Delivering Gifts in the Neighborhood

1Ω

by Aidan

What’s your gender? Man
How old are you? 52
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? United States
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Principal
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Christian
How religious are you? A little
What’s your sexual orientation? Heterosexual
Any other term(s) that describe your sexuality or sexual identity? Hungry, Deprived,
How many sexual partners have you had in your life (including oral sex)? 10
How many hookup stories have you here posted before? 2

Delivering Gifts in the Neighborhood

How long ago did this hookup happen? Last Week

What was your relationship status at the time? Engaged/Married (monogamous)

How would you best classify this hookup? Fuck-buddies / Booty call

How long did you know the person before this hookup? For more than 3 years

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? Elly lives next door, is a teacher in a neighboring school district and is 5’6″ tall, large breasts, short legs, more body than legs. Cute. She is 10 years younger than me. We have been neighbors for over 10 years now. Elly can be nice but she can also be a royal pita. Just depends on her mood and how she is feeling. She has a 9-year-old son and has been married for over 18 years.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? Elly’s son had delivered a Christmas present to us of a hand towel and so I went the next day delivered homemade fudge. I went to the door, and Elly answered the door, which is very, VERY unusual. My wife was at her job, she is a CPA and both Elly and I were off for Winter Break. She invited me and thanked me for the fudge and then we talked education where we lived. Now, I have to state, my wife had an affair about 10 years ago that went for about 4 years. She doesn’t know I know but our marriage has recovered. However, sex, due to health conditions for her, doesn’t exist. So I do look at women but have never had the balls to act when one strongly hinted they wanted to fuck.

Elly now went off on her husband, on how their marriage wasn’t doing too well, and it came down to finances and communication. They had reached a point they were living together but not together. He was in a spare bedroom and she had the master. Elly is blunt and she came out and asked me about my marriage. I told her in every way but one it was good. “Sex or money?” Elly asked, “It’s either one or the other or both.” I replied “Sex” and shared that I hadn’t been laid in about 8 years and was over it. Elly’s eyes brightened at that and she came over to me. “I haven’t fucked a man in 4 years either.” With that she kissed me, drawing me close to her and I could feel her large breasts against my chest and torso. So no planning on either of our parts, just a conversation that led to action, and at that moment, I said to myself “Hell with it, I am going for it.”

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? At this point, we made out for about 5 minutes and then she held me as we stopped. “Come with me,” she said. I walked up the stairs with her, Elly holding my hand and we turned down the hall to the master bedroom. We began making out again and I removed her sweatshirt, then her bra to expose those beautiful extremely large tits. Her nipples were hardening and her areolas were extremely large. I kept kissing her, now feeling her tits as I removed her sweatpants and her underwear. Elly now removed my sweatshirt and t-shirt under it and then pulled off my jogging pants. She then slowly removed my underwear and by now my dick was rather hard, not full size but hard.

We removed our socks quickly and then Elly came back to me and knelt. Her right hand began to stroke my dick and her left hand ran her fingernails lightly over my balls. Damn, that felt good. Elly kept this up for several minutes and then smiled at me, and began kissing my dick’s head. I moaned slightly and Elly said, “Like that?” “Been too damn long,” I said.

Elly now took the head of my dick and put it in her warm, moist mouth. I felt her tongue go to work on my head and using her tongue as she rubbed it on the top of my head. She altered her pace, speeding up and slowing down. Elly’s eyes got wide and suddenly she now took the base of my dick in her right hand and began to shove my entire dick deep into her mouth. I responded instantly by fucking her mouth. I could see that her left hand was now playing with her clit and pussy, masturbating. She withdrew my dick after about five minutes of giving me the best blow job I have ever had and said “Cum in my mouth” and she then took my whole dick back in her mouth and I started fucking her mouth again.  She moaned suddenly shaking and that drove me to ejaculate in her mouth. Elly began to now milk my dick and suck it to get all of my cum out. She did and we went to her king size bed and collapsed.

“Damn that was good!” I said. I was getting nervous as her son or husband weren’t home. I inquired and she said “They are snowmobiling today at my husband’s parents cabin. They aren’t back until tomorrow afternoon or evening” and then she smiled. “Now your turn. Before I let you fuck me, I want to know if you can turn me on orally.” As soon as the words left her mouth, I kissed her long and hard, our tongues swapping and I could taste the salty taste of my cum in her mouth. I didn’t care. I then went down and began sucking her boobs, feeling them out and gently massaging them on the sides. Elly took my dick in her hand and put it between her boobs and then shoved her boobs together and said, “Fuck my tits.” I did that sliding my now hard dick up in between the small crevice/opening she had made and started to fuck her boobs. She had spit into her hand before this and lubed up her inner boobs so as my dick now slide in between them, it felt so good.

