I just fucked myself with the neck of a large bottle of Grey Goose while jerking off, one of those 1.75 liter bottles. I've only fingered myself with one finger before and just suddenly got the urge to lube up and shove that up my ass. With just a little fingering before to get the lube up in there, I shoved the bottle neck up my ass as if it were someone forcing their way into my tight ass. It felt amazing! I came so hard and so much. The person I imagined was gender-less, could have been a woman with a strap-on or a big black man for all I cared.

One time I restrained myself naked to the bed, arms and legs stretched out to the bed sides, and I laid an assortment 2 vibrators and a dildo between my legs and waited for my ex to come home and find me. When she did I gave the old "Oh no! I'm strapped down and can't do anything to stop you from doing whatever you want to me!" She was apprehensive at first but I convinced her to use the toys and her "imagination".... She was worried that I would react badly if she used the toys on me but I finally convinced her that she could do WHATEVER she wanted. She started with the small vibe playing with my cock and balls, some coaxing and she was teasing my ass with it. After some play she got the other vibe, long neck with a curved tip, and worked it in to my ass while I "resisted"... She shut me up by taking the dildo, shoving it in my mouth and making me.deeo throat it while the vibe was still in my ass. Once the dildo was properly lubed she pulled the vibe out and replaced the dildo with it... She fucked my ass good while she teased my cock with her mouth and tongue.... I came hard shooting a rope of cum in the back of her throat, the no her face as she backed off and I pumped ever last drop I could all over myself and the bed, even managed to shoot cum on to the headboard... She released me after that but part of me wanted her to scrape up some of my cum and "force" me to eat it in exchange for letting me go. She said it was one of the hottest things she had ever done, unfortunately it didn't ever happen again😢

For my 30th birthday, my close friend (who is a masseuse) offered me a free as-long-as-I-want-massage and a dinner out wherever I want. I had never gotten a massage before, so I decided to take her up on her offer. She had an office that she works out of, but also had a table at her house.

She opened the door, and she was wearing a sun dress, without a bra. Now, her boobs arent huge, but she probably should have worn one with that outfit. She took me into the room and told me to undress and put a towel around myself and get on the table. She left the room, and I called her in when I was ready.

She started on my feet and worked her way up. She slid her hands under the towel and got pretty high up, but never actually directly touched any "private" areas. She massaged my ass through the towel, and continued up my back to my neck and head. The head rub felt great, probably the best part up to then.

She told me to flip over, so I carefully held onto the towel and rolled over. She started back down at my feet again. She was at the bottom of the table, and I had a great view of her cleavage as she bent over. She massaged my feet pretty aggressively, and I could see her boobs bouncing a bit.

I should stop here and briefly mention how we knew each other. She was my best friends ex-wife, and we have known each other for about 15 years. They dated at a very young age, married very young, and divorced a few years ago. They had a very messy divorce, and he moved out of the state so I was left to pick up the pieces. We became close, and we viewed each other as family. So finding myself staring at her chest made me feel a bit awkward.

So I eventually just laid my head back and stared at the ceiling, then closed my eyes. She started moving up my legs, and massaged pretty far up my thigh. My dick, being soft, was laying right on my stomach, and I was pretty sure she could see the outline, as she worked perfectly around it. She did my chest, my arms, and went up my face and did another head massage, then went back down towards my feet.

This time, when she got to my groin/thighs, I started to get hard. I didnt think it was noticeable, until she started to laugh. I opened my eyes and saw my dick was elevated, and the tip was poking out from the top of the towel. I said "oh my god, I am so sorry. I am so embarrassed." She assured me it happened more than I thought, and that she would just "work around it."

I shifted myself, to hopefully hide my dick back in the towel. But I ended up doing the opposite and even more started to show. She told me to relax, she wasn't looking at it. I told her that it felt uncomfortable and I was just trying to fix myself and the towel. She then surprised me by taking the edges of the towel (which were in front of me) and opening them. MY dick popped up, and I was so surprised I think i said something like "what the hell??"

She laughed and assured me it was no big deal. She explained that some of her clients have whipped out theirs during massages in hopes of a "happy ending," but she has refused every one of them. Cited something about her being a professional.

