate kiss. “I’m in love with you Jane. I want you to know that. You’re the only one that has ever penetrated me.”
Shit, she said that she loved me. How do I respond? Yes, I am getting feelings for her but she’s a man. A man with great boobs and woman’s figure. Should I hold off? Should I tell her we should think this over and go slow? Or should I be blunt and say that she ‘was great to fuck and see ya around sometime’? Or should I go with the feelings that are brewing inside?
I looked into her eyes, “I love you too.” I said and then we had one more deep kiss before I headed off.
On the way down in the elevator it hit me like a ton of bricks, did I just say I loved her too? What the fuck was I thinking? I can’t believe that I said that.
As time went on we saw each other very frequently generally right after work. I even wound up spending weekends over there with her. Our relationship was blooming. Eventually I move in with her but still kept my apartment.
She even got me to start to take hormones which made my skin softer and the body hair not thick. I even stopped shaving and had a pair of B Cup breasts. I was able to hide them for work in loose fitting shirts, but I was worried that someone just might figure it out. She had me stop getting haircuts and I let my hair gown longer. She didn’t want me to transition nor did I want to. I liked having my boy clit and being able to have hard-ons and penetrate her ass. Plus she gave great blow jobs.
Never once did she want to penetrate my ass or have me give her a blow job or even a handjob. She was happy masturbating away. She stayed in character as a woman and wanted me to penetrate her holes.
Eventually that fateful day was coming about. Surgery. She asked me to go with her to Canada and stay with her and help with her recovery. I made up a story for work and we both headed north.
She went into the OR and I stayed in the waiting room. Several hours later I was allowed to see her in recovery. She was doped up with pain meds and sedation.
The next few days were rough for she was in a lot of pain, more pain than she has ever experienced before. I did what I could to comfort her and help her move about. When the nurses came to dilate her, that was an excruciating experience for her. They would take this dildo, coat it with lube and insert it into her new vagina. They started with a small diameter one and worked up to larger diameters. As they got bigger the pain was worse.
I was told that was normal for the area is still healing and will be sore for a while. They did give her pain medication but that hardly helped. But as time went on the pain got less and less. She was able to walk and sit normally.
Eventually she was sent home and we were told no penetrative sex for at least four months. So we still had anal and oral sex and I was able to lick her new clitoris and give her orgasms. At first it was slow going then as she and I got comfortable with her new parts we were able to be a little more intense with our sex. Her B-Cup boobs were now C-Cup and I still had B-Cups I didn’t want them any bigger.
Finally one day Joan was lying in bed with her legs spread wide open. “Come on honey, take it for a ride. I know you’ve been wanting to for a long time so here it is. Fuck the crap out of it.”
I wasted no time in removing my panties and sticking my boy clit up inside of her. I made sure that I put plenty of lube on and into her. I pumped away at her and she was moaning away in ecstasy.
“That’s in baby, fuck me, fuck me. Come on honey, fuck the crap out of mommy. I want that load of yours in me.”
I didn’t disappoint her and drove myself in as deep as I could while I was cumming. Oh it was so good. It was a lot better than cumming in her ass, which wasn’t bad but this was much better. She even came while I was cumming. Wow, we both had orgasms at the same time.
Now I can safely say that I am no longer banging another man or crossdresser. Our sex life took off from there and I can openly say that “I love Joan.”
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