I had just started fall semester of my freshman year at a college in south Georgia. Being six hours away from home had its pros and cons, but mostly pros. I had so much freedom and there was no longer a curfew I had to follow. Unfortunately, I was in a small town, albeit a college town, but small nonetheless. This was a private school that I was able to attend via scholarships and with some funding from odd jobs I had during my junior and senior high school years.
What I found coolest was several of my closest friends from high school were also attending college with me. It made the transition just that much smoother. Unfortunately, there was only so much partying we could do, especially with us being in a dry county.
Things got stale fast. Within a couple of months of starting school, I was getting desperate for some sort of fun and excitement. I was closeted to most people, including my family, but my closest friends knew and in fact, several of them were also closeted, which strengthened our bond even more.
On one particularly boring Friday, my roommate Josh was doing some browsing on Craigslist when he came across an interesting ad that was listed under "gigs>talent".
"Looking for a very special way to celebrate my friend's 75th birthday," it began. "Would love for a young man, preferably college age, even more preferably a first year college boy, to come celebrate and give him the gift of a lifetime. If interested, please send e-mail with your name, ht/wt/age, some photos, and a good contact number. Your job, if hired, will be to attend to his every need for the night. Opportunity to earn up to $2000."
"Swallow some geezer gravy, pocket 2 Gs. Seems pretty straightforward, am I right, Ash?"
I squinted at the screen once more to catch the details. "I guess...I mean, I'm not really into the gramps scene..." my voice trailed off just as my other roommate Ben chimed in.
"I think we should all reply back and see who gets called! Let's fucking do it!"
I was a bit hesitant, "I dunno guys...if they actually call back, then what? I am not about to go suck on some geezer with a wet noodle."
"It'll be alright Ash, your face would look perfect while it's getting some Super Soaker action by a wrinkly wet noodle, it's more dick than what you've ever had, HA!" Ben smirked before bursting out with laughter. I was quietly embarrassed since I was hoping to meet people here and perhaps hook-up here and there, but the prospect of that happening was approaching zero, at least for this semester.
"Come on, bro, it'll be alright, it's just something fun, boring as fuck around here otherwise!" Josh added, doing his best to sound re-assuring without sounding desperate. I sighed, defeated. "K, whatever, let's get it done," I said in a low tone.
For whatever reason, I replied back to the man's email with photos from a trip to the beach back in early August. I added the requested info at the top.
"Hi, I'm Ash, I just turned 18 a month and a half before school started and I'm a freshman. I'm 5'5 and 120 lbs. You can reach me at XXX-XXX-XXXX." I hit send from my phone and I felt a deep pit in my stomach almost immediately.
The other two also sent replies and we sat in silence for a moment, realizing what we had just invited upon ourselves. After a while, we went about our business, playing video games and doing some reading for school.
A few days went by and I had actually forgotten about the whole thing, that is until I got a phone call from a number I didn't recognize. I was alone in my room that night when I received the call, but I let it go to voicemail. I was hoping it was just a spam call, but then I received an alert on my phone that there was a voicemail.
"Hello Ash, this is Gary. You responded to an ad for a birthday present for my best friend. After careful consideration, I have decided I really would like for you to join us at my place tomorrow evening. Please call me back when you receive this message."
My heart began racing, I felt a mix of emotions, some of fear and hesitation, but I also felt flattered that I was chosen over my friends and whoever else may have responded.
"H-hey...soooo...I got this phone call from a guy named Gary. It was about that ad we replied to," my voice quivered as I told Josh and Ben.
"Well? What did you say?!" Ben asked, his voice full of excitement.
"I didn't...just let it go to voicemail," I responded in a low tone. "God...I don't know what to do now, I feel so stupid, he's got my number too!"
"Bro, you're gonna have to call him back. You're gonna get laid!" Josh teased.
Much to my shock, the phone rang again. Same number. "Answer it! Dude, fucking answer it!" Ben yelled out.
"H-hello...hey...I got your message and I was going to call you back," I stammered out.
"Yes, well hello. Ash, is it? I'm Gary. Loved your photos, just loved them. You are very attractive. My friend will truly enjoy your company," Gary said.
"He sounds nice enough," I thought to myself as Josh and Ben snickered.
"Tell you what Ash, do you drive?"
"Mm-hmm," I replied my voice shaking with fear and embarrassment.
"I live out in the country, right outside of town, exit 48, make a left at the stop sign and about half a mile down on the left you'll see a little red house. There's not much else there, so you shouldn't miss it. Come around, let's say, 9 PM tomorrow evening? Will that work for you?"
