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What’s your gender? Man
How old are you? 30ish
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
Highest education received: College degree (eg., BA, BS)
What’s your current relationship status? In a serious relationship (open)
Religious affiliation: Agnostic
What’s your sexual orientation? Mostly heterosexual
How many sexual partners have you had in your life (including oral sex)? 12
How many hookup stories have you here posted before? 1

Biker Mommy

How long ago did this hookup happen? 3 years

What was your relationship status at the time? Single

How would you best classify this hookup? Short fling

How long did you know the person before this hookup? For less than a month

Tell us about your PARTNER(S). What did they look like? How well did you know them, had you hooked up before? How/Where did you meet them? How did you feel about them before the hookup? Arizona, or Zona as she liked to be called, lived at an apartment complex I was working security at a few years back. The place catered mostly to people in low-income situations, and Zona had been on disability for over a decade so she needed to save money. She lived in the apartment at the end of the third floor and liked to hang out on the patio overlooking the courtyard, so I saw her a lot when I was on patrols.
Zona was always really cool with me, chatting me up and offering me bottles of water when it was hot out. She was around 65 and still plenty attractive, barely more than five feet tall with waist length gray hair that had been blonde in her youth, wore glasses that always reminded me of a librarian, and always took the time to make sure her makeup was flawless. She always wore a bathrobe with the Harley Davidson logo on it that kept her body pretty well hidden, but she seemed to have a pretty curvy body under it.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? It was early in the year and still pretty cold, and I was stuck doing overnight patrols around the complex without much protection from the weather. Zona was up and waved to me from her balcony, which usually meant that she had coffee going and offered me a cup when I worked nights, so I went up to her place on my break. She let me inside since it was so cold and she had the heater going. We chatted for a while like we always do, sometimes me telling her stories about my time in the military, her talking about her wild past as a biker wife. Zona always had her robe on but had left it open because of the warmth and for the first time I got a view of her body. She was dressed like she was doing laundry underneath, sweatpants and a t-shirt, but her bottoms had ridden low enough that the waistband of a thong was clearly visible, and her sweats were tight around her thighs and crotch that pretty much every line of her vulva was viable. She’d also taken off her bra earlier in the night, and for the first time, I really saw how busty she was, her large breasts stretching her top while hanging free, though her robe hid enough to maintain decency.
Zona noticed my gaze and just laughed. She informed me that she was had never been the shy sort and was usually nude under her robe when it was warmer, but offered to cover up if it made me uncomfortable. At this point in my life, I was single and had been in a dry spell of a few years, so seeing any degree of skin caught my interest. Zona found my reaction priceless and started teasing me, telling me a few details about her past hookups when she was young and fit, such as when her husband would stand and she’d hang on with her arms and legs and bounce up and down as he penetrated her, or one of the times when he brought one of his army buddies home and they double teamed her, taking turns or just spit roasting her. When she started talking about how they would DP her and how she got off being treated like a piece of meat for them to fuck, I was getting really turned on. Once I noticed that she’d slipped one hand into her panties and was obviously rubbing herself, looking me square in the eye, I silently thanked myself for keeping a condom handy.

What happened DURING the hookup? What sexual behaviors took place (e.g., oral, vaginal, anal, kinky stuff)? How did you feel during it? How did they behave toward you? Were they a good lover? What did you talk about? How did it end? Zona seemed to be waiting for me to make a move, so I asked her to open her robe all the way so I could have a look at her tits. She did one better and pulled her top up as well. At her age, nothing stays perky and firm, but hers were still more than enough to bring me to full attention. Large, soft tits, probably a hefty D or DD cup, very pale so you could see hints of veins just below the surface. Her areolas were large and dark, with big, fat nipples that each had a barbell through them. I am and have always been a breast man, no matter if they’re big or small, and the tits on this woman, who was older than my mother, were making me hard as a rock.
Zona asked if I wanted to see more, and without waiting for my response she stood and pushed her sweats to the floor. Her panties, a plain black and white thong, didn’t do much to hide her plump mound and I could tell that she either trimmed or shaved. I couldn’t wait to find out, and I asked her to take them off as well. Instead, Zona sat back down and told me to come and take them off for her. I got on my knees in front of her chair and slid my hands from her ankles up to her thigh thighs, hooking my fingers into the band of her thong so I could slide them off as she lifted her ass up. Then I going myself up close and personal with her pale white pussy, shaved smooth, her thick lips slick with her juices.
Zona asked if I wanted to taste her. When I said yes, she made me beg her to allow me to lick her. Over and over again she made me say how much I wanted to go down on her, and I really did want to eat her pussy so bad that I kept it up until she was satisfied. She locked eyes with me and slowly pushed my face in between her legs, forcing my mouth to her snatch so I could taste the first pussy I’ve had in years.
I’d never been with a woman as old as Zona, but between my horniness due to my lack of sex and my own personal love of eating pussy I swear she tasted sweeter than anyone I’d been with before. She settled back in her chair and toyed with her nipple piercings as she watched me service her, keeping eye contact with them. Her pussy lips were plump and begged to be sucked on, her juices were making her snatch into a sticky mess as I lapped my tongue up and down along her slit, and she started moving her hips in little circles and moaning softly while I ate her out.
When I moved to use my fingers on her, Zona slapped my hand away. She told me that if she wanted fingers she could handle things herself, and what she wanted me for my tongue. She used this as an opportunity to grab my head with both hands and force my face harder between her thighs, grinding her snatch back into my mouth. I hadn’t expected her to be so forceful but it was a huge turn on, so I braced myself and gave her exactly what she wanted. I fucked my tongue up and down between her thick pussy lips and then as deep inside her as I could manage, sucked on her inner folds, and when she started moaning louder and grinding against me harder, I captured her clit in my lips and lashed it with my tongue as quick and hard as I could. She fucked her pussy against my face as she came then went right on grinding even harder, grunting like an animal as she forced out another orgasm, then another, all the while I continued feasting on her juicy mature snatch.
Finally, Zona shoved me away and went limp in the chair, those hefty tits of hers heaving with every breath. I didn’t realize it at first but I sat on the floor obediently in front of her, still enjoying the musky taste of her pussy on my tongue. A minute later she looked down at me and motioned me closer, and I can still remember her perfectly saying in her slutty voice, “Come to mommy.” That was a first for me, but I still think it was one of the sexiest things I’ve ever heard.
I climbed up the chair slowly, taking my time to visit another long lick up her slit that had her give a jerk and let out a surprisingly girly giggle, then I stopped at those magnificent tits and worshipped them for a while. I’d never had a nipple piercing in my mouth but I always thought they were incredibly hot, so I gave each one some attention, sucking at the thick nubs and flicking the bar with my tongue. Zona allowed me to spend some quality time with her tits, stroking my head tenderly as I suckled at her, letting out soft moans as I did so. She then pulled me up so she could kiss me hard, biting at my lower lip, coaxing my tongue into her mouth and sucking on it, and rubbing one hand over the hard bulge that I’d been dealing with for a while.
We made out hard and furiously for a few minutes while Zona I did my belt and fished my hard cock out, letting out a satisfied groan of approval as her fingers closed around me. She smiled at me and slowly jacked me off, saying that I was going to come back after my shift and fuck mommy hard, leaving no choice up to me. Her hand around my dick felt so good that I would have agreed to blow off my shift right there to have sex with her, but thankfully she wasn’t going to send me away without a little something.
She stood up, stripping off her shirt and kicking her panties off her ankle, then had me sit in the chair she had been in. I finally got a good view of her entire body. Zona was probably a total knockout when she was younger, but even in her sixties, with a bit more padding to her body and a bit more sag to her tits and ass, her pale, tender form was the sexiest thing in the world to me at that moment.
She eased herself down on her knees and smirked up at me, taking hold of my cock in both hands and saying that mommy was going to send me back to work with a smile. As soon as her lips touched my head, I knew that as turned on as I was it wasn’t going to take long before I blew my load. Her lips wrapped around me and slid down my shaft, taking the first half of my cock in the first go, her tongue caressing the underside of my length. Zona stared up at me with her beautiful brown eyes as she bobbed up and down on my cock, moaning deep within her throat to let me know that she was enjoying herself as well. The feeling of this elderly woman giving me my first blowjob in years was more than enough to get me off, but the sight of her swallowing my cock was what sped me to the finish line.
I moaned her name and, knowing what was coming, Zona slipped off my cock, trails of spit still connecting the two of us, and jacked me off fiercely. “Go ahead, baby, mommy wants your cum. Give her what she wants. Fill mommy’s mouth up.” Then she took me back in her mouth and fucked her lips up and down my shaft. I grabbed onto the chair as tight as I could as I pumped my load onto Zona’s mouth, listening to the squeals of approval she made as I came for her. She continued her handjob while milking the rest of my sperm into her mouth, and I saw her throat working to swallow my load.
Zona pulled back off my cock, but continued giving me a slow handjob as she worked the last drops out of me, then ducked down to suck them up. I relaxed in the chair while watching her, enjoying the aftermath of a phenomenal blowjob by this lovely, slutty older woman. I smiled down at her and thanked her, calling her mommy since that seemed to be her thing, and I have to admit it was really fucking hot to hear myself saw it. Zona returned my smile, then climbed up my body, took hold of my face, and kissed me full on the lips. A moment later, I felt her pushing a huge amount of my cum back into my mouth. I was surprised, both by the act of her feeding me my own cum and because I thought she’d swallowed it all, but as her tongue worked what must have been the bulk of my load into my mouth I couldn’t help but moan again as I tasted the results of what was probably the best blowjob I’d ever received.
We made out a while longer, trading my cum back and forth, then Zona pulled back and watched me swallow the load she’d sucked out of me. She then tucked my newly revived erection back into my pants and told me to go back to work, but if I felt up to it to come by after my shift and she’ll make good on her promise to fuck my brains out.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, one

Did your partner have an orgasm? Yes, multiple

What happened AFTER the hookup? How did you feel about it the next day? What are/were your expectations/hopes for the future with this person? How do you feel about them now? Afterward, I went back to work. I was a little late getting done with my break, since I was a little distracted, and I spent the next few hours thinking about what had happened and what could happen if I went back. Zona was incredibly sexy, even if she was older than my own mom, and the fact that she seemed to get off of that made it a lot more exciting for me. As my shift was winding down and it was about time for me to clock out, I had a near constant election and couldn’t think of any reason not to go see the woman who promised to take care of it.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting, I was feeling lonely, Just happened, I don’t know why, just went along with it

How intoxicated were you? Not at all (no alcohol or drugs)

How intoxicated was your partner? Small amount of alcohol or drugs, not enough to feel it

What substances did your partner(s) consume? Alcohol, Marijuana, hashish

How wanted was this hookup for you at the time? Somewhat

Did you consent to this hookup at the time? I gave enthusiastic consent

How wanted was this hookup for your partner at the time? Somewhat

Did your partner(s) consent to this hookup? They gave enthusiastic consent

To whom did you talk about the hookup? How did they react? Zona and I were the only ones who knew about our fling until I met my current girlfriend. She still teases me about hooking up with an old lady.

How would you best summarize people’s reactions about this hookup? Mixed (Some positive, some negative)

Did you get emotionally hurt as a result of this hookup? Not at all

Did your partner get emotionally hurt as a result of this hookup? Not at all

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? It got me out of my dry spell for one. It also checked off a few boxes of things that I’d wanted to try sexually.

What was the WORST thing about this hookup? That it ended. Zona was exactly what I needed at the time, but once I got sent to another post we didn’t see each other anymore. It turned out to be a good thing since I met my girlfriend a few months later, but I still occasionally think about Zona when I’m horny and tending to myself.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? This was the first time I hooked up with anyone without being confident about the safety of their sexual history. I found out when I went back after my shift that Zona was totally clean, but even so, I decided to be more diligent about that sort of thing.

All things considered, how POSITIVE was this experience? Very positive

All things considered, how NEGATIVE was this experience? Not at all negative

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