This past Friday night, with my wife back East visiting relatives, I invited over a new friend for a sleepover. We'd met three months ago on a local dating site and had fucked before -- always at her place -- with two four-hour sessions to our credit. She's exactly half my age (35 to 70) and a bit on the chubby side, but her height (5-11) helps make up for the 160-plus pounds she carries, and twice-a-week Pilates keeps her firm. She's a natural blonde with 36D breasts, plus nipples that always seem to be fully erect.
I picked her up at her townhouse, and we headed to a Middle Eastern restaurant on my side of town for dinner. As usual, our conversation was a mixture of contemporary thought (she's an attorney; I'm a tech writer), politics (we're both quite liberal), and sexual teasing. With our meal completed, we hopped back into my car for the 10-minute drive back to my condo. Since the building only has a single elevator and everyone there knows me (I'm on the HOA board), I was relieved that we didn't see a single resident as we traveled between the underground garage and my front door.
I took a quick shower while she made herself comfortable in my bedroom. Knowing her proclivity for squirting, I'd taken the time earlier that day to strip my bed down to its fitted sheet, under which I'd laid several bath towels. It proved to be a worthwhile exercise in caution.
As I emerged from the bathroom wearing a pair of red silk boxers, I saw her playing with my cat while she had on only a bra and panties. "Orange isn't exactly your color," I said half-playfully. "Well, you'll just have to take them off, then," was her reply. Since I'm only an inch taller than her, kissing is a very delightful and simple process, and we lip-locked probably a hundred times over the ensuing 14-plus hours. She beat me to the punch and unhooked her bra, to which I voiced a mild objection. "I'm very mechanically minded," I said. "Besides, I was unhooking bras long before you were born." She laughed and shrugged her shoulders, which caused her bra to fall to the floor. "Oops," she squealed." "I guess you'll have to pick that up, Mister Mechanically Minded."
We made out for a bit while standing up, her tugging on my erect, silk-covered cock, while I cupped her breasts and sucked insistently on each of her nipples. She reached down to rearrange her panties and let me know they were of the crotchless variety. I soon ran my fingers up and down her rapidly moistening slit before tugging them off entirely. She climbed onto the bed, and I kicked off my shorts before joining her. Hands went immediately to each partner's genitals, and we French-kissed furiously while tugging and stroking.
After a few minutes of that, I flipped her onto her back. She knew what was next and opened her legs invitingly. I dove down between her pale, creamy thighs and began to slurp long, extended licks from the base of her pussy to her little pearl-sized clit. "I brought my trimmer, if that's too hairy for you," she offered. Her pubic area boasted a neat triangle of dark-blonde stubble, but it was hardly bush-like. "Hey," I countered. "I grew up in the '60s, when no one ever heard of a shaved crotch." Then I really went to work on her.
I've been fortunate to have had sex with a few multi-orgasmic women in my time, but she is clearly the queen of that realm. In our previous two encounters, I'm guessing she came dozens of times in a four-hour span. It's hard to keep track, though, because she crests from one peak to another in such a seamless way that's it's closer to one giant, rolling orgasm. I alternated between one finger inside and thrusting, two fingers inside and mashing up against her g-spot, and three fingers inside and twisting. As for attending to her clit, I alternately flicked it with my tongue, sucked it hard between my lips, nibbled on it gently with my teeth, brushed it back and forth with the fingers of my other hand, and pressed it hard against her pubic bone with my thumb.
After a good 20-30 minutes of pussy attention -- and a request by her for me to take a break -- I rolled onto my back and she proceeded to give me a very thorough blow job. I'm not terribly large (5.75 inches long and circumcised), so it's not difficult for her to take me entirely into her mouth. She calls that her "disappearing dick trick," and she accompanies the oral action with some digital ball-sack manipulation. Then she decided it was time to fuck, so she climbed on top of me and rode me to three pussy-grinding orgasms. Given my lack of length, her enthusiastic back-and-forth rocking caused me to fall out a couple of times. I was about to apologize (for the second time) about being a bit short when she railed against that.
"Don't you dare say 'sorry' again," she said. "You're nice and thick, and I don't know a single woman who would prefer a long skinny dick to a wide one like yours that fills her up." Secretly I doubted her statement, but I was enjoying the situation way too much to object. After her third orgasm, and sensing I wasn't quite ready to come, she climbed off and went down on my cock again, expressing her love for tasting her pussy juice on my dick. After a bit of that, I tugged on her hair and she slid up the bed so we could lie side by side. She used her left hand to firmly stroke my erection while I reached down with my left hand and played with her clit.
