When I was younger, I delivered newspapers, and one of my deliveries was to a liquor store three-quarters of a mile from my home. The man who owned the store told me to let him know once I turned 18. He gave me a part-time job after school.
I (Bobby, M18) worked alone from 2pm to 6pm except on state lottery nights—Mondays and Thursdays. Those days, I overlapped with Charlene (F37) starting at 3:30. Charlene was going through a rough patch. She’d lost custody of her kid and was smoking a lot of weed. But to an 18-year-old guy she was enticing. She was of entirely average looks, but she had a dirty mind. She loved to take a _Playboy_ or _Hustler_ magazine off the shelf, show me some of the girls, and tease me about them. She never had to ask if I was a virgin—it was obvious.
Anyway, one week in the summer she was out sick. I was in college now and had no summer classes, so I was working the 8am-2pm shift. She called up and asked me to get a couple of things from the convenience store and bring them to her house, about a block away from my parents’.
I rang the doorbell. From inside she told me that the door was unlocked and she was in the bedroom. I put the milk in the fridge and left the other things in the counter. I called out for her to get well soon.
She asked me to come to her so she could write me a check, also asking if I’d bring the toilet paper. She was laying in her pjs in the dark. “I have a special favor to ask,” she said. “It’s ok if you don’t want to.” After I just stood there, she said, matter-of-factly, “I need to take my temperature rectally and I hate doing it myself. Would you do it for me? Put the toilet paper in the bathroom and get the thermometer. It’s in the sink cabinet.” I must’ve looked stunned. “Bring the vaseline too.”
I knew what she was doing, but had no idea how far it would go. When I returned from the bathroom, she smiled kindly (not slyly or anything), rolled over on her side, and pulled her bottoms down to expose her ass. I put the vaseline and thermometer on the little table.
“Use the vaseline on me first,” she said, lifting her cheek. It was kind of dark, but i still remember the image of the first pussy I ever saw. Women didn’t shave back then, and I distinctly remember that her pubic hair was the same color as the hair on her head. Shaking as little as I could, I scooped some of the lubricant up with two fingers and wiped it on her butthole. My cock was as stiff as it’d ever been.
“Jesus,” she yelped. “That’s cold! And it’s way too much. It only has to go on my anus. Get a paper towel from the kitchen and clean me up.”
After I returned, she directed me to rub the vaseline on her butthole, put some on the thermometer, and gently push it in up to the line on the glass. As we waited for it to assume her body temperature she asked if I’d minded helping her, along with a few other veiled jibes. Finally she announced that it was time. I pulled the thermometer out, and to no one’s surprise, her temperature was normal. I put the thermometer on the paper towel.
Leaving her butt exposed, she rolled over to face me. Again I just stood there. She looked at the bulge in my shorts and winked. Without really asking, she pulled me toward her by my belt. Before I knew it, my shorts and underwear were at my knees and my dick was bouncing, almost in her face.
She handled it, pulling me closer and repositioning herself on the bed.
I felt for the first time the indescribable sensation of a warm, wet mouth surrounding my cock. Looking back, I now realized that she was starved for this. She didn’t tease or lick my cock. She gobbled it. Charlene was not an expert fellatrix, but I didn’t know. Or care. She worked my shaft with her hand, sucking me with her mouth, bare-assed on her bed.
I doubt I lasted a minute. By the time I felt the warning in my balls, my cum was already on its way into her mouth.
It was fucking incredible.
She cleaned me up. In silence I pulled up my shorts and briefs. She asked if I enjoyed it and I fell over myself thanking her like an idiot.
She was back at work the next day, like nothing happened. But I got my first blowjob. I hope she got some relief too.
___
r/testertaste
Source: reddit.com/r/eroticliterature/comments/118fstm/bobbys_first_bj_m18f37_fm_oral_assplay