Sissy Stepson Part 6 Caroline s Sissification
- 3 years ago
- 22
- 0
Cross Dressing Sissy Transgender Car Shopping free porn video
Car Shopping
I could never repay mom for what she has done for me in the way she accepted and encouraged who and what I am. Being successful in my career has allowed me to come from a small mobile home in a rundown trailer park to my current life style and affords me to do things for he. So, two Years ago on Mother’s day I wanted to do something special. I got her a brand new car.
Not knowing anything at all about cars (know lots about dolls and fashion) I asked a friend (Gary) to go with me looking for one. We went to a few car dealers, Ford, Chevy, etc. a few of the cars stood out to me but I wanted to stop at the Honda dealer. We walked into the showroom went to this gorgeous black Honda Accord. Gary how are you a voice echoed thought the showroom. Gary turned, Thomas “how are you “as they hugged. Gary introduced this hunk of a guy to me telling him what I was looking for. I looked over the car while Gray and Thomas caught up with each . Thomas is a gay as Gary is and they have a history. Anyway, I asked the usual questions and purchased the vehicle.
Knowing I was going to have to sign to have the registered and the insurance in my name showing ID I had to dress as a male (UGH UGH UGH VERY UNCOFORATBLE) I wore my skinny jeans (girls jeans of course) , a sweeter and pink sneakers. Under then I was wearing black seamed stockings, 6 strap open bottom girdle, black panties and a camisole. As I sat the garter straps pushing up from under the jeans were clearly visible. Not wearing any soaks my stockings were also clearly visible.
Paper work completed gave Thomas a check for the car they would have it registered and ready the next afternoon. Thomas and I hugged to seal the deal then Thomas said “Would you like me to pick you up tomorrow early afternoon and bring you to get the car”. SURE I replied that would be great how about around 1:00. I kissed his cheek “Thank you your sweet”.
On the way home Gary told me about Thomas and his affair. The only thing I could say was “He is a hunk”
The next day knowing Thomas would be picking me up and I again would have to wear male things I laid out my outfit. Nearing the pick up time I put on a lavender camisole, jet black garter stockings that have a flowered pattern, and a black satin petti slip. DING DONG the bell rang grabbing a short red silk robe I ran to answer the door. HI Thomas you’re early come in I will be ready in a few minutes. Thomas reached out his hand and took mine “you look so cute Michelle love your lingerie” he said. Smiling “ want a cup of coffee” and I walked him holding hands into the kitchen.
As I started to make the coffee Thomas walked up behind me wrapping his arms around me holding me thigh. I turned my head “naughty boy” and kissed his cheek. He untied the silk belt from my robe as it opened a soft sigh “ohhhhhh real naughty” I said. Leaning my head back to his shoulder his strong hand slid across my belly his thumb inside the waist band my petti as he did. As he kissed my neck he said he spoke to Gray last evening wanting to know about me. Before I could respond his hand slid under my petti and a loud OHHHHHHHHH echoed out as he felt my smooth bald soft groin. He grasped my little clitlit fondling it as I turned to him and pressed my lips to his. Swirling our tongues over each others I reached down running my hand over his erect cock. OMG it was so hard. I unzipped his pants and pulled his hard cock out wrapping my hand around the base and started stoking it as he continued to caress me .
Breaking from our kiss looking him in the eyes and wrapping my other hand around his throbbing tool stoking it with both hands “you’re so so naughty”.
Slowly I went to my knees my hands wrapped around his cock my lips made contact to the thick head. Kissing it then kissing the hard shaft up and down. His moans filled the room as I took it in my mouth and started slowly sucking it. Bobbing my head slowly and softly grasping it with my lips he leaned back as I quickened the pace taking his cock deeper and faster in my mouth. Saliva building up in my mouth SLURP, SLURP,SLURP a little Letting a little drool leak from my lips and hang from my chin to excite him. OMG he said Gary told me you gave the best blow jobs ever and he was right. Hearing his comments of approval I started to work his cock with everything I had faster and faster than slow taking it out licking off the drool than driving it down my throat.
He reached down pulling me off my knees and kissed me as he pushed me to the table. Moving one of the chairs he pushed me back on the table pulling off my petti slip and raising my legs exposing my gaped ass pussy. He held his hard cock and pressed it to my waiting hole. He grasp my hips and PUSHED and the head drove it along with his throbbing shaft. I let out a moan and as soft “fuck me”.
