Names Can Be Deceiving

Story Info
A handyman gets it wrong when things get steamy with Jamie.
2.3k words
4.46
28.1k
17
Share this Story

Font Size

Default Font Size

Font Spacing

Default Font Spacing

Font Face

Default Font Face

Reading Theme

Default Theme (White)
You need to Log In or Sign Up to have your customization saved in your Literotica profile.
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
25cdfet
25cdfet
5 Followers

After a few weeks, my handyman with benefits ad on Craigslist started to lose its appeal. I soon found out that I could repost my ad; and since I was in need to keep the money flowing, I reposted without hesitation. The thoughts of my first experience with Tim were still fresh in my mind and I could still almost smell the remnants of his cum in my goatee when I breathed through my nose. Just like my last posting, I received similar responses for requests quick blow-n-go's. Although I enjoyed filling my mouth with a nice hard cock, I still needed to keep the house payment up to date.

Skimming through my emails however, I did get a few promising leads that caught my attention. The email that caught my attention most was from Jamie, they were looking to have their bathroom updated. If you know anything about remodeling, bathrooms and kitchens are the two most expensive rooms to update. Hello big payday. I immediately responded to them and scheduled an appointment to estimate the job.

Jamie lived in a rambler style house which was build back in the 1980's, and it looked like that was the last time the house was updated. I would describe Jamie as "cute"; she had shoulder length auburn colored hair with an average body. At least that's what I could imagine based upon her loose fitting clothing. But the one thing that stood was her perfume. I was mesmerized by it; I had to discreetly adjust by growing bulge in my pants before she noticed it. I followed her through the house and enjoyed her scent until we finally arrived at the bathroom she wanted updated.

I was shocked to find the bathroom was not in as bad shape as I predicted. Jamie wanted me to changed the faucets on the sink and the tub along with other minor updates. "Do you think you could go with me to the store and help pick out the supplies you'd need for the job?." she said as she smiled at me. I was putty in her hands.

I replied happily as I inhaled her perfume, "Sure, I'd gladly go with you." I had to wait a few minutes before I moved because of my raging hard on. I hoped she didn't notice it.

We met at the local home improvement store the next day. WOW, she looked hot in her college sweatshirt and jeans. Her outfit accentuated her body. I could only imagine what her ass looked like out of those jeans. And that perfume was driving me crazy AGAIN. I wanted her. I couldn't wait to to finish the bathroom work so I could take care of her personal needs. She said she needed to be at the house when I did the work, so we decided on the date and said our goodbyes with a hug. I inhaled deeply and enjoyed her breast rubbing against my body. I knew it was illegal to text and drive, but was there a law against jerking off and driving? I was so horny after being with her, I jerked off right in the parking lot. The whole time I was thinking it was Jamie sucking my cock. My work day could not come soon enough.

Jamie opened the door before I even had a chance to knock. Even at 8:00 a.m. she look great; she was wearing sweatpants and a t-shirt. I already felt my cock stirring in my pants. She offered me coffee, and we made small talk before she lead me to the bathroom and excused herself to let me complete my work. "If you need anything, just yell, I'll be working in the living room." she said with smile and walked away.

I replied, returning the smile, "Thanks."

A couple hours later Jamie walked into the bathroom only to find me underneath the vanity installing the faucets. "How's it coming along in here?" she asked.

I spoke from under the vanity, "Just finishing up the sink. What do you think of the shower hardware?"

Jamie squatted down near me and said "It looks great. When you're done, can we check all the new faucets together to make sure they work?" And as she spoke, she gently ran her hand up and down my leg. Her touch and the perfume scent sent blood rushing to my cock. I know she saw the rise in my pants.

I responded weakly, "Absolutely, I want to make sure you are happy with everything." Not long after our brief encounter, I finished the faucets and called Jamie up to check the work.

"Jamie! I am going to clean up my tools and we can inspect the work."

She called back to me, "Okay, I'll meet you in a few. I am so excited to see it and use it."

I returned to the bathroom just in time to catch a glimpse of Jamie bent over the tub inspecting the shower hardware. Mmmmm, her ass was looking great. I coughed so not to startle her and said, "Does everything look okay?"

She looked over shoulder and smiled. "It looks great, but I cannot seem to turn the water on. Would you mind giving me hand?" She had an innocent look on her face as I placed my hand on hers and helped her and turn on the water. She moved our hands so the water cascaded over them and arched her back into me. I wanted to take her now. I think she read my mind, because she said in sultry voice, "Care to join me?"

I was speechless, but meekly said, "I'd love to", and kissed her neck. She moans quietly.

She stood up and headed to the door, and over her shoulder she whispered "Get in and I'll be right back."

Needless to say it did not take long for me

to get undressed and into the shower with the curtain closed. At this point my 6" cock has hard and already oozing cum from it. While I waited, I could not resist and started stroking myself to keep firm. She walked back into the room and ask how was the water and said that towels were on the vanity. In a sexy rasp she said "Are you ready for me?"

I replied with "Yes!"

Once she was in the shower, I felt Jamie wrap her arms around my waist and she was caressing my chest with one and grabbing a hold of my steel rod of a cock with the other. She slowly started stroking it as the warm water was running down my shaft and falling off my balls. I moaned with delight. I wanted to return the favor so I reached back and finally started touching and caressing her ass. Mmmmm, it was a nice as I thought it would be; but I quickly wanted to get my finger in her pussy. My hand froze when I moved my hand forward and instead of a wet pussy, I found a massive piece of man meat. "Surprise!" HE said.

