Part 1
part 2 https://www.reddit.com/r/gonewildstories/comments/5ons52/anal_adventures_mf_2/
We took it slow, Sondra and I. We’ve known each other for about 10 years and recently reconnected. She used to be my roomate all those years ago, but we were both dating other people. She was in massage school at the time and she used to practice on me. But this time the timing was good – we were both single as 2016 wound to a close. And we were now old enough to know that good things are worth waiting for.
First, she added me on a social network. Then out of the blue I got a text, inviting me over to her house to a potluck. Nobody else came to the potluck, so it was just me and her and her son. We were consoling each other about the election result. We jumped on the trampoline and then a few days later I booked a massage with her.
Then a week or so later, I texted her by accident when I was trying to text my cousin. Sorry I texted the wrong person! I said.
But she replied that if I wanted to hang out again to let her know. So we had another date, and finally kissed. A few more dates and she spent the night – it was after a couple christmas parties – but still no sex. I’ve gotten used to sleeping alone so I usually move to the guest bedroom when I have female guests and we are done with our playtime.
And with new partners, since I am such as assman, my general policy, once they let me into their pants, is to touch their asshole before I ever touch their pussy. It sends a clear signal. With sondra, before I moved to the other bedroom, I touched her butthole with my tongue. Then give her a french kiss. Give her something to think about. And then after a conversation about what each of us wanted in a relationship, with some kissing and snuggling, I moved to the other bed. But in the morning I woke her up and we were fooling around, I was stroking her lightly up and down her naked body, and she said I was giving her goosebumps.
Good goose bumps or bad goose bumps?
Good goose bumps. If you keep that up I’m gonna have to take care of myself.
I’ll take care of you.
Okay.
And I worked my mouth down her body, her bush was trimmed but no shaving. I licked up and down her slit. She moistened up and opened her legs. I cupped her ass in my hands, holding her up like a bowl of soup you are about to drink directly from. And went to town. Then added a finger, hooked it and went for the gspot. Then another finger. Then with the other hand, rubbing a thumb on her rear hole. While lapping her clit. She seemed to be pushing her ass onto my thumb, so I made sure it was wet and rubbed it on her little hole. She pushed harder, so I popped the tip of it in, and kept fingering her twat with two fingers of the other hand. She was moaning, her head was turned sideways, she was in a different world. It only took a couple minutes before she came.
Thank you! she said
You’re welcome! That was easy!
She laughed.
You like assplay? I asked.
She nodded.
But that’s as far as it went. Then there was another date, hanging out at her house. Some dirty talk. “You liked my thumb up your ass, didn’t you?”
Was that your thumb? I thought it was something smaller.
My thumb up your ass, two fingers pulling on your g-spot, sucking your clit.
You’re getting me all worked up now.
You like dirty talk?
She nodded. I might have to take care of myself again.
Oh you’ve thought about me while masturbating, haven’t you?
Yes.
I think its awesome that you loved having my thumb up your ass. That’s what put you over the top. I’ve jerked off thinking about you too. I better get out of here before things get out of control, I said. I kissed her goodnight. Leave her in suspense. I’m not gonna nag you or bug you. Call me if you want to hang out again, I said.
Four or five days later she called. It had been a bad day. Tomorrow was new years eve. Things weren’t going well. Her son’s father was sick and she had her son for five or six extra days.
How about I give you a massage tomorrow? I said. You can put him in front of a movie and we can go into your massage studio.
Really? she said.
Yeah, That way I can touch you all over.
I’m warning you, I’m not in a very good mood.
You’ll be in a good mood when I get done with you.
She laughed. The day and time arrive, the last day of the year, I went to her place. She left her son watching something on a laptop and we went outside and across the driveway to her studio. I had a small jar of coconut oil in my pocket – I had plans. But I looked at the table and there was a little bowl with some white goop in it.
what’s this? I asked.
Coconut oil, she said, I thought you could use it for the massage.
We’re thinking along the same lines here, I thought. But I didn’t say anything about the jar in my pocket.
Take off your clothes, I said.
I have to warn you, I got my period today, she said.
That’s alright.
She put a towel under her on the massage table and and lay down face down, with her head in the cradle thing. I placed the flannel sheet over her body and started at her feet.
Are you going to… she asked. Without finishing her sentence.