One of the things we enjoy during our sessions is telling each other naughty stories about previous encounters with others. Her initial "bedtime story" that night involved relating a visit she'd made to a friend of hers who was in Dallas on business. She flew down there at his invitation for a one-nighter, but realized upon showing up at his hotel that she'd forgotten to bring any condoms. [I've been vasectomized, and we're both very careful to "play safe" with others -- not that I've had any action other than with her for quite a while -- so she and I bareback it with each other, but she employs condoms with all other partners.] It was a Sunday night, and the local CVS had closed early due to a worker shortage. "So, we stuck to oral for a while," she related to me. "And then he fucked my ass, which seemed like the best option at the time." It was that last bit that put me over the top, and cum shot out of my dick and cascaded down across her hand like a lava flow. She was quite fastidious in cleaning it up with her tongue, sucking on her fingers in dramatic fashion as the final drops disappeared into her beautiful mouth.
I wasn't anywhere near finished with her, however, and she spent the next half hour or so submitting to my various efforts. It usually takes her a while to work her way up to a squirting orgasm, but I was determined to bring her to that level before we called it a night. As it turned out, it only took about three minutes of highly focused finger-fucking for her to spurt forth, and she managed two additional squirts over the ensuing 10 minutes, the last of which she induced herself with two of her fingers pile-driving into her pussy while I rubbed her clit with such speed that my hand was nearly a blur.
At that point we figured we'd reached a good stopping point. It was after 11 pm, and we were both fairly worn out. While she headed to the bathroom to brush her teeth and pee, I grabbed the rest of the bed covers (a top sheet plus a down comforter) and got the bed ready for the night. We both decided to sleep in the nude -- "In case one of us gets horny in the dark," she said with a wink -- and snuggled for a bit before rolling onto our respective sides in preparation for sleep. My bed is only a double, so it's pretty narrow for two people. We drifted off to sleep naked-butt-to-naked-butt.
For some reason, I woke up just before two a.m. While asleep we'd ended up facing each other, and as I awoke I decided to "test the waters" and see if she was game for a late-night fuck. As soon as I slid my hand between her tucked-together thighs, she leaned into me and said, "It's about time you woke up." "What do you mean?" I asked somewhat stupidly. "Well," she went on, "I've been playing with my clit for the past 10 minutes and waiting for you to notice that the mattress was rocking." I was hard almost instantly, which for a guy my age, is nothing short of miraculous. It only took me a moment, however, to seize the situation. In a flash (which, for a 70-year-old guy, is probably measurable in minutes), I threw off the covers and got on top of her. She pushed me away just long enough to draw her legs up toward her chest, and then she guided my cock into her pussy. It didn't take me long to pound away, although I was only able to keep up the thrusting for a couple of minutes before my arms got tired of holding the rest of my body up above hers. Sensing my dilemma, and clearly not willing to have me stop, she pulled me down so I was lying fully on top of her, and after another few minutes of enthusiastic fucking, I came hard inside her pussy.
At that point I was breathing pretty hard, but I had the presence of mind to roll off her (I weigh around 230 pounds) and catch my breath while lying on my own side of the bed. She reached up with one hand and pressed her fingertips against my neck, physically taking note of my pulse rate. "I guess you'll live through the night," she said in a humorous tone. "Besides, my CPR training has lapsed." "Ha-ha," was about all I could manage in reply.
We fell back asleep but woke up almost simultaneously around eight o'clock. A quick trip to the bathroom for each of us, and we were back at it. Our morning session only lasted about 90 minutes, but she got in a good dozen orgasms and I made sure she got a good taste of her cum-filled pussy as I dipped my fingers into her snatch and coated them with a mixture of our respective juices before shoving them into her mouth. After a short rest, we climbed into the shower together and did a pretty good job of cleaning each other off. She admitted to being a bit sore from all the attention her pussy had received, so I avoided doing anything sexual to her as the water cascaded down around us, but she gave me a very nice soap-covered hand job as a reward of sorts.
After getting dressed and making sure she'd packed up all her stuff, we went to a nearby deli for brunch, and then I dropped her off at home. I'm not sure when we'll meet next -- we each have busy work schedules, and she has a couple of business trips set for the next month -- but I know the next time we're together it'll be more of the same. I'm already looking forward to it!