As she was talking to me and her hands started to go down towards my feet, I started to get soft. Then, she turned course and started going back up to my thighs and groin. She made a comment about my "penis being very persistent." I told her that I was sorry, and that I learned a valuable lesson about what I should "do" before a massage. She stopped massaging, looked at me, then at my dick, and said "this is the ONLY time I have EVER done this. Tell any of my clients, or anyone, and we are no longer friends."

I gave her a confused look, and she grabbed my dick in her hand and started to stroke. It wasnt gentle strokes, but long, hard, and fast strokes, like she wanted me to cum in record time. Her tits were bouncing like crazy. I was in the moment, and reached my hand up and felt her tits from the outside. Since she didnt react negatively, I slid the straps off her shoulders and pulled down on the dress. It fell down to her stomach, and now I could see her tits bouncing and swinging.

I pulled her one boob towards my face, and she shifted herself closer. I sucked on her tits, then pulled haer head in and started making out with her. It was probably the most gentle kissing I had ever had, which was weird in contrast to the violent way she was jerking my dick. But it was working, and I felt close to cumming. I think she heard me breathing heavy from my nose as we were making out, because she broke away and put her mouth on the head of my dick and jerked off until I came in her mouth. She swallowed, then finished going back down my leg and massaged my feet some more, with her tits still hanging out.

After my feet, she told me that the massage was ending now, as her one arm was pretty tired. She pulled her straps back up and I put my boxers on, and told her that we should just stay in and order food. We ended up fucking that night. Best birthday ever.

So yesterday me and my boyfreind went out to dinner then to the motel for some alone time. Thinks went like they almost always do. Pretty mild. I mean we do own and use toys sometimes.. but they are more so for him. He likes anal play so we own beads and a strap on that ill use on him. When I do it tends to be breifly and just enough for him to get off.

This time though we were laying in the bed naked and I got up and put my panties back on and came back to him to snuggled. He looked at me and said "what if i was gunna put those on?" I thought he was teasing me and wanted me naked so I took them off. Well he stood up and put them on... and the rest of my clothing..

So my boyfreind is standing before me wearing a red full lace v-neck tank top ( my bra under it and stuffed) and my black mini skirt. After some joking around i put on his shirt and my strap on. When ever I use the strap on its fully for his sake and i dont really get too into it... But it being valintine's day I desided i would.

I layed him on the bed and startd to kiss him and hold him close while rubbing my 'erection' alll over hhim. he loved it and starting to moan. I really wanted to pretend to be a guy so i rolled him on top of me and pushed his head down and pushed it cock inside his mouth. I gasped and moaned as i pused his head all the way down. I made him do it for about 4 mins. That part actully really turned me on. I took his and and let him feel how wet I was.

I layed him on his back and spred his legs and slowly entered him as he dug his nails into my back. I then made love He took the skirt and top off and was left in just my dark blue bra and bright red panties. i held his hand and pulled him off the bed. I then told him to lay o the edge of the bed.

I ended him again and I took the shirt i was wearing off. I grabbed onto his hips and pushed in as far as possible. ghis arms stretched out and his fingers curled to grasp the blanked. I then rode him as hard and fast as i could. I pulled out and he whipped me on the bed and took the strap on off. He then fucked me until he pulled out and came all over me. It was really weird but kind of hot. Anyone else ever done anything like this before?

My experience with one particular dating site has been far less than stellar since I joined about six months ago. It's the six-letter one that starts with "T." Since I'm at the far upper end of the age spectrum (71), I can't imagine I'm a "hot commodity" for most women on there, although I sure attract my share of "fakes, flakes and foreign babes." Judging from my responses alone, there must be an entire section of Hong Kong bursting with gorgeous women anxious to hook up. Yeah -- right!

This past Friday night was the anomaly. At about 10 pm I was alerted to a match. Swiping right to accept, I saw that Emily was a 33-y/o Hispanic woman. I decided to cut to the chase and announce I was horny and looking for a meeting that very night. Since I was ready for bed, I figured it didn't cost me anything to pour on the pressure. Much to my surprise, she admitted a similar interest, and we soon came to a tentative agreement.

