As the waitress approached the table, eighteen year old "Tony" was apprehensive. He was a freshman at the University of Georgia, with an untested fake ID in his wallet showing him to be two months past his twenty-first birthday. The fake ID identified him as one Tony Mercer. His real name was Howard Jaimeson, but his friends called him Howie.
His two older buddies, Tom and Frank, both of legal age, assured him the phony ID was more than adequate. His friends were right; the waitress scanned all three of their ID's before handing them back without comment.
Howard actually look older than his true age. He was of mixed heritage, his dad was a Caucasian, while his pretty mother was a beautiful mixture of African American and Cherokee Indian. Of the two, Howard took after his father more so being fair skinned, although he received his mom's dark hair which he kept short and neatly trimmed at all times. He was built bigger than his father though as he was just over six feet tall while weighing a solid two hundred pounds.
Many people remarked how closely he resembled his older brother, Holden, if only in the looks department, which rarely pleased him as he didn't really care for his older sibling.
From the very beginning, Howard aka Tony, found himself smitten with their waitress, Vanessa. She was an older, his guess maybe early to mid-thirties, light skinned, well put together, African- American beauty. As she served them throughout the night she was more than a little flirtatious with the boys, but most especially toward the well-mannered Howard.
After bringing them yet another round of beers, their fourth if anyone was bothering to keep track, she was in the process of clearing the table when she accidently knocked over one of the half full beer bottles. It was just the two of them with Howard's buddies over at the bar talking to a couple girls.
"Oh God, I'm sorry. I'm so clumsy," she said offering an apologetic smile.
"It's OK," Howard quickly replied as his eyes slipped off her face and travelled inadvertently downward.
Howard wasn't lying-- it really was OK as he was treated to a most delicious sight. Leaning over in front of Howard while patiently wiping up the spill, she appeared oblivious to the way he was gazing at her. There was plenty to gawk at as the snug, light colored blouse Vanessa was wearing showed off a pair of rather sizable tits.
Howard wanted to avert his eyes, but it was, at first, difficult, and then nearly impossible, once it became patently obvious Vanessa's large tits were unencumbered by a bra.
Later on, as Howard told his tale of the spilled beer to Tom and Frank, along with describing in glowing terms her braless tits, they both went as far as to suggest she spilled the beer on purpose as a way of flirting with him. The self-effacing Howard wasn't buying it, but it was a nice thought regardless.
As the mid- September night wore on, Howard generously tipped Vanessa, while treating her with extreme politeness—unlike his two older buddies who were both a bit crass with her.
He considered asking for her number, but in the end decided against it mainly because he figured a beautiful older women like herself would not be interested in someone so young. Besides, if he was to ask her out would he do so as the twenty-one year old fake Tony, or the eighteen year old real Howard?
In the end, it all became too much to think about so he did the easiest thing possible—nothing.
It seemed fate was on his side though as they ran into each other a few short days later. It's was a lazy Wednesday afternoon when Howard wandered into the restaurant side of the
Bulldog
to have lunch after finishing a late morning class.
Much to his delight, she was waiting tables in his section, and surprisingly enough, remembered him from the other night. The restaurant was slow, and after bringing him his food she plopped down on the chair across from him and they struck up a pleasant conversation.
Howard made a snap decision to keep up the charade of being the fake older Tony. He was reluctant, as of yet, to reveal his ID from the other night was a fraud, especially after learning she was twenty nine, unmarried, and didn't drop any hints of having a boyfriend. Somehow their age difference of only eight years with him being the fake Tony seemed better than the alternative—telling the truth.
After discovering she was also taking classes at U of G, majoring in English, which just happened to be his worse subject, he screwed up enough courage to suggest maybe they could meet one day in the library for a quick tutoring session.
After adding he could pay her a little something, her pleasant reply caught him off-guard. "Or maybe, instead of paying me you could just treat me to lunch here or there, and then if you manage to get a good grade this semester a nice dinner."
Over the course of the next month, they met for several tutoring sessions and after the second one she graciously allowed him to take her out to lunch.
The one lunch turned into a nearly weekly affair with him still keeping with being the older "Tony". Pretending to be older, and someone else, was actually giving Howard a stronger sense of self-confidence to handle dating this attractive older woman.
Other than using a fake name and age, Howard was himself with her—a perfectly charming young Southern gentlemen, amiable, a bit on the shy side, and abidingly polite. It seemed to be working, although he knew, sooner or later, if things continued to go well, he would have to reveal the truth to her.
Maybe because she was such a good tutor, or maybe just because he wanted to impress her, he put a lot of time and effort into his English course and ended up with a final grade of B. They celebrated his good grade with dinner at an Italian restaurant in downtown Athens.
After dinner, they ended up back at her place alone. Her roommate was out of town visiting family allowing Howard the hope this might be the night he finally would lose his virginity. God knew he hoped so as Vanessa looked ravishing in a short white dress emphatically tight enough in all the right places to show off her abundant curves.
Cuddling together on the old fashioned swing on her front porch they enjoyed the warm late autumn evening while sharing a glass of lemonade generously spiked with some kind of alcohol. Howard's eyes keep darting to her chest mainly because before they headed out to the porch, Vanessa excused herself to go slip into something a bit more comfortable. Her new comfortable attire consisted of a pair of cut off blue jeans shorts, along with a tight red and gray University of Georgia tee shirt.
After sharing a second, and even more potent lemonade, somehow, someway, he found himself making out with this goddess of dark beauty. His first kisses were clumsy at best, but Vanessa said little, instead showed him a kind, motherly patience which only served to turn him on all the more.
During a prolonged kiss, Howard took a chance, snaking his tongue deep inside her mouth (she tasted delicious), while brushing his hands up against her breasts (they felt pleasantly full). Vanessa offered him a whimsical smile as she took his hand and led him into the house.
Settling down on the couch in the living room, they shared several more breathless kisses during which he groped, with growing eagerness, at those large tits of hers. His hands slipped around to her back, and then under her tee shirt with his inexperienced fingers fumbling at trying to get her bra undone. She allowed his muddling about for a short moment or two before pushing his hands away.
With an exaggerated primness she admonished him for trying to undo her bra. "And here I thought you were such a perfect gentlemen Mr. Tony. I guess my tits are too much for even this gentlemen to resist huh?"
"Sorry Vanessa. Guess I got carried away." His face flushed as in the semi-dark living room he failed to notice her devilishly smile.
"Turn the lamp on," she whispered. "I need to tell you something serious."
Howard sighed.
Surely he blew it if she wanted the lights on now
