The Kindly Sex Worker

By 3inchMax.


I’m 32 and still single. Although sporting a fit body and being rather handsome, as I’m often told, I still haven’t managed to keep a girlfriend in a long-term relationship. My trouble isn’t hooking up with girls but keeping them. I’ve had a few, but unfortunately, they all left. Some after date one, and others after just a few months. Well, I’m no superman in the bedroom. It’s quite the opposite. Often the first reaction of a woman seeing me naked starts with a fit of giggles or nervous laughter followed by a profuse apology. Unfortunately, I’m only three inches erect and barely two soft.

Believe me. I’ve had all kinds of reactions. Some find it cute, others are plain angry and feel let down, some look so disappointed, and they stare at the floor all glum like they don’t know what to do with it, some like to pet it like a little animal, and some kiss its tip and fiddle with it. But no woman has ever really taken it seriously as an instrument of pleasure. Sure I can go down on them and get some women off. Yet as time went by, it always made them reevaluate their relationships with me at a point, questioning if it would be worth a lifetime of disappointment.

After a bitter breakup and feeling down, wishing I could be taken for a real man, even for a day, and escape the constant reminder of my inadequacies. I finally decided to go and see a woman who’s supposedly seen them all and would most probably overlook it and make me feel like a man: a prostitute. I had never gone to one, so I was pretty anxious when I headed for the side streets of my city right behind the train station, where I knew the peep shows and whores were located.

As I slowly walked the pavement, peaking at the girls, I felt guilty and ashamed, though it was too late to back off. As a cute young busty black girl with thick thighs and a bubble butt wearing red spandex tights and a halter top with mules approached me in a friendly manner, I gave in. Her name was Shawna. She took my hand a led me straight into the adjacent building where they had their rooms. I crossed several of her colleagues on the way, and some gave me a wink. She opened a door, and I entered a one-bedroom apartment with a large bed. After settling for the money business, she undressed and asked me to do the same.

“Ain’t you a hot young stud. I’m sure your cock is already rock-hard. Show me that monster, will you?” Shawna said, showing off her lusty lips.

Before removing my underwear, I hesitated and felt a little uneasy. “Listen, I know I’m not well-hung, so please pretend and tell me that you enjoy it just the same, OK?” I said as a kind of warning sign.

“Don’t worry, honey. It’s unusual for you to ask. You know, guys usually want to believe they’re the best thing ever regarding sex. But don’t worry, I’m used to it,” Shawna kindly replied.

So I took off my pants, and upon discovering my tiny stub, she burst into laughter. She was in an uproar and could not stop. She was so loud we heard footsteps in front of the door, and several people came up. The door opened, and three prostitutes came in to check what all the commotion was about.

“It’s nothing, girls. Nobody attacked me (giggles). It’s just this client’s dick. I ain’t ever seen anything THAT small,” she said most candidly.

Then all three girls turned towards me, aiming at my crotch, and as if their eyes were about to pop out, they all burst out laughing at the sight of my baby dicklet.

“Holly shit! It’s like a toothpick,” said one.

“Dam girl! Looks more like a pinky to me,” replied her friend.

“Sorry little white boy, but we’ve never seen such a thing. We apologize if we made fun. We were just caught off guard. Don’t take it personally,” the last one courteously said, and they all left the room apologizing, leaving me dumbfounded and in total shock.

As they walked out into the corridor, I could still hear their laughter echo through the stairs. I wasn’t sure what to do, but Shawna didn’t let me think.

“Let’s get back to us, honey. OK, so you don’t have a big cock, well, never you mind. You’re still going to make me cum, OK,” Shawna said reassuringly.

She took a condom on the bedside table, put it in her mouth, and slid it on my puny dicklette. It was too loose and didn’t fit.

“Those are the smallest size I have, darling. Let me see how we can fix dat,” and she got up and went to fetch some tape in the bathroom.

She cut a piece with her teeth and taped the condom at the base of my dicklette.

“This way, your little boy won’t lose his little hat,” she said, all proud of herself.

Then she knelt on the bed, bending over and showing me her juicy rump. She reached under, fingering herself, opening her wet pussy lips to me. What an ass crack she had! Like a pair of ripe watermelons.

She shook her booty, saying, “Now take me. I’m dying to get fucked real hard.”