Looking down at me as I gazed in his eyes his cock driving every inch in me “you like fucking your new slut honey show me how much take me” I yelled then bite my bottom lips as I felt the first wave of cum flow in me. Pushing to his squirting cock he held me still, his head tilted back as he exploded inside me. Wave after wave of sweet cum filling He once again started to fuck me nice and slow pushing some cum out as he did. Feeling the hot seed run down my inner thighs I started to grind my hips to meet his thrust. “You are fucking incredible: he said driving his cock in as far as it could go. Cum again being pushed out and flowing down my ass.
He pulled is still hard cock from me and a flow of cum followed. He stepped back holding his cock and I slide off the table directly to my knees grabbing his cock and taking it in my mouth wanting craving the cum. Licking sucking swallowing as much of it as I could. Holding the cock rubbing it across my face smearing the light cover of eye makeup I had on.
His moans filled the room as I continued to clean the cum from his cock. Pulling off it looking up smiling with a my messy lips and face “Am I as good as Gray told you honey” His reply “no one could ever described how good you are” He reached down pulling me up looking at the pool of cum on the table. “Look what you did to my table you bad boy” I ran my hand over the thick pool lifting some cum up and slide my fingers in my mouth MMMMM so sweet tasting honey reaching down for another scoop.
Guess I better change I said pointing to the cream pie running down over my stockings. Giving him a quick kiss pointing the bathroom I slowly walked out his cum slowly leaking out I turned and smiled.
I cleaned up and changed and ran down the stairs into the living room as he waited. WOW you even look stunning dressed as a boy. I spun around “you like honey” Wearing a pair of skin tight white jeans, A black knit light sweater and white sneakers. Of course the black pantyhose I was wearing under then showed. Also under I was wearing a pink lace trimmed bra and black camisole.
As he drove to pick up the car I reached over and my hand over his cock. “Did I do good honey” “OMG that all he said. I walked me thought the details of the car his hand on my ass most of the time. He leaned in the window kissing me as I was ready to leave. “Tonight around 7ish my house” I said and drove away.
Yes he did show up that evening details to follow .Thanks for reading.
I could never repay mom for what she has done for me in the way she accepted and encouraged who and what I am. Being successful in my career has allowed me to come from a small mobile home in a rundown trailer park to my current life style and affords me to do things for he. So, two Years ago on Mother’s day I wanted to do something special. I got her a brand new car.
Not knowing anything at all about cars (know lots about dolls and fashion) I asked a friend (Gary) to go with me looking for one. We went to a few car dealers, Ford, Chevy, etc. a few of the cars stood out to me but I wanted to stop at the Honda dealer. We walked into the showroom went to this gorgeous black Honda Accord. Gary how are you a voice echoed thought the showroom. Gary turned, Thomas “how are you “as they hugged. Gary introduced this hunk of a guy to me telling him what I was looking for. I looked over the car while Gray and Thomas caught up with each . Thomas is a gay as Gary is and they have a history. Anyway, I asked the usual questions and purchased the vehicle.
Knowing I was going to have to sign to have the registered and the insurance in my name showing ID I had to dress as a male (UGH UGH UGH VERY UNCOFORATBLE) I wore my skinny jeans (girls jeans of course) , a sweeter and pink sneakers. Under then I was wearing black seamed stockings, 6 strap open bottom girdle, black panties and a camisole. As I sat the garter straps pushing up from under the jeans were clearly visible. Not wearing any soaks my stockings were also clearly visible.
Paper work completed gave Thomas a check for the car they would have it registered and ready the next afternoon. Thomas and I hugged to seal the deal then Thomas said “Would you like me to pick you up tomorrow early afternoon and bring you to get the car”. SURE I replied that would be great how about around 1:00. I kissed his cheek “Thank you your sweet”.
On the way home Gary told me about Thomas and his affair. The only thing I could say was “He is a hunk”
The next day knowing Thomas would be picking me up and I again would have to wear male things I laid out my outfit. Nearing the pick up time I put on a lavender camisole, jet black garter stockings that have a flowered pattern, and a black satin petti slip. DING DONG the bell rang grabbing a short red silk robe I ran to answer the door. HI Thomas you’re early come in I will be ready in a few minutes. Thomas reached out his hand and took mine “you look so cute Michelle love your lingerie” he said. Smiling “ want a cup of coffee” and I walked him holding hands into the kitchen.
