I found out real soon that this transsexual was the right person for me.
I had been dating Krystaline, a transsexual, for a couple of months now and things were as they usually are in the first few months of a relationship: really good! We hit it off really well at the bar and ended up having sex the night we met but once we realized we liked each other more than just a fuck we met at a bar, we had decided to slow our roll a bit and get to know each other better.
I had come home from a date with Krystaline and this time just a bit disappointed that nothing happened between us. I knew that if I really needed it, I could get Mom to take care of me but it was late and she was already in bed. I went to my room, put on some porn and cranked one out before I went to sleep.
I laid in bed for a solid hour after unable to fall asleep. Despite masturbating my balls were still a bit blue. I decided to go climb into bed with mom, if only to have a warm body to lay next to.
I didn’t make an effort to not wake her up as I slipped into her bed.
“What are you doing?” she asked as she woke up and rolled over.
“I couldn’t sleep. Thought maybe I could sleep with you.” I replied.
Mom rolled back on her side and I got in bed with her. She was wearing a blue lace nightgown but it had ridden up and her bare ass was almost completely exposed. I was just wearing boxer shorts. I spooned her and before too many thoughts of what could happen if I pressed the issue, both of us were asleep.
When I woke up the next morning mom was already downstairs making breakfast. I walked downstairs to join her still just in my boxers. When I walked into the dining room mom was at the table in her bathrobe and a towel on her head. She had just gotten out of the shower and smelled wonderful.
“Haha, good morning boys” she said with a chuckle.
“What?” I responded. Still quite groggy.
She didn’t respond other than pointing to my fully exposed morning wood that had escaped the hole in the front of my boxers.
I quickly put it away and joined her at the table. There was already food on the table and I didn’t waste much time making myself a plate.
“Why did you get into bed with me last night?” she finally asked.
“Honestly, nothing happened between Krystaline and I last night so I got in bed with you but we both fell asleep to quickly.”
Mom gave me a weird look then and I immediately realized I kind of insulted her. Mom and I have an immoral sexual relationship and it wasn’t my intention to make her feel like she was just a fuck doll for me when I needed her.
“I’m sorry mom, that’s not what I mean. You know what we do together means the world to me”
“No apologies necessary. I know what you meant. Tell me about this girl.” she said. “She seems a bit of a Tomboy. Not usually your type” she added before I could respond.
Mom still had no idea I was bi and for whatever reason I just kind of blurted it all out.
“She’s trans.”
Mom’s jaw dropped and she slapped her hands down on the table. “What?!”
“Yeah, she’s a transsexual.”
“I had no clue you were into that” she said still in shock.
I proceeded to tell her everything. That I didn’t know she was transsexual until she took her dick out. I also told her all the gay experiences I had had. When I was done, her shock was gone and she just had a smile on her face.
“Yeah, I’m bisexual” I finished.
“I can’t believe you just told me all of that!” she said
“Yeah, me too. Not sure why I did”
“I’m so glad you did. You never would’ve told me that in the past. We’ve gotten closer over the past year and you trust me me now” she said with a tear in her eye.
She wiped her eyes clear and began cleaning up the table. When I was done eating I stood up and started back to my room.
“Wait!” she yelled from the kitchen.
I turned back towards the dining room and she was walking toward me. Her bathrobe was coming a bit undone and her I could see her cleavage bouncing as she approached and she had thrown her wet towel on the table.
“I will always be here for you. Got it?!” she said as she put her hands on my shoulders.
“Mmmhmm” I nodded.
She pulled me closer and gave me a quick, but open mouth kiss. “Anything! Anytime!”
I acknowledged her again, this time with a smile and headed back to my room. She added a pat on my ass as I walked away.
That night I invited Krystaline over for dinner. Mom was going out for a birthday dinner with a couple of my aunts so I had the house to myself. I struggled with the decision on what to make. I ultimately decided that ordering pizza would keep things laid back a bit and that was going to be my approach.
Krystaline showed up and looked great as usual. She had on tight jeans that showed off her girlish figure she was developing, a tank top and noticeable to me, no bra. Truth be told at this point in her transition, she didn’t need one but I certainly understood her desire to wear one.
As I opened the door and invited her in she greeted me with a kiss. I was exactly the same kiss mom had given me earlier. She put her hand on the back of my neck and pulled me in and quickly swiped her tongue across mine and it was over as quickly as it began.
