The Happy Hooker

by SDC Webmaster


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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 on 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 actually quite the opposite. Often the first reaction of a woman seeing me naked starts with a fit of giggles or nervous laughter followed by profuse apologizing… Unfortunately I’m only 3 inches erect and barely 2 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 it’s 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 goes 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 really 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 a little 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. He 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 stepped in 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 I hot young stud?

I’m sure your dick is already rock had. Show me that monster will ya?” she 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 just 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 you asking, you know guys usually want to believe they’re the best thing ever when it comes to 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 ruckus 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 that in the most candid way.

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 any such thing… we really apologize if we made fun… we were just kinda caught off guard. Don’t take it personally.” the last one courteously said and they all left the room apologizing and leaving me dumbfounded 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 boy. Ok so you ain’t got a big black dick, never mind… your still gonna make me come.” she said reassuringly. She took a condom on the bedside table put it in her mouth and slid it on my puny dicklet. 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 went to fetch some tape in the bathroom.

She cut a piece with her teeth and taped the condom at the base of my dicklet. “That way this 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 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.

“Erhh hermm, excuse me miss I can’t get it in.” I said frustrated.

“That’s okay honey, lie down on your back, I’ll ride you my stallion.” she suggested.

But then again, same thing happened. She didn’t seem to realize that I was slipping out all the time. Yet given the size of her pussy (which I could not feel the sides), I went back in, even though my dicklet 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 a tampon”. She continued… “so I’ll be nice, I’ll give you 50% discount given your size. I mean… I really like you, you’re cute. I’ll finish you with a handjob”.

So she pulled the tape off and removed my condom. Then with jus two fingers she started jerking my little dinky which was still hard, while she kept toying with my little testes with her other hand. After only a couple of minutes of rapid motion I came into her hand uttering a little high-pitched cry. “Oh you come 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 giving me one of my most memorably hot kisses. “I never do with this to any client but you’re cute honey and I feel so bad for you.” She said it in a sweet voice.

It was heat felt but it made me both happy and sad at the same time. Her true 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. I was soon overtaken by conflicting emotions. I started thinking back why life had cheated on me so bad and why couldn’t I enjoy a normal 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 really sorry about your little problem but you need accept yourself… I mean it’s not that bad, you can still get off right?” She tried soothing 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 really nice girl. I could feel she never meant to hurt me. I guess most women will never know what it really 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 spent a few minutes talking 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 when it as time to leave I was already feeling better.

As expected, she gave me half of my money back while I got dressed. “You can come back any day you want, my little 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 towards 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.

Afterwards I came back 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 together about our lives lying naked on the bed. She’s become more than her friend as she fulfills my sexual needs as well as my emotional ones as I can speak to her about anything. She helped me accept the genuine reactions of women at the sight of my puny dinky and most important accept myself. For this I actually respect prostitutes’ 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 stick to enjoying the company of my female friends and work colleagues. I don’t need to embarrass myself anymore or upset any ladies out with my useless dinky and 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 dick 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.

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