As I started to make the coffee Thomas walked up behind me wrapping his arms around me holding me thigh. I turned my head “naughty boy” and kissed his cheek. He untied the silk belt from my robe as it opened a soft sigh “ohhhhhh real naughty” I said. Leaning my head back to his shoulder his strong hand slid across my belly his thumb inside the waist band my petti as he did. As he kissed my neck he said he spoke to Gray last evening wanting to know about me. Before I could respond his hand slid under my petti and a loud OHHHHHHHHH echoed out as he felt my smooth bald soft groin. He grasped my little clitlit fondling it as I turned to him and pressed my lips to his. Swirling our tongues over each others I reached down running my hand over his erect cock. OMG it was so hard. I unzipped his pants and pulled his hard cock out wrapping my hand around the base and started stoking it as he continued to caress me .
Breaking from our kiss looking him in the eyes and wrapping my other hand around his throbbing tool stoking it with both hands “you’re so so naughty”.
Slowly I went to my knees my hands wrapped around his cock my lips made contact to the thick head. Kissing it then kissing the hard shaft up and down. His moans filled the room as I took it in my mouth and started slowly sucking it. Bobbing my head slowly and softly grasping it with my lips he leaned back as I quickened the pace taking his cock deeper and faster in my mouth. Saliva building up in my mouth SLURP, SLURP,SLURP a little Letting a little drool leak from my lips and hang from my chin to excite him. OMG he said Gary told me you gave the best blow jobs ever and he was right. Hearing his comments of approval I started to work his cock with everything I had faster and faster than slow taking it out licking off the drool than driving it down my throat.
He reached down pulling me off my knees and kissed me as he pushed me to the table. Moving one of the chairs he pushed me back on the table pulling off my petti slip and raising my legs exposing my gaped ass pussy. He held his hard cock and pressed it to my waiting hole. He grasp my hips and PUSHED and the head drove it along with his throbbing shaft. I let out a moan and as soft “fuck me”.
Looking down at me as I gazed in his eyes his cock driving every inch in me “you like fucking your new slut honey show me how much take me” I yelled then bite my bottom lips as I felt the first wave of cum flow in me. Pushing to his squirting cock he held me still, his head tilted back as he exploded inside me. Wave after wave of sweet cum filling He once again started to fuck me nice and slow pushing some cum out as he did. Feeling the hot seed run down my inner thighs I started to grind my hips to meet his thrust. “You are fucking incredible: he said driving his cock in as far as it could go. Cum again being pushed out and flowing down my ass.
He pulled is still hard cock from me and a flow of cum followed. He stepped back holding his cock and I slide off the table directly to my knees grabbing his cock and taking it in my mouth wanting craving the cum. Licking sucking swallowing as much of it as I could. Holding the cock rubbing it across my face smearing the light cover of eye makeup I had on.
His moans filled the room as I continued to clean the cum from his cock. Pulling off it looking up smiling with a my messy lips and face “Am I as good as Gray told you honey” His reply “no one could ever described how good you are” He reached down pulling me up looking at the pool of cum on the table. “Look what you did to my table you bad boy” I ran my hand over the thick pool lifting some cum up and slide my fingers in my mouth MMMMM so sweet tasting honey reaching down for another scoop.
Guess I better change I said pointing to the cream pie running down over my stockings. Giving him a quick kiss pointing the bathroom I slowly walked out his cum slowly leaking out I turned and smiled.
I cleaned up and changed and ran down the stairs into the living room as he waited. WOW you even look stunning dressed as a boy. I spun around “you like honey” Wearing a pair of skin tight white jeans, A black knit light sweater and white sneakers. Of course the black pantyhose I was wearing under then showed. Also under I was wearing a pink lace trimmed bra and black camisole.
As he drove to pick up the car I reached over and my hand over his cock. “Did I do good honey” “OMG that all he said. I walked me thought the details of the car his hand on my ass most of the time. He leaned in the window kissing me as I was ready to leave. “Tonight around 7ish my house” I said and drove away.
Yes he did show up that evening details to follow .Thanks for reading.
Dani
- 11.04.2022
- 19
- 0
Sissy Stepson 8 Caroline s Milking
- 3 years ago
- 18
- 0
How To Keep Safe And Long distance Transgender Rel
- 3 years ago
- 16
- 0
