Giving a lost stranger a helping hand [MF]

Reading the delivery-related story posted earlier this week by u/extrasaucenow reminded me of a chance encounter I had back when I was in college. During that time, I would occasionally do uber eats/postmates deliveries to earn some extra money. Since my sleep schedule was already screwed up as a student, I would usually do it later at night when less people were on the roads.

One random Friday night, my two best friends/roommates were out of town to see their families, so I decided to head out and do some deliveries. Around midnight, I picked up some food in the party/bar area of my city and was set to take them about 20 minutes away to the SW corner of the city.

As I passed a few bars and started to come up to an intersection headed towards the freeway, I noticed a girl waving down the car in front of me. I slowed down thinking it was an uber and that she would get in, but the car drove off after a couple seconds of them talking and she turned to look at me.

I stopped next to her and rolled my window down, and she started rambling about how she had lost her phone at a bar and got separated from her group of friends. She didn’t know where they were, she couldn’t contact them, and she was visiting the city from out of town. I couldn’t tell if she was drunk or nervous or a combination of the two, but she hesitantly asked if I’d be willing to help her get back to the airbnb house that they were all renting.

She couldn’t remember the exact address of the rental house since it was saved on her phone, but she knew which neighborhood it was in and said she thought she could direct me once we got close.

I was a little hesitant since I had no idea if she was telling the truth, but she seemed innocent enough and I always try to help out others when they’re in need. I told her I was doing a food delivery, but would be happy to drop her off afterwards. She thanked me profusely and got in my car, and we headed off.

I’d say she was in her mid to late 20’s maybe 5-10 years older than me. She was a short asian-american girl, a little curvy, and was wearing a cute tank top and jean shorts. I thought she was pretty, but I also didn’t want to make her any more uncomfortable than she probably already was, considering the situation.

As we started driving, she definitely was a little nervous, but I tried to be as friendly as possible and told her all about the places we were driving past in the city, sort of acting as a tour guide. She told me a little bit more about herself – she worked for a big tech company in California doing something on the business side and was with a group of her girlfriends for a weekend trip. She admitted that she had actually lost her phone, but got separated from her friends because she was making out with some guy and told her friends she would meet up with them later. We had a fairly normal conversation, and she was continually saying thank you, mentioning how she had asked 10 different cars before I said yes.

After we dropped off the food we had to drive another 30 minutes back towards where she was staying. She felt bad because I mentioned how my apartment was near where the delivery was, but I tried to reassure her saying I could use some good karma. Eventually we made it to the neighborhood she was staying in, and after driving up and down a handful of streets she finally recognized her house. All the lights were off inside though, and when she got out to check the front door it was still locked. Her friend apparently had the key, so she said she’d have to wait.

It was fairly cold and I felt bad leaving her there, so I told her she could wait in the car with me. Again, she felt bad that she was making me wait, but I told her it really wasn’t a big deal, and that I was happy to help. She got back in and we pulled into the driveway, and continued our conversation. It honestly felt like talking to someone I had known for a while – she was super down to earth and easy to chat with. Things started to take a turn shortly after, and during our conversation she started dropping lots of hints about how she wished there was a way to pay me back.

Being a naive college student, I kept reassuring her that she didn’t need to pay me money. I definitely had an idea of what she was hinting at, but again, I didn’t want to read into anything and seem like a creep. I didn’t have to worry too much though, because after telling her I didn’t need any money she abruptly asked “I don’t have any cash to pay you back with – can I give you a blowjob as a thank you?”.

Again, being a naive college student with not a ton of sexual experience, I stuttered a little and she laughed at me. I finally mustered up the courage to say “I wouldn’t say no, but you really don’t have to.” Wordlessly she leaned over and kissed me, saying something about how younger guys are so cute, and then reached down and unzipped my pants.

The spontaneity of the situation was almost overwhelming, but I was instantly hard. She kissed my neck then reached across me to recline my seat with one hand while slowly pumping my cock with the other. She then kneeled on the passenger seat and leaned down, taking the head of my cock into her mouth. I reflexively moaned out an “oh fuck”, and leaned back in my seat. My hands found their way to her soft, straight hair to hold it out of her face.

I’ve since gotten quite a few blowjobs, but I don’t think anything has compared to what she did. She was alternating between focusing on the head of my cock while rubbing my balls, taking my entire 7 inches into the back of her mouth, and occasionally coming up to kiss me while using her hands on me. I always take a while to cum, but after only 5 minutes or so I was getting close. I told her as much, and she paused, told me to cum in her mouth, then resumed working her magic. That sent me over the edge, and she swallowed every last drop.

Being perfectly honest, it was awkward for a moment after I came. I offered to return the favor, but she said she didn’t want anything in return, because otherwise she would feel like she wasn’t paying me back. We spent a few more minutes chatting as if she hadn’t just sucked the soul out of me, and she once again apologized for making me wait for her friends.

With a little more newfound confidence, I asked if we could kill time by letting me play with her breasts. She laughed a little, but smiled and nodded her head while pulling her top down to reveal her braless breasts. She kissed me again and placed my hands on her boobs, then whispered in my ear that she liked having her nipples sucked. I felt like I was in heaven – touching and kissing her perky boobs and soon got hard again. She jerked me off this time while I continued to suck on her nipples, occasionally spitting on her hand as lube.

Unfortunately though, just as I was starting to feel like I was close to another orgasm, we saw headlights at the end of the street, so we quickly stopped and fixed our clothes. An uber pulled up in front of the house and her friends hopped out, and she gave me a quick kiss goodbye and thanked me profusely again before hopping out to head off to her friends. Just as quickly as the experience had started it was over, and I drove off into the night.

I only ever got her first name, and never spoke to her again. I did find her on LinkedIn a couple days later, but figured it’d be best to not contact her and keep it as a chance encounter.

Source: reddit.com/r/gonewildstories/comments/nopy50/giving_a_lost_stranger_a_helping_hand_mf