With Her Blessing

PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

Kyleigh collapsed on top of him with him still inside her. "Oh, my God! That was amazing, honey!" she told him as she kissed him.

She was so caught up in being loved as a woman, she'd lost track of time. She didn't hear the front door open, but she did hear it close. As she looked up, Vicki was walking past, a big smile on her face as she put her finger to mouth and whispered, "Shhh!" to indicate there was no need to speak. She could see Kyleigh's bare arms wrapped around her boyfriend's neck and there was no need to explain what had just happened. Vicki winked and quietly headed upstairs as Kyleigh reveled in having made love with a man for the first time.

"Thank you," she said sweetly as he withdrew from her.

"My pleasure," he replied with a smile.

"I could get very used to this," she told him smiling back at him.

He went to remove his condom but she said, "Uh-uh. Let me get that for you, okay?"

She gently lifted it up and sat it on the floor next to her then took his softening cock in her hand and lovingly cleaned it off with her lips and tongue. "Mmmm. You taste so good!" she told him. "Do you want to take a shower now?"

"Only if I can take one with you," he told her flashing that wonderful smile her way.

"I think that can be arranged she said," as she stood and took his hand.

"Come with me, okay?" she said as she led him to the downstairs bathroom where she turned on the warm water. She took off her bra and breast forms, stockings and heels, and waited for him to open the shower door.

When he did, she stepped inside, turned around and waited for him to join her and to kiss her again. Thirty minutes later, they were both freshly showered and Kyleigh had again been freshly fucked.

Life with Vicki went from good to better over the following weeks and months as Kyleigh was able to make love at least one or two times a week, and Vicki had gotten a lifetime reprieve making them two very happy girls.

Please rate this story
The author would appreciate your feedback.
  • COMMENTS
15 Comments
1Martiniman1Martiniman9 days ago

Good writing, but honestly a sad story.

FatSexLoverFatSexLoverabout 1 year ago

Many thanks komrad1156 for writing my life story, your writing is easily read while being amazingly well written, so with many praise for your story, that also happens to be my life story so i am thankful for you writing this there i say it master piece! Good vibes and wishes

CindyTVCindyTValmost 2 years ago

Great story line, fun story. 5 Stars

Riki1942Riki1942over 4 years ago
Wonderful Story

What a wonderful story! I can relate to the part about being so overwhelmed with joy and pleasure that "she" wanted to cry.

I'm not overly emotional about these things but, the first time I made love as a woman, I felt the same way. I was down to my silicone breast forms, bra, miniskirt, crotchless pantyhose, sheer nylon panties and heels when I took his cock into my mouth. The thought of what I was doing, seeing my lipstick on his shaft, the feel of his hard cock in my mouth combined with the taste of his delicious pre-cum and him holding my head like I was his woman while I sucked him, was soooo wonderful and overpowering that I had to stop because I didn't want us to cum that way.

I had longed for so long to be made love to while dressed, and be impregnated as a woman, that I told him that I wanted him to do it to me without a condom and cum inside me.

We didn't make it to the bedroom either. He laid down on the couch on his back, I climbed on top and straddled him with my pantyhosed legs and heels, pulled the crotch of my panties to the side, guided his cock to my "pussy" hole and lowered myself down on him.

I came first, with my load oozing out through my sheer panties, without my cock ever being touched, like in your story. When he started to cum. I sat down all the way, getting his cock as deep inside me as possible while he bucked his way through his orgasm inside me. It felt so WONDERFUL as he lifted me up with each orgasmic thrust against my bottom, and the knowledge that his sperm was shooting deep inside me was so fulfilling and what I had craved so badly for so long, that I started sobbing like a baby and ruined my eye makeup!

He was my first long term lover and we never did use condoms. He was the first guy that I had sex with while crossdressed, sucked without a condom, learned that I loved the taste of pre-cum and, eventually, that I learned how much I liked to make him cum in my mouth and swallow! We fucked like bunnies several times a week for three years, until he moved away because of his job.

Riki

tg56boytg56boyover 5 years ago
Great story.

I, too am a cross dresser. My wife and I have a similar arrangement. After a few years of dating other men, I now have a boyfriend. My wife allows me to be with him and we even go on vacations together. My wife is so supportive of me in this, she is looking into having my boyfriend and I have a symbolic wedding in Mexico this spring. My wife and I have been married for 20 years now and we hope for more. My boyfriend and I have now been going out for six years. I have really come to enjoy being the woman in his life. Our sex life is fantastic. I love it when we have intercourse and he cums inside me, I feel so good when that happens. I also like giving him oral stimulation. Just recently, I started tounging his anus, it brings him to such an orgasm.

Show More
Share this Story

Similar Stories

My Feminine Side Guy becomes a beautiful sexy girl.in Transgender & Crossdressers
A Harmless Favor A young wife assists her young husband to become a sissy.in Transgender & Crossdressers
A Boiled Frog Pt. 01 Wife slowly brings husband into feminine lifestyle.in Transgender & Crossdressers
The Deal Freddy's wife convinces him to dress up and go clubbing.in Transgender & Crossdressers
Wife's Idea Wife teaches Hubby new tricks.in Group Sex
More Stories