First Time with my Long Time Friend: Part 1

by Stevie (Wisconsin)

I am in my seventies, and my longtime friend is the same. His wife died many years ago, so he lives alone. He is still a fit, good-looking man. Lately he says things when we are out or alone and on the phone. He regularly says a blowjob would be nice. I always agree.

On the phone a couple of times he said something like the old saying, One up the bum makes you feel fine, and laughed, then said, I should not have said that, which makes me think that is secretly what he is into.

I went to his house on a lovely summer morning. We were having a drink in the huge garden, and he said it again, so I asked him, Are you trying to tell me something? Are you bi? And when you go away, are you meeting men, not women, as you always say you are?"

He then said, Occasionally, are you shocked? he asked. I said, No, we are all a little bi." They say it just needs the right moment and person. Are you?" he said. I am not, but I do think sometimes, as there is no sex in my marriage now. He moved in with me.

We have been business associates and now great pals for 25 years, and I have enjoyed being with you so much as we get along great. After my wife died, you said one Christmas when we were out and quite pissed that you loved me. I said, I do as a friend." He said, You make me feel the same way, as he put his arm around me.

Then he leaned forward and kissed me. It was a pleasant kiss, and I responded, and he said a blow job would be nice, wouldn't it? I replied, What giving or receiving? and laughed. Both said, Well, that would be a 69. Then I was overcome and slid his shorts down only to reveal black, sheer, silky granny panties as I smoothed his cock as it twitched.

Are you shocked? No. I said I like them also as his cock grew, tenting his panties outrageously. I said it's nice and big and gently stroked it in his silky panties as he slipped my shorts down, revealing I was wearing pastel blue sheer silky panties; my cock was already rock solid. Wow, he said, I can't believe you like it also, then said, Can you give me a few minutes?

Then he went upstairs. I finished my scotch, and ten minutes later he came down, only this time he was wearing black stockings. suspenders, a bra with a pull-on big false breast, a bra, a sheer nightie with a wig on, red lipstick, and stilettos.

Mmmmmmm, I cooed, Very sexy, you like, dreamy. I said, Then he kissed me again, only very passionately, as he led me upstairs as our cocks bounced up and down. Then he sat on the bed. I dropped between his legs, stroking his lovely big cock as his panties became wet.

I bent down and took his glistening cock in his panties in my mouth as he moaned, I have wanted this with you for years. I sucked it and loved it, then took his cock out of its silky confines, wanking it. Slipped his big mushroom head between my lips, slobbering it as it made a popping sound as my lips slid past his slippery glans in and out.

Then he said, Get on the bed." I smoothed his lovely silky stockings and silky nightie. Mmmmmm, it feels wonderful. He asked me if I would like to dress up. Also, I just nodded as he produced more stockings bra, suspenders, and a nightie, all in white, as he helped me dress in them.

He said a few years ago you showed me a photo of you dressed in a maid's outfit and stockings from a party you went to. I knew then I wanted to fuck you. These clothes were my wife's; it's good she was a fair-sized woman. We laid back on the bed as he stroked my cock in my panties, then bent down and took my oozing cock in his mouth, loving it.

After a minute he turned me on my back, head over the edge of the bed. As he moved, his great dripping cock was between my lips. As he slid forward, I opened my mouth as he pushed forward, and his great cock slipped between my lips again, in and out, deeper and deeper, until his lovely, great, warm balls slid over my face.

I was in heaven as we sucked and wanked each other as I cooed. Then he bent forward and took my cock between his eager lips as we sucked each other lovingly for a long time. He stopped, then got off me and asked me to kneel on the bed as he got behind me. You, Stevie? I wiggled my butt in the air and said, Ooooo yes, ooooh yes, fuck me! as he kissed my bud and probed me with his tongue.

Then lubed his great cock I want to fuck you, my darling, as he rubbed his huge cock head around my bud as I pushed back, eager for him to fuck me. He put his cockhead at my bud and slowly pushed forward as it started to slip in.

I will be gentle, he whispered as it was my first time as he slowly rocked back and forth, his cockhead penetrating until he reached my sphincter, then eased his cockhead in bit by bit. MMMMMM, I was cooing as a new wonderful feeling was washing through me, and after a minute I felt his cock enter me as I eagerly pushed back for more.

Then we got into rhythm as my lunges met his thrusts; I was totally lost. Until he shuddered and said, I want to fill you up with my cum, he spurted lovely warm jets in me until he was empty. Then he got up, knelt on the bed, lubed my cock, and said, Now you can fuck me. As I bent down, licking his bud, I put my aching cock in his entrance as he pushed back eagerly.

Quick, fuck me. I pushed forward, and my cock slid in easily as we started bucking. It felt as good as any woman, and I was loving it as my balls slapped against his butt, and we fucked for ages until I shuddered and my lovely cum jetted into him until he collapsed on the bed. Then I slid down him, kissing and licking his bud as my cum trickled out as I started to lap it up, as I love the taste of cum.

He said, Let's 69 again, as we moved, and as he pulled my legs over my head and sat on my face as we licked each other's cum out of each other, savoring it, then we kissed for ages as our lingerie swished together. MMMMM, I can't wait for more, I cooed. Ohhh, definitely, my darling.