I looked at my dinky little dick, and it was still hard. So I moved behind in position and tried to get in. Her thick ass only allowed my dickie to penetrate her not more than an inch. She screamed with pleasure, but as soon as I stepped back, I slipped out of her pussy, and I couldn’t get back in. Yet she was still screaming with pleasure.

“Ah-hem, excuse me, miss. I can’t get it in,” I said, frustrated.

“That’s OK, honey. Lie down on your back, and I’ll ride you, my stallion,” Shawna suggested.

But then again, the same thing happened. Shawna didn’t seem to realize that I was constantly slipping out. Yet, given the size of her pussy (which I could not feel the sides), I went back in, even though my dicklette was swimming into it.

So she turned back, facing me, and said with blunt honesty, “OK, now listen, boy. You have to forgive me. but I feel you less than I do a tampon.” She continued, “So, I’ll be nice. I’ll give you a 50% discount given your size. I mean. I like you. You’re cute. I’ll finish you with a handjob.”

So she pulled the tape off and removed my condom. Then with just two fingers, she started jerking my little dinky, which was still hard, while she kept toying my little testes with her other hand. After only a few minutes of rapid motion, I entered her hand, uttering a little high-pitched cry.

“Oh, you cum just like a little virgin boy! You’re so sweet,” she said, giggling.

Then she french kissed me, sticking her warm and thick tongue inside my mouth and giving me one of my most memorably hot kisses.

“I never do with this to any client, but you’re cute, and I feel bad for you,” she said in a sweet voice.

It was heartfelt, but it made me both happy and sad at the same time. Shawna’s genuine kindness touched me because girls would usually be so cold when they broke up with me, but it made me feel so pathetic, even though she probably didn’t mean it. Conflicting emotions soon overtook me.

I started thinking back to why life had cheated on me so bad and why couldn’t I enjoy an ordinary sexual life-like any other man. How hard I tried, I knew I would never be able to satisfy that woman, and it hit me like a brick. Suddenly, I lost all control. I burst out into tears and fell to my knees.

“What’s the matter, honey? Oh, I’m sorry. did I offend you?” She went on. “I’m sorry about your little dick problem, but you must accept yourself. I mean, it’s not that bad. You can still get off, right?” Shawna asked, trying to soothe me.

“Uh-huh,” I responded shyly, still sobbing.

She let me calm down and hugged me close to her full, tight breasts. She was a nice girl. I could feel she never meant to hurt me. I guess most women will never know what it feels like for a man afflicted with a tiny penis, yet she had known enough men to understand part of what was going through me that day. We talked for a few minutes, and I told her about some of my worst experiences. It was like a relief and a kind of therapy. She knew how to listen, and I was already feeling better when it was time to leave.

As expected, she gave me half of my money back while I got dressed. “You can come back any day, my little dick virgin. I love you so much, and I’ll always give a discount,” she said.

As I walked out the door while saying, “Goodbye, ma’am, and thank you.”

*****

Once down the stairs, I recognized the other girls who had burst into the room on the other side of the street. They were pointing toward me to their friends, probably letting them know who was the tiny dick loser Shawna was doing, but I didn’t care anymore. I started to feel better and was happy I had met Shawna.

Afterward, I returned almost once a week and still see her today. When she’s busy, she gives me a quick-finger job, while some days, we spend hours talking about our lives lying naked on the bed. She’s become more than her friend as she fulfills my sexual and emotional needs, as I can speak to her about anything. She helped me accept the genuine reactions of women at the sight of my puny dinky dick and, most important, accept myself. For this, I respect sex workers more than regular women.

I know I deserve love, though, for the moment, I gave up dating and hitting on regular women for sex and just stuck to enjoying the company of my female friends and work colleagues. I don’t need to embarrass myself anymore or upset any ladies with my useless dinky, and I have found my place in society. It’s true that, secretly, I still wish to settle down and fall in love with a girl who would accept my tiny dicklette as it is or even be a sexless couple. Shawna keeps telling me to have faith such a girl exists somewhere, though she might be hard to find.

 

The End.

 

*This story has been edited to fix spelling, punctuation, formatting errors, & basic grammar, but the narrative and plot have remained the same. Even with the limited editing done here, it doesn’t mean any possible major flaws in this story were fixed (That’s the author’s job). The opinions/views expressed in this story (and in any comments) are those of the author and do not represent this site. We support freedom of speech. This story was submitted directly to this website.

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