Shortly after the pizza arrived and we started watching a movie with our dinner. Throughout the course of the movie, we cuddled and made out. I don’t even remember what movie we watched because we saw so little of it. We stopped the movie before it even ended and shut off the TV.
I turned back towards her and she had taken off her tank top. Her little trans boobs were just developing and were tiny but it was so hot. I dove towards her and she landed on her back, her head hitting the arm of the couch. A small giggle escaped her but quickly changed to a whimpering moan thru her biting her bottom lip as I landed on top of her and took her tiny little titty in my mouth. I could feel her reaching for her pants. She started unbuttoning hers, and when she finished she started on mine.
My mouth had moved to her neck and clavicle. Biting her neck softly then kissing the curves of her upper chest. She began pulling her pants down the best she could with me on top of her. Noticing she wasn’t having much success, I popped up and yanked then off her. Removing mine immediately after.
I went back to kissing her neck, then nibble on her ear. She wrapped her long petite legs around my waist. As she did our cocks wrapped around each other as well. My kisses made their way back to her mouth and we shared a passionate kiss. Our tongues dancing with each others in perfect synchronization. It was the kind of moment you both realize you’re really into the other person and the passion gets amped up to 11.
She pushed me up off her. She spit on her hand and started rubbing the glob of saliva on her asshole. She wiped what was left on my dick. Unsure if that was going to be enough, I helped by spitting what saliva I had on the tip of my cock and I started pushing the outside of her hole.
Her hole was tight and putting up a fight but persistence paid off. I gave it another push and my entire tip disappeared inside her. She let out a loud moan. “Oh shit!”
With the tip in, I laid back on top of her and started kissing her neck again, slowly inching my manhood deeper inside her ass.
“I can’t! You’re too big!” she cried out.
I lifted off her a bit, placed my hand on her cheek, looked her in the eyes and slid my cock another inch deeper.
“Oh God you’re dick is big!” she screamed out this time.
I was able to fuck her now. I began thrusting her slowly at first. She wrapped her legs around my waist again and pulled me down on top of her again. We started kissing and her cried of ecstasy became muffled by my mouth.
Seconds later she begins to cum. Warm sticky cum is being squeezed out of her cock and onto both our stomachs. Her moaning intensifies as the last few drops get pushed out. It’s a hot sticky mess between us. I pull my cock out of her and start licking up the mess, her cum tastes amazing! I put her tip in my mouth to get every last drop of it out.
Our minds and bodies are so in sync with each other that she gets on all fours before I can even tell her to. I push my cock back inside her tight hole. This time it slides right back in like her hole was made for my cock.
She let’s out another moan as that initial thrust gets to her. I grab her boney petite hips and proceed to fuck her. Hard and fast! The slow passionate love making we just shared is done. Now it’s time for primal fucking!
My cock slides in and out of her tight hole so fast now that it could start a fire. She’s got her face buried in the arm of the couch screaming into the cushion.
“I’M CUMMING!”
A second later I make one last thrust shoving my cock as deep in her as I can. I wave of cum sprays in her insides. She’s out of breath as she lifts her head from the couch cushion. Tears have smudged her mascara.
Equally out of breath I pull out of her ass and lean back and sit on my heels. Her asshole spits out my cum and it starts trickling down her inner thigh. I’m not passing this opportunity up, I lean in and give her tiny hole a lick tasting my cum. Hers tastes better but tasting mine coming from her ass is so hot all I can think of is fucking her again. If my cock was still hard I would but she took everything out of me.
She stood up and wiped the cum dripping down her leg and put it in her mouth before she walked to the bathroom to clean up. When she returned I was laying on the couch still naked and a mess of both our cum on my stomach. She climbed on top of me and I held her.
“That was fucking awesome!” I said still slightly winded.
“Yeah it was!” she responded.
As she did she took her finger and tapped the tip of her dick. There was still a small trickle of cum there. As she brought it up to her mouth I stopped her and opened my mouth. She smiled and put the finger in my mouth and I liked the small drop of cum off. Not enough to taste it but the action reminded me of what it did taste like.
“That was hot!” she said. “I think I’m falling for you” she added.
I placed my hand on her cheek and kissed her. It had the same passion behind it as when we were fucking.
“I’m definitely falling for you” I told her.
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