I had been sending flowers and giving gifts to this group since I was 8. Valentine's Day, Birthdays, Christmas and sometimes just because. A month after my 18th birthday, Valentines Day, I propositioned them all as a group. It led to this.
Sunday, Tina and I went out to eat. Tina's most noticeable attribute was copper red hair. She had C- cup boobs and a smallish ass. She went jogging at least 4 times a week. She was 5'4" and about 125 pounds.
She wanted to go to a fish place named for a sailor and I was fine with it. We talked while we ate. She seemed to relax as we talked. She was wearing a green dress that matched her eyes and went perfectly with her red hair.
As we were finishing our meal, she finally said "Neil, are you sure you want to do this? I AM 3 times your age."
"Tina, if I wasn't sure I wanted to do this, I wouldn't have made the offer. I think a man's only as good as his word. I promise to do my best to make your evening enjoyable"
On the way back to her house, she would intermittently chatter, then fall silent. I talked a little. Complimented her hair, her dress, her nails. When we finally got to her house at the door she asked me again if I was sure I wanted to do this.
"I'm not sure exactly what this is, but you're wearing the same perfume as Janie and I've never smelled it on you before. Plus, you have got a cute little ass. Just perfect for this" I put my arms around her and cupped her ass in both hands to pull her close to me. And I kissed her. First softly, then forcefully. I leaned and nibbled on her right earlobe, then her left. I picked her up and carried her to the couch. I laid her down in her stomach, then went to lock the door.
I stood there looking at her. Thinking. Finally I said, "I think I'll start with massaging your feet, if that's okay with you."
"That's okay with me. But just know that my feet aren't freshly washed so they might be a little dirty."
"I'm not planning on kissing them. Unless I get horny, then it doesn't matter if they're clean, dirty, whatever. When the blood rushes to my dick, it limits the supply available for my brain, and suddenly things that were gross and disgusting 5 minutes ago suddenly seem like a good idea. Lick your dirty, stinky feet? Sure! Tonguefuck your ass? Love to!"
"Well I guess I should hope for you to get horny. Maybe I'll get horny too." The smile she gave started the blood towards my dick. "I should warn you though, my feet are kind of ticklish."
I sat down on the floor next to her hip. "Bend your legs up to your butt." I massaged her feet for a little bit then I leaned down and sucked on her left little toe. "Hmm, doesn't really do anything for me, how about you? Let me try this a different way."
I moved to where I was sitting at her feet facing towards her. I used my thumbs and started at the heel of each foot. I hadn't gotten past the heel when she shifted to readjust to spread her legs slightly apart. By the time I got to the ball of her feet she had shifted her legs far enough apart I could look up her dress if I wanted. She was wearing green panties that were the same color as her dress. I kept going to her toes and when I finished massaging them. I leaned down to kiss them. Before I could get there, she interrupted me.
"Are you going to kiss my toes now? Are you horny enough for that?"
"I think, maybe, I am"
"Well I'm definitely horny enough for you to do that. And some other stuff, if you want to."
"Let's start with toe kissing, and I'll work my way up." I kissed her toes. Little toe on each foot, 4th toe, 3rd toe, 2nd toe. Then I took her feet and put them together and sucked both of her big toes at the same time. I'm not sure what the noise she made was, a moan or a groan, but it definitely sounded like she approved.
"Neil, let's go to the bedroom, you can help me take this dress off and whatever you're horny enough to do, do it. Please? But, could you turn off the lights?"
I picked her up and carried her to the bedroom and put her down on the edge of the bed.