She Called My Bluff And Shamed Me With Her Skills

by Alan

What’s your gender? Man
How old are you? 64
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? canada
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Retired engineer
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Christian
How religious are you? Somewhat
What’s your sexual orientation? Heterosexual
Any other term(s) that describe your sexuality or sexual identity? inexperienced long term married
How many sexual partners have you had in your life (including oral sex)? 2
How many hookup stories have you here posted before? 0

She Called My Bluff And Shamed Me With Her Skills

How long ago did this hookup happen? 4 months

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

How would you best classify this hookup? One-night stand

How long did you know the person before this hookup? For less than 6 months

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? . At the Canada-Ireland club a number of female bartenders who work for tips and I frequent there for a drink after work at 9. One, Maggie, is about 60 with salt/pepper hair but is fit and friendly. I have seen her husband (she does not wear a ring) and looked kind of dumpy and they had no chemistry. I confided her my situation and she said hang in there as she was in same situation. I joked that occasionally that we should get together

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? . I was aware that my wife was leaving to visit daughters for 4 days in March and let her know I would be “stag”. She laughed but I would remind over the month before, and the Saturday she was away stopped after work and had a drink at 8:30 and said I would be heading to an empty house. Once I got home I got a text “be there in 15”. I was the dog that chased the car and now I caught it..what would I do.

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? I let Maggie in. It was pouring so she took off her shoes/socks and we went into living room in bare feet and warmed them by gas fireplace playing footsie. I had a nice bottle of wine ready.

She noticed I has some shorter toes and I said it was from turf toe playing sports years ago. She wanted to look so I slid my feet onto her lap. She tried to straighten them out and when she couldn’t said, “wanna kissee boo boo” and kissed the short toes. She laughed and suggested moving to a bedroom (I was the timid one and would have been happy cuddling all night). Once in bed, we had a slow undressing after laying down. First my shirt (looked OK with recent exercise), then her blouse (with a nice sports bra and a fit stomach). After some kissing, I removed my khakis (leaving a modest wool boxers to stay warm) and some more caressing. She surprised by making a quick move under waistband to feel my dick and balls and then said, “let’s see what we have”.

The moment of truth, I slid them off and they looked decent but not super hard, just spongy, even with mild stroking which surprised me. I said, “why I am the only naked person?” and she removed bra so show off nice breasts and big nipples, which I kissed down to navel to remove her pants, leaving on panties.

She noticed that I “needed some help” and moved down to suck my 1/3 hard dick for a few minutes until it was 2/3 hard with her panties still on(still no margin of error). I slid them off(finally both naked and quite a vision with salt/pepper hair below too). I then returned the favor for a few minutes kissing from her breasts down to navel and below and it was time for the main event. However I was down to ½ hard (scary as I was mentally aroused by physically marginal), not enough to penetrate her, and I knelt on bed while Maggie propped herself up and sucked it a while more (with her pretty behind sticking up) until it was 2/3 hard (not rock hard as I recall), then she laid back and spread seductively so I can immediately enter her and let her vagina take over with its ridges and walls and suction and once in I was in good shape(still nothing like 20 years ago).

Her hands were tight to my ass cheeks to keep us tight. After 10 minutes of rhythm gentle thrusting and she looked sexy moving her hips and breasts heaving, I could feel her orgasm gently and a few minutes after I had a small one and softened to nothing and came out.

We laid there and laughed and I thanked her for saving the day with her extra efforts. I said that felt great and scary at the same time. She had to leave as she told her husband she was working until 12, so she stood naked and walked to bathroom to shower, coming back a few minutes later with panties on. I stood and we embraced, she looked down and said it looked like a shriveled rat. She got her socks/shoes from the gas fireplace kind of dry and I walked her to her car and we kissed goodbye. As she left I thought what a great time and what a mess I might have made. I would love to see what she would write about the night..it may be quite a bit different but I remember a very sexy women taking the lead for a dorky confused 63 year old.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, one

Did your partner have an orgasm? Yes, one

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? I did not go to the club for almost 2 weeks. The president of club, a friend of mine and local lawyer, said “I heard you got together with Maggie”. I almost died and asked, “how?”. He said he overheard her and a couple of her friends talking, but not to worry as she had an arrangement with husband (who she said was sexless) that it was OK and she has had a number of little “visits” a few times over the past 2 years. I was a virgin when married and kind of talked a good game but very little experience, she was the second person that I had sex with. We had a talk a week later (she only works occasionally) privately and I thanked her for a great night. She said we are all adults having fun, no harm and she was fine and I was fine; we don’t have to talk about it just live in the moment. After that great night and hearing of others this makes sense. My bluff was called. I liked to talk a good game about coming over, etc. but when it happened I was scared to death. Now I know I have E.D., if it wasn’t for her generous oral efforts I could not have had intercourse at all. Should I take a pill? I guess I need to check but with 10 years of no sex this was my first experience and I was shocked as to my deteriorating performance especially when healthier than ever.

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), Emotional intimacy, closeness, connection, To feel more desirable, I was feeling lonely

How intoxicated were you? A little tipsy/high

What substances did you consume? Alcohol

How intoxicated was your partner? A little tipsy/high

What substances did your partner(s) consume? Alcohol

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

Did you consent to this hookup at the time? I didn’t give a clear ‘yes’, but I didn’t give a ‘no’

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

Did your partner(s) consent to this hookup? They didn’t give a clear ‘yes’, but didn’t give a ‘no’

To whom did you talk about the hookup? How did they react? nobody but I found out that some people knew who don’t come in contact with my wife

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? A little bit

Did your partner get emotionally hurt as a result of this hookup? I don’t know / I’m not sure

Do you regret this hookup? A little bit

Why do you regret this hookup? I honestly thought it would kind of a friendly spin the bottle session but the vibes I gave must have been that I was DTF. I certainly enjoyed it but have never been intimate with someone before 5 dates and for oral sex 10. I talked a good game before but not prepared to follow through and wreck home

What was the BEST thing about this hookup? I can actually have sex as I was not sure but need to address ED. Her oral sex sessions saved me from embarrassment especially the second one as I would never have been able to penetrate. I performed fairly well overall in intercourse, which was not a given. Actually never had a toe kissed which was sexy

What was the WORST thing about this hookup? The fact that I experienced ED. I read up on it and now I can only get erection through direct stimulus. Porn does nothing, self masturbation does nothing. I have to think about addressing it if I can reconnect with wife.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Yes, it is wonderful to have sex but many ancillary effects to be considered. I am sad to have cheated and wonder if it will show through at home. It is weird at the club talking normally to someone I was intimate with

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

All things considered, how NEGATIVE was this experience? A little negative

Anything else you want to add about this hookup? I am too old to continue this. It is most definitely my first and last casual experience and how many can say the best sex they ever had was at 64.

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? It is easy to portray on the screen or TV but in real life complicated

What do you think about the Casual Sex Project? some of it is gross but I can only submit this here..I can’t even talk to anyone.

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