I let it hang there, and took hold of her feet in my hands through the sheet, and breathed in and out slowly, sending healing, calming energy into her body.
Everyone I’ve ever massaged has told me that I could make a lot of money doing it for a living. Apparently I’m pretty good at it. My daily meditation practice translates well to it, and the fact that I’ve had lots and lots of top level professional massages is helpful. My own yoga and working out routines also help with general body awareness that translates well to massage, and because of my job, my hands and forearms are quite strong. But I’ve found the most important thing about giving a good massage is just being a hundred percent present in the moment, and focussing your attention on the breath helps with that. I also ask the person I’m massaging to breath in through their nose and out through their mouth, so they focus on their own breath. That brings them into the moment.
So I worked her over. She was moaning and sighing. I gave her a real massage, deep and thorough. I did her scalp, her neck, her shoulders, her back, her glutes, her legs, her feet. I caught a glimpse of the tampon when I was massaging her ass. I spent some extra time there. I brushed her asshole with my fingers, lightly. I left one finger on that puckered button while I worked on the muscles. I dripped some extra oil down the crack. I massaged the oil onto her little hole. I intended to fuck that thing today. She let out little moans at the attention I gave her rosebud. I was going to fuck her ass.
I’d worn sweatpants with no underwear. My hardon pushed out on the sweats and I made sure to rub it on her arms when I passed around the table. After a while I asked her to turn over.
Just as thoroughly I massaged her front. Her scalp, face, jaw muscles, the sides of her neck, her pectorals, her breasts, her arms. She’d been working hard so I spent a lot of time massaging her forearms and hands. Then down her body. Her thighs. The muscles that run down next to the shin bones. More of her feet.
Pools of tears were building up in her eyes. I soaked them up with a corner of the sheet.
Are you alright? I asked.
Yes. It’s so sweet to be treated so kindly.
More tears. More soaking them up in the sheet.
I put my hands on her breasts. She moaned. I leaned down and kissed her. Our tongues danced. I pulled down the sweats and got up on the table and dangled my cock on her face. She opened her mouth. I angled it in. She sucked it.
All systems go. I went down in a 69 and licked at her clit while I fucked her face gently. She seemed happy, so I pushed my cock a little deeper and felt her gag on it. I pulled back, gave her time to breathe, and then made her gag again. Two, three four five times I did that. Then I pulled out and got off the table.
Are you trying to make yourself stop? she asked.
Do you want me to stop?
No!
Then turn over again.
She did.
I got back on the table again, the little bowl of oil in my hand.
You realize I have a tampon in, right?
Yes.
I lubed up my cock and lubed up her ass, but barely penetrated it with an oil soaked finger. Then I lined up and put the end of my dick against her butthole. She didn’t complain. I slowly worked it until the tip popped into her. We both lay there still, breathing together, me on top of her, her below me.
Age 46 and this was the first time I’d ever done this – skipping home plate and going straight to fifth base. What a thrill.
Kiss me, I said.
She turned her head and I leaned down and we kissed and kept kissing as I worked myself deeper into her, little by little.
Eventually I was all the way inside her. And then I was slowly fucking. And then I was fucking her steady in and out. She was moaning and squealing. Holding her ass up in the air for me slightly.
Tell me before you come, I said.
Okay, she answered.
I kept up that pace.
She reached her arm underneath her to touch her clit.
There you go, I said. Touch yourself.
I kept fucking her.
I’m gonna come, she said.
I kept fucking her. Sped up a little, Fucked harder trying to make myself come with her.
Wait, that’s starting to hurt, she said.
I slowed down for awhile. Then sped up again.
I eventually came in her ass, and I wasn’t sure if she came or not. As we were recovering, with my dick deflating in her butt, I asked her if she came. She didn’t.
But I’m happy! she said. I’m so happy!
Afterwards she cried some more and talked about how nice it was to be treated so well, to be treated so kindly.
And I’m thinking, I just fucked you in the ass.
But I spooned her and held her and eventually we got up and got dressed and went back into her house, where her son was still sitting in exactly the same place staring at the show he was watching on the laptop.
Source: reddit.com/r/gonewildstories/comments/5p17l6/anal_adventures_3_mf_3_kinda_long
I’d suggest you spend a few minutes and go back and add in quotation marks. It would make the entire text WAY more readable.