Getting Blown by Hot Tailor

I know that the only reason my wife and I received Junior Membership into our highly exclusive country club is because her family has been members for generations. The junior membership is cheaper than the senior memberships, and are only for those who are under 30-yrs-old. We have all the rights as the regular members, but we cannot vote for the board members.

To marry my beautiful wife, I had to convert from Catholic to Episcopalian. And I was told to never let the other Club members know I once was Catholic. Only certain Protestant faiths are allowed in the club. Thankfully, my last name is English, and I look like a cross between German and English.

My wife Susie and I recently joined the club last year and her parents treated us to dinner at the club to celebrate. Within moments of our seating, a woman who looked like she was in her early 70's came up to say hello to my father-in-law, Henry and my mother-in-law Blair. Ever the gentleman, my father-in-law stood up to give her a kiss on the cheek.

My father-in-law said, "Hilda, it is always so great to see you!"

Hilda said, "hello Mr. and Mrs. Carter!"

My father-in-law said, "now, Hilda, at the Club we are Henry and Blair."

Hilda is very attractive and seems to have a hot body. But her outfit, while classic country club attire, seemed to have been selected to hide her assets. She is a little taller than me, probably just at 6 feet. She has Germanic facial features. Her slim frame and oversized top seemed to be covering her more than ample breasts.

Hilda turned to me and my wife and said, "I'm so glad you two became members of our club. I saw the announcement in our online newsletter."

Hilda: "If it wasn't for Mr., er, Henry, I wouldn't have gotten into our club. He and some of our members even pay my..."

Henry interrupted her, "You don't need to share all that. We did this in return for you only making custom menswear for our members. It makes our club that much more desirable."

After a pause, Henry added, "Hilda, I would like to pay for you to make Bradley's Club uniform. I know you will take care of him like you do with me."

The club uniform for men is a navy blue blazer, tan or white slacks, and either a light pink or white button down long sleeve shirt. It is to be worn in the restaurant and for all evening events, except the annual ball.

Hilda said, "Thank you Henry, I was hoping I could get to work with helping Bradley."

Hilda then turned to me and said, "your father-in-law can give you my unlisted phone number so we can arrange an appointment."

She then smiled at my father-in-law and returned to her table.

At the appointed day and time, I walked up to Hilda's shop. It was on a side street in town - you wouldn't know it was there. The large front windows had large pictures of some of our club members wearing our club uniform. There wasn't a store sign. The front door was solid wood with a sign saying Members only - by appointment only on it. I rang the Ring doorbell and Hilda unlocked and opened the door immediately.

I was pleasantly surprised to see that in her shop Hilda dressed much sexier than she did at the club. Her top was form fitting, with a huge scoop to show off her huge breasts right up to barely showing her areolas. Because of the structure of her top, she didn't need to wear a bra, which allowed her nipples and puffy areolas to push out. Her skirt clung to her tiny waste, fuckable butt and hips. I could make out the raised outline of her very small g-string. My penis was semi-hard.

Hilda said, "hello Mr. Williams!"

"Please, I insist you call me Bradley, or Brad if you like," I said nicely while trying to shift my bulging cock.

Hilda smiled, saying, "thank you, BRAD."

She then showed me bolts of fabric for my complete club uniform, and said, "To make it easier for you, Henry wanted you to first look at what he likes. It can be so overwhelming the first time you select the fabric."

"I love Henry's outfits, so let's make it easy and go with the same fabrics," I said.

Hilda said, "OK, let's start measuring. But first, what side do you dress?"

"Sorry?" I said, confused by her question.

Hilda said, "when men wear boxers, they either tuck themselves on the right side or the left side of the boxers. I will give you a little more room on the side that you dress."

"But I don't wear boxers," I said.

Hilda looked at me like I was a bad boy and said with complete authority, "No, you have to wear boxers when wearing the club uniform!"

Then Hilda said, "OK, off with all of your clothes so I can give you a pair of boxers and start with measuring your inseam."

I did as Hilda commanded, and my penis almost was standing at full attention. I was afraid to try and cover myself, and just stood there.

Without saying a word, Hilda held the pair of boxers open by my feet so that I could step into them. My fully hard penis was bobbing within a inch or so by her face. She then pulled them up to my waist. But before the boxers were fully up, she stood up and reached one hand from above and pushed my now fully hard penis to right dress.

"Let's see whether you should be right or left dress," Hilda said.

Then Hilda said, "But young man, we first need to have you in a more normal state."

Without saying a word, she knelt before me, pulled down my boxers and attacked my pulsating and fully erect penis. This wasn't a gentle blow job, this was a quickie. It was clear she was a cum slut! Now I know why the Club wanted an exclusive with her!

While she noisily and quickly worked on my penis, Hilda took one of my hands and moved it under her top. I quickly started massaging her huge breasts, occasionally squeezing her large nipples with my fingers. I didn't want this to end, so I started thinking about anything and everything other than how great her tits, mouth and tongue felt.

After 5 minutes, Hilda stopped and said with a mischievous smile, "so you're trying to stop yourself from cumming - you are such a bad boy."

Then she rammed my 7-inch rock hard cock down her throat, while lightly grabbing my balls.

Little puppies, nuns I thought as I kept trying to stretch out this enjoyment as much as possible.

With that, Hilda reached under her skirt and inserted her finger in her wet pussy. Then she spit on that finger and stuck it into my asshole, and started massaging my prostate. All this while still having me in and out of her throat. I couldn't resist anymore and exploded like never before down her throat. I loudly had a few pumps of cum down her throat.

Hilda licked every bit of my dick. Then she opened a metal box by her knees, took out a warm and wet wash cloth and cleaned me up.

Hilda said, "I like to have my men air dry, if you don't mind."

Only then did she stuff her huge breasts back into her top. It took a couple of attempts before her areolas were fully covered.

I said, "you're the expert, whatever you want."

Hilda said, "I'm getting too old for you young studs, trying to extend your pleasure for as long as possible."

Then she was back to business, measuring my inseam and every inch of my naked body.

Then Hilda said, "I'm done, you can get dressed now."

Before I had a chance to get dressed, Hilda grabbed my cock and moved it to left dress.

Hilda said, "left dress it is" while still holding my cock for about an additional 15 seconds.

Before I left, Hilda came up to me and gave me a hug while giving my butt a little squeeze. I massaged her breasts from the outside of her top.

Hilda said, "I insist that you be measured every time you order my custom clothes."

Hilda then said, "I will call you within three weeks, so you can come over and try on your club uniform."

As I was leaving, I thought about how Henry wanted this to be a delightful surprise for me. I was even more surprised when I ordered a suit from Hilda when I picked up my Club uniform. But that is a story for another time.