Chapter 7 Chubby Freshman

Chapter 7 Chubby Freshman

Harris, the tall lean freshman was not exploring as much as his friend Francis. However, he did meet and fuck Deanne a chubby sissy from the senior class at college. He also met a mature gentleman at the gay café ManZone. The gay handsome gentleman had passed him a business card with just the letter “L” on one side and a telephone number on the other. He suggested that they meet for a coffee. Some days later after some thought about it Harris texted Leslie and they arranged to meet at the gentleman’s condo in the downtown theatre district.

Leslie O’Malley is a 55 yr old faggot queen from a very wealthy family from old money. He is presently separated from his wife who is Chairperson of the family business and Leslie has the role as the philanthropist for the family. Leslie and his wife have not divorced as it would be too costly and decided to live separate lives when away from the business. Their adult c***dren are out west married and living in California and enjoying the freedom and pleasures of their wealthy parents. In addition, Leslie writes critiques of food, restaurants and is also a sommelier. He has just co-published a new cookbook of recipes and wine pairings for haute cuisine with a young gay cook from Italy.

Harris and the gay gentleman agreed to meet at Leslie’s downtown condo on a late Saturday morning as Harris was unsure about meeting at the ManZone. Harris has started wearing contact lenses and with a slight change in clothing style and feeling more confident he looks more masculine. He arrives at the condo wearing a stylish casual sports shirt and tight khakis that shows his nice package.

Leslie, the very handsome openly gay mid 50’s femme gentleman is wearing stylish designer cut white colour satin trousers that show his round ass cheeks nicely and a pair of expensive casual style alligator soft leather slippers. The slipper is a style that effeminate faggot men would choose to wear. He is also wearing a pink colour silk dress shirt and a fashionable multicolour silk femme style neck scarf. Leslie, the true faggot queen warmly greets the young freshman with a hand shake and with his practiced eye notices the gangly look and large hands and oh yes, the outline of what must be a nicely hung boy.

Harris is very impressed with the large upscale condo with an open concept designed for socializing with a small or large gathering of guests. Leslie explains that he had been to his weekly fencing epee match that morning a sport that he has participated in since college. Harris says that he has found the sport to be quite interesting and would like to learn more about the sport and the history of fencing. Leslie touching Harris’ arm says “Well darling we should set something up as the club is always looking for new members.”

He then learns that Harris has an interest in the arts and has regularly attended the theatre and visited art galleries although mostly with his parents. Offering to make coffee the faggot gentleman prances around the kitchen and with a flamboyant manner makes two large cups of creamy Cappuccino for them. As they sip the warm tasty coffee Leslie asks about Harris’ friendship with Deanne and learns that the two had met just once. The mature gentleman then asks if Harris prefers to be with older gay femme gentlemen and as the freshman student blushes Leslie realizes that the hung college boy is new to being with gay men. With the possibility of the boy being a novice, a shiver runs through Leslie’s body.

The faggot queen then openly asks in a very femme voice as he caresses Harris’ hand if he would like to go to bed and fuck. Harris turns red but replies telling Leslie that he has never been with an older gentleman. Leslie takes the freshman by the hand and says “Come with me darling I will give you the fuck of your life.”

In the large bedroom with upscale furnishings and a huge Cali king-size bed Leslie kisses the young college boy and pushes him to the bed. The mature faggot queen then undresses and wearing only femme style pink panties gets on the bed and asks Harris to take off his clothes and join him. Harris quickly undresses and is quickly wearing only his briefs with a noticeable bulge showing. He slowly pushes the briefs down and reveals a huge thick uncut flaccid cock.

Leslie gushes with excitement and awe and says “Oh my God.. darling you are so hung.. you look like a pony.” He then says in his femme voice “Come here and let me suck you.” Moments later Leslie is kneeling on the bed stroking and sucking the huge cock as it gets hard. As the experienced faggot queen sucks the donkey cock the foreskin slides back the head mushrooms. Harris’ cock is long and seems to have a slight bend to it as Leslie gently strokes it with two hand and sucks the head. He then says “Darling I want you to fuck me doggie style.”

He gets from the bed pulls down the pink silk briefs and turns and displays his round smooth mature ass cheeks and asks “Do you like?” as he looks back over his shoulder and smiles at the handsome freshman. Harris nods his head and Leslie backs up and says “Kiss me and lick me.” Harris reaches for the mature faggot gentleman and as Leslie kneels on the satin sheets with Harris behind the mature faggot queen the boy begins to kiss and lick the round ass plumpish cheeks. Within seconds Harris’ tongue is probing the puckered anus and tastes the fragrance of the body wash that Leslie used to ensure that he was perfectly clean and offered a fresh fruity fragrance.

As Harris licks the anus Leslie moans and encourages the boy by saying “Yes lick Daddy. Lick your faggot queen’s anus. Lick what you are going to fuck with that donkey cock.” Moments later Leslie gets a lube from the bedside table and applies a liberal amount on the long thick uncut cock that seems to have a bend to it. He says “Oh yes you are going to pleasure and torture your first mature faggot.”

Leslie then gets in position on his hands and knees and says “Come fuck your faggot queen. Make me your bitch.” Harris is quite excited as this mature distinguished faggot gentleman has a refinement and sophistication that he had secretly dreamed about and on a few occasions had masturbated and spurted huge loads of semen as he imagined fucking such a gay femme gentleman.

Kneeling behind Leslie the college student pushed his huge thick cock at the anus and violently entered the faggot queen. Leslie cried out with pain and delight and said “Yes fuck me like the faggot whore that I am.” Harris pumped his excited cock and filled the mature gentleman with a cock larger than any he had been fucked with except when he had visited Jamaica and found a local stud. Leslie moans and cries out “Yes fuck your faggot queen. Make me your bitch.”

Harris is quite excited from the sucking and being with the mature gentleman says “I am so close as he pumps his donkey size cock without any real concern for Leslie’s pleasure. Harris seems to gain confidence and says “Here you are you faggot queen. Be my bitch.” His cock then explodes and several jets of thick semen are ejaculated. As his spurting slows Harris then falls across the mature gentleman’s body and they crash to the bed.

Harris kisses the neck of his prize faggot and tastes the salty sweat. He then rolls off and laying on the bed face up smiles and asks “How was that for you?” Leslie replies “You are magnificent.” He then kisses the college boy and reaches down and grasps the huge softening cock and says “I will have to introduce you to my friends both male and female. Some of the fencing club members will like you.” He asks "Have you ever been with a mature woman?" There are several elegant lady friends of mine who would adore fucking you and that horse cock."

Leslie strokes the huge cock and says “Are you ready to fuck me some more?” as he feels the donkey cock get hard. I want you missionary style you magnificent stud. Fuck Daddy again.” Moments later Harris has his cock buried in the faggot queen and is pumping hard as Leslie encourages him hissing “Yes fuck me with that donkey cock.”

Harris is totally enjoying fucking the mature gentleman. His cock seems to be even harder as they kiss and he feels Leslie's mature much smaller cock being trapped between their bodies as they kiss and the mature cock spurts as Leslie cries out loudly "Yes Fuck Daddy"