100% true story - happened to me this past weekend.
So I missed a connecting flight and ended up stuck in the airport for close to 10 hours. I was on my way to visit a sick family member and it just sucked all around. I had a few glasses of wine to pass the time and just not be so upset about the whole situation.
When I finally got on a plane to leave, it was almost 11 at night. I ended up being the middle seat - squished in between an older black lady and a Spanish/Mexican looking woman who was probably no more than 30 - I'm 36. We were sitting in small airplane seats, but she was obviously pretty and I could tell that she had a nice pair of tits. We started chatting and she was talking about her kids and her husband, while I told her about my long day and why I was travelling. She was very sympathetic as her father had recently died.
After the plane was in the air, it was very dark and quite chilly on the plane. She had brought a red blanket and was covering herself up. I looked over and said, "That's the best idea I've seen all day. I'm freezing" and left it at that. She sat there for a second and then asked me, "Do you want to share it? It's plenty big." I was a bit surprised she would ask a stranger to share a blanket on a plane, but we had a good rapport so far and I accepted.
So we sat there for a little while under the blanket. Of course, because I come here all the time, I'm having all these fantasies of her secretly sucking me off, or somehow fucking on the plane. Well... I swear I am not shitting you - almost on cue... She puts her hand on my thigh and says, "I'm really sorry your day has sucked so bad and I feel really awful for you (or something like that). If there's anything you need, just let me know." With that, I swear she started rubbing on my thigh and moving it towards my crotch. She looks right at me and slides her hand over my cock in my pants and says, "Just let me know..."
My heart was beating so fast, I didn't know what to say. I just said "Thanks. That feels really good." She continued doing that for a little while. The old black lady next to me had on one of those eye masks people wear on planes so they can sleep. It really couldn't have been any better for me at that point. So I reach over with my left hand and try to start feeling her tits up. She stops and says, "Uh uh. Not gonna happen." I apologized and figured that would be it. Instead of stopping, though, she started tugging at my belt trying to take it off. It took her a second, but then she had it off and unzipped my pants. She started rubbing my cock through my boxers and it was as hard as it's ever been. She then peeled back my boxers and was stroking me skin to skin. It felt so fucking good and also so totally dirty.
She continued stroking me for a few minutes longer, but it felt like an hour. I wanted to cum so bad but she just slowed down and eventually stopped. I didn't want to force the issue since she obviously didn't want my hands on her, so I just sat there for a bit. After a while, she looked over at me and said, "I think you should get dressed and give me my blanket back." I don't know if she felt embarrassed, didn't want to get caught when we landed, or totally regretted it, but I just said "Thanks" and zipped my pants back up.
We sat in slience for the rest of the flight and I never said another word to her and will most likely never see her again. If she ever reads this though, I want you to know that it felt great having your hand wrapped around my cock, and I wish I would have been able to return the favor. Thanks.