One summer I was working for an Italian restaurant called Caesar's. They were an old fashioned kind of Italian, with genuinely Italian chefs, a preference for hiring pretty young waitresses, and a lack of familiarity or desire to use social media in advertising. This led to them hiring me to stand outside and give out fliers, dressed as a Roman soldier! It was a good costume to be fair to them, leather armor that looked (to my uneducated eye) to be pretty authentic in design. But standing on the high street, dressed as a Roman soldier gets you a lot of attention. I'm pretty shy normally and suddenly all kinds of people would give me weird looks as they passed by, make comments, or even stop to chat and take pictures. That was, of course, the whole point of the costume, but it wasn't my most comfortable job ever. Guys were usually ok about it, I think the costume appealed to the inherent manly spirit. Older teenage girls were the worst. They would giggle and laugh or come and tease me mercilessly.
There was one particular group that came back again and again. There were four girls, not much younger than me, maybe just at the end of high school. The blonde was the largest and the loudest: big boobs, big ass, and carrying a few extra pounds. There were two brunettes, both skinny with pretty faces. One was more shy and had the flattest chest of the bunch, the other wore plenty of make up and dressed sluttiest with a decent rack, often showing plenty of cleavage. The final girl was a beautiful small redhead who could have been a model, with a tiny waist, maybe 5' tall and not much more than 100lbs, sexy green eyes, and nice boobs. I fancied the pants off her but she was the meanest of the bunch.
"Hey loser, how much do they pay you to stand there? Is it enough to make up for the fact you'll be a dorky virgin for the rest of your life?"
I tried not to listen to the girls when I could, but they were pretty damn sexy as a group and I couldn't help looking at them. They knew what effect they had on me and that I was effectively trapped and helpless before their teasing. Sometimes they would fake showing interest in the restaurant, coming and crowding round me and cooing over the flyers. The slutty brunette would drop a flier and turn round to bend over and pick it up, letting her short skirt ride up her smooth thighs. The blonde girl would often push her boobs together right under my face or press them against my arm. It was like she was trying to absorb my arm into her but I can't lie, it definitely got me hard. Often the teasing would end with my crush suddenly "noticing" that I was perving at them.
"Ew, gross, he's totally looking at your tits! What a perv."
Loser, freak, pervert, and virgin were their favorite insults to throw. I wasn't mature enough to be immune from their mockery but I also wasn't in a place to do anything about it.
One day they stole my plastic sword. I think they dared the shy one to do it. I tried to make a grab for it but she threw it to the blonde who put it down her cleavage.
"Ooh," she moaned, "that's big and hard."
"Not like this loser's tiny dick!"
At that moment, a bunch of women came round the corner, heading towards the restaurant. There were 3 of them and they were pretty hot, clearly ready for an early start to a night out, definitely Milfs. One of them was blonde with big boobs, a shy smile, and a summer dress with tights and heels. The second had long brown hair, brown eyes, a cheeky smile, black pearl necklace and a purple dress which hugged tight to a very voluptuous figure with absolutely massive breasts. The dress wasn't cut to be hugely revealing but she still showed off a large cleavage. The third was a latina in a grey figure hugging jumper dress. She was the most toned of the three with a nice pert ass and boobs, still on the busty side, much to my pleasure.
Just as they rounded the corner they took in the scene with the girls playing keep away with my sword. The redhead got in between me and the blonde who had my sword and "accidentally" tipped her frozen yogurt down my costume.
"Oops. It looks like he jizzed on himself!" All three of them laughed.
The milfs bore down on them, faces growing stern.
"What are you doing to this poor young man?"
"Give him his sword back this instant!" The latina grabbed it and pulled it roughly out of the blonde's cleavage.
"Get out of here you nasty girls!"
"You ought to be ashamed of yourselves, what would your mothers' say?"
The sheer force of personality of these sexy milfs completely overwhelmed the girls to the same extent as they had been overwhelming me just moments before. They beat a hasty retreat under the disapproval of these mature women.
All three of the milfs gathered around me, checking if I was ok.
"Here's your sword back."
"Those girls are such bitches."
"Just ignore them, they're bullies."
"Oh no, look, you've got yogurt down you."
The chesty brunette pulled some tissues out of her handbag and began to wipe off the yogurt vigorously, causing her chest to shake and wobble.
"What's your name, soldier?" the blonde asked.
"John."
"I'm Charlie, and this is Eva and Arianna, and we all think you look very fine in that uniform. Don't we ladies?" They all chorus their approval together. The wiping of the yogurt descended to the leather skirt of the costume and I could feel her pressing the leather against my crotch.
"It's ok," I protested, "I'll get it cleaned up later."
"Oh honey, I don't think they pay you enough for being out here."
"Doesn't he look like such a stud in that armor though!" Eva stepped back, observing me, her eyes traveling up and down my body. Somehow I didn't mind their attention like I minded the girls. They seemed genuinely interested in me.
"Do you get to wear underwear under that skirt?" Arinna's hand, which had been cleaning me up, toyed with the edge of the skirt.
"Arianna!"
"What? I'm just curious what Romans used to wear and whether it's like Scottish men and their kilts. Do you mind if I check?"
I gulped. The idea of a sexy busty milf sticking her hand up under my leather skirt was making me hard very quickly. "Um, sure." She ran her hand up my thigh until she met the edge of my boxers. I expected her to stop there but she went up a little further and let her hand brush against my low hanging balls.
"Apparently Romans wear boxers," she declared.
Charlie giggled. "I'm not wearing any underwear!" she whispered. The women had all gotten closer to me as they were talking. Arianna's boobs were now touching my arm. Eva stepped closer.
"Do you have a big weapon, John?" she asked softly. I held up my plastic sword. "That's not the weapon I mean." She practically purred. "Can I touch your weapon?" She was now pressed up close to me, almost whispering in my ear. I looked around at the others and they looked eager, encouraging me.