"Y-yes, sir," I said in a high-pitched voice, still frozen in fear as my buddies teased me in the background.
"You don't need to call me sir, I'm Gary. And don't be scared, he's very nice," Gary said, his voice somewhat soothing before he hung up.
"So...you have a date?!!" Josh inquired. "He said tomorrow 9 PM," I said, my voice still shaky. My heart was beating fast. I had, of course, some experience. Drunken make-out sessions and blowjobs with my friends are exactly how we all became so close with each other and precisely why we all ended up at the same small school far away from home. This was different, however. I had never been with an old man and I had never entertained the idea of being with one either. I was never really turned on by old men and I figured most of them couldn't get hard anyway.
"Well Ash, this makes up for all the times you brushed off Mr. Oakley checkin' out your ass!" Ben joked. Mr. Oakley was the high school janitor. He was old, probably in his mid to late 70s. He always tried to make eye contact and chat, but I was never having any of it.
I sighed and slowly walked back to my room. I was both nervous but also somewhat excited about the whole situation. I looked at myself in the mirror. My skin was soft, including my face, my body almost completely hairless. It was as if puberty had barely affected me. Even my voice was soft. My dad always made fun of me, saying I looked feminine and joked that he would introduce me as his daughter.
I kept tossing and turning all night, barely able to sleep. Friday rolled around and I could barely focus in class, waiting with great anticipation for 9 PM.
"You seem different today, Ash! Like you have a date coming up!" Ben teased. I blushed, "Hehe, nah...just nervous and want to get this over with. Like, I don't even know what to do, how am I supposed to please this guy or whatever?!"
"You know what he wants, just do whatever he says for you to do. It's 2 grand and you don't have to work too hard, suck his dick so good he busts his nut early and that way you've worn him out and you can leave!" Josh suggested. This was actually good advice, I thought to myself.
I took a quick shower and slipped on shorts and a tank-top. It was time to get this done. I slipped on my flip-flops and hopped in my car. "Good luck, buddy! Swallow some cum for all of us!" Ben shouted. Embarrassed, I pulled out of our apartment complex and started driving. My phone was ringing, my parents were calling, no way I was going to answer that and I let it go to voicemail. The drive was painfully long, took almost 40 minutes to get to his damn exit. It was way out in the country, and it was most definitely not "right outside of town", as he claimed. Halfway through the drive, I realized the tank top I was wearing was not mine and must have belonged to Ben, who was 6'2" and wore a large. "Damn it!" I exclaimed in frustration as the top was far too big on me and the straps kept falling off my shoulder. "How did I not realize this? Oh well!"
It was rural out here, lots of farmland and no people, no buildings. "Where the fuck is this little red house?" I wondered out loud. After making the left at the stop sign, I had to drive another 5 miles before I saw a full forest with a driveway with a sign that said "PRIVATE DRIVEWAY NO TRESPASSING" on the left. I would have totally missed it had I been driving any faster than 30 miles per hour. The mailbox out in front said "Gary Barnes 1780".
"How many people named Gary can there be out in these sticks?" I smirked as I turned in and drove up another quarter mile where I saw a little red house. The lights were on and outside in front of the garage there was an older 1980s model pick-up truck. It was night time and just a few minutes past 9 PM by the time I parked.
My legs trembled as I got out, dropping my keys as I struggled to compose myself. Before I left, my roommates suggested that I FaceTime them and keep my phone on silent while I was here. I FaceTimed them as requested. "Hey...so I'm here..fucker lives really far out, signal is real iffy out here."
"H-hello? Ash? Can barely see you, bro. Keeps cutting out. Aight, keep your phone muted. Good luck!" Josh said while Ben popped up in the background making a silly face popping out his cheek while making a twisting motion with his hand, pretending to give a blowjob. "Funny, Ben, real funny. This is all your guys' fault," I said before muting the phone and going up the wooden steps. I could hear heavy footsteps and a door slamming shut inside as I rang the doorbell.
The door opened and an older man opened the door and smiled, "Hi there! Thanks for coming. I was worried you might not show!" Gary said as he shook my hand and motioned for me to enter. "How was the drive? Wasn't too bad, right? Sorry, I wasn't too clear on the directions, but glad you found me!"
I smiled shyly, "It wasn't too bad, real rural out here and this place is real secluded."
"Oh yes, the next house from here is about 3 miles up the road! I've lived here since 1974 and if you can believe it, not a damn thing has changed about this area!" Gary said.