by First Encounter

Gender: Male
Age: 41
Race/ethnicity: Indian
Location: Middle east
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
Occupation: IT Professional
Religious affiliation: Atheist
How religious are you? Not at all
Sexual orientation: Heterosexual
How many sexual partners have you had in your life (including oral sex)? 6
How many hookup stories have you here posted before? 0

First Time

How long ago did this hookup happen? Years back

How would you best classify this hookup (e.g., one-night stand, fuck-buddies, friends-with-benefits, booty call, sex with an ex, short fling; paid sex…)? Short fling

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? The lady was living in our locality and knew each other for long. She has seen me growing up to adult. Lady was aged 36 years and I was 21 years when we had our best sexual moments. She was very curvy, extremely good looking with all the features that will crave men’s attention. Our family knew each other and we go for outing, watch movies, attend marriages, social gathering within the community together, enjoyed freedom to visit her house, sometimes live there etc. As I grew and from 18 years or so, we started developing mutual attraction, used to like the company of each other just chatting where she does most of the talking, and me being soft spoken used to listen and smile. We just loved the company of each other, which was not sexual initially, but eventually started getting sexual feelings too and from the body languages, looks, smile this has started becoming evident for both of us. I was not experienced and never interacted with a female and do not know how to proceed or whether it was my own inner thoughts due to my age. Realized about our mutual desire when we both went to attend a marriage. I was considered a kid and was placed in the back side, while adult men was sitting in front. As three ladies and me were sitting in the back seat, it was slightly squeezed. Me sitting on the left side of this lady whom I call aunty, initially the soft touch, brushes extended to the touch of her boobs, then her hand touching my erect cock, making it all looked accidental on the move of the vehicle. However deep down we both knew, it was hot and sexual tension was building within us. From that onwards, I started harboring real sexual feelings towards her, but never had the courage to take one step forward.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? Aunty’s husband used to travel for business reasons and it was on one of those days, when I was waiting for the results of my engineering exams. I visited her house to watch movies together and casual chat. Her kids went to school and she and her maid was there at home. She prepared lunch for us and heard her speaking to her maid to go to her home and come back, if she wishes. I can feel butterflies inside my stomach which became even more when the lunch was served and she started exposing her cleavage, belly area, different smile, seductive looks when my legs started becoming weak,felt loss of appetite (she prepared crab curry which was my favorite). She was sitting opposite me, when serving brushed her body, smiling at me and then said she will take bath and come back. I somehow finished my lunch and went to the room to watch TV. Aunty came back in a semi transparent dress where I could see the under garments and her curves. I was excited, but at the same time did not have the courage to do anything by thinking about the repercussions of some immature move from my side creating an issue in case it was some misjudgement on my part. She was confident, playful, started asking about girlfriends of mine that brought me to ease to talk about some subject of mine. While chatting she touched and held my hand while laughing, sometimes saying you do not know anything etc. We both were sitting on both sides of the bed while watching a movie and suddenly mentioned that she had muscle pull prompting me to bring down the muscles. In the back part of my mind knew that this was the opportunity and once she told it is fine and asked me to continue my massage on her legs. I slightly moved my hand above her knees which made us break the ice, when she hugged me. I started passionately kissing her as the only experience was watching porn movies and some reading about sex.

After the kiss, I was roaming all over her and busy to explore the petals between her thighs. Once I found it, was ferociously licking all over, deep inside, on the sides, on the bud. Hearing her moaning, I started looking at her face and started giving more focus on the areas which gave more moaning with pleasure especially on the rosy bud. She started pressing my head as the pleasure increased and I started feeling happy to make someone happy and aroused to such an extend. Her hips were moving and dancing to my tongue and lips and eventually slowed down. She kissed me and said I was like a hungry lion which made me feel more good and confident. I undressed her fully without asking her consent and started licking and sucking whole of her, while she started inserting her hand on my hard penis. I asked her whether she will suck and the moment she took in the mouth, it was like heaven and soon I was about to explode. Seeing my expression, she asked and just before I came, took out and the semen splashed all over the floor with some on the bed. Before even having intercourse, I came and felt shy. Went to washroom, cleaned myself and came. She also cleaned herself and came nude. She started giving naughty smile and looks again which made me want more. I said want to experience going inside her. After initial make out session, was ready for the insertion. Was too raw to think about condom or others and aunty guided me inside her and then it all happened naturally, where after sometime exploded again. Not sure whether aunty came or not, but her moaning made me believe she was enjoying in some way. The whole process took around 2 hours from sexual tension between us just before watching the movie, till the end. It was around 3:30 PM and around 4:15 or so her kids came back from school. By that time, she made tea for us and was sitting in the front room in relaxed way and chatting.

What happened DURING the hookup? What sexual behaviors took place (e.g., oral, vaginal, anal, kinky stuff)? How did you feel during it? Did you have an orgasm? Did your partner(s)? How did they behave toward you? Were they a good lover? What did you talk about? How did it end? I have done extensive oral, top to bottom and focusing more on vaginal area and enjoyed. I splashed twice. My partner was experienced and guided me to perform my first ever experience with the level of confidence due to her encouragement and words during the act. She was too good on bed and her moaning encouraged me seeing that she is enjoying and to make her more happy.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? I was too young to discuss these. But later when asked whether she will become pregnant, aunty told that she stopped pregnancy. Did not ask much. Being homely she was safe. I was a virgin too before this,

What were your REASONS for having this hookup? Mutual attraction and right opportunity. Realised that age gap does not matter as long as both want to engage.

Were alcohol or drugs involved? If so, how much? No.

What happened AFTER the hookup? How did you feel about it? What are your expectations/hopes for the future with this person? How do you feel about them now? I was on cloud 9 after the first experience. We became closer after that. I moved to another state and to abroad after that, and hence did not get a chance for second encounter. We had moved from the locality after couple of years and did not have much contact. Met couple of times later and shared the same rapport and closeness, except for sexual feelings.

To whom did you talk about the hookup? How did they react? None.

Was this a consensual and/or wanted experience for you? For your partner? Yes. She took the initiative as I did not have the courage.

Do you regret this hookup? If so, why? Not at all.

What was the BEST thing about this hookup? How about the WORST? Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I got attracted to casual sex after this and had around 5 of them later.

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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