I was speechless. But instead of freaking out I said, "Does your cock taste as good as it feels." Jamie responded by moving in closer to me so his cock head was rubbing up against my balls from behind. Slowly I started rocking back and forth against into his cock as he stroked me. We both were moaning in a matter of minutes. I didn't want this moment to stop, I have never felt so in touch with my body before. Jamie, however, had other plans in mind.

He was still stroking my cock when he said, "I saw you looking at me and I know you wanted to fuck me. Now that you know I am a guy, do you still feel the same way? Do you fuck me in my man pussy?" In one motion, he stopped and turned me towards him; our eyes were fixed on each other. But neither one of us spoke. He still had his wig in place and had synthetic C-Cups glued to his chest. I still wanted him - BAD. I lunged forward and planted my lips on his and he backed us under the shower as our tongues danced in each others mouth. Our hands roamed over each others body as our desire for each other heated up.

Finally taking a breath, I said I wanted him, but I wanted him to fuck me. "Fuck me here in the shower." I have never been fucked with a cock before, but I had my fair share of fingers in my pleasure hole. I turned back around showing him I my intentions were pure. Jamie didn't say a word, he reached up and grabbed his body wash and squirted a good amount in his hand. He lathered my ass with the soap, paying close attention to my asshole. Next he lathered his cock. Like the rest of his body, his cock was perfect. It was straight as an arrow, probably 7-8" long that had to a pointed cock head at one end and two low hanging balls at the other end. "Bend over and take my cock." he said. I excitedly did as requested and readied myself for my first ass fucking.

I've read plenty of stories about ass fucking, and I thought I was prepared, but I wasn't. Jamie did slowly shove his cock head into my ass, but once he was in, he gave me all of him in one driving motion. I was in both in pain and pleasure at the same time. He bent over me with his cock buried in my ass and whispered "You have a tight man pussy. I'm going to enjoy fucking it." I just moaned as his C-Cups brushed against my back and his balls bounced against mine.

Who was the woman now I thought. Then in a timid voice I responded, "Yes, please fuck me. I want feel every inch of you."

"Oh don't you worry, you will get what you earned." As he finished his statement, he started to long dick me; pulling his cock almost all the way out of my ass and then driving it all the way back in. I was in heaven. Because I was bent over, I could see his balls slapping mine with each thrust. Talk about a thrill, that vision alone almost caused me to cum on the spot. "Do you like me fucking you? You thought you were going to fuck me, didn't you." he said as he picked up the pace of his strokes.

"Yes I did. I wanted to eat your pussy and fuck you since the first time we met." I tried to say between moans. "But this is much better. I love how your cock fills up my ass and how your balls are spanking my balls." I could tell Jamie liked what he heard because he moaned and started pumping me faster. In a devilish tone I also stated, "I want to you cum in my mouth. If I cannot eat a pussy, at least let me suck your cock off."

Jamie slowed down and returned to long dicking me. His slow deliberate motions were accompanied by his hand reaching round and stroke my rod. He ordered, "Pour some soap in my hand!" and I did as I was told. I was in total euphoria because I was being fucked on one side and jacked off on the other side. It was just too much to handle; and in a matter of a few strokes I was bucking and moaning as I shot my load. It was intense. I wished I could cum like that every time. I must have shot 5-6 ropes of cum across the tub. Jamie never stopped stroking me until I was done.

Now that I was satisfied, it was his turn. He again picked up his pace and intensity of his pounding. I could feel his hot breath on back and his breathing getting faster so I knew we was close to cumming. He suddenly stopped, pulled his cock out of my ass, and turned me around and directed me to my knees. I eagerly accepted his direction and opened my mouth immediately for his cock. I was starving for his cock. I could not get in my mouth fast enough want him to feed me his cum. It was hot. It was sticky. It was filling in my mouth and throat. He grabbed my head and held in place as he face fucked me. Moments later I was rewarded with load after load after load of his man juice. He tasted better than any pussy juice I have tasted before. While I was licking the him clean he said "You're not a bad cock sucker for a handyman." We both grinned at each other and I stood up and a kissed him again.

After our makeout session, we took our time and washed each other off, we continued exploring each others body and enjoying the moment together. He exited the shower before me, and left bathroom to get dressed in the other room. I dried off, got dressed, and waited downstairs for him to return.

When he did, I mean she did, she was again dressed in her jeans and sweatshirt, looking hot as ever. "Thank you for a great job on the bathroom, it looks and works great", she said in a matter of fact tone. "I have some more work to get done around the here if you're interested. You know as a woman, I'm not very handy." she smiled and winked me.

I replied with a smile, "I'm sure I can fit you into my schedule." We hugged and she even gave me a kiss on the cheek. Just as I was walking out the door, Jamie grabbed my arm and whispered in my ear, "Next time you can fuck me!"

25cdfet
25cdfet
5 Followers
Please rate this story
The author would appreciate your feedback.
  • COMMENTS
Anonymous
Our Comments Policy is available in the Lit FAQ
Post as:
Anonymous
2 Comments
AnonymousAnonymousover 7 years ago
FYI

HE is a SHE!

Share this Story

Similar Stories

Shemale Step-Sister Teen boy spies on his shemale step-sister and gets a treat.in Transgender & Crossdressers
His Teacher, The Transsexual A young man ends up very close to a teacher with a secret.in Transgender & Crossdressers
Receiving her Thanksgiving A man visits his parents for Thanksgiving and gets fucked.in Transgender & Crossdressers
"What Does She See in Him?" A high school boy finds the girl of his dreams is a bit more.in Transgender & Crossdressers
Shemale Surprise A married man is seduced and taken by a friend of his wife's.in Transgender & Crossdressers
More Stories