Since I'm married, I can't host, She claimed to have moved to Denver recently and had two roommates who were [a] home for the evening and [b] had friends over. She lived in a large apartment complex in one of Denver's north suburbs, so I suggested we meet at a 24/7 porn theater that turned out to be literally 20 blocks from her place. She was skittish about that prospect, so instead she suggested I drive over to the clubhouse area of her complex and we meet for some car play.

Ten minutes later, I was out the door and on my way. My wife and I share a 2BR condo, and one of its advantages is that our bedrooms are on opposite sides of the unit. On Friday nights, she takes a sleeping pill, so it's possible to slip out unnoticed. Emily messaged me twice as I headed north, clearly concerned that I might flake out on her. Thirty minutes after I pulled out of my garage, I was parked in front of her complex's clubhouse and promptly let her know I'd arrived.

She walked up to my car just as I was climbing out. She's about 5-5, 160 pounds, large tits, big butt, and a soft "poochy" belly. We kissed briefly but felt rather exposed under the parking lot lights, so we climbed into the backseat of my car from opposite sides. I drive a Prius, which is hardly conducive to amorous activity, but she was clearly horny enough to want to make this work. She wore a peach-colored mini-dress with thin shoulder straps and a scoop-neck front to show off her cleavage. We kissed some more while trying to find an optimal position for further action.

Reaching up under her dress, I quickly discovered she was naked beneath it, with a smooth hairless pussy that was already getting moist. She pulled down her top to give me access to her nipples -- nothing special, but sensitive -- and shifted into the corner of the backseat as she pulled the hem of her dress up to her waist. Even after she hooked her right ankle up over the front passenger seat to give me full access to her slit -- her thick thighs were spread as far apart as room would allow -- the area wasn't quite spacious enough for me to go down on her.

So instead, I proceeded to rub her pussy with my left hand while using my right hand to massage her tits and tug on her nipples. Over the course of about 20 minutes, I finger-fucked her to at least a dozen orgasms. At various points in the process I had two fingers in her vagina, three in, and four in -- pumping away like a madman as she rode the wave multiple times. I tried to fist her, but my hands are fairly large, so the best I could do was four fingers plus the thumb up to the first knuckle.

She was extremely vocal -- alternately urging me on and announcing each impending orgasm -- so it was a good thing I'd left my car windows closed. Four or five times she reached down with her right hand to brush-bate her clit as i worked my hand in and out of her pussy, and twice she grabbed hold of my t-shirt with her left hand and twisted the cloth (plus a bit of the underlying skin!) as she came. [When I got home, I saw there was a speck of blood in the center of my shirt.] At one point I administered The Shocker (three fingers in her pussy, plus my pinkie deep in her ass), and not only did she NOT object to the intrusion, but twice more in the throes of an orgasm she boldly invited me to do it again. "That's the first time I had someone do that to my ass," she claimed. I kind of doubted that, but I was in no mood to refute her claim.

Twice during our fingering session I took a slight break -- hey, I'm OLD! -- and withdrew my fingers to lick off her juices. The second time, I offered her the first taste, and she greedily sucked two of my fingers into her mouth.

Naturally I was hoping for some reciprocating action, but before I could shift in my seat and start to pull down my gym shorts, Emily said, "Geez, look at the time, My roommates will be wondering where I'd gone." With that she delicately lifted her ankle off the front seat where it'd been resting, climbed out of the car, and did a quick adjustment to her dress so that all the naughty bits were covered up.

I suggested a return engagement for Sunday afternoon, and she seemed quite enthusiastic to meet me at the porn theater a mere two miles from her apartment. Off she went into the night, and I headed home. When I got there, I pulled out my phone to message her about Sunday, only to discover she'd "unmatched" me in the interim. I caught myself thinking, "I bet she did that as I was driving away," and was pissed at myself for not having secured some other way to contact her. She'd gotten what she wanted without having to satisfy me, but I still had fun. "Her loss," I figured, since if we'd actually gotten together on Sunday in a place with room to stretch out, there would have been some serious pussy eating going on.