“I want you to cum again before we fuck. I don’t want a two minute fuck because you haven’t fucked in 8 years,” she said, smiling up at me. Within five minutes I was rock hard again. I knew I was close and moaned a little and Elly tilted her head down toward my dick’s opening and I suddenly shot my cum again. The first was again a massive load and shot all over her face, some into her mouth. That turned me on more and I came again, and again, and another time and again, she milked my dick with her hand and this time licked as it came out.

She then shoved my head downward and I kissed her wonderful tits and sucked them. Elly’s hand now pushed my head to go lower so I kissed and licked down her torso to her pussy hair. Elly doesn’t shave her pussy hair and to be honest, I prefer that. I now kissed and licked down her thighs on both legs, the inner thighs and slowly made my way to her pussy lips. There I went to work licking them and slightly and gently sucking them which Elly responded to by moaning “Yeah, oh yeah!”

After working over her pussy lips, I made a come here motion with my fingers as I moved my mouth up to her clit. Her clit was popping out of the clitoral hood and gently using my tongue, I licked the sensitive part of her clit.

By now Elly was moaning and making pleasurable sounds and I felt her hips and ass begin to raise up as I licked and kissed her clit. My finger was working her g-spot really good and suddenly she lifted up and screamed loudly as she shot a stream of her cum out. That stream hit part of my face and the bed, and with that Elly pulled me up on top of her, and tried to use her left hand to guide my dick to her pussy. “Screw me” Elly pleaded and so I used my right hand and guided my dick to her pussy. My dick entered her sweet tasting pussy and it felt so damn good to be in a woman. I stopped, realizing that I didn’t have a condom and asked her “Condom?” Elly replied, “Hell no, just fuck me now!”

We now were making out, and I was kissing her mouth, her lips, then working over to her ear where I stuck my tongue on her outer ear and inner ear and she screamed. I did that for a few minutes as we began to now fuck in and about halfway out and then all the way in and partially out again. I kissed the back of her neck which sent Elly wild and suddenly she stopped the missionary position and mounted me. I laid on my back as she now used her hand to drive my hard dick inside of her. She held my hands interlocking our fingers together and then released them so I could rub and massage her breasts.

Elly kept control, speeding up at times, slowing down at times, and sometimes sitting up on me, and letting me drive my dick in and out as I rubbed her tits. Damn, I had forgotten how great it was to fuck a woman who actually wants to get laid. She was going for it now, My dick, hardened and equal to the challenge, was now in control and it was fully hard. I was not going to cum yet. Ellly had been smart to get me to ejaculate twice before fucking as now I had full control over my dick again.

Suddenly Elly started moaning “Good, so damn good, oh yeah, I want it, I want it so bad!” For the next two minutes, her tempo was so damn fast as I went in and out of her. I was ready to explode but held back. Suddenly Elly screamed as I felt her vagina and her body shake as wave after climax wave spread across her body. I let my load rip into her pussy, and she began to squeeze it with her vaginal muscles as she milked my dick. “Give me all of it!” she moaned, kissing me now, me kissing her as I kept cumming in her.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than 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? We have fucked twice more during our winter break, once at her house, once at my house. I think we’ll end up fucking more at my house as my kids are all adults now and out of the house so no one is home. I love it when she pulls up and we hold each other’s eye for a minute and know that we are both hungry for each other. I have no expectation nor does Elly other than we both want to keep fucking for a long time. I told Elly she can fuck other guys if she wants, the only change is I would then use a condom. She hit me hard and told me to “Go to Hell.” She then informed me that my dick, raw and natural is all she needs or wants and as long as we are happy sexually, she isn’t looking. I committed to being her fuck buddy.

I care deeply about Elly. I don’t think you can get a fuck buddy and not care for them. Not going to leave my wife for her though. I do think I may be Elly’s test to see if she is ready to leave her husband. He fools around a lot with a lot of different women so we’ll see what she’ll do.

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), Hoping for a committed fuck buddy

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

How intoxicated was your partner? Not at all (no alcohol or drugs)

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

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

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

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

To whom did you talk about the hookup? How did they react? Just with my partner Elly.

How would you best summarize people’s reactions about this hookup? I didn’t tell anyone

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? Having sex after 8 years and finding a fuck buddy who wants the same thing sexually I do; a regular partner to fuck with a couple of times a week.

What was the WORST thing about this hookup? Not enough time to just fuck, enjoy each other and get to know each other.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Nope

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

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

Anything else you want to add about this hookup? Nope

What are your thoughts on casual sex more generally, the role it has played in your life, and/or its role in society? What would you like to see changed in that regard? Sex is something we are designed for and need. Finding it with someone who shares similar thoughts and views is renewing.

What do you think about the Casual Sex Project? Like it.

You have a hookup story to share